
Vacation 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.

Cozy Stays – Your Fall Getaway at Friday Harbour
Welcome to our exquisite 2BR/2BA oasis, where relaxation knows no bounds. Embrace the tranquility of our inviting space. Indulge in the comforts of home with a fully equipped kitchen, cozy living area and two private bedrooms designed for restful nights. Soak in the hot tub's warmth, swim and lounge by the pool or gather round the fire pit for memorable conversations under the stars. Your perfect vacation retreat awaits. Book now to experience luxury, comfort & outdoor delight like never before!

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.

Hillside Haven: Serene Studio Retreat for 4
Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

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.

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!

Spacious 1-br w 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!

Spacious Hideaway in Nature
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

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!
Popular amenities for Barrie rentals with a pool
House rentals with a pool

Cute and Cozy House

2 Bd Boardwalk Condo Patio Oasis

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

Beautiful Cottage w Indoor Pool, Sauna, Pool Table

Luxury Family Home Indoor Pool Hot Tub Lake Access

Ski, Swim, Soak, Boat & Golf

Casa ~ Pool ~ Fire Pit ~ BBQ

Shanty Bay Escape
Condo rentals with a pool

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

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

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

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

Friday Harbour Luxury Condo Escape, Sleeps 4

Charming 2 Bed/2 Bath at Friday Harbour Resort

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool
Other vacation rentals with a pool

Dave & Jenny’s Apartment.

Friday Harbour Ground Floor w/ Large Terrance

Innisfil Resort - 3 Bed Condo Amazing Views

Nature trail views with cozy patio and firetable!

Luxurious Friday Harbour Condo

King Bed Suite | Pool • Hot Tub • Gym Access

Stylish 1 bedroom Pet friendly Condo by Sage Homes

Spectacular 2 BDRM Penthouse at Friday Harbour
Quick stats about vacation rentals with a pool in Barrie

Total vacation rentals
Explore 20 vacation rentals in Barrie

Nightly prices starting at
Barrie vacation rentals start at G$6,274 GYD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Barrie vacation rentals include wi-fi 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
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- Blue Mountain Village
- Toronto Zoo
- Rouge National Urban Park
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Royal Woodbine Golf Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- Weston Golf & Country Club
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- Muskoka Bay Resort
- TPC Toronto at Osprey Valley
- Caledon Country Club
- The Club At Bond Head
- Mount Chinguacousy
- Wooden Sticks Golf Club
- The Georgian Bay Club
- Georgian Bay Islands National Park
- Aga Khan Museum
- Dagmar Ski Resort




