Holiday rentals with a pool in Haliburton County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Haliburton County

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

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The exterior of the house is shown, featuring a wrap-around porch with multiple lounging areas. A round pool is positioned on the deck, alongside a trampoline in the garden. Lush greenery surrounds the property, enhancing the tranquil setting.

Cottage in Minden Hills

4.67 out of 5 average rating, 9 reviews

Your Own Private Resort in Scenic Minden Hills

Luxuriously Renovated Farm House in Beautiful Minden Hills with Wrap-Around Porch with Abundant areas to Lounge and Unwind. All-season road. Extraordinarily Private. Superb Craftsmanship & Exquisite Finishing Touches. Heated Stone Floors. Massive Windows boasting Spectacular Views. Bright open-concept Kitchen & Family Room for Large Gatherings. Dedicated workspace. Large Recreation Room with Poker & Pool Table. Walkout to covered Hot Tub, steps to Landscaped Fire Pit, and Walking Trails.

Guest favourite

An indoor lap pool with a clear blue surface is complemented by surrounding tiled flooring. On the opposite side, a tranquil lakeside view reflects soft morning light through a hazy mist, framed by greenery and distant trees.

Cottage in Dorset

5 out of 5 average rating, 23 reviews

Dorset Poolhouse

Come and experience a one of a kind stay on The Lake of Bays. Situated on Little Trading Bay, our cottage offers 4 large bedrooms, open concept living spaces, 2 full baths/2 half baths. The winter season offers ice fishing, skating and the snow mobile trails run right past our waterfront. Perfect for a sledders retreat or fun packed family getaway. Enjoy year round indoor swimming!! 26 mins to Algonquin, 2 mins to the heart of Dorset, 34 mins to Arrowhead, 24 mins to Hidden Valley ski hills.

The exterior of the cottage is showcased during the night, with colorful lights adorning the porch and windows, creating a festive ambiance. Snow blankets the ground, reflecting soft light, while clear footprints lead towards the warmly lit entry.

Cottage in Kinmount

4.84 out of 5 average rating, 43 reviews

Private 2 Bedroom Cottage in the Woods w Pool/ BBQ

Welcome! Forget your worries in this spacious, serene & private cottage located within Kawartha Lakes Region. This newly renovated, cozy, warm 2-bdrm cottage is a great retreat for couples/ families looking to relax. The cottage features all the reg amenities along with newer appliances, central heating & sunroom. Outside the cottage features lots of space to soak up the sun/ star gaze on either the front/ rear deck. *Ad. Lots of parking, a pond, fire-pit and a POOL!

A well-lit outdoor deck is surrounded by snow-covered terrain, featuring patio furniture arranged for relaxation. Warm string lights are hung above, creating a charming atmosphere. A hot tub and barbecue grill are positioned nearby, inviting guests to enjoy the tranquil winter setting.

Cottage in Haliburton

4.8 out of 5 average rating, 143 reviews

Lakefront Cabin W Hottub, Sauna, Near Sir Sam Ski

Set in quiet wooded hills with private Redstone Lake access, our 5-BR cottage invites slow mornings and feel-good days. Coffee on dock, swims in saltwater pool (mid June–Sept), long soaks in hot tub, warm moments in sauna, fast wi-fi for movie nights and starry nights by fire pit. Kayaks and paddleboard ready for lake fun. Trails, shops, LCBO 10 and Haliburton 20 mins away. A space thoughtfully curated for you—for JOY, REST, and MEMORIES. Questions? Message us!

Top guest favourite

A circular fire pit area is surrounded by six red muskoka chairs arranged on a stone patio. The lush green woods provide a serene backdrop, with trees partially shading the seating area, creating a welcoming space for gatherings.

Home in Dysart and Others

5 out of 5 average rating, 75 reviews

Redstone River Retreat

Enjoy a piece of heaven on the peaceful, serene , Redstone river. It’s a nature lovers paradise. Spend your day lounging in the songo tear drop hammock (seasonal) listening to the beautiful flowing river. Have your morning coffee settled into a muskoka chair overlooking the water. We’ve created a relaxing, rejuvenating space for you to enjoy. There is an solar heated above ground pool to enjoy a refreshing dip on a hot summer day (seasonal)

Superhost

Home in Apsley

5 out of 5 average rating, 4 reviews

Cottage on Chandos Lake with Pool!

Welcome to Chandos Lake! This spacious, well-equipped cottage is perfect for large families or groups. Enjoy deep swimming off the dock, a private pool, hot tub, games room, and plenty of space to relax. With 5 bedrooms, 3.5 baths, a full kitchen, and indoor/outdoor dining areas, it's great for any season. Just minutes from Apsley, with Wi-Fi, Smart TVs, paddle boards, and more — comfort and cottage charm all in one.

A charming cottage is illuminated with colorful outdoor lights, set against a snowy landscape. The structure features large windows, allowing warm light to emanate from within. Footprints in the snow lead towards the entrance, contributing to a welcoming evening atmosphere.

Cottage in Kinmount

4.57 out of 5 average rating, 7 reviews

3-Bedroom Private Cottage in the Woods w/ Pool

Bring the whole family to this great cottage with lots of room for fun. Loaded with a pool, outdoor fire pit, bbq, private yard, parking, pond and 3-bedrooms with 4 full size beds, with access to additional inflatable mattresses for extra guests.

Guest favourite

An outdoor view of the spacious home is captured, showcasing a well-maintained saltwater pool surrounded by a wooden deck. Several lounge chairs and parasols provide comfort, while the house stands tall with a green exterior, framed by lush trees.

Home in Dorset

4.93 out of 5 average rating, 173 reviews

8 Acre Wood

Private, spacious, fully equipped, year round home on 8 acres forest with deer & wild birds. In Dorset, by Paint Lake which is connected to Lake of Bays. 35 min to Algonquin, Arrowhead, Huntsville, Bracebridge.