Vacation rentals with a pool in Wasaga Beach

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Top-rated rentals with a pool in Wasaga Beach

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

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Guest favorite

Condo in The Blue Mountains

4.94 out of 5 average rating, 197 reviews

Mountainside Studio Bliss: Steps to Slopes, Renova

Unwind and immerse yourself in Blue Mountain tranquility in this newly renovated high-end studio at the bottom of the Mountain. You will be next to the hills with ski-in, ski-out (to Toronto Ski Club) so you can take a 2-minute walk or ski to the lifts. Studio Bliss offers 5-star luxury hotel furnishings and amenities in the incredible Northcreek Resort. Your condo includes a private deck where you can chill amongst the mountain trees and surrounding waterfalls, with the Mountain as your backyar

Guest favorite

Condo in The Blue Mountains

4.93 out of 5 average rating, 269 reviews

Cozy Studio Mountainside stay in Blue Mountains

Fall colours will arrive soon at Blue. Book your getaway now. This cozy STUDIO ground floor condo is perfect for a couple/small family (Max 4). The unit includes: a comfy queen bed and a pop up sofa bed, bathroom with jacuzzi tub, electric fireplace and full kitchen with everything you need. Free parking. Pool and two shared hot tubs are open daily until October. Tennis courts and access to hiking trails. The Blue Village is only a 5 minute drive away with great local restaurants and shops.

Superhost

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 favorite

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

Guest favorite

Condo in Innisfil

4.98 out of 5 average rating, 137 reviews

#TheFridayFlat: An Autumn Retreat to Unwind

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake. Come experience the ultimate waterfront getaway at Friday Harbour!

Guest favorite

Townhouse in Wasaga Beach

4.98 out of 5 average rating, 115 reviews

Waterfront | Heated Pool, Beachfront, BBQ, AC

Enjoy your morning coffee on your waterfront balcony in your 2 bedroom townhouse, steps away from the beautiful sands of Wasaga Beach. Fall asleep to the rhythmic sounds of the water, and watch stunning sunsets from your balcony. All linens included! Clean, family friendly with pool & beach- perfect for a summer getaway. Located on quiet Beach 4. ~1.5 hr drive from GTA, 20 min drive to Collingwood/Blue Mountain. 2 parking spots. Perfect for family fun, activities & making new memories!

Guest favorite

Farm stay in Essa

4.99 out of 5 average rating, 163 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Superhost

Chalet in Phelpston

4.88 out of 5 average rating, 303 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 favorite

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.

Guest favorite

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

Guest favorite

Condo in Oro

4.89 out of 5 average rating, 206 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!

Guest favorite

Rental unit in The Blue Mountains

4.96 out of 5 average rating, 194 reviews

Studio at Blue-KingBed/HotTub/Shuttle/Ski In&Out

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Seasonal Pool *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing) STA License #LCSTR20230000092