
Vacation rentals with a pool in Barrie
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Barrie

Total vacation rentals
Explore 30 vacation rentals in Barrie

Nightly prices starting at
Barrie vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 610 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
30 of Barrie vacation rentals include wi-fi access

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

4.7 Average rating
Barrie stays receive an average rating of 4.7 out of 5 from guests
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...

Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

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!

Utopia villa and spa
Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

The Trails Retreat (Private Cabin)
Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

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

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.

Chalet w/ yard & pool, walk to beach & playground
Barrie's most comfortable and friendly chalet, with a rustic ambience that has had a documentary filmed in it! Warm and luxurious with A/C, gas fireplace and gourmet kitchen, with park. beach and playground on Lake Simcoe a two minute walk away. A welcoming, fully equipped home away from home for families, couples, friends and travellers in a beautiful, mature neighbourhood featuring nearby walking and biking trails. For longer stays we are happy to offer discounts, just inquire!

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!

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeking adventure, relaxation, and unforgettable memories. Just a 2-hour drive from Toronto, our condo offers a prime location to experience it all. Whether you're hitting the slopes, unwinding at the Nordic spa, or exploring the outdoors with mountain biking, golf and tree-top trekking, you'll find everything you need for a perfect getaway.

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

Cute and Cozy House

Private river access with pool, canoes, kayak

King Bed, Pool, Gym, Ravine View, Your Getaway!

Themed Escape - Pool | Bunkie | Sleeps 12

Lost in Hillsdale | Heated POOL | Near Horseshoe

Bradford 4BR Family Retreat | Pool & Playground

Ski, Swim, Soak, Boat & Golf

Casa ~ Pool ~ Fire Pit ~ BBQ
Condo rentals with a pool

Golf, Spa & Spring Vibes Getaway at Friday Harbour

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Ground Floor w/ Large Terrance @ Friday Harbour

Friday Harbour Luxury Condo Escape, Sleeps 4

Exceptional 2+1 ground floor condo @Friday Harbour

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

Resort Condo (2 suites) near Horseshoe Valley

2BR Horseshoe Condo · Pool · Pet‑Friendly
Other vacation rentals with a pool

Nature trail views with cozy patio and firetable!

Great Escape @ Friday Harbour

Clean, bright and cozy walkout basement

Fantastic 1 Bdrm With A View.

Beautiful Basement apartment with swimming pool

Spectacular 2 BDRM Penthouse at Friday Harbour

Charming 2 Bed / 2 Bath at Friday Harbour Resort

Pool, Wifi, Free parking, Golf, Laundry, BBQ
When is the best time to visit Barrie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €174 | €102 | €144 | €148 | €182 | €158 | €155 | €129 | €129 | €102 | €118 | €132 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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- Blue Mountain Village
- Downsview Park
- Scarborough Town Center
- Toronto Zoo
- Wasaga Beach Area
- Yorkdale Shopping Centre
- York University
- Snow Valley Ski Resort
- Sheppard–Yonge Station
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- The International Centre
- Fairview Mall
- Vaughan Mills
- Awenda Provincial Park
- Lakeridge Ski Resort
- Bramalea City Centre
- Toronto Congress Centre
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds





