
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...

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.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Exceptional 2+1 ground floor condo @Friday Harbour
Enjoy early check in and extra late check out in an exceptional 2+1 condo on the ground floor of the desired Aquarius building at Friday Harbour resort. Professionally designed for comfort and style. Aquarius building offers an outdoor pool, BBQ and sitting area. Friday Harbour is an all-season resort, 1 hour north of Toronto, that offers fine dining, LCBO, Starbucks and grocery store within walking distance. Enjoy seasonal activities & events all year round, water sports, live music & more!

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

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.

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!

Lovely 2-bedroom at Friday Harbour
Friday Harbour Resort welcomes you to the start of something extraordinary. Friday Harbour was designed to be a destination. A destination you look forward to visiting all year round, where you can unwind and truly feel relaxed. Whether you arrive to take in the peaceful serenity of the lake, spend hours in the Nature Preserve or mingle with friends over a gourmet meal, there’s no shortage of way to enjoy your days.
Popular amenities for Barrie rentals with a pool
House rentals with a pool

Cute and Cozy House

Private river access with pool, canoes, kayak

2 Bd Boardwalk Condo Patio Oasis

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

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

Themed Escape - Pool | Bunkie | Sleeps 12

Ski, Swim, Soak, Boat & Golf

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

Golf, Spa & Spring Vibes Getaway at Friday Harbour

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

Luxurious Friday Harbour Winter Wellness Escape

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Friday Harbour Luxury Condo Escape, Sleeps 4

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

Bohemian Luxury at Friday Harbour Resort Simcoe

Resort Condo (2 suites) near Horseshoe Valley
Other holiday rentals with a pool

The King's Rest

King Suite-Pool, Hot tub - Near Horseshoe Valley

Nature trail views with cozy patio and firetable!

Modern Luxury Delight with a Pool and Hot Tub

Trendy 1 Bdrm w/Pool & Hot Tub View

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

Cedar Escape • Sauna • 10-Acre Private Forest

Modern elegance Aquarius Fri Harb
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 $43 AUD per night before taxes and fees

Verified guest reviews
Over 580 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Barrie holiday 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
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Detroit Holiday rentals
- Mont-Tremblant Holiday rentals
- Family-friendly rentals Barrie
- Apartment rentals Barrie
- Fitness-friendly rentals Barrie
- Ski-in/ski-out rentals Barrie
- Rentals with lake access Barrie
- Pet-friendly rentals Barrie
- Rentals with a fireplace Barrie
- Rentals with a fire pit Barrie
- House rentals Barrie
- Rentals with a patio Barrie
- Condo rentals Barrie
- Rentals with a washing machine and dryer Barrie
- Cottage rentals Barrie
- Bungalow rentals Barrie
- Rentals with a hot tub Barrie
- Rentals with breakfast Barrie
- Cabin rentals Barrie
- Private suite rentals Barrie
- Townhouse rentals Barrie
- Rentals with outdoor seating Barrie
- Waterfront rentals Barrie
- Rentals with beach access Barrie
- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Downsview Park
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- York University
- Wasaga Beach Area
- Osler Bluff Ski Club
- Scarborough Town Center
- Devil's Glen Country Club
- Rouge National Urban Park
- Yorkdale Shopping Centre
- Dagmar Ski Resort
- Sheppard–Yonge Station
- Georgian Bay Islands National Park
- Toronto Congress Centre
- Mount Chinguacousy
- Fairview Mall
- Scandinave Spa Blue Mountain
- The International Centre
- Aga Khan Museum
- Eglinton Park




