We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals with a pool in Leeds and the Thousand Islands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Leeds and the Thousand Islands

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Cottage in Tweed

4.81 out of 5 average rating, 201 reviews

Beautiful Riverfront Cottage

See picturesque views of the Moira River from our privately located cottage surrounded by trees and teeming with wildlife. Cast off from the dock or use the canoe or kayak to try your luck at catching fish. Our 4 bedrooms and 2 pullout futons provide enough space for 12 to sleep comfortably. The huge dining table is perfect for hosting dinners or board games. Play a game of pool or ping ping, or take in a movie in the cozy basement entertainment room. Also has central A/C and 2 gas fireplaces.

Home in Prince Edward

4.96 out of 5 average rating, 141 reviews

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

Home in Smiths Falls

4.97 out of 5 average rating, 34 reviews

House on the Hill

Explore Eastern Ontario from the centre of it all in a spacious home that backs onto a park with a view of the a Rideau Canal beyond the park, a home that has something for everyone! A 20 x 40 foot in-ground pool, A treadmill, Bowflex and stationary bike for exercise, a pool table alongside one of the gas fireplaces and two dedicated workspaces for keeping up. 5 Bedrooms, 3 Bathrooms, parking for 4 vehicles a fenced in yard and a quaint 3 Season Gazebo overlooking the pool and park.

Home in Prince Edward

4.95 out of 5 average rating, 176 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

Home in Perth

4.98 out of 5 average rating, 111 reviews

Allan's Mill Town Estate - Historic 1855 Farmhouse

This idyllic home is located in Allan's Mill Town, on Grant's Creek. An expansive property boasting historic charm, yet with modern elements. This stone farmhouse (c. 1855) has exceptional upgrades and amenities, including a large private, heated, in-ground pool, hot tub and fire pit. Inside the home, enjoy a spacious kitchen, games room and sunroom. Perfect for couples, families and those looking for a stunning venue for a small intimate wedding/gathering. Come Mill about our Town.

Cabin in Newburgh

4.96 out of 5 average rating, 25 reviews

Evergreen Log Home with Hot Tub + Pool

The Evergreen is a cozy, modern 4-season log home with 2 bedrooms & an office. This family home boasts open-concept living and a tranquil 2.5-acre private yard with a hot tub, fire pit, above-ground pool, BBQ and screened-in gazebo. The Evergreen is a safe, inclusive space where everyone is welcome! This is an older home, not a hotel; we love its imperfections and we hope you do too! Firewood is not provided, and you are welcome to bring your own! Our pool reopens late spring 2025.

Guest suite in Kingston

4.89 out of 5 average rating, 122 reviews

Aqua Getaway Haven: Hot Tub & Firepit & Gamerm

Our stunning property offers private hot tub, pristine pool (closed from Oct.1st until May for winter time. and Open from June for summer), campfire pit, and game room is equipped with mini basketball, air hockey, foosball, darts. All these amenities are private for your group! This spacious getaway comfortably accommodates up to 6 guests, ensuring ample space for friends and family. As the sun sets, gather around the campfire pit to share stories and create lasting memories.

Home in Prince Edward

4.94 out of 5 average rating, 188 reviews

Dragonfield House: a beautiful stay in central PEC

Dragonfield House: STA License No. ST-2024-0206 Featured in Canadian House and Home, March 2015, Dragonfield House was designed with a contemporary approach to country living. It is a four bedroom split-level country house, plus a guest yoga retreat with all the amenities of a city home. It features a heated salt-water pool (Mid May until Mid October) and a brand new year round hot tub for six people! There are three work/desk areas within the house ideal for remote working.

Cottage in Alexandria Bay

4.98 out of 5 average rating, 59 reviews

Finch Cottage @ The Ledges Resort & Marina

Welcome to the Ledges Resort & Marina! We are located on the St. Lawrence River across from Boldt Castle and Sunken Rock Lighthouse. We have ten cottages of various sizes spread throughout the property. Six acres of landscaped grounds and gardens wander along the river for your enjoyment. We have decks, hammocks, and gazebos along the water. The large in-ground pool is newly renovated. Each cottage has their own firepit with Adirondak chairs, and we provide firewood for free!

Rental unit in Carleton Place

4.94 out of 5 average rating, 284 reviews

Chateau Jan - home away from home

Come out of the city and enjoy a relaxing stay at our modern home in the country situated on 2.65 Acres. You will have access to our private walkout apartment and the entire property. Truly enjoy nature being surrounded by trees, have fresh eggs from our chickens, roast marshmallows by the campfire and relax by the pool. Mississsippi Lake is at the end of our street where you can go boating, swimming & fishing. Access to canoes, kayaks & water bikes.

Cottage in Perth

4.9 out of 5 average rating, 21 reviews

Beautiful Lake House on the Big Rideau Lake

A beautiful Lake House available for your perfect getaway. Nestled on 4 acres over looking the Big Rideau Lake. Whether your goal is to relax, fish, or explore all the Rideau has to offer this lake house is for you. Enjoy our pool, hot tub, kayaks, and outdoor games! In the evening enjoy sitting by the fire pit or fire table. Located 15 mins by car or boat to Westport. Centrally located an hour to Kingston or Ottawa.

Home in Prince Edward

4.89 out of 5 average rating, 204 reviews

Spacious family and group getaway w/ 5BR and pool

The Grand Buda-PEC is a beautiful and spacious home within walking distance to the Drake Devonshire, Wellington Beach and a short drive to Sandbanks Provincial Park. This five bedroom home is the perfect place to spend quality time with friends and family. In the heart of Prince Edward County, you have access to wineries, beaches, culinary experiences, and more! We can’t wait to host you!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Leeds and the Thousand Islands rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Mississippi Mills

4.99 out of 5 average rating, 71 reviews

The Old Mill Manor-Waterfront/Pool/Hot Tub/Chef

Home in Clayton

4.88 out of 5 average rating, 59 reviews

Timeless Treasure W/Private Pool in 1000 Islands

Home in Napanee

4.96 out of 5 average rating, 46 reviews

1910 Restored Farmhouse with a Cottage Vibe

Home in Prince Edward

4.98 out of 5 average rating, 55 reviews

Cliffhouse on The Bay, Waterview Getaway with Pool

Home in Oxford Mills

5 out of 5 average rating, 37 reviews

1901 AD AirBnB

Home in Carleton Place

5 out of 5 average rating, 45 reviews

Ultimate Gamers Retreat, Arcade, pool & Hot Tubs

Home in Portland

5 out of 5 average rating, 15 reviews

The Sheldon Manor & Vineyard

Home in Oxford Mills

4.86 out of 5 average rating, 57 reviews

The Pines House Retreat w/Pool

Quick stats about vacation rentals with a pool in Leeds and the Thousand Islands

Total rentals
30 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
720 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore