Vacation rentals with a pool in Prince Edward

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.

5 out of 5 average rating, 43 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.

Bungalow in Prince Edward

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.

4.99 out of 5 average rating, 91 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

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.

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.

4.88 out of 5 average rating, 8 reviews

A charming cottage sits on a grassy area, framed by well-maintained landscaping. The exterior features light-colored siding with a shaded porch area defined by screened walls. Steps lead up to the entry, while a pathway runs alongside the structure, enhancing accessibility.

Cottage in Prince Edward

NewAirBB 2 Bedroom Resort Cottage in Prince Edward

Experience a cottage in a Resort setting minutes from Sandbanks beach! It's a perfect getaway for beachgoers, wine lovers, and families looking to create precious memories. Our cottage sits on a shared 80acre resort which includes 2 heated pools, a fitness center, basketball courts, tennis courts, putting green, a children's playground, and much more. Minutes from the town of Picton with countless shops and restaurants. Come and experience the beauty of Prince Edward County! Cheers! Riz&Eshan

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.

4.95 out of 5 average rating, 189 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.

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.

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

The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.

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.

Guesthouse in Greater Napanee

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.

5 out of 5 average rating, 14 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.

A private pool with a clear blue surface is surrounded by lush greenery and vibrant fall foliage. The pool features a wooden deck and a white ladder for access, offering a serene outdoor space for relaxation and enjoyment.

4.96 out of 5 average rating, 76 reviews

Valley Road House

Welcome to Valley Road House! This secluded home with stunning design and no neighbors in sight is surrounded by nature. With ample square footage for people to spread out and natural light filling every room. Complete with a sleek modern cook's kitchen, ping pong table and games room. The heated pool and outdoor seating area is a sanctuary immersed in greenery. Plus a 7 person hot tub and outdoor firepit in a lush yard that's a tranquil oasis of natural beauty.

4.91 out of 5 average rating, 139 reviews

A heated swimming pool with a clear blue surface is surrounded by a well-maintained fence. Lounge chairs are positioned nearby, overlooking lush green grass and a pathway that leads to the waterfront, enhancing the serene outdoor setting.

Apartment 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.

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.

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.

A serene outdoor space features a newly installed inground pool surrounded by lush greenery. Light-colored stone pavers create a clean border around the pool, while two loungers are positioned nearby for relaxation. A garden shed is visible in the background.

5 out of 5 average rating, 26 reviews

Evermore Guest House

This beautifully renovated 3 bedroom century home features a rustic bohemian style to bring out the natural artistic beauty of the County. Located just off Picton's Main St, this home will have everything you need within a few minutes walk. After exploring all that the County offers, unwind at home on your large back deck with new inground pool. We look forward to hosting you and making sure that you have the perfect getaway !

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Popular amenities for Prince Edward 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!

Superhost

A clear blue saltwater pool is surrounded by a paved deck and enclosed by a wooden fence. A small shed can be seen in the background, along with greenery and nearby structures. Sunlight reflects off the water, creating a serene outdoor space.

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!

A charming two-story house with a light blue exterior features a symmetrical design, large front porch, and inviting seating area. Spacious windows reflect the surrounding landscape. A well-maintained lawn leads to a garage, completing the welcoming appearance of the property.

4.97 out of 5 average rating, 37 reviews

Crossroads of the County

GraziellaRating, 5 stars1 week ago

We just returned from a weekend with our extended family at Crossroads of the County. The home is beautiful, extremely clean and has everything you can think of. Kitchen is stocked with utensils and spices making it easy to make your own food there. The location itself is also a quick drive to anywhere you want to go in the area. We loved how kid friendly the location was with toys for the kids, and even plates and cups + playpen and high chair making it a lighter packing trip for us. We would definitely (and hope to!) return again!

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.

A cozy living room features a traditional striped armchair alongside a dark sofa. A mounted television is positioned above a black media console, which contains an electric fireplace. Light streams through numerous window blinds, enhancing the neutral-toned tile flooring.

4.92 out of 5 average rating, 13 reviews

Cozy 2BR cottage in PEC (County w/ Sandbanks pass)

MelissaRating, 5 stars9 months ago

Our family had a wonderful time! The unit was modern and very clean with lots of kitchen accessories and very comfortable beds. Everything was as described and the amenities were fantastic for our young family.

Superhost

A tranquil outdoor pool is surrounded by a concrete patio, with a grassy area and trees visible in the background. A wooden fence provides privacy, and a storage shed is located to the left of the pool area.

4.74 out of 5 average rating, 31 reviews

Bungalow Citron - Waterfront with Pool!

AshleyRating, 5 stars9 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.

A backyard oasis features a glistening in-ground pool surrounded by lush greenery. Tall trees cast gentle shadows, while the sun rises in the sky, illuminating the serene outdoor space. The grassy area invites relaxation and enjoyment during warmer months.

4.96 out of 5 average rating, 51 reviews

** The Cherry Valley House **

JoshRating, 5 stars4 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!

An outdoor swimming pool is surrounded by a wooden fence, with lounge chairs resting nearby. Lush green grass and flowering white hydrangeas frame the scene, adding a natural touch to the tranquil setting.