Portland holiday homes

We found 77 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.

Holiday rentals with weekly discounts - Portland

Showing deals for:2 Jan - 9 Jan
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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 mi / 11.2 km)
  • Scheuermann Vineyard & Winery (10.8 mi / 17.4 km)
  • Evergreen Golf Course (13.7 mi / 22.1 km)
  • Smiths Falls Golf and Country Club (13.7 mi / 22.1 km)
  • Perth Golf Course (14.3 mi / 23 km)
  • Rideau Lakes Golf and Country Club (8.3 mi / 13.3 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 / 4.6 km)
  • Rideau Canal (7.2 mi / 11.6 km)
  • Upper Rideau Lake (7.3 mi / 11.7 km)
  • Indian Lake (9.8 mi / 15.7 km)
  • Westport Sand Lake Beach (10.8 mi / 17.3 km)
  • Grippen Lake (13.1 mi / 21.2 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Portland?
The most desirable types of holiday homes in Portland are bed & breakfasts. Searching for something different? Bookabach has many options to match our guests' unique needs, so you'll see holiday homes in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — get yours today.
How much does it cost to rent a holiday home in Portland?
The average price for a holiday home in Portland is determined by a number of factors, like season, property type and length of stay. Whether you prefer a villa with space for extended family or a comfy cabin perfect for just you and the kids, just add your travel dates to find stays that offer great value.
How much does it cost to rent a beach house in Portland?
The average price for a holiday home near the beach in Portland depends on when you're visiting the area and the size and type of property you're searching for. You can quickly and easily find prices on Bookabach by entering your destination and travel dates. Then use the filters to choose the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Portland?
Good news. There are. You'll have a choice of five stays that allow pets in Portland on Bookabach. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly holiday homes to book a pad where Rover can get in on the family fun.
What are popular home amenities in Portland?
The most popular home amenities people prefer in Portland are an electric car charging station, a chef and a barbecue grill. Whether you're travelling with pals, family or even pets, Bookabach holiday homes come with the best amenities for ultimate relaxation with the people that matter most.
Are there holiday homes in Portland that welcome kids?
Bring the entire family together for an unforgettable adventure in Portland at one of our five family-friendly holiday properties. Many of these stays offer amenities that are great for trips with children, such as dining rooms, bunk beds and patios. Just check the "Properties good for families" filter box and choose your favourite option.
What are the top attractions for families in Portland?
If you're looking for something entertaining for the family near the heart of Portland, plan a visit to Upper Rideau Lake.
Are there one-bedroom holiday homes in Portland?
Yes, Portland has four one-bedroom homes on offer. Often positioned in sought-after areas due to their smaller size, a one-bedroom home is perfect if you're getting away with your partner or a pal. And with plenty of home comforts like full kitchens and more privacy than a standard hotel, you'll be able to chill out while exploring this incredible destination.
Are there holiday homes with WiFi in Portland?
Portland has four holiday homes with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to sending emails, these Bookabach homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Portland?
You'll find four holiday homes with air conditioning in Portland providing that cooling breeze and extra bit of comfort. Just enter your dates of travel and then use our filter tool to search for properties with air conditioning.
How old do you have to be to rent a holiday home in Portland?
We recommend you check with the Portland holiday home you're considering on Bookabach as age restrictions differ. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Portland for?
The amount of time you can book a Portland holiday home for is down to the property. Simply enter your dates of travel to find options that offer long-term stays. They feature all you need to make your extended trip more convenient and enjoyable, such as kitchens and backyards. Some properties might also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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