Holiday rentals with a pool in Kingston

4.8 out of 5 average rating, 216 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.

5 out of 5 average rating, 24 reviews

Home in Stone Mills

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.

5 out of 5 average rating, 15 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!

4.95 out of 5 average rating, 190 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, 194 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, 241 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.

4.91 out of 5 average rating, 139 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.

4.98 out of 5 average rating, 45 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.

4.89 out of 5 average rating, 57 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.

4.87 out of 5 average rating, 30 reviews

Hot Tub Relax 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

Holiday rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes, inviting architecture

Cottages

Quaint homes, peaceful surroundings

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Luxurious estates for the ultimate escape

Popular amenities for Kingston rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 17 reviews

Home in Carrying Place

The Carrying Place

JordanRating, 5 stars10 months ago

Beautiful home with all the amenities. Pool and ping pong table was a hit. Big backyard to play frisbee! Place was very clean and Kim was very friendly and communicative. Would come back and stay again!

4.9 out of 5 average rating, 39 reviews

Downtown Picton, salt water pool

NicholasRating, 5 stars1 month ago

We had a great time at Maple House. Fantastic location. Walkable to the park for our toddler. And walkable to downtown Picton in 5 minutes, where all the nice shops and restaurants are. Nice cozy little home and Ashley was very accommodating and helpful getting us settled. Highly recommend!

4.88 out of 5 average rating, 76 reviews

Oasis at Brooke Place

NatalieRating, 5 stars6 days ago

We came in for work and this place was in a great location and had a lovely pool and work area. Thanks for having us!

4.89 out of 5 average rating, 63 reviews

Home in Clayton

Timeless Treasure W/Private Pool in 1000 Islands

Adrien HydeRating, 5 stars1 week ago

My family is native to the 1000 islands. I have been coming up my whole life. We have stayed in various locations and always been pleased. This was our first time not staying waterfront. The rates as a whole have gotten so high. This place was reasonable priced and perfect accommodations for my large family. We enjoyed all the amenities and was very comfortable. Close to town. The house was exactly as described. I would recommend to my family for future visits.

5 out of 5 average rating, 38 reviews

Home in Carrying Place

The Hunt House: A newly renovated 1870s farmhouse

TaraRating, 5 stars9 months ago

Hunt House was exactly what we needed! We were 4 couples staying for a mini reunion and the accommodations were perfect. The bedrooms are all sizable and the beds are cozy. The dining and living rooms were all big enough to accommodate 8 adults comfortably and we never felt like we were on top of eachother. The kitchen is well stocked with cooking utensils. The pool and lounge area were wonderful over a warm, sunny weekend. Olivia was prompt to respond and easy to communicate with. We are so grateful for the space. Thank you for everything! We hope to come back again.

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.

4.96 out of 5 average rating, 52 reviews

** The Cherry Valley House **

JoshRating, 5 stars6 days ago

We had a lovely stay in Cherry Valley. The neighborhood was very quiet and had beautiful surroundings. The backyard was serene and private, with a beautiful pool, lawn and outdoor dining area. The house is grande and was very comfortable, and had tons of room for gathering together. The hosts were very responsive and left great recommendations for the area, and the self check-in was easy. The location was great in a quaint town and very close to Sandbanks Provincial Park, which was easily accessible with the hosts’ Provincial park permit. Can’t wait to return!