Holiday 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.

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Top guest favourite
An aerial view captures the expansive two-acre property beside West Lake. The house and pool deck are nestled among lush greenery, with a spacious lawn leading down to the water. Surrounding fields and trees provide a serene backdrop.
Home in Prince Edward
5 out of 5 average rating, 57 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 favourite
A large outdoor pool is visible, featuring a vibrant pink float shaped like a flamingo. Comfortable loungers with striped cushions are placed nearby, and a circular canopy lounge with bright pillows can be seen in the background, surrounded by lush greenery and trees.
Bungalow in Prince Edward
4.98 out of 5 average rating, 110 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 favourite
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, 164 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.

Top guest favourite
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.

Top guest favourite
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!

Top guest favourite
An outdoor pool is framed by lush greenery and a rustic wooden barn. Two lounge chairs with umbrellas provide shaded seating, and a well-maintained grassy area surrounds the pool, creating a peaceful space for relaxation.
Home in Prince Edward
4.96 out of 5 average rating, 207 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.

Guest favourite
The entrance of Dragonfield House is presented with a modern metal exterior, framed by winter frost and snow. Large windows allow natural light to fill the space, while the landscape features frosted grass and trees, creating a serene winter atmosphere.
Home in Prince Edward
4.94 out of 5 average rating, 201 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 favourite
The exterior of the stone cottage showcases a charming blend of natural stone and modern metal roofing. A bright red door stands out against the gray stone, while rocking chairs are placed on the grassy area, surrounded by the vibrant green landscape.
Guest house in Greater Napanee
5 out of 5 average rating, 30 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.

Guest favourite
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, 32 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 favourite
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
4.91 out of 5 average rating, 80 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.

Guest favourite
A private hot tub is nestled on a wooden deck, surrounded by a cozy outdoor seating area with chairs and a table. Soft lighting enhances the ambiance, while walls provide a sense of enclosure, ensuring a relaxing retreat.
Home in Kingston
4.89 out of 5 average rating, 54 reviews

Hot Tub Detox Haven & Firepit & Gameroom

Our property offers private hot tub, campfire pit, and game room which is equipped with mini basketball, air hockey, foosball, darts. All these amenities are private for your group! This spacious getaway comfortably accommodates up to 5 guests, ensuring ample space for friends and family. Campfire pit to share stories and create lasting memories. Soak in the warm Hot Tub and relax your mind & body! License Number: LCRL20240000749

Superhost
Aerial view of a modern home with a dark roof situated on a spacious lot surrounded by green landscaping. A red barn is visible adjacent to the house, with a paved driveway leading to a two-car garage. Trees line the background, providing natural privacy.
Home in Cape Vincent
5 out of 5 average rating, 10 reviews

Beautiful 5 bedroom 4.5 bath home in Cape Vincent

This fabulous 5 bedroom home is located in the Thousand Islands, on four private acres of land, between Cape Vincent and Clayton, New York. It’s located directly across from a lovely resort under the same ownership – allowing you full access to their in ground heated pool, waterfront facilities, fishing pier, dockage, kayak & canoe rentals, shuffleboard court and much more.

Popular amenities for Kingston rentals with a pool

Quick stats about holiday rentals with a pool in Kingston

  • Total holiday rentals

    Explore 20 holiday rentals in Kingston

  • Nightly prices starting at

    Kingston holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Kingston holiday rentals include wifi 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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