Portland Vacation Rentals

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Vacation Rentals in Portland

Our top choices for Portland vacation rentals

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

7.6 out of 10, Good, (17)
"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 CA $125
CA $153 total
includes taxes & fees
Sep 7 - Sep 8
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, (28)
"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

Relax on Benson Lake, Rideau System

9.6 out of 10, Exceptional, (4)
"The cottage was very clean and had peaceful and relaxing feeling.The host Tatiana was very respectful and accommodating. I would recommend this rental."
Relax on Benson Lake, Rideau System

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 CA $113
CA $176 total
includes taxes & fees
Sep 8 - Sep 9
Cabin/Tiny Home for Two

43 At The Lake Sunrise Cottage

9.2 out of 10, Wonderful, (42)
"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

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!

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

Relaxing Graham Lake Escape

10.0 out of 10, Exceptional, (45)
"Wonderful little place, cozy, clean and beautiful "
Relaxing Graham Lake Escape

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

Osprey Nest Lakefront -sleeps 12, close to village

10.0 out of 10, Exceptional, (11)
"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

Rideau Lakes Log Cabin

10.0 out of 10, Exceptional, (33)
"We enjoyed our stay. Lot’s of space with great amenities. "
Rideau Lakes Log Cabin

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

10.0 out of 10, Exceptional, (13)
"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.

Charming European-Style Studio in the Heart of Downtown Perth

10.0 out of 10, Exceptional, (7)
"We really loved the location and the European accents. Everything was very clean and neat. "
Charming European-Style Studio in the Heart of Downtown Perth

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

9.4 out of 10, Exceptional, (11)
"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!

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

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

Charming Cabin w Large Yard—Near Rideau Lakes

9.0 out of 10, Wonderful, (6)
"We spent four very quiet and restful days at this location. Well appointed with a lovely sunroom, firepit, and walking access to a sandy swimming spot on beautiful Upper Beverley Lake. The kitchen and bathrooms were clean and had all the amenities. The bedrooms were comfortable and the air conditioning made the hot Summer day comfortable. Very quiet, peaceful area! Had a wonderful time."
Charming Cabin w Large Yard—Near Rideau Lakes

Luxury cottage on beautiful lakefront with hot-tub & private bunkie. New to VRBO

10.0 out of 10, Exceptional, (16)
"Fabulous cottage for a family holiday "
Luxury cottage on beautiful lakefront with hot-tub & private bunkie. New to VRBO

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

Your Home Away From Home

9.8 out of 10, Exceptional, (29)
"Nice place in quiet location with lots of child friendly amenities."
Your Home Away From Home
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portland vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland vacation rentals we have selected for you start as low as CA $113 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 vacation 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 vacation.

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 vacation rental in Portland?

Yes, you can find vacation rentals near top points of interest in Portland, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Portland?

Charming Cabin w Large Yard—Near Rideau Lakes: This vacation home rental outside of Portland is located in the city center and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 vacation rental in Portland like?

A vacation rental is a private property you can stay in for a couple of days or more in Portland. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family gatherings.