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Top Holiday Rentals in Portland

Thousand Island Kingston Cozy Two Bedroom Cottage + DINNER & BREAKFAST(EXTRA)

7.0 out of 10, Good, (14)
"We recently had the pleasure of staying at this Cottage. It has all the necessary cooking equipment and utensils. Very quite and safe environment around the property."
The price is £82
includes taxes & fees
6 Sept - 7 Sept
Thousand Island Kingston Cozy Two Bedroom Cottage + DINNER & BREAKFAST(EXTRA)

The Bay Stay! Fully Renovated Off-Grid Waterfront Cottage on Burridge Lake

9.4 out of 10, Exceptional, (27)
"It was the perfect cottage to relax and get away from the busy city. Everything was as described and we had a cosy and comfortable stay! "
The Bay Stay! Fully Renovated Off-Grid Waterfront Cottage on Burridge Lake

Sunset Waters Cottage at the Heart of Big Rideau Lake

9.4 out of 10, Exceptional, (103)
"We stayed 3 nights. The home is very well equipped to host 12 aduts. Very nice location. Close Gananoque where we did the 1000 cruise. Weplayed games on the beautiful flowery lawn. The home was clean (needs a good spring cleaning) ."
Sunset Waters Cottage at the Heart of Big Rideau Lake

Glamping anyone? Enjoy picturesque sunsets from your own water’s edge deck!

9.0 out of 10, Wonderful, (8)
"Just loved it very much host was excellent very accommodating was had great use of the paddle boat kayaks canoe was lovely lil place bunkie on the water was a great sleep was very comfy cottagy lots of dock space to fish and sit have coffee right on the lake was is a very beautiful spot and we really enjoyed our stay of clamping for the first time was really fun. Thanks so much to the host for letting us use the property was fantastic."
Glamping anyone? Enjoy picturesque sunsets from your own water’s edge deck!

Cabin/Tiny Home for Two

2.0 out of 10, (1)
"Online information false/misleading and the property is completely unsuitable for anyone with even minor mobility issues. I was booked for two nights but left after one and went to a motel. - notwithstanding what the website advertises, this cabin does NOT have a bathroom. A bathroom is available in the main house, 50 or so meters away. It is not separate from the host's living space (i.e. not private). To use the bathroom at night, you will need a flashlight (and an umbrella anytime it's...
The price is £97
includes taxes & fees
28 Aug - 29 Aug
Cabin/Tiny Home for Two

Relaxing Graham Lake Escape

10.0 out of 10, Exceptional, (44)
"Wonderful little place, cozy, clean and beautiful "
Relaxing Graham Lake Escape

43 At The Lake Sunrise Cottage

9.0 out of 10, Wonderful, (40)
"Loved Gregory and the place. Very nice host, small cottage but with all the commodities. The lake was amazing. Recommending!! "
43 At The Lake Sunrise Cottage

Rideau Lakes Log Cabin

10.0 out of 10, Exceptional, (32)
"We enjoyed our stay. Lot’s of space with great amenities. "
Rideau Lakes Log Cabin

All season Bedford Lake House with sunset views on Devil Lake

10.0 out of 10, Exceptional, (19)
"excellent cottage, huge, comfortable, well equipped in perfect location !"
All season Bedford Lake House with sunset views on Devil Lake

Beautiful Loughborough Lake, 30 mins from Kingston, Sunsets to dream of.

10.0 out of 10, Exceptional, (12)
"Had an amazing stay at this beautiful cottage. We all had such a good time. "
Beautiful Loughborough Lake, 30 mins from Kingston, Sunsets to dream of.

3 bedrooms Cozy Cabin on Westport Ontario, Family and pet friendly !

9.0 out of 10, Wonderful, (8)
"Cottages are very clean and well maintained!"
3 bedrooms Cozy Cabin on Westport Ontario, Family and pet friendly !

Le Temps Perdu: 88 Acre Wilderness Park between Historic Westport and Perth

9.4 out of 10, Exceptional, (10)
"The stay was amazing, we were initially apprehensive about the lack of washroom in the cabin but the guest bathroom was fantastic and so close-by to the cabin.The bed was extremely comfortable and the fire made the cabin nice and warm despite the subzero temperatures outside. The property has has spectacular views we only wish we could've stayed longer."
Le Temps Perdu: 88 Acre Wilderness Park between Historic Westport and Perth

Whitefish Lake: Waterfront Cottage w/ Boat Dock!

9.4 out of 10, Exceptional, (34)
"Wonderful location. Well equipped for water sports and family. Good for swimming but fish nibble! Everything included for a relaxing time."
Whitefish Lake: Waterfront Cottage w/ Boat Dock!

Osprey Nest Lakefront -sleeps 12, close to village

10.0 out of 10, Exceptional, (10)
"This was a lovely property. The place was very welcoming and comfortable. Outside the decks and dock were wonderful. The lake was gorgeous and the stars at night were stunning."
Osprey Nest Lakefront -sleeps 12, close to village

Private lakefront w/ panoramic views near Westport

9.6 out of 10, Exceptional, (44)
"We had a lovely relaxing week. Took advantage of nearby Rideau Lakes Golf Course, Scheuermann Winery and the Tangled Garden Restaurant in Westport. The cottage was very comfortable, swimming was great and the location very easy to get to. Everything we were looking for!"
Private lakefront w/ panoramic views near Westport

Family vacation on Benson Lake, Rideau Canal

9.4 out of 10, Exceptional, (3)
"Beautiful spot! Owners are so lovely and ensured we had what we needed. Cottage was clean, roomy and had all the essentials.The view from the balcony is spectacular. Fishing was plenty... we rented a kayak for the week and it led to hours of enjoyment exploring and fishing. We look forward to going again!"
Family vacation on Benson Lake, Rideau Canal

Just a fishing cabin in the woods...

9.8 out of 10, Exceptional, (86)
"Our family had a wonderful vacation. The cabin has everything you need and was very cozy. Also great fishing on the lake and lots of places to visit nearby will be back again. Thanks Liz and Jane for a great stay."
Just a fishing cabin in the woods...

Sun on the Brow Cottages - Sun Set Cottage

10.0 out of 10, Exceptional, (34)
"We could relax and enjoy a wonderful time "
Sun on the Brow Cottages - Sun Set Cottage

Charming European-Style Studio in the Heart of Downtown Perth

10.0 out of 10, Exceptional, (5)
"It was unique, quaint and quiet. It was slightly more costly to stay here than at a comparable unit 30 minutes away that was slightly larger and included breakfast but that said, we would stay here again though maybe in one of the slightly larger units, if available. "
The price is £138
includes taxes & fees
27 Aug - 28 Aug
Charming European-Style Studio in the Heart of Downtown Perth

country home with pool located in the heart of Rideau Lakes

9.4 out of 10, Exceptional, (3)
"Excellent stay every time Thanks again Linda you are the best hostess! "
country home with pool located in the heart of Rideau Lakes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Find out more about Portland

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as £82 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Portland has to offer?

Stonewood Bay Getaway in Seeleys Bay–Spacious Yard, Lakeview, Sleeps 10: This holiday home rental outside of Portland offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Portland?

Big Rideau Lake and Portland Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Len's Cove Marina and Bayview Yacht Harbour.

What’s a holiday rental in Portland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Portland. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.