Vacation rentals with a pool in Regional Municipality of Durham

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Regional Municipality of Durham

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Farm stay in Kawartha Lakes

4.88 out of 5 average rating, 121 reviews

Sky Haven Retreat & Equine Experience

LETS GET TOGETHER! Luxury spaces to host the whole family, Zen with horses, magnificent views. Private suite, Fire Pit, Covered patio, Hiking Trail, outdoor kitchen and BBQ. Billiards, shuffleboard, trampoline, table tennis, basketball, badminton, bocce ball. Something for everyone! Book an archery tag or axe throwing game! Sky Haven Equestrian in Bethany. On-site horse experiences and riding. Kids Stay Free! When booking enter number of adults only. Wutai Shan Bhuddist Garden is 4 min. away.

Guest favorite

Home in Toronto

4.93 out of 5 average rating, 112 reviews

Entire house with Pool, ravine, and nature trail

Enjoy your stay in this artsy, minimalistic 2 story home. The entire house is yours! This house has 3 bedrooms, each with a queen bed, night stand, closet space, and USB charging ports. One room has a desk/workspace. It also has 2 full bathrooms, open concept kitchen/living/dining rooms, and laundry and one parking spot on the driveway. We offer high speed WIFI, and a wall mounted, 55" flat screen, 4K, Roku Smart TV. In addition, we have a Keurig machine with complimentary coffee and tea.

Guest favorite

Guest suite in Kawartha Lakes

4.96 out of 5 average rating, 119 reviews

Hidden Acres - a Stay and Play Retreat!

Are you looking for some nature therapy? You'll be nestled in several acres of forest, where you can hear the birds and enjoy the private backyard. The hot tub and campfire* beckon in all seasons, and the inground pool is open from mid-June to Labour Day each year. Please acknowledge that you read and understand our house rules when booking. Let us know who is coming, and provide details about your dog (breed, age, temperament). *We are excited to share that we now offer a Level 2 EV outlet!*

Guest favorite

Treehouse in Port Perry

4.98 out of 5 average rating, 553 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Guest favorite

Home in Uxbridge

5 out of 5 average rating, 29 reviews

Redwood Haven East: Your Dream Getaway in Uxbridge

Welcome to Redwood Haven, your lavish Uxbridge retreat! 2 bedrooms await, comfortably accommodating 4 guests. Be captivated by breathtaking views, immerse yourself in luxury, taking a dip in the inviting heated pool (shared by our guests of the attached East and West units). Embark on thrilling equestrian adventures for an extra touch of excitement. With ample parking, heating, and AC, ensuring the ultimate comfort throughout your stay. Unleash unforgettable memories in this enchanting haven.

Superhost

Home in Oshawa

4.75 out of 5 average rating, 12 reviews

PS4 + BBQ: 5 Bedroom, 3 Bath - 2 Units in 1!

Welcome to our spacious 5 bedroom / 3 bathroom bungalow with 3 queen beds, 2 king beds, 2 kitchens, 2 dining areas, and 2 cozy living rooms. With 3 bathrooms and plenty of space, it's ideal for families or groups. Conveniently located near shopping, HWY 401, and just a 45-minute drive to Toronto. Book now for a cozy stay! IMPORTANT: Outdoor Backyard is unavailable during quiet hours 11 PM to 7 AM daily. Zero tolerance for parties, loud noises. Quiet, family-friendly neighborhood.

Guest favorite

Home in Port Perry

4.93 out of 5 average rating, 213 reviews

Home away from home with a hot tub and pool

This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

Guest favorite

Guesthouse in Kawartha Lakes

4.92 out of 5 average rating, 275 reviews

The Loft on Sturgeon Lake

Enjoy the lakeside lifestyle on Sturgeon Lake! This beautiful custom loft features one spacious bedroom with a queen bed and large, bright windows. The suite has a private washroom with a large walk-in shower. There is a full kitchen available and living space with a pull out couch. Experience stunning sunsets over Sturgeon Lake from your private balcony or by the lake at the dockside fire pit. There is an outdoor pool that can be used when available and canoes and kayaks.

Guest favorite

Home in Toronto

4.99 out of 5 average rating, 118 reviews

Vacation Getaway:Heated Pool-Hottub Open 365 Days

Welcome to the Toronto Beach and to this century old home, right on the beach with a private pool and spa that is open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favorite

Home in Whitby

5 out of 5 average rating, 8 reviews

A Quite home 5 min from Go Train

7 min walk from Whitby train and Lake, this is a 2 BR house that offers accommodation with a 2 private parkings The self contained apartment is located in a brightly lit lower floor features, a separate entrance, a living room, and a fully equipped kitchen & laundry room. Guests can enjoy sun bathing in the garden or a barbque grill with your family. The backyard is shared however the guests have a private entrance. The pool is closed from September 2024 this year

Superhost

Home in Ajax

4.82 out of 5 average rating, 11 reviews

Luxurious house with private Pool

Enjoy Luxury Living in detached bungalow with 3 bedroom 1.5 washroom. Sitting on a Massive 50 Ft. Wide Lot with Fully Interlocked Resort Style Backyard Featuring Huge private Pool(closed mid September- end of May)along with Deck Prime Neighborhood of Ajax, 1.5km from Serene Ajax Lakefront 800 Mts from grocery store, convinience stores and restaurants 500 mts from Lush Parks and 4.5 km from Ajax Go Station

Guest favorite

Guest suite in Peterborough

4.82 out of 5 average rating, 118 reviews

Family and Friends home away from home

Enjoy the hot summer relaxing around the pool and dining under the gazebo while finishing your evening enjoying the fire table and hot tub. We are one of the very few Airbnb's with a pool plus a relaxing outdoor oasis. Retreat to our spacious 2 bedroom suite which includes a full kitchen and laundry facilities. Owners live onsite to be available to attend to your comfort.