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Vacation rentals with a pool in Gravenhurst

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gravenhurst

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

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Townhouse in Wasaga Beach

4.78 out of 5 average rating, 159 reviews

Bayfront Beach Resort 3AB/Wasaga Beach Front Pool

2+1 bedroom Townhouse located on beautiful Georgian Bay. Clean and family friendly complex with access to private pool and beach volley ball. perfect for a summer getaway. Open all year round for winter activities such as snowmobiling, and skiing. Located on quiet Beach 4. This Townhouse is only a 5 minute walk to restaurants. Approx 1.5 hour drive from GTA, and 20 minute drive to Collingwood/ Blue Mountain. 3 cars parking available with rental. Perfect for family fun, activities, and memories!

Guest suite in Phelpston

4.96 out of 5 average rating, 200 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(max4)relaxing getaway. 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 Ex Large Driveway Pool is Heated Jun1-Sept30 Surrounded by Ski Resorts, Beaches, Trails and Vetta Nordic Spa. Check in/out time are firm

Townhouse in Huntsville

4.98 out of 5 average rating, 114 reviews

Lakehill Haven in Hidden Valley Slope and Lakeside

2 bed, 1.5 bath, 2 levels & spectacular views of Peninsula Lake & mountains. Two balconies to relax on. Enjoy a beach, tennis & basketball courts, sauna, hot tub, indoor & outdoor pool included in price next door at Hidden Valley Resort ( has 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 fun skate. Also a hill for sledding out front! The area also has numerous places to visit. No water equipment provided.

Condo in Innisfil

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

Escape and unwind in our luxurious, open concept fully furnished 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy the fall season with access to golf, walking trails, beach, boating, biking, live music & weekend markets on the boardwalk. Queen bed + pullout, sleeps 4. Two Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking our private pool, courtyard & beautiful sunset. 1 Free Parking, Electric BBQ, In-Suite Laundry

Chalet in Phelpston

4.88 out of 5 average rating, 304 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.

Guest suite in Minesing

4.84 out of 5 average rating, 115 reviews

Farmhouse GUEST SUITE- Pool, hot tub, horses

Unique Farmhouse stay in modern Guest Suite Wrap around porch for a glass of wine or your morning coffee. Spend a lazy day relaxing in the salt water pool and hot tub. Watch the horses graze in the field and catch the breeze from your spot under the barn beam pergola. Toast a few marshmallows over a warm fire and check out the stars in the clear night sky. Horses may not be visible in winter months. Winter: On snowmobile trail close to ski hills, hot tub EVENTS are not permitted.

Condo in Oro

4.89 out of 5 average rating, 148 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.

Townhouse in Huntsville

4.87 out of 5 average rating, 177 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.

Guesthouse in Kawartha Lakes

4.92 out of 5 average rating, 277 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.

Townhouse in Wasaga Beach

4.91 out of 5 average rating, 171 reviews

Scenic WasagaBeach seasonal HeatedPool FireplaceAC

Explore Wasaga Beach right on the shores of Georgian Bay with newly upgraded townhouse, heated seasonal pool, BBQ, outdoor fire pit and grassy play area. Situated right on Beach 4. Relax at the fire pit, stroll the beach, enjoy the fresh air and peaceful scenery. Upper level two bedrooms (sleeps 6). Master BR overlooks beach with gorgeous view of bay and sunset. Main floor kitchen/breakfast area/large TV Winter Activities Blue Mountain Village & Ski Hill Nordic Trail

Cottage in Wasaga Beach

4.96 out of 5 average rating, 259 reviews

GATED RESORT COTTAGE

[CLICK SHOW MORE FOR IMPORTANT INFO] Sought-after cottage located in the gated Wasaga Country Life resort; professionally managed year-round by Parkbridge. A short walk from the beach with full access to resort amenities including; indoor/outdoor swimming pools, private trails, playgrounds, mini golf, sports fields and many more professionally managed facilities. View the "Where you'll be" section below for a full list of amenities.

Home in Innisfil

4.91 out of 5 average rating, 156 reviews

King Bed*Pool*Fireplace*BBQ*Smart TV

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a king bed and queen pull out loaded with entertainment from TVs (Netflix, Amazon Prime, Disney+) to the best board games! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Gravenhurst rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Utopia

4.94 out of 5 average rating, 31 reviews

Serene Escape: A Nature Getaway

Home in Shanty Bay

4.91 out of 5 average rating, 53 reviews

Beautiful Townhouse, Ravine View, Resort Pool

Home in Midland

4.79 out of 5 average rating, 43 reviews

Our vacation home. Fully equipped. Pool. Fire Pit.

Home in Barrie

4.91 out of 5 average rating, 74 reviews

Luxurious 4BDRM-King Bed-Barrie-fire pit

Home in Oakwood

4.97 out of 5 average rating, 36 reviews

All Season Indoor Pool Escape

Home in Beaverton

4.86 out of 5 average rating, 35 reviews

Luxury Family Home Indoor Pool Hot Tub Lake Access

Home in Sebright

5 out of 5 average rating, 35 reviews

All Season Waterfront Retreat with Pool & Hot Tub

Home in Peterborough

4.91 out of 5 average rating, 66 reviews

New Adventures Edinburgh House with private pool

Condo rentals with a pool

Condo in The Blue Mountains

4.98 out of 5 average rating, 125 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

Condo in The Blue Mountains

4.86 out of 5 average rating, 138 reviews

Large, luxury, upper floor condo, steps to Village

Condo in The Blue Mountains

4.86 out of 5 average rating, 220 reviews

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

Condo in Innisfil

4.91 out of 5 average rating, 132 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

Condo in The Blue Mountains

4.79 out of 5 average rating, 208 reviews

Mountainside Retreat - Ski in/out - Endless Coffee

Condo in Blue Mountains

4.91 out of 5 average rating, 302 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Condo in Innisfil

4.94 out of 5 average rating, 376 reviews

Lovely Open Concept Friday Harbor Resort Condo

Condo in Innisfil

4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Quick stats about vacation rentals with a pool in Gravenhurst

Total rentals
20 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
910 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore