Portland holiday homes

We found 68 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Portland that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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Why visit Portland

  • Scenic Outdoor Adventures: Discover the stunning Isle of Portland and its breathtaking landscapes, perfect for hiking and exploring.
  • Relaxing Beaches: Unwind at local beaches, ideal for swimming, sunbathing, and enjoying the tranquil surroundings.
  • Charming Village Atmosphere: Stroll through downtown Portland, featuring friendly locals, quaint shops, and delightful cafes.
  • Vibrant Harbour: Experience the lively Portland Harbour, a hub for boating and watersports enthusiasts.
  • Romantic Getaways: Enjoy a picturesque setting perfect for couples seeking an intimate escape or a peaceful camping trip.

Top attractions in and around Portland

Portland, Ontario, is a delightful destination for outdoor enthusiasts and couples seeking scenic getaways. Explore the stunning Isle of Portland, relax at the local beaches, or enjoy a peaceful camping trip nearby. Don't miss the vibrant Portland Harbour and charming breakfast spots to fuel your adventures. Whether you're after a romantic escape or an outdoor experience, Portland has something special for every traveller.

  • Big Rideau Lake: Only 4.8km out of Portland, this stunning lake boasts beautiful beaches and picturesque scenery, perfect for a romantic day out or outdoor adventures.
  • Westport Sand Lake Beach: Located 17.7km away, this serene beach offers relaxing vibes, ideal for sunbathing or a leisurely swim in the refreshing waters.
  • Len's Cove Marina: Situated in Portland, this marina is an adventure hub with outdoor activities and beach vibes, perfect for boating and exploring the stunning waterways.

Things to do recommended for couples

For a romantic getaway in Portland, visit Scheuermann Vineyard & Winery, just 17.7km away, where you can enjoy the enchanting atmosphere. Alternatively, indulge in luxury at Rideau Lakes Golf and Country Club, located 12.9km from Portland, perfect for a couple's retreat.

Things to do recommended for families

Your family will love the vibrant atmosphere at Westport Community Arena, just 16.1km from Portland, and the serene beauty of Murphys Point Provincial Park, only 9.7km away, perfect for relaxation and rejuvenation.

Things to do recommended for groups

Experience the charm of Portland by visiting Westport Brewing Company for a taste of local brews, explore Kilborn's on the Rideau for unique finds, and wander through Wendy's Country Market for a delightful family-friendly shopping experience, all within a short drive from your base.

*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

If you're heading off with a group, family, or pets, or if you're planning an extended stay, be sure to set your filters according to your specific needs. Here are some handy Vrbo booking tips to help you out.

  • Traveling to Portland with a group: Think about how many bedrooms you’ll require, along with features like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Portland with young kids: Travelling with young kids can be a bit tricky. 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 activities.
  • Taking your pets with you to Portland: For many families, a trip isn’t truly memorable without their furry companion along for the adventure. If this resonates with you, have a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and cosy beds, ensuring that all members of your family feel completely 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 include options like a parking space, a well-equipped kitchen, or your own private pool in your search as well.

Where to stay in Portland

Portland, nestled in the charming Rideau Lakes region of Ontario, offers a delightful blend of outdoor adventures and romantic scenery. Explore the friendly atmosphere of downtown Portland, where you can enjoy stunning ocean views and idyllic cityscapes. This quaint village is an ideal getaway for families and couples alike, providing a perfect backdrop for creating lasting memories in a picturesque setting.

  • Rideau Lakes: Nestled in the picturesque landscape of Ontario, Rideau Lakes is a charming city where Portland is located. This area is renowned for its stunning outdoor experiences and scenic views, making it a perfect getaway for those seeking romance and adventure. Visitors can enjoy a variety of recreational activities, from boating on the serene lakes to exploring the nearby nature reserves and national parks. The local shopping centre offers a delightful mix of boutique shops and eateries, providing a taste of the local culture. Nature enthusiasts will find themselves captivated by the lakes and lush greenery surrounding the city.
  • Westport: Just 16.1km from Portland, Westport is a delightful town that beckons outdoor lovers and those in search of beauty. This quaint city offers a variety of recreational areas and a vibrant shopping scene, perfect for leisurely strolls. The proximity to lakes and nature reserves creates ample opportunities for swimming, hiking, and enjoying the beach. Westport’s scenic charm is ideal for romantic outings, with lovely spots to watch the sunset over the water, making it a must-visit destination during your stay.
  • Delta: Located 11.3km from Portland, Delta is a peaceful village that invites visitors to engage with its natural beauty. Known for its outdoor activities and romantic settings, Delta is perfect for those looking to unwind and reconnect with nature. The village features recreational areas ideal for picnics and leisurely walks. With its close proximity to lakes and nature reserves, you can spend your days enjoying the beach, exploring hiking trails, or simply soaking in the tranquil surroundings. The local shopping centre adds a touch of convenience, offering charming shops and cafes.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.0°F (-7.2°C)Light RainMostly CloudyAverage
February20.8°F (-6.2°C)Light RainMostly CloudyAverage
March30.6°F (-0.8°C)Light RainMostly CloudyAverage
April43.2°F (6.2°C)Light RainMostly CloudyAverage
May55.9°F (13.3°C)Light RainMostly SunnyAverage
June63.7°F (17.6°C)Light RainMostly SunnySlightly High
July69.6°F (20.9°C)Light RainMostly SunnySlightly High
August68.4°F (20.2°C)Light RainMostly SunnySlightly High
September61.5°F (16.4°C)Light RainMostly SunnyAverage
October50.0°F (10.0°C)Light RainMostly CloudySlightly Low
November37.8°F (3.2°C)Light RainMostly CloudySlightly Low
December27.7°F (-2.4°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is simple

Are you keen to save some dollars on your next adventure? It’s worth being flexible with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our handy filters to sort by price, location, and rental type. We're here to help you make the most of your trip.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your next getaway. You can effortlessly create new trips, resume your previous planning, or keep track of your arrangements. All your saved or booked properties are neatly organized under categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Portland getaway

Learn about the unique charm of Portland with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Portland

Are you looking for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Portland a one-of-a-kind holiday spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kilborn's on the Rideau (7.2 mi / 11.6 km)
  • Scheuermann Vineyard & Winery (11 mi / 17.7 km)
  • Perth Golf Course (14.1 mi / 22.7 km)
  • Lombard Glen Golf and Country Club (11.5 mi / 18.5 km)
  • Smiths Falls Golf and Country Club (13.5 mi / 21.7 km)
  • Rideau Lakes Golf and Country Club (8.5 mi / 13.7 km)

Exploring the natural features in Portland

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Portland is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Big Rideau Lake (2.9 mi / 4.7 km)
  • Upper Rideau Lake (7.5 mi / 12.1 km)
  • Foley Mountain Conservation Area (9.5 mi / 15.2 km)
  • Indian Lake (10 mi / 16.1 km)
  • Westport Sand Lake Beach (11 mi / 17.6 km)
  • Opinicon Lake (11.8 mi / 18.9 km)

Frequently asked questions

When is the best time to visit Portland for a holiday rental?
The best time to visit Portland, Ontario, for a holiday rental is during the peak season from June to August. This vibrant period attracts visitors eager to partake in outdoor activities, enjoying the warm temperatures and long daylight hours. With average highs reaching around 25 to 30 degrees Celsius, it's an ideal time for kayaking on the beautiful Rideau Canal or exploring the picturesque local parks.July stands out as the most popular month, where the atmosphere buzzes with excitement. Families and friends flock to the area to enjoy community events, music festivals, and a variety of recreational opportunities. Whether you're cycling along scenic trails or indulging in local cuisine at outdoor patios, Portland offers a lively summer experience.For those looking for a more tranquil getaway, November presents a wonderful opportunity to visit. While it's outside the bustling tourist season, this month showcases the serene beauty of fall as the leaves change colour. It's a great time for quiet walks, enjoying the crisp air, and reflecting beside the water.
What are the top attractions in Portland?
In Portland, Ontario, visitors can explore a number of charming attractions that highlight the area's natural beauty and local culture. The Rideau Canal, a UNESCO World Heritage Site, is a significant draw, offering opportunities for boating, fishing, and scenic walks along its banks. The canal is particularly picturesque in the summer and is a great spot for outdoor activities.The nearby Big Rideau Lake is superb for those who enjoy water sports, fishing, or simply relaxing by the water. The area is dotted with quaint shops and local eateries, providing a taste of the region's hospitality and culinary offerings.For nature enthusiasts, the surrounding parks and trails offer excellent hiking and wildlife viewing opportunities.
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.

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