
Holiday rentals with a pool in Barrie
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Barrie
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

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...

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Ravine Backyard, King Bed, Jacuzzi, Pool, Hot Tub
Forget your worries in this spacious and serene space at Highland Estates. You get a full designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Prepare your own meals in the fully equipped kitchen with Microwave and Electric Stove. Access your favorite Streaming-TV accounts like Netflix, Prime, and Disney+ Close to Vetta Spa and major Ski Hills; literally the Best Retreat in Oro-Medonte. Book with Us Today! Please note the Fireplace isn't working.

The Friday Flat | Sunny Escape by the Marina
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

Lovely king size room with kitchenette
An inviting four-season natural playground surrounded by rolling hills and forested trails is located in a spectacular country setting. The Mount St. Louis Moonstone Ski Area is 12 km away, Barrie is 25 km away, and Toronto is 138 km away. Onsite amenities include a pool, fitness center, fire pit, and play area. Nearby, you can enjoy an array of fun attractions and activities for every season! Several convenient perks are available to provide you with the best and most comfortable stay.

Farmhouse Guest Suite; Year round hot tub
Unique Farmhouse stay in modern Guest Suite Fully stocked kitchenette Bedroom/Livingroom Suite - sleeps 4 Ensuite bathroom with shower Wrap around porch for a glass of wine or your morning coffee. Year round hot tub. Firepit - toast a few marshmallows over a warm fire and check out the stars in the clear night sky. Horses may not be visible in all months. 1 QUEEN BED 1 QUEEN PULL OUT COUCH Winter: On snowmobile trail close to ski hills, hot tub EVENTS are not permitted.

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!

Cozy Deluxe Studio 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!

Modern Condo at Friday harbour/Pet Friendly
Welcome to Our Elegant Property We're driven by a genuine passion for creating exceptional guest experiences. Our goal is straightforward: to exceed your unique needs and desires during your stay. More than just providing a place to stay, we want to make your visit memorable and enjoyable. Feel free to reach out if you have any questions. We're here to ensure your stay is comfortable and stress-free. **Additional fees are applied for long term stays**

Pet-friendly, 1 BR condo in Horseshoe Valley
All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

Cozy getaway for two with hot tub!
Unwind in our peaceful guest suite attached to our home located near Mount St-Louis Moonstone, Vetta Nordic Spa and the cozy town of Coldwater. With its private entrance, hot tub (accessible daily between 8am and 10pm) and serene forest surroundings, this space is designed for guests who value calm, quiet and nature. We ask that guests share our appreciation for a tranquil environment.
Popular amenities for Barrie rentals with a pool
House rentals with a pool

2 Bd Boardwalk Condo Patio Oasis

Beautiful Cottage w Indoor Pool, Sauna, Pool Table

Countryside walk-out with pool.

Luxury Family Home Indoor Pool Hot Tub Lake Access

Ski, Swim, Soak, Boat & Golf

House ~ Pool ~ Fire Pit ~ BBQ

Shanty Bay Escape

The Harbour House - Prime Location
Apartment rentals with a pool

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Friday Harbour Ground Floor w/ Large Terrance

Spacious 1 bedroom condo in Carriage Hills (2248)

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Cozy Studio + Kitchenette & 1 Free Parking

Friday Harbour Luxury Condo Escape, Sleeps 4

Charming 2 Bed/2 Bath at Friday Harbour Resort
Other holiday rentals with a pool

Dave & Jenny’s Apartment.

Innisfil Resort - 3 Bed Condo Amazing Views

Nature trail views with cozy patio and firetable!

Luxurious Friday Harbour Condo

Perfect ~Huge Patio ~ 2BR ~ BBQ ~ Friday Harbour

The Beach Deck Retreat

Clean, bright and cozy walkout basement

Gym+Pool+PetFriendly+KingBeds
Quick stats about holiday rentals with a pool in Barrie

Total holiday rentals
Explore 20 holiday rentals in Barrie

Nightly prices starting at
Barrie holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Barrie holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Barrie rentals

4.6 Average rating
Barrie stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Niagara Falls Holiday rentals
- St. Catharines Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Mont-Tremblant Holiday rentals
- Bungalow rentals Barrie
- Family-friendly rentals Barrie
- Waterfront rentals Barrie
- Rentals with a fireplace Barrie
- Rentals with beach access Barrie
- Fitness-friendly rentals Barrie
- Cabin rentals Barrie
- Rentals with breakfast Barrie
- Rentals with lake access Barrie
- Flat rentals Barrie
- Apartment rentals Barrie
- Ski-in/ski-out rentals Barrie
- Private suite rentals Barrie
- Cottage rentals Barrie
- Rentals with outdoor seating Barrie
- House rentals Barrie
- Rentals with a patio Barrie
- Rentals with a firepit Barrie
- Rentals with a washing machine and dryer Barrie
- Townhouse rentals Barrie
- Pet-friendly rentals Barrie
- Rentals with a hot tub Barrie
- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Rouge National Urban Park
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Royal Woodbine Golf Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Lakeridge Ski Resort
- Angus Glen Golf Club
- Mount St. Louis Moonstone
- Weston Golf & Country Club
- TPC Toronto at Osprey Valley
- The Georgian Peaks Club
- The Club At Bond Head
- Muskoka Bay Resort
- Caledon Country Club
- Mount Chinguacousy
- Wooden Sticks Golf Club
- The Georgian Bay Club
- Georgian Bay Islands National Park
- Barrie Country Club
- Aga Khan Museum




