Vacation rentals with a pool in Regional Municipality of Durham

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

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Guest favorite

Guest suite in Leaskdale

5.0 out of 5 average rating, 88 reviews

Leaskdale Landing - Spa Inspired Hideaway

Relax, Restore & Rejuvenate. Peaceful setting great for romantic get-aways, retreat from work or girls weekend. Relax in your private outdoor hot tub, and sauna. Leaskdale is 10 mins to Uxbridge & 30 mins to Port Perry. Both are picturesque towns offering trails, shopping, dining & more. Guest suite is located in the lower level of our home. Features private entrance, outdoor patio, bbq, queen bed, sitting area with TV, electric fire place, full kitchen essentials, bbq, private bath & laundry.

Guest favorite

Guest suite in Kawartha Lakes

4.94 out of 5 average rating, 88 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

Vacation home in Fraserville

5.0 out of 5 average rating, 34 reviews

Kawarthas storybook cottage, hot tub & heated pool

Relax and rejuvenate in the serenity of Robin’s Nest - a storybook loghome where comforts abound. Enjoy the day lounging poolside, exploring local shops or hiking the beautiful Ganaraska trails nearby. At meal time, choose the well-equipped gourmet kitchen complete with huge granite island and bar stools - or dine alfresco and BBQ on the new deck. Watch the sun set and star-gaze from the hot tub, or relax by the wood-burning fireplace with a game, movie or good book and a glass of wine.

Guest favorite

Treehouse in Port Perry

4.98 out of 5 average rating, 533 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.

Superhost

Home in Ajax

5.0 out of 5 average rating, 9 reviews

Entire Modern Home | Spacious | Near Lake & Park

Welcome to our spacious home in the GTA (Ajax), the ideal retreat for family getaways and local adventures. ENTIRE HOUSE* (3+1 BR + 2 Baths) ** Cozy Living Space: The living area is perfect for relaxation. ** Fully-Equipped Kitchen: stocked with cookware. ** Outdoor Patio: Step outside to a patio, ideal for sipping morning coffee. ** Convenient Location: Located near groceries and shopping. ** Public transit is also easily accessible. Perfect walk score to waterfront lake for fresh air.

Guest favorite

Guesthouse in Pickering

4.95 out of 5 average rating, 62 reviews

Cozy Cabin w/ private Hot tub

Private cozy cabin w/ hot tub (available year-round), propane bbq and Firepit. Relax and unwind at this unique and tranquil getaway. Enjoy a private soak in the hot tub, then cozy up to the fire (wood provided) all while enjoying gorgeous views and open skies. Just minutes from the conveniences of the city yet completely surrounded by nature. Mini fridge, coffee/hot chocolate, indoor/outdoor games, books, dishes/utensils are also provided. Washroom is off-grid behind the cabin fyi

Guest favorite

Home in Uxbridge

5.0 out of 5 average rating, 15 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 Guests at the 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.

Guest favorite

Guesthouse in Kawartha Lakes

4.92 out of 5 average rating, 247 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 Port Perry

4.94 out of 5 average rating, 203 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

Condo in Markham

4.96 out of 5 average rating, 54 reviews

Queen's Landing Markham Unionville

My hideaway is close to all amenities including exceptional multicultural dining, public transportation, family-friendly activities, and easy access to Toronto's major highways. You’ll love the stay with a neighbourhood to explore, the comfy bed, the ready kitchen and the bliss that is this getaway. My place is ideal for family, business or adventurers of up to three. * please note, the second bedroom does not have a door enclosure Self Checkin is available upon request.

Guest favorite

Farm stay in Kawartha Lakes

4.87 out of 5 average rating, 111 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.

Guest favorite

Guest suite in Uxbridge

4.96 out of 5 average rating, 165 reviews

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane