Holiday rentals with a pool in Leeds and the Thousand Islands

4.8 out of 5 average rating, 217 reviews

Cottage in Tweed

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.

4.97 out of 5 average rating, 149 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.

Holiday home in Kemptville

4.93 out of 5 average rating, 114 reviews

Luxurious waterfront 5-bedroom with pool and spa

You will love our waterfront home with views of the Rideau River! Our spacious home has 3.5 baths and 5 bedrooms, each with a smart tv, and can comfortably sleep a *max 7 adults and 8 children.* Fully equipped modern kitchen with dishwasher and microwave. Watch a movie on the 82", play ping pong, bumper pool, shuffleboard or billiards in the games room! Swim in the large, outdoor in-ground pool, use provided kayaks and paddle boat to explore the river, have a campfire or soak in the hot tub.

4.95 out of 5 average rating, 191 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.

4.94 out of 5 average rating, 195 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.

4.93 out of 5 average rating, 242 reviews

Cottage in Consecon

Muskoka-Style Lakefront Cottage with Pool & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on Consecon Lake, we are 15 mins from Wellington and close to over a dozen wineries. We've been Superhosts since 2017, and our family of five would love to host you and welcome you to our little slice of paradise.

Guest house in Greater Napanee

5 out of 5 average rating, 15 reviews

The Stone Cottage on Hay Bay

Stay in a bespoke 1800s Stone Cottage. A fully-equipped, loft-style space with modern amenities and old-world charm set on a wonderful country property. Enjoy your private patio, and heated inground pool in summer. Whether you want to escape to the country or The County, this beautiful cottage is exactly what you didn't know you needed. Quick access to Napanee, Kingston and the free five-minute Glenora ferry that places you in the heart of Prince Edward County.

5 out of 5 average rating, 30 reviews

Home in Carleton Place

The Ultimate Backyard Spa Retreat in Ottawa Valley

POOL SCHEDULE May - October (NOT HEATED) Welcome to this beautifully restored century home, the perfect PRIVATE backyard oasis in Carleton Place, just 15 minutes west of Ottawa! Enjoy a spa-like retreat for up to 8 ppl featuring a new 8 foot high privacy fence, 30x15 swimming pool & hot tub. With 4 cozy bedrooms, new furniture, fully stocked coffee bar, Webber BBQ and back patio table for 8, this is the ultimate staycation spot. We would love to have you!

4.94 out of 5 average rating, 291 reviews

Flat in Carleton Place

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.

4.91 out of 5 average rating, 140 reviews

Flat in Quinte West

A private setting overlooking Bay of Quinte

Join us for a relaxing visit on the Bay of Quinte with gorgeous morning and evening views. Heated Pool, ping pong table, badminton court, canoe available and large property to enjoy. The fully equipped apartment has a balcony which overlooks the bay...(there are 20 steps to walk up). A private and serene setting on Old Hwy 2, only 15 mins from Hwy 401, 45 mins from Prince Edward County, Sandbanks Park, art galleries, golf courses and many wineries, etc.

5 out of 5 average rating, 22 reviews

Home in Portland

The Sheldon Manor & Vineyard

The Sheldon Manor, a slice of Canadian history, is a heritage home built in 1865 with sandstone quarried from the land. The home exudes timeless elegance with its sandstone exterior, wraparound porch and stately sitting rooms. The property boasts modern comforts including a hot tub, heated pool, fire pit and vineyard. Rich in history, the manor offers serenity on its sprawling 4.5 acre lot, beckoning guests to explore its enchanting charm.

4.96 out of 5 average rating, 28 reviews

Cabin in Ompah

Dreamy Riverside Forest Villa

Escape to the heart of Tiny Village Bon Echo Private Nature Resort in a relaxing retreat unlike any other. Our trio of cabins amongst the trees is connected by a massive deck. Combined with the opportunity to engage in hiking, swimming and kayaking, let the Forest Villa serve as your base camp - where you unwind in bliss. All furry friends are welcome! Embrace the journey with your pup by your side.

Holiday rentals for every style

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Convenient locations with everyday essentials

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 40 reviews

Downtown Picton, salt water pool

AlexandraRating, 5 stars1 day ago

Ashley’s place in Picton was perfect, no notes! The house was beautiful and private with a big, fully fenced backyard for our dog to safely run around. The salt-water pool was pristine and much appreciated as it was over 40°C for the entirety of our stay! The entire space was spotless and all the linens, basic toiletries and cleaning products you might need were all provided. The bed we slept in was as comfortable as any hotel we’ve ever stayed at. All the cute restaurants and cafes in Picton were an easy walk a few minutes down the street. ⭐️⭐️⭐️⭐️⭐️ across the board!

4.89 out of 5 average rating, 64 reviews

Home in Clayton

Timeless Treasure W/Private Pool in 1000 Islands

MarleneRating, 5 stars3 days ago

Beautiful peaceful private home near pretty much everything within 15 to 20 minutes very spacious five rooms two bathrooms. The back porch open area was the best and pool of course

4.8 out of 5 average rating, 5 reviews

Home in Marmora

Countryside Getaway | On the Heritage Trail

AliceRating, 5 stars9 months ago

Host is responsive and accommodating, place is clean, spacious and quiet. Kitchen is fully equipped to use, utensil-wise (no salt/pepper/spices). Thank you for a great, last-minute stay.

4.79 out of 5 average rating, 24 reviews

Home in Greater Napanee

Riverfront Pool Hot tub Pergola Volleyball Pit Bbq

PamelaRating, 5 stars4 days ago

Heather's Air B&B was clean with a well equipped kitchen. The backyard is spacious and right on the water. The hot tub and the pool are lovely. My friend and I had a lovely weekend.

4.88 out of 5 average rating, 8 reviews

Home in Kingston

High Gate Park Home

BrendaRating, 5 stars1 month ago

Our family of 5 was comfortable and location was great for our plans. Neighborhood was friendly, quiet and felt at home.

4.89 out of 5 average rating, 213 reviews

Spacious family and group getaway w/ 5BR and pool

HollyRating, 5 stars2 weeks ago

Good location. Walkable and wineries close by. Exactly as described and great space for spreading out as a group.

4.74 out of 5 average rating, 31 reviews

Bungalow Citron - Waterfront with Pool!

AshleyRating, 5 stars10 months ago

This was an extremely beautiful property with incredible views. The home itself was perfect. Unfortunately we were in the county during a week of terrible weather and since the pool wasn't heated, we couldn't use the pool for the entire duration of our stay with the very cold air which was a huge disappointment for us-but of course not the host's fault.