Cumberland Center holiday homes

We found 683 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Cumberland Center to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Cumberland Center

Showing deals for:18 Dec - 25 Dec

Interior
Living area
Private kitchen
Dining
Exceptional
(21 reviews)

Entire House - three suites - conferences, reunions, retreats

Westbrook

8% off
NZ$14,182
for 7 nights, 1 home
NZ$2,026 per night
includes taxes & fees
Entire House - three suites - conferences, reunions, retreats
Living area
Private kitchen
Exterior
Outdoor dining
Wonderful
(5 reviews)

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

Windham

20% off
NZ$8,914
for 7 nights, 1 home
NZ$1,273 per night
includes taxes & fees
Lakefront 15 mins from Portland with Private Beach and Fenced in Yard
The living room leads out to a private deck with a dining table that seats 4.
Outdoor dining
Private kitchen
Exterior detail
Exceptional
(43 reviews)

Modern & Sunny House Steps from the Promenade.

Portland

8% off
NZ$4,966
for 7 nights, 1 home
NZ$709 per night
includes taxes & fees
Modern & Sunny House Steps from the Promenade.
Interior
Property grounds
Private kitchen
Interior
Exceptional
(10 reviews)

Peaceful Lakeside Oasis Near City Amenities

Windham

8% off
NZ$4,447
for 7 nights, 1 home
NZ$635 per night
includes taxes & fees
Peaceful Lakeside Oasis Near City Amenities
Kitchen
Casco Bay
WELCOME
picnic area
Exceptional
(101 reviews)

Beautiful Oceanfront Apartment, scenic views and water access

Yarmouth

8% off
NZ$3,603
for 7 nights, 1 apartment
NZ$515 per night
includes taxes & fees
Beautiful Oceanfront Apartment, scenic views and water access
Interior
Living area
Dining
Private kitchen
Exceptional
(134 reviews)

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Portland

12% off
NZ$3,655
for 7 nights, 1 apartment
NZ$522 per night
includes taxes & fees
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Everyone's favorite room in the home. Massive 8ftx6ft skylight.
Large open concept living space with tall sloped celling and a loft.
Oven, Keurig, microwave, fridge, toaster, and dishwasher.
Lobby can be accessed from Patton Ct or Exchange St. Door code will be provided.
Exceptional
(8 reviews)

Exchange Street Skylight Loft

Portland

8% off
NZ$4,935
for 7 nights, 1 apartment
NZ$705 per night
includes taxes & fees
Exchange Street Skylight Loft
Your private deck and entrance.
Walk around behind the garage to access the apartment.
Room
Space for shoes and coats before going upstairs into the living space.
Exceptional
(17 reviews)

Private studio nestled in woods outside Portland

Westbrook

13% off
NZ$2,642
for 7 nights, 1 apartment
NZ$377 per night
includes taxes & fees
Private studio nestled in woods outside Portland
Interior
Living area
Private kitchen
Room
Exceptional
(42 reviews)

Eastbayside/Munjoy - Charming Downtown Escape

Portland

8% off
NZ$3,310
for 7 nights, 1 apartment
NZ$473 per night
includes taxes & fees
Eastbayside/Munjoy - Charming Downtown Escape
Outdoor dining
Dining
Living area
Private kitchen
Exceptional
(147 reviews)

Fall In Love With Portland!

Portland

8% off
NZ$3,340
for 7 nights, 1 apartment
NZ$477 per night
includes taxes & fees
Fall In Love With Portland!
Room
Interior
Interior
Walnut topped kitchenette counter with coffee maker.
Exceptional
(43 reviews)

Fresh East End Apartment Walkable to Downtown Portland

Portland

8% off
NZ$5,329
for 7 nights, 1 apartment
NZ$761 per night
includes taxes & fees
Fresh East End Apartment Walkable to Downtown Portland
Private kitchen
Coziest place to relax and unwind have a fire and enjoy the fall and winter
Living area
Coffee/ Wine station
Exceptional
(68 reviews)

Clean, Cozy, and Professional Waterfront Home- minutes to Portland

Falmouth

8% off
NZ$8,142
for 7 nights, 1 home
NZ$1,163 per night
includes taxes & fees
Clean, Cozy, and Professional Waterfront Home- minutes to Portland
Room
Property grounds
Interior
Exterior
Exceptional
(32 reviews)

Vienna's Place

Freeport

8% off
NZ$3,005
for 7 nights, 1 apartment
NZ$429 per night
includes taxes & fees
Vienna's Place
Living area
Interior
Exterior detail
Living area
Exceptional
(100 reviews)

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

Portland

8% off
NZ$3,497
for 7 nights, 1 apartment
NZ$500 per night
includes taxes & fees
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
Interior
Tour the Victorian Mansion at the bottom of the street.
Pocket doors pull out from the walls separating the livingroom and bedroom.
Living area
Exceptional
(63 reviews)

Historic Home in the West End. Private Parking.

Portland

8% off
NZ$3,110
for 7 nights, 1 apartment
NZ$444 per night
includes taxes & fees
Historic Home in the West End. Private Parking.
Dining
Smalls! A short walk from the house.
Pia Men Miyake, the best place for lunch!
Room
Exceptional
(23 reviews)

West End Bright Spot with Parking.

Portland

8% off
NZ$2,480
for 7 nights, 1 apartment
NZ$354 per night
includes taxes & fees
West End Bright Spot with Parking.
Dining
Interior
Exterior detail
Living area
Exceptional
(21 reviews)

New England Charm, Portland - Parking included

Portland

8% off
NZ$5,408
for 7 nights, 1 apartment
NZ$773 per night
includes taxes & fees
New England Charm, Portland - Parking included
Festive lighting at your control.
5 min car ride to Downtown/Old Port.
Large, well-stocked Kitchen w/stainless steel counter and appliances
Large deck with seating for six, festive lighting and a firepit. Views and sun!
Exceptional
(131 reviews)

City Amenities, Casco Bay Sunrises and Natural Beauty

Portland

8% off
NZ$3,726
for 7 nights, 1 apartment
NZ$532 per night
includes taxes & fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Living area
Private kitchen
Outdoor dining
Room
Exceptional
(14 reviews)

Harborview - Curated East End Escape w/ Parking

Portland

8% off
NZ$9,151
for 7 nights, 1 apartment
NZ$1,307 per night
includes taxes & fees
Harborview - Curated East End Escape w/ Parking
Dining
Interior
Interior
Room
Exceptional
(22 reviews)

West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi

Portland

8% off
NZ$5,605
for 7 nights, 1 apartment
NZ$801 per night
includes taxes & fees
West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi
The State Theater is a 5 minute walk away.
Scales in the Old Port for the best seafood
Discover Victoria Mansion at the bottom of the street.
Room
Exceptional
(55 reviews)

Charming West End Hideaway. Private Parking

Portland

8% off
NZ$3,337
for 7 nights, 1 apartment
NZ$477 per night
includes taxes & fees
Charming West End Hideaway. Private Parking

  • 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

Find the perfect holiday rental for your Cumberland Center getaway

Learn about the unique charm of Cumberland Center with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Cumberland Center

Are you searching for things to do in the area? Venture out of your cosy holiday rental and check out everything that makes Cumberland Center a fun place to get away to. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Point Sebago Golf Resort (17.4 mi / 28 km)
  • Seacoast Adventure (11 mi / 17.8 km)
  • Brunswick Golf Course (15.1 mi / 24.3 km)
  • Gilsland Farm Audubon Center (6.4 mi / 10.3 km)
  • Riverside Municipal Golf Course (6.9 mi / 11.1 km)
  • Wilbur's of Maine Chocolate Confections (7.3 mi / 11.7 km)

Exploring the natural landscape of Cumberland Center

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Cumberland Center. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Desert of Maine (6.1 mi / 9.7 km)
  • Eastern Promenade (9 mi / 14.5 km)
  • East End Beach (9 mi / 14.5 km)
  • Sand Beach (9.5 mi / 15.2 km)
  • Little Sebago Lake (10.1 mi / 16.3 km)
  • Thompson's Point (10.6 mi / 17 km)

Travelling to and around Cumberland Center

The nearest airport is in Portland, ME (PWM-Portland Intl. Jetport), located 11 mi (17.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 17.4 mi (28 km) away.

Frequently asked questions

What is the best area to stay in Cumberland Center when booking a holiday rental?
When considering a holiday rental in Cumberland Centre, Maine, a popular area to stay is the vicinity around the local parks and recreational spaces. This neighbourhood offers a delightful blend of natural beauty and community spirit, making it a superb retreat for families and nature enthusiasts alike.You'll find a number of properties available here, ranging from charming cottages to spacious family homes, providing various options depending on your needs. The area is particularly close to the picturesque Twin Brook Recreation Area, which is great for hiking, walking, and enjoying the outdoors. Additionally, the nearby Maine State Museum can offer intriguing insights into the local history and culture, making it a wonderful outing for visitors of all ages.
Where are the best Cumberland Center ski resort rentals?
For renting ski accommodations near Cumberland Centre, travellers should focus on the nearby Shawnee Peak ski area, which is approximately a 30-minute drive away. The town of Bridgton, located close to Shawnee Peak, offers a variety of rental options, including cosy cabins and chalets that cater to winter sports enthusiasts. Many of these properties come equipped with amenities such as fully equipped kitchens, fireplaces for warmth and ambience, and outdoor decks that provide stunning views of the surrounding mountains.In addition, the adjacent area around Naples offers further choices, with charming homes and lodges that often feature hot tubs and spacious living areas, making them superb for unwinding after a day on the slopes. Many rentals here are designed to accommodate families or groups, with multiple bedrooms and shared spaces to relax in.For those wishing to explore beyond skiing, the region around Cumberland Centre features beautiful lakes and trails for snowshoeing and cross-country skiing, as well as local shops and restaurants in Bridgton and Naples.
What is the most popular type of holiday rental accomodation in Cumberland Center?
In Cumberland Centre, holiday houses and cabins are the most popular types of holiday rentals, with several options available throughout the area. These properties are typically situated in tranquil neighbourhoods, offering a comfortable and homely atmosphere. Most holiday houses feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Cabins, on the other hand, often provide a rustic charm with amenities such as outdoor decks, fire pits, and scenic views of the surrounding nature.
Are there any family house rentals in Cumberland Center?
In Cumberland Centre, Maine, there are several family-friendly house rentals available, making it a fantastic choice for groups looking to enjoy a peaceful getaway. The area features homes with spacious living areas, fully equipped kitchens for convenient meal preparation, and outdoor spaces where children can play and explore. Many properties come with amenities like Wi-Fi and laundry facilities, ensuring a comfortable stay for families.Cumberland Centre is close to a variety of attractions, including the picturesque town of Yarmouth and the beautiful landscapes of the nearby Royal River Park, which offers trails and recreational activities. Visitors can also enjoy the local charm with nearby shops and restaurants.
Are there pet-friendly house rentals in Cumberland Center?
In Cumberland Centre, travellers can find several pet-friendly house rentals that cater to those looking to enjoy a comfortable stay with their furry companions. The area features a mix of charming homes, often equipped with amenities such as spacious backyards, fully stocked kitchens, and cosy living rooms, making them ideal for families and groups. Many properties also offer outdoor spaces where pets can play, providing a welcoming environment for both guests and their pets.Cumberland Centre has nearby parks and recreational areas that are great for outdoor activities with pets. For instance, the expansive Cumberland Town Forest offers walking trails and scenic views, making it a great spot for leisurely strolls with dogs. The community's family-friendly atmosphere and close-knit neighbourhood vibe add to the appeal of renting a holiday home in this region.
Are there any remote work holiday rentals in Cumberland Center?
In Cumberland Centre, Maine, there are several remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many properties come equipped with reliable Wi-Fi and dedicated workspaces, such as desk chairs and bookable units for a comfortable working environment. The area offers a tranquil suburban setting, ideal for productivity, while still being close to local amenities.Cumberland Centre is known for its charming community and proximity to natural attractions, including parks and walking trails, providing a great balance of work and outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Cumberland Center?
In Cumberland Centre, popular rental amenities include outdoor spaces such as decks or patios, providing a lovely spot for relaxation and enjoying the surroundings. Many properties also feature cosy fireplaces, great for those chilly evenings. Onsite parking is commonly available, making it convenient for travellers with vehicles. Additionally, a number of rentals are pet-friendly, allowing guests to bring their furry companions along, while service animals are also permitted.
When is the best time to visit Cumberland Center for a holiday rental?
The peak travel season in Cumberland Centre occurs from July to September, making it the most popular time for visitors looking to enjoy the charming atmosphere of this delightful Maine destination. With warm summer temperatures often reaching the mid to high 20s Celsius, outdoor activities abound. Whether you're hiking the picturesque trails, exploring local parks, or enjoying the nearby coastline, the region offers a wealth of opportunities for adventure and relaxation.July stands out as the highlight of summer, drawing families and friends seeking to make the most of the vibrant community events and splendid natural beauty. The warm weather creates an inviting environment for activities such as kayaking on the nearby lakes or picnicking in lush green spaces.For those looking for a more budget-friendly option, consider visiting in April. This month presents a chance to witness the beauty of spring as the landscape begins to bloom, and while the temperatures are cooler—typically ranging from 0 to 10 degrees Celsius—it provides a peaceful escape before the summer rush. You'll find fewer crowds, making it easier to explore the area's attractions at a leisurely pace.Ultimately, the best time to visit Cumberland Centre for a holiday rental will depend on whether you prefer the lively summer atmosphere filled with activities or the serene charm of early spring.
What are the top attractions in Cumberland Center?
In Cumberland Centre, visitors can enjoy a charming small-town atmosphere with a variety of attractions. The local community park, which features playgrounds, sports fields, and walking trails, provides a lovely space for outdoor activities. This area is superb for families looking to enjoy some fresh air and nature.The nearby Prince Memorial Library is a great spot for those interested in local history and literature, often hosting community events. Additionally, the town's proximity to the picturesque Sebago Lake offers opportunities for water-based activities, from boating to fishing, making it a delightful destination for nature lovers.For those wanting to explore further, the historic district of Cumberland offers quaint shops and restaurants, where visitors can experience the local flavour and hospitality.
Are all fees included in the Cumberland Center 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 Cumberland Center holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Cumberland Center 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 Cumberland Center holiday homes?
You can find great discounts on holiday homes in Cumberland Center 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 Cumberland Center holiday home booking on Bookabach?
To find Cumberland Center 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 Cumberland Center?
A long-stay holiday home in Cumberland Center 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 Cumberland Center holiday home?
Book your Cumberland Center 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 Cumberland Center?
Prices for holiday homes in Cumberland Center 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 Cumberland Center 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.

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