Portland holiday homes

We found 1,402 holiday rentals — enter your dates for availability
Discover a selection of 90 homes, 165 apartments and other holiday rentals in Portland that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you expect for your stay, including parking and a TV. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Portland

Showing deals for:11 Dec - 18 Dec

Listen to the waves crash while enjoying the starry night.
2nd Floor: Spiral stairs lead to ocean view attic bunk room.
2nd Floor: bistro with sliders to the deck and large yard below.
2nd Floor: Dining area looks out over the marsh side.
Exceptional
(72 reviews)

Spacious Ocean View Getaway, 3 min walk to beach with large fenced in yard

Scarborough

20% off
NZ$10,170
for 7 nights, 1 home
NZ$1,453 per night
includes taxes & fees
Spacious Ocean View Getaway, 3 min walk to beach with large fenced in yard
Room
Bright and comfortable living room in a quiet Portland neighborhood
Fully equipped kitchen with everything needed for cooking
Bathroom
Exceptional
(50 reviews)

Quiet 2BR/2BA Home w/ Parking • Dog-Friendly • Near Downtown Portland

Portland

8% off
NZ$4,004
for 7 nights, 1 home
NZ$572 per night
includes taxes & fees
Quiet 2BR/2BA Home w/ Parking • Dog-Friendly • Near Downtown Portland
Private kitchen
Living area
Exterior
Interior
Exceptional
(21 reviews)

Entire House - three suites - conferences, reunions, retreats

Westbrook

8% off
NZ$12,830
for 7 nights, 1 home
NZ$1,833 per night
includes taxes & fees
Entire House - three suites - conferences, reunions, retreats
Kitchen recently renovated.
Property grounds
Open floor plan.
Floors recently refinished.
Wonderful
(40 reviews)

Stover's Cove Beach Coastal Retreat

Harpswell

8% off
NZ$6,468
for 7 nights, 1 home
NZ$924 per night
includes taxes & fees
Stover's Cove Beach Coastal Retreat
Private sandy beach area
Private kitchen
Exterior
Living area
Wonderful
(5 reviews)

Lakefront 15 mins from Portland with Private Beach and Fenced in Yard

Windham

20% off
NZ$8,791
for 7 nights, 1 home
NZ$1,256 per night
includes taxes & fees
Lakefront 15 mins from Portland with Private Beach and Fenced in Yard
Back yard
Willard Beach
Dining
Master bedroom with queen bed and ceiling fan
Exceptional
(72 reviews)

Willard Beach Neighborhood-Close to all Southern Maine has to offer!

South Portland

8% off
NZ$5,477
for 7 nights, 1 home
NZ$782 per night
includes taxes & fees
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
Kitchen
Casco Bay
picnic area
Dining area
Exceptional
(101 reviews)

Beautiful Oceanfront Apartment, scenic views and water access

Yarmouth

8% off
NZ$3,623
for 7 nights, 1 apartment
NZ$518 per night
includes taxes & fees
Beautiful Oceanfront Apartment, scenic views and water access
Interior
Outdoor dining
The living room leads out to a private deck with a dining table that seats 4.
Exterior detail
Exceptional
(43 reviews)

Modern & Sunny House Steps from the Promenade.

Portland

8% off
NZ$4,898
for 7 nights, 1 home
NZ$700 per night
includes taxes & fees
Modern & Sunny House Steps from the Promenade.
Interior
Interior
Private kitchen
Pool
Exceptional
(17 reviews)

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Scarborough

8% off
NZ$5,346
for 7 nights, 1 home
NZ$764 per night
includes taxes & fees
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
View from Roof Top deck
Looking up to the house from Garrison Cove
Living Room Fireplace
Kitchen at night with setup for a dinner party
Exceptional
(86 reviews)

Amazing Views, and Comfortable Spaces in this Well Appointed Island Home

Bailey Island

8% off
NZ$10,502
for 7 nights, 1 home
NZ$1,500 per night
includes taxes & fees
Amazing Views, and Comfortable Spaces in this Well Appointed Island Home
Interior
Interior
Interior
Private kitchen
Exceptional
(23 reviews)

A Commanding View of Town of Old Orchard Beach

Old Orchard Beach

8% off
NZ$4,988
for 7 nights, 1 home
NZ$713 per night
includes taxes & fees
A Commanding View of Town of Old Orchard Beach
View from living room
Terrace/patio
Room
Private kitchen
Exceptional
(189 reviews)

1 room luxury ocean front studio cottage

Harpswell

8% off
NZ$2,598
for 7 nights, 1 apartment
NZ$371 per night
includes taxes & fees
1 room luxury ocean front studio cottage
Room
Beach
Exterior
Interior
Exceptional
(58 reviews)

Cozy 1 BR Condo Steps From The Beach

Old Orchard Beach

8% off
NZ$2,129
for 7 nights, 1 apartment
NZ$304 per night
includes taxes & fees
Cozy 1 BR Condo Steps From The Beach
Dining
Marina
Private kitchen
Living area
Exceptional
(13 reviews)

Renovated Apartment in Willard Square Area of South Portland, Maine.

South Portland

16% off
NZ$3,160
for 7 nights, 1 apartment
NZ$451 per night
includes taxes & fees
Renovated Apartment in Willard Square Area of South Portland, Maine.
Screened porch off of patio
Lovely Craftsman-style details greet guests at the front door
Open concept main floor with charming original Craftsman woodwork
Warm and inviting living room with gas fireplace
Exceptional
(80 reviews)

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Portland

8% off
NZ$12,214
for 7 nights, 1 home
NZ$1,745 per night
includes taxes & fees
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Oven, Keurig, microwave, fridge, toaster, and dishwasher.
Large open concept living space with tall sloped celling and a loft.
Everyone's favorite room in the home. Massive 8ftx6ft skylight.
Lobby can be accessed from Patton Ct or Exchange St. Door code will be provided.
Exceptional
(7 reviews)

Exchange Street Skylight Loft

Portland

8% off
NZ$4,865
for 7 nights, 1 apartment
NZ$695 per night
includes taxes & fees
Exchange Street Skylight Loft
Dining
Private kitchen
Interior
Living area
Exceptional
(49 reviews)

Large three bedroom condo, steps from beach and amusement area

Old Orchard Beach

8% off
NZ$6,542
for 7 nights, 1 apartment
NZ$935 per night
includes taxes & fees
Large three bedroom condo, steps from beach and amusement area
Room
Living area
Dining
Private kitchen
Exceptional
(41 reviews)

Pine Point Beach private, quaint, charming studio.

Scarborough

8% off
NZ$2,292
for 7 nights, 1 apartment
NZ$327 per night
includes taxes & fees
Pine Point Beach private, quaint, charming studio.
Space for shoes and coats before going upstairs into the living space.
Walk around behind the garage to access the apartment.
Room
Private kitchen
Exceptional
(14 reviews)

Private studio nestled in woods outside Portland

Westbrook

13% off
NZ$2,659
for 7 nights, 1 apartment
NZ$380 per night
includes taxes & fees
Private studio nestled in woods outside Portland
Living area
Outdoor dining
Dining
Interior
Exceptional
(13 reviews)

Peaceful & minutes from the Old Port with private parking

South Portland

8% off
NZ$2,693
for 7 nights, 1 apartment
NZ$385 per night
includes taxes & fees
Peaceful & minutes from the Old Port with private parking
Off-street parking behind building dedicated to this unit only.
Living area
Interior
Room
Exceptional
(40 reviews)

Eastbayside/Munjoy - Charming Downtown Escape

Portland

7% off
NZ$3,327
for 7 nights, 1 apartment
NZ$475 per night
includes taxes & fees
Eastbayside/Munjoy - Charming Downtown Escape
Private kitchen
Room
Private kitchen
Property grounds
Wonderful
(14 reviews)

Updated cottage, walk to beach, screened in porch

Old Orchard Beach

8% off
NZ$2,764
for 7 nights, 1 home
NZ$395 per night
includes taxes & fees
Updated cottage, walk to beach, screened in porch
Outdoor dining
Dining
Private kitchen
Living area
Exceptional
(147 reviews)

Fall In Love With Portland!

Portland

7% off
NZ$3,360
for 7 nights, 1 apartment
NZ$480 per night
includes taxes & fees
Fall In Love With Portland!
Dining
Interior
Living area
Exterior detail
Exceptional
(99 reviews)

2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood

Portland

8% off
NZ$3,516
for 7 nights, 1 apartment
NZ$502 per night
includes taxes & fees
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Portland

  • Coastal charm: Portland enchants with its blend of urban vibrancy and scenic beaches, perfect for a relaxed seaside escape.
  • Historic allure: The city boasts rich history, featuring preserved historic houses and an iconic lighthouse that captures its maritime legacy.
  • Vibrant waterfront: Explore a lively waterfront with delightful local eateries and shops, offering a taste of Portland’s dynamic culture.
  • Family-friendly parks: Enjoy scenic parks and outdoor activities ideal for both families and solo travellers.
  • Inviting community: Experience the warm, welcoming atmosphere that makes Portland a memorable and unique holiday destination.

Top attractions in and around Portland

Portland, Maine offers a blend of outdoor charm and rich history. Visitors can enjoy scenic beaches, explore historic houses, and marvel at a historic lighthouse. Ideal for families and solo travellers alike, the city provides an array of cultural, beach, and outdoor experiences, ensuring a well-rounded holiday experience.

  • East End Beach: A picturesque seaside spot in Portland that offers a relaxed coastal vibe with soft sands and gentle waves, perfect for a leisurely stroll or a sunny day by the water.
  • Victoria Mansion: An exquisite historic house in Portland showcasing rich cultural heritage with ornate interiors and period charm, ideal for history buffs and architecture enthusiasts.
  • Willard Beach: Located 3km from Portland, this beach provides a refreshing escape with its inviting waters and scenic coastal views for a delightful day out.

Things to do recommended for couples

For a romantic getaway in Portland, explore the charming Old Port district, with its cobblestone streets and quaint shops. Enjoy a sunset sail on Casco Bay or indulge in a candlelit dinner at a waterfront restaurant, savouring fresh seafood while taking in stunning views of the harbour.

Things to do recommended for families

Families will love exploring the interactive exhibits at the Children's Museum & Theatre of Maine, or enjoying a scenic ferry ride to Peaks Island for a day of biking and beach fun. Don't miss the Portland Head Light for stunning views and a picnic.

Things to do recommended for groups

Experience the thrill of racing at Beech Ridge Motor Speedway, located 11km from Portland. It offers an exhilarating atmosphere perfect for group adventures. Enjoy the excitement of motor racing while soaking in the vibrant local sports culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Portland

When planning your trip—whether you're travelling with a group, family, pets, or seeking longer stays—be sure to apply the appropriate filters to align with your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Portland with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Portland with young kids: Travelling with young children can present some challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Portland: For many, a family holiday isn’t complete without their furry friend joining in. If that’s you, explore Vrbo properties welcoming pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring everyone feels at home.
  • Planning for a long term stay visiting Portland: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in and around Portland

Portland, Maine, offers a delightful blend of urban charm and coastal beauty, making it a perfect holiday destination. Explore the lively waterfront, where local eateries and shops abound, or meander through downtown to experience its vibrant culture. Families can enjoy scenic parks and outdoor activities, while the friendly atmosphere invites visitors to connect with the community. With its unique vibe and stunning scenery, Portland promises an unforgettable getaway in coastal Maine.

  • Downtown Portland: Nestled in the heart of Portland, Downtown Portland offers a vibrant blend of urban energy and scenic beauty. Visitors are drawn to its outdoor and family-friendly attractions, with ample opportunities to enjoy the nearby beach, family beach, and lake. The area boasts a variety of entertainment options, including a bustling arena and expansive shopping centres, making it a versatile destination for leisure and exploration.
  • Oakdale: Located in the vicinity of Portland, Oakdale is a charming neighbourhood that caters to those seeking an outdoor escape with a touch of romance. Its picturesque setting is enhanced by scenic views and access to landmarks such as the beach, lake, and family beach. The area also offers cultural experiences through music concerts and educational venues, as well as inviting trails for a leisurely stroll.
  • Ferry Village: Just 1.6km away from Portland, Ferry Village is a delightful neighbourhood that combines beachside charm with a rich outdoor experience. It is renowned for its serene beaches and scenic vistas, with attractions including a historic lighthouse and a family beach. Travellers can also enjoy educational facilities, golf, and arena entertainment, ensuring a well-rounded visit filled with both relaxation and activity.

Best time to go to Portland

If you're planning a trip to Portland, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January26.1°F (-3.3°C)Light RainMostly Sunny
February27.0°F (-2.8°C)Light RainMostly Sunny
March33.4°F (0.8°C)Light RainMostly Sunny
April43.9°F (6.6°C)Light RainMostly Sunny
May54.0°F (12.2°C)Light RainMostly Sunny
June61.9°F (16.6°C)Light RainMostly Sunny
July68.9°F (20.5°C)Light RainMostly Sunny
August68.5°F (20.3°C)Light RainMostly Sunny
September62.2°F (16.8°C)Light RainMostly Sunny
October52.2°F (11.2°C)Light RainMostly Sunny
November41.2°F (5.1°C)Light RainMostly Sunny
December32.9°F (0.5°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

If you want to save on your next adventure, try being flexible with your travel dates since prices do vary. Additionally, booking a longer stay can often result in significant savings. To locate the perfect Vrbo property within your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy space to organise your journeys—be it starting afresh, picking up where you last left off, or simply viewing and managing your plans. You can easily find properties that you’ve either saved or booked, neatly sorted under Potential, Upcoming, or Current Trips. To get started with your Trip Boards, visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Delight in the waterfront landscape of Portland

Enjoy the area's live music, museums and theatre scene with a rental holiday home in Portland. This cosmopolitan city attracts visitors thanks to its seafood restaurants and shopping. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Portland

Do you want to discover attractions to visit during your stay? Venture out of your holiday home and experience everything that makes Portland a fun spot to go on holiday. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Aquaboggan Water Park (10.8 mi / 17.3 km)
  • Dunegrass Golf Club (11.8 mi / 18.9 km)
  • Pirate's Cove (12 mi / 19.3 km)
  • Funtown Splashtown USA (12.7 mi / 20.5 km)
  • Old Orchard Beach Parasail (15.1 mi / 24.2 km)
  • Gilsland Farm Audubon Center (3.2 mi / 5.1 km)

Exploring the natural features in Portland

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Portland. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Eastern Promenade (0.8 mi / 1.3 km)
  • East End Beach (0.9 mi / 1.4 km)
  • Willard Beach (1.8 mi / 2.9 km)
  • Thompson's Point (2 mi / 3.2 km)
  • Sand Beach (2.2 mi / 3.5 km)
  • Higgins Beach (7 mi / 11.2 km)

Travelling to and around Portland

Fly into Portland, ME (PWM-Portland Intl. Jetport), the closest airport, located 2.9 mi (4.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 26.8 mi (43.2 km) away.

If you prefer train travel, the main station is Portland Transportation Center.

Frequently asked questions

What is the best area to stay in Portland when booking a holiday rental?
When considering the best area to stay in Portland, Maine for a holiday rental, the Old Port neighbourhood is an excellent choice. This vibrant area boasts a charming blend of cobblestone streets, historic architecture, and a lively waterfront atmosphere. Visitors can enjoy a plethora of boutique shops, artisanal eateries, and delightful cafes, all while being just a stone's throw from the scenic harbour. A top attraction in Old Port is the Portland Head Light, an iconic lighthouse that offers stunning views of the Atlantic Ocean and is steeped in maritime history.Another fantastic option is the Arts District, which is home to a thriving creative community. This area features an array of galleries, theatres, and cultural venues, making it great for those who appreciate the arts. The Portland Museum of Art is a significant highlight, showcasing an impressive collection of American and European works.In terms of holiday rentals, both Old Port and the Arts District have a good selection of properties, ranging from quaint apartments to larger homes, ensuring that visitors can find accommodation that suits their needs.
Where are the best areas for renting a beach house in Portland?
For renting a beach house in Portland, consider the picturesque area of Cape Elizabeth, just a short drive from the city centre. This coastal community features stunning beachfront properties near Crescent Beach State Park, where visitors can enjoy sandy shores and beautiful ocean views. Many rentals in this area come with amenities such as private decks, outdoor grills, and access to walking trails, making them great for families and groups looking to relax by the sea.Another excellent option is the Old Port district in downtown Portland, which offers a vibrant setting with waterfront access. Here, travellers can find charming lofts and apartments with modern amenities, including gourmet kitchens and rooftop terraces, ideal for enjoying the lively harbour views. The proximity to local seafood restaurants, boutiques, and cultural attractions adds to the appeal of staying in this area.Additionally, the nearby Scarborough area provides further beach house options, especially around Pine Point Beach, known for its long stretches of sand and calm waters. Many properties in Scarborough feature family-friendly amenities such as outdoor showers, game rooms, and easy beach access, allowing guests to fully embrace the coastal lifestyle.
Where are the best Portland ski resort rentals?
For those seeking ski resort rentals near Portland, Maine, the closest major ski area is Sunday River, located approximately an hour's drive northwest of the city. In the Bethel area, which is near Sunday River, travellers can find a variety of rental options, including spacious lodges and cosy cabins that cater to families and groups. Many properties in this area come equipped with amenities such as full kitchens, fireplaces, and in some cases, hot tubs, providing the ideal setting for relaxation after a day on the slopes.Additionally, the nearby town of Bethel offers a quaint New England atmosphere, with local shops and restaurants enhancing the experience. Some rentals may also feature easy access to hiking trails and stunning views of the surrounding mountains, ideal for those looking to explore the beautiful outdoors outside of skiing.For a more rustic experience, consider properties in the surrounding rural areas, where you can find charming chalets and log cabins, often set in serene, wooded settings. These accommodations typically include modern conveniences like Wi-Fi and laundry facilities, ensuring a comfortable stay.
What is the most popular type of holiday rental accomodation in Portland?
In Portland, apartments are the most prevalent type of holiday rental, with around 548 available throughout the city. These can be found in lively neighbourhoods close to the waterfront, the Historic Old Port, and various cultural attractions. Most apartments come equipped with modern amenities such as fully fitted kitchens, comfortable living areas, and often a dedicated workspace, suiting both leisure and business travellers.Holiday houses are also a popular choice, with about 248 options that provide more space and privacy for families or larger groups. These homes typically feature multiple bedrooms, private outdoor spaces, and full kitchens, allowing guests to enjoy a home-like experience. Additionally, there are around 136 condos available, which often include shared facilities like pools and fitness centres.For those seeking a quaint and charming stay, there are about 20 cottages scattered around the area, providing a unique character and often set in picturesque locations. Villas are also present, although they are less common.
Are there any family house rentals in Portland?
In Portland, Maine, there are numerous family-friendly house rentals available—about 132 in total. The city boasts a variety of neighbourhoods, each offering unique attractions for families. The Old Port area, known for its cobblestone streets and waterfront views, features spacious homes with amenities like full kitchens, multiple bedrooms, and outdoor areas, superb for family gatherings. Visitors can easily access local highlights such as the Portland Head Light and the bustling shops and eateries along Commercial Street.Additionally, the West End is another great option, featuring Victorian-style houses that often come with gardens and cosy living spaces. Families can enjoy nearby parks like Deering Oaks, which offers playgrounds and open spaces for picnics. Many properties in this area include conveniences such as laundry facilities and Wi-Fi, enhancing the comfort of your stay.
Can I rent a holiday home with a pool or hot tub in Portland?
In Portland, Maine, there are several holiday homes available for rent that feature pools and hot tubs, providing a great option for travellers seeking relaxation during their stay. The city's charming neighbourhoods, such as the historic Old Port and the picturesque East End, offer a variety of rental properties that cater to different preferences and budgets.Many of these holiday rentals come equipped with amenities such as private pools, inviting hot tubs, outdoor decks, and well-appointed kitchens, making them ideal for family gatherings or group getaways. Some properties may also include additional conveniences like barbecue areas, spacious living rooms, and even proximity to local attractions, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Portland?
In Portland, Maine, there are numerous pet-friendly house rentals available, with a total of 92 options to choose from. Many of these rentals are situated in charming neighbourhoods like the historic West End, where you can find beautifully restored Victorian homes equipped with modern amenities such as gourmet kitchens, private gardens, and spacious living areas.The East End is another popular area, featuring coastal views and proximity to the waterfront. Properties here often include features like outdoor decks, superb for enjoying the fresh sea air, and are close to pet-friendly parks such as the Eastern Promenade, which offers scenic walking trails and stunning vistas of Casco Bay.Travellers can also expect comfortable accommodations that cater to both humans and pets, including fenced yards, easy access to pet-friendly dining options, and nearby beaches where leashed dogs are welcome.
Are there any remote work holiday rentals in Portland?
In Portland, Maine, there are a substantial number of remote work holiday rentals available—around 832 in total. This vibrant city is not only known for its picturesque waterfront and historic architecture but also offers a range of amenities suited for those working remotely. Many properties come equipped with dedicated workspaces, high-speed Wi-Fi, and comfortable office setups, allowing guests to maintain productivity while enjoying their stay.Travellers can expect to find a mix of modern apartments and charming homes, often featuring amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces to unwind after a day of work. The Old Port area is particularly appealing, with its cobblestone streets, boutique shops, and waterfront views, providing a lovely backdrop for breaks during working hours. Additionally, the presence of local cafes and co-working spaces nearby further enhances the remote working experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Portland?
In Portland, Maine, popular holiday rental amenities cater to a variety of traveller needs. Most rentals typically feature a kitchen, allowing guests to prepare their own meals, which is especially convenient for families or those looking to save on dining out. Additionally, many properties include a coffee and tea maker, ensuring that guests can enjoy their morning brew at their leisure. Onsite parking is commonly available, offering convenience for those travelling by car. Many rentals also boast a deck or patio, providing a lovely space to relax outdoors and enjoy the fresh air. Furthermore, several options permit pets, making it easier for those wishing to travel with their furry companions.
When is the best time to visit Portland for a holiday rental?
March is a fantastic time to visit Portland, Maine, as it marks the beginning of the spring season. During this month, visitors can enjoy the city's vibrant setting as the winter chill starts to fade, making it ideal for outdoor activities and sightseeing. With temperatures ranging from around -1 to 10 degrees Celsius, it's a comfortable time to explore Portland's beautiful waterfront, historic Old Port district, and local parks.The peak tourist season in Portland typically runs from June to August, when the weather is warmest, and visitors flock to the area for its famous festivals, outdoor markets, and stunning coastal views. This bustling period is superb for those who thrive in lively environments and want to experience everything Portland has to offer, from food truck delicacies to live music events.For travellers looking for a budget-friendly option, October presents a wonderful opportunity to experience the fall colours without the summer crowds. The crisp air and stunning autumn foliage create a picturesque backdrop for exploring the city's parks and scenic coastal drives.Ultimately, the best time to book a holiday rental in Portland depends on your preferences. If you enjoy a vibrant setting and the buzz of summer activities, plan for June through August. Alternatively, if you favour a quieter experience with beautiful autumn scenery, consider October for your visit.
What are the top attractions in Portland?
In Portland, Maine, visitors can explore a variety of attractions that highlight the city's coastal charm and vibrant culture. The Old Port district features cobblestone streets lined with boutiques, galleries, and restaurants, offering a picturesque setting along the waterfront. Here, travellers can enjoy fresh seafood and local craft beers while taking in views of the working harbour.The Portland Head Light, located in Fort Williams Park, is an iconic lighthouse and a must-see for its stunning views and historical significance. This area also provides ample opportunities for picnicking and scenic walks along the coastline.For art enthusiasts, the Arts District showcases the Portland Museum of Art, which houses an impressive collection of American, European, and contemporary works. Nearby, the historic Victoria Mansion offers insight into 19th-century architecture and design.Additionally, the Eastern Promenade provides a beautiful park space with walking paths, picnic areas, and access to sandy beaches, great for enjoying the outdoors and the ocean breeze.
Are all fees included in the Portland holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Portland holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Portland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Portland holiday homes?
You can find great discounts on holiday homes in Portland on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Portland holiday home booking on Bookabach?
To find Portland holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Portland?
A long-stay holiday home in Portland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Portland holiday home?
Book your Portland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Portland?
Prices for holiday homes in Portland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Portland to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas