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Vacation rentals with a pool in Wasaga Beach

Find and book unique homes with a pool on Airbnb

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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Loft in The Blue Mountains

4.79 out of 5 average rating, 196 reviews

Stay A While Chalet - Outdoor Pool / 2 Patios

Stay A While Chalet is 2 bedroom loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

May 22 – 29

$166 CAD per night

Guest favourite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 216 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Oct. 22 – 29

$184 CAD per night

Guest favourite

Loft in The Blue Mountains

4.92 out of 5 average rating, 156 reviews

Mountainside Escape - Outdoor Pool / Hiking Trails

Mountainside Escape is a family friendly loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain. North Creek resort offers on demand shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, two hot tubs year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your st

Jun. 7 – 14

$246 CAD per night

Guest favourite

Condo in Innisfil

4.97 out of 5 average rating, 111 reviews

•#TheFridayFlat Luxury Poolside Retreat for Summer

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!

Oct. 5 – 12

$156 CAD per night

Guest favourite

Condo in The Blue Mountains

4.92 out of 5 average rating, 246 reviews

Cozy Studio Mountainside stay in Blue Mountains

Summer and Spring are the perfect time to visit Blue. This cozy STUDIO ground floor condo is perfect for a couple or 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. Two shared hot tubs (open daily) and tennis courts. Easy access to for hiking trails. Pool opens in May. The Blue Village is only a 5 minute drive away with great restaurants and shops.

Sep. 6 – 13

$215 CAD per night

Guest favourite

Farm stay in Essa

4.99 out of 5 average rating, 119 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!

Oct. 2 – 9

$240 CAD per night

Tiny homes in Meaford

4.85 out of 5 average rating, 257 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared pool available for the summer months with possibilities of covid restrictions. INTERNET just upgraded!

Nov. 7 – 14

$138 CAD per night

Condo in Innisfil

4.88 out of 5 average rating, 106 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

Jul. 10 – 17

$151 CAD 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 Pool available in mid May. Surrounded by Ski Resorts, Beaches, Trails and Vetta Nordic Spa.

Oct. 21 – 28

$218 CAD per night

Guest favourite

Condo in The Blue Mountains

4.89 out of 5 average rating, 350 reviews

Base of Blue Mountain, Modern Updated Studio

This gorgeous studio chalet is absolutely perfect for two, or a couple with small children! Newly renovated with a custom kitchen and fireplace. Located right at the base of the ski hill, our cozy chalet is a lovely fully furnished 1 bedroom, 1 bath. Blue Mountain Village only 1Km away, as well as the Scandinavia Spa , Northwinds Beach and restaurants. Our chalet is ski in ski out and located right at the North Chair. Come and enjoy all that Blue Mountain has to offer!

Aug. 21 – 28

$239 CAD per night

Guest favourite

Townhouse in Wasaga Beach

4.9 out of 5 average rating, 147 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

Mar. 12 – 19

$476 CAD per night

Guest favourite

Condo in Oro

4.9 out of 5 average rating, 156 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!

Sep. 5 – 12

$146 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Chalets

Adventure-ready homes with après-ski style

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Wasaga Beach rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in The Blue Mountains

4.91 out of 5 average rating, 167 reviews

Views Mountains Sauna/Shuttle/Pool/Entertainment

Nov. 3 – 10

$385 CAD per night

Guest favourite

Home in The Blue Mountains

4.95 out of 5 average rating, 148 reviews

Serene mountainside home View/Shuttle Bus/Pool

Nov. 8 – 15

$574 CAD per night

Guest favourite

Home in Meaford

4.96 out of 5 average rating, 146 reviews

Redhill Luxury Home...by the Blue Mountains

Nov. 2 – 9

$1,084 CAD per night

Guest favourite

Home in Kimberley

4.88 out of 5 average rating, 176 reviews

Heart of Kimberley - with views and a hot tub

Jul. 8 – 15

$570 CAD per night

Guest favourite

Home in Collingwood

5.0 out of 5 average rating, 23 reviews

An oasis getaway near trails, lake, restaurants

May 27 – Jun. 3

$383 CAD per night

Home in Collingwood

4.84 out of 5 average rating, 32 reviews

Batteaux Chalet - Pool + Blue Mountain Skiing

Sep. 24 – Oct. 1

$254 CAD per night

Guest favourite

Home in Meaford

5.0 out of 5 average rating, 33 reviews

Plume- Guest house

Jan. 17 – 24

$188 CAD 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

Dec. 5 – 12

$195 CAD per night

Condo rentals with a pool

Condo in The Blue Mountains

4.87 out of 5 average rating, 298 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

Jul. 2 – 9

$247 CAD per night

Guest favourite

Condo in Blue Mountains

4.91 out of 5 average rating, 266 reviews

2 Bedroom, 2 Level Condo on Blue Mountain!

Nov. 8 – 15

$164 CAD per night

Guest favourite

Condo in The Blue Mountains

4.93 out of 5 average rating, 144 reviews

Mountainside Studio Bliss: Just Renovated, Tennis

May 16 – 23

$225 CAD per night

Guest favourite

Condo in The Blue Mountains

4.95 out of 5 average rating, 207 reviews

Cozy & Charming Retreat at Blue Mountain

May 5 – 12

$213 CAD per night

Guest favourite

Condo in The Blue Mountains

4.97 out of 5 average rating, 299 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Aug. 23 – 30

$414 CAD per night

Guest favourite

Condo in Innisfil

4.84 out of 5 average rating, 171 reviews

Marina view at Friday Harbor 2bdm/2bth Pool option

Nov. 16 – 23

$162 CAD per night

Guest favourite

Condo in The Blue Mountains

4.92 out of 5 average rating, 406 reviews

★Blue Mountain Village★ Cozy, Stylish, 360 Views

Oct. 27 – Nov. 3

$279 CAD per night

Guest favourite

Condo in The Blue Mountains

4.97 out of 5 average rating, 116 reviews

Rustic Chic Renovated 2Bd Condo by Village

Oct. 5 – 12

$334 CAD per night

Quick stats about vacation rentals with a pool in Wasaga Beach

Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
990 reviews
Nightly prices starting at
$82 CAD before taxes and fees

Destinations to explore