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.

0 of 0 items showing

1 of 3 pages

Guest favorite

A fenced pool area features a sparkling blue pool surrounded by a paved deck. Lush greenery and trees provide privacy, while a wooden fence encompasses the space, creating a serene outdoor setting. A ladder is positioned at the edge of the pool for easy access.

Apartment in Watertown

4.88 out of 5 average rating, 114 reviews

Northside Lodging

Keep it simple at this peaceful & centrally-located place. Northside Lodging is a quiet, clean, comfortable, beautiful & relaxing lodging spot with multiple amenities, conveniently located within minutes of shopping, dining & pharmacies, also located within a short drive of the areas attractions & landmarks including Ft. Drum, Lake Ontario, Fishing & Marina access points, Hospitals and I-81 corridors. Patio & outdoor accessibility and off-street parking included. Open to adult visitors, no pets.

Guest favorite

An aerial view captures the property featuring a heated pool surrounded by a wooden deck. The house has a spacious layout with outdoor seating nearby. Lush green lawns and mature trees frame the area, with fields and a road visible in the background.

Home in Prince Edward

5 out of 5 average rating, 50 reviews

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.

Guest favorite

A spacious outdoor area is shown, featuring a large pool surrounded by loungers and a dining set. Lush greenery is visible in the background, with blue skies and sunlight creating a bright atmosphere. The scene invites relaxation and outdoor gatherings.

Bungalow in Prince Edward

4.98 out of 5 average rating, 108 reviews

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

Top guest favorite

An aerial view captures a spacious backyard featuring a modern heated pool surrounded by lounge chairs. A fire pit seating area is placed nearby, with the backdrop of trees and a vibrant sunset sky illuminating the scene. The contemporary back of the house faces the pool.

Home in Wellington

4.97 out of 5 average rating, 162 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.

Guest favorite

An above-ground pool is surrounded by a wooden deck featuring colorful lounge chairs in green and orange. Two inflatable pool floats, a unicorn and a flamingo, rest on the water's surface. Lush greenery is visible in the background, providing a serene atmosphere.

Bungalow in Wellington

4.88 out of 5 average rating, 100 reviews

Harwood House

AirBnB: "Your listing is one of the top." A charming three bedroom home on a quiet street at the edge of Wellington. Just inches outside the hubbub of Ontario's most popular summer destination! Steps away from everything. Near the LCBO, Lakeshore Farms Market, Wellington Bakery. A few more minutes and you're on main street Welli with an array of fine dining and nightlife. You're in the epicentre of Wine Country, within minutes of dozens of name-brand wineries, breweries, marvelous attractions.

Top guest favorite

A spacious outdoor area features a swimming pool surrounded by a concrete deck. The heritage home, constructed with light-colored stone, is visible in the background, complemented by well-maintained greenery and lounge chairs. A clear blue sky enhances the serene atmosphere.

Home in Stone Mills

5 out of 5 average rating, 36 reviews

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.

Guest favorite

A modern kitchen features sleek cabinetry and a large island with seating for four. Natural light streams through multiple windows, highlighting the stainless steel appliances and minimalistic decor. A small shelf displays decorative items against the stylish backsplash.

Home in Kingston

5 out of 5 average rating, 35 reviews

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!

Guest favorite

The outdoor pool area features a 30-foot heated salt-water pool surrounded by lounge chairs and umbrellas. This inviting space is bordered by lush greenery, offering a serene setting for relaxation and enjoyment during warm days.

Home in Prince Edward

4.94 out of 5 average rating, 197 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.

Top guest favorite

A heated inground pool features clear blue water, surrounded by a patio with lounge chairs and a shaded table under an umbrella. Lush greenery lines the area, providing privacy and a natural backdrop of trees and open fields.

Guesthouse in Greater Napanee

5 out of 5 average rating, 25 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.

Top guest favorite

An aerial view captures a well-maintained pool surrounded by a spacious patio and lounge chairs. Lush greenery and trees frame the inviting landscape, while the heritage home stands gracefully in the background, highlighted by a soft sunset sky.

Home in Portland

5 out of 5 average rating, 31 reviews

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.

Top guest favorite

A dining room features a wooden table paired with white, modern chairs. A large framed artwork depicting a serene beach scene hangs on the dark blue wall. Natural light filters in through sliding glass doors, enhancing the warm yellow hues of a decorative floral arrangement.

Home in Prince Edward

4.98 out of 5 average rating, 58 reviews

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.

Guest favorite

The exterior of a brick home is viewed, featuring a prominent front entrance with a red door. Step steps lead up to the entrance, framed by a small porch with white shutters on the windows. Lush greenery is present alongside the foundation.

Home in Kingston

4.9 out of 5 average rating, 73 reviews

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.