Holiday rentals with a pool in Lake of Bays

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lake of Bays

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

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Guest favourite

Guest suite in Kawartha Lakes

4.98 out of 5 average rating, 376 reviews

A "Peace" of Eden -- Private suite in country home

Quiet country setting surrounded by forest and farmland, bordering on the Altberg Wildlife Sanctuary Nature Reserve. Lower level suite with private entrance includes one separate bedroom, one bed with room divider in the common space, plus a full bath, kitchen facilities, and living area. Once called the "United Nations of birds", we are just a short drive from public beaches, lakes, the Victoria Rail Trail, and Monck's Landing Golf Course (stay and play package available). Fabulous star-gazing!

27 May – 3 Jun

$80 SGD per night

Guest favourite

Cottage in Tory Hill

4.92 out of 5 average rating, 12 reviews

Fun countryside retreat on 25 acres with stream

Paul and Anne welcome you to tranquil 2 bedroom retreat on 25 acres of breathtaking forrest in Haliburton. The location offers easy access to various outdoor activities and attractions. Explore the nearby lakes for fishing, boating, or swimming. Embark on a canoeing adventure down a local tranquil river or discover the local wildlife on a hiking trail. For those seeking cultural experiences, visit the lovely town of Haliburton, that offers art galleries, shops, and delicious dining options.

12–19 Feb

$154 SGD per night

Superhost

Cottage in Algonquin Highlands

4.9 out of 5 average rating, 336 reviews

Long Beach on Big Boshkung

Welcome to Long Beach on Boshkung. A beautiful private 2 bedroom (2 Queens) , 1 Loft (2 Singles) cottage complete with a 3 piece bathroom on 300 feet of frontage on Big Boshkung Lake in Haliburton Ontario. Bungalow cottage property is a unique combination of comfort and beauty. Shaded by towering white pines, the cottage holds one of the best and clearest views of Boshkung lake, private 300 foot sand beach and spectacular sunsets. Front deck on lake side has hill may not be child friendly

15–22 Apr

$510 SGD per night

Guest favourite

Guest suite in Phelpston

4.96 out of 5 average rating, 185 reviews

Country Escape/Private bright lower/2 Bdrm Suite

A totally separate private basement Apt. Large windows with 9’ ceilings, private entrance through the garage. Perfect for a couple or small family getaway. Max is a family of 4. Private patio area, plus full access to backyard. Two comfy bedrooms with queen beds. Spa bathroom with large shower. Large open concept Living area, Game area and KITCHENETTE Roku 75”TV Extra Large driveway Heated Pool available starting May 10th Surrounded by Ski Resorts, Beaches, Trails and Vetta Nordic Spa.

11–18 May

$181 SGD per night

Guest favourite

Home in Shanty Bay

5.0 out of 5 average rating, 30 reviews

Beautiful Town For 5, Ravine View, Resort Pool

Enjoy a stylish experience in this spacious and serene space at Carriage Country Club Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Close to Major Ski Hills in Horseshoe Resort Area!

30 Nov – 7 Dec

$158 SGD per night

Superhost

Chalet in Phelpston

4.88 out of 5 average rating, 283 reviews

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool

Our place is perfectly situated on a radius of just minutes travel to lakes, beaches, ski hills, ATV's and snowmobile and hiking trails nearby. Near Horseshoe Valley, Wasaga Beach and the Muskokas, you have the convenience for a quick trip or choose not to leave our place that offers all the amenities of a perfect holiday oasis, a Solar Heated Swimming Pool for the summer and a Hot Tub all year long. In the middle of Nature, you have the quiet and secluded ability to appreciate it all.

16–23 Mar

$641 SGD per night

Guest favourite

Apartment in Oro

4.88 out of 5 average rating, 118 reviews

4-Bed Country Club Haven with Pool, BBQs, and More

Welcome to our one-of-a-kind 4-bed condo country club, an exceptional destination that caters to large families and offers an unforgettable vacation experience. This uniquely structured property features two separate bedroom suites, with Wi-Fi and a range of outstanding amenities, your every need will be catered to. Dive into the ultimate aquatic experience with our heated indoor/outdoor pool, indulge in the benefits of our sauna, and melt away your cares in the inviting hot tub.

13–20 Nov

$195 SGD per night

Guest favourite

Townhouse in Huntsville

4.86 out of 5 average rating, 165 reviews

Truly Amazing Muskoka Chalet - Beach & Ski hill

*Our Chalet is a licensed Airbnb* Enjoy the Muskoka lifestyle here at our spacious 3 bdrm, 2 bath, Hidden Valley chalet on beautiful Peninsula Lake. The 3 levels of living area provide everyone with their own space. Loft bedroom has its own private bath and provides a nice getaway with views of the lake and ski hills. A place perfect for couples, families and extended families. Enjoy the sandy beach & outdoor pool in the summer months and skiing and snowboarding in the winter.

3–10 Oct

$364 SGD per night

Guest favourite

Guest house 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.

12–19 Sep

$188 SGD per night

Guest favourite

Townhouse in Huntsville

4.98 out of 5 average rating, 97 reviews

Lakehill Haven in Hidden Valley Slope and Lakeside

2 bed, 1.5 bath, wood fireplace & spectacular views of Peninsula Lake & mountains. Two balconies to relax on. Enjoy the beach, tennis & basketball courts, & outdoor pool included in price next door at resort (including a bar/restaurant. Ski hill across the road has a variety of hills and when ready, an ice rink on the lake for a game of shinny or leisurely skate. Also a hill for sledding out front! The area also has numerous places to visit. No water equipment provided.

22–29 Mar

$233 SGD per night

Guest favourite

Cottage in Baysville

4.97 out of 5 average rating, 78 reviews

Muskoka Forest Chalet with a Private Indoor Pool

Welcome to the beautiful Muskoka Forest Chalet. Equipped with a private indoor pool, wood burning fireplace, home gym, fully stocked kitchen, theatre room, new modern furnishings and much more. Escape the city life with a one-of-a-kind recently upgraded cottage. Whether you are coming with family or friends, our cottage provides a fun and relaxing experience for every guest. Enjoy activities nearby including ice fishing, hiking, snowmobile trails or shopping and dining

19–26 Jun

$1,045 SGD per night

Guest favourite

Apartment in Oro

4.9 out of 5 average rating, 154 reviews

Spacious 1-br w pool & jacuzzi at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

19–26 Oct

$135 SGD per night