
Vacation rentals with a pool in Kingston
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kingston
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Pearadise on West Lake | Waterfront w/ Pool
Newly renovated family-friendly 4 bedroom house on 2 acre property on West Lake with small pear orchard and heated pool (open mid-May to mid-Sept). Centrally located between Wellington and Bloomfield, the property is steps from Wellington Farmer's Market (every Sat May to Oct), events at the Eddie and Wander Resort. Waterfront with a dock, large lawn with a play structure, waterside pergola with 12ft picnic table, large pool deck with dining and lounge seating and sweeping lake views throughout.

Beautiful Relaxing Getaway With Sauna&Private Pool
WOODLANDS If you are looking for total privacy in the heart of the County, you have found it! Woodlands offers you almost 4 acres of land, beautiful bungalow with 2000sq feet of living space upstairs, 2000sq feet of a walkout basement, and a large outdoor pool. Please inquire about pets prior to booking. Only non shedding dogs up to 40 lbs are allowed. Please note that the pet fee applies to each pet. We do not accept cats due to allergies.Thank you for your understanding STA LIC ST-022-0160

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.

Fab Heritage Home 6 min to 401 with Pool & Hottub!
Pool opens June 6th You will have exclusive use of this beautiful, spacious heritage home and property. 2 bedrooms available, one king bed and a main floor queen. There's also a comfy single bed in the gables. Possibility of 3rd king bedroom with crib for additional cost. Located in a private country setting, you can truly relax and take in "the calm" of this house. Enjoy the hottub year round, and the pool during the summer months. We love our home and proudly offer a very special retreat.

Tackle Box Retreat
Welcome to your family retreat on the water. With private boat launch on a prime bass and walleye spot, this peaceful getaway is ideal for making memories whether you’re teaching the kids to fish, roasting marshmallows around the firepit, swimming in the pool, unwinding in the sauna, or spotting swans over morning coffee. Spend the day on a wine tour, or enjoy time on the water kayaking. Comfortable, spacious, and surrounded by nature, this is where family time meets relaxation and adventure.

Exquisite Summer Home Retreat with Heated Pool
Escape to our Kingston oasis - a spacious 3-bedroom house complete with luxurious amenities. Relax in the serene meditation room or stay active with Peloton workouts. Cook in the modern kitchen or dine by the heated pool. Enjoy privacy in the backyard complete with a BBQ. Located near downtown, our home offers tranquility and convenience. Explore local attractions like golf courses, colleges, and historic sites. Experience Kingston's beauty and adventure - book now for the ultimate retreat!

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.

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.

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.

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.

Woodland Chase - Pool + Hot Tub by Wineries
Escape to Woodland Chase, a secluded retreat nestled in Prince Edward County's famed winery region. This 3-bed, 3-bath home is perfect for a multi-family getaway. Outside, indulge in the epic backyard oasis complete with a pool, hot tub, and outdoor shower. Just a 7-minute drive away lies vibrant Wellington, brimming with restaurants, cafes, and beaches. Enjoy the perfect combo of luxury, fun, relaxation, and convenience at Woodland Chase.

Tanyas_Place_ygk
Clean and comfortable, fully equipped three bedroom home on a quiet cul-de-sac in Kingston. Conveniently located only 5 minutes to the 401, Via Rail train station, and Coach Canada bus station. Several grocery stores, restaurants, movie theater and Norm's indoor golf are close by. Ten minutes from downtown Kingston. Licenced by the City of Kingston on 2024-02-26 Short-Term Rental Licence # LCRL20240000005 Effective until 2025-02-26.
Popular amenities for Kingston rentals with a pool
House rentals with a pool

Goldie's Cottage PEC

Sundowners - A Lakeside PEC Retreat with Pool!

Timeless Treasure W/Private Pool in 1000 Islands

Evermore Guest House

Waterfront Hot tub pool badminton sandpit bonefire

Welcome to The Fairview! Arcade, Hot tub, and Pool

Summer Village House

** The Cherry Valley House **
Other vacation rentals with a pool

Innkeepers Suite

1910 Farmhouse with a Cottage Vibe -Sauna & HotTub

Swan - Black River Cottages

S & K's cottage on the lake

Home with Pool close to Kingston and 1000 Islands

Addison Farmhouse | Heated Pool | Hot Tub

Modern Cottage Retreat on Farm Land w/ Hot Tub

Cheerful Cottage in PEC East Lake Resort w/ Pool
Quick stats about vacation rentals with a pool in Kingston

Total vacation rentals
Explore 20 vacation rentals in Kingston

Nightly prices starting at
Kingston vacation rentals start at G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Kingston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kingston rentals

4.8 Average rating
Kingston stays are highly rated by guests—averaging 4.8 out of 5!
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