Portland Vacation Rentals

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Vacation Rentals in Portland

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

9.8 out of 10, Exceptional, (6)
"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 ¥13,247
¥16,167 total
includes taxes & fees
Jul 15 - Jul 16
Thousand Island Kingston Cozy Two Bedroom Cottage + DINNER & BREAKFAST(EXTRA)

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

10.0 out of 10, Exceptional, (1)
"Really relaxing, clean, tidy, picture perfect. Wendy was super nice and would make sure everything is good and if we needed anything. Would definitely go back again. "
Glamping anyone? Enjoy picturesque sunsets from your own water’s edge deck!

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

9.6 out of 10, Exceptional, (16)
"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

Relaxing Graham Lake Escape

9.8 out of 10, Exceptional, (30)
"We really enjoyed our stay. The cottage has a beautiful open concept living/dining room and kitchen with lots of windows to admire the view of the lake. The kitchen has everything you need. All three bedrooms are similar in size with comfortable beds. The owner always responded quickly. I strongly recommend. "
Relaxing Graham Lake Escape

Lovely get away waterfront home

9.8 out of 10, Exceptional, (23)
"This property is fantastic."
Lovely get away waterfront home

Private lakefront close to Westport. Panoramic views, great fishing & swimming

9.6 out of 10, Exceptional, (40)
"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 close to Westport. Panoramic views, great fishing & swimming

Beautiful Lakefront Cottage with Hot Tub

8.2 out of 10, Very Good, (12)
"We had a great time relaxing and fishing, great spot!"
Beautiful Lakefront Cottage with Hot Tub

The Haven on Halton

10.0 out of 10, Exceptional, (24)
"The house is as described and better.....top notch, great location, well equipped. Perfect gateway for a group of friends to enjoy a stay in the Perth area."
The price is ¥31,216
¥40,057 total
includes taxes & fees
Jul 14 - Jul 15
The Haven on Halton

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

9.8 out of 10, Exceptional, (6)
"Our family had a relaxing stay here, and the property manager Allen was incredibly kind and helpful. The property (outdoors, beachfront) is picturesque and well-maintained. The cottage we stayed in was clean and comfortable. Would definitely recommend."
3 bedrooms Cozy Cabin on Westport Ontario, Family and pet friendly !

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 ¥11,922
¥18,502 total
includes taxes & fees
Jun 30 - Jul 1
Cabin/Tiny Home for Two

Sunset Waters Cottage at the Heart of Big Rideau Lake

9.4 out of 10, Exceptional, (98)
"Spacious cottage, great stay!"
Sunset Waters Cottage at the Heart of Big Rideau Lake

The Duck Pond (BYO tent camp) - very private, pet friendly, max 8 people/4 tents

10.0 out of 10, Exceptional, (1)
"Everything is good and njoyed the stay."
The price is ¥6,358
¥10,418 total
includes taxes & fees
Jun 28 - Jun 29
The Duck Pond (BYO tent camp) - very private, pet friendly, max 8 people/4 tents

Stonewood Character Retreat in Seeleys Bay–Spacious Yard, Lakeview, Sleeps 10

Stonewood Character Retreat in Seeleys Bay–Spacious Yard, Lakeview, Sleeps 10

Island Apple Orchard Get Away

The price is ¥32,852
¥42,272 total
includes taxes & fees
Jun 30 - Jul 1
Island Apple Orchard Get Away

Relax on Benson Lake, Rideau System

Relax on Benson Lake, Rideau System

Charming Cabin w Firepit—Near Rideau Lakes

9.4 out of 10, Exceptional, (3)
"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 Firepit—Near 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

All season Bedford Lake House with sunset views on Devil Lake

10.0 out of 10, Exceptional, (17)
"excellent cottage, huge, comfortable, well equipped in perfect location !"
All season Bedford Lake House with sunset views on Devil Lake

Just a fishing cabin in the woods...

9.8 out of 10, Exceptional, (82)
"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...

European Style Downtown Escape near Town Hall and Tay Basin Fountain

10.0 out of 10, Exceptional, (2)
"The property was as described, located conveniently in downtown Perth. Shops, restaurants, and surrounding area was easily accessible by foot, and everything else was no more than a 5-min drive. Communication with our host was fast and efficient. She was always available to address any questions or concerns. I recommend this property and host for your stay if you are planning a trip to visit Perth."
European Style Downtown Escape near Town Hall and Tay Basin Fountain
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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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?

The Haven on Halton: This vacation home rental outside of Portland offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

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.