Vacation rentals with a pool in Adjala-Tosorontio

4.92 out of 5 average rating, 120 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

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

Dome in Bradford West Gwillimbury

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

4.96 out of 5 average rating, 437 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...

Guesthouse in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.96 out of 5 average rating, 380 reviews

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.

Guest suite in Orangeville

This inviting bedroom features a spacious bed adorned with soft linens and a textured throw. A large armoire stands alongside, complemented by decorative plants and soft lighting. Natural light is welcomed through an adjacent glass door leading to a private entrance.

4.92 out of 5 average rating, 824 reviews

Hot Tub & Cozy Fireplace - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

Apartment in Blue Mountain Resort Area

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

4.98 out of 5 average rating, 200 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Apartment in Blue Mountain Resort Area

A cozy sleeping area is highlighted by a black wooden bed frame with a crisp white bedding set. Decorative pillows are arranged on the bed, while a framed image of a bear adorns the wall. Soft bedside lighting is provided by sconces, complementing the mirror opposite.

4.91 out of 5 average rating, 174 reviews

Blue Mountain Studio Retreat

Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

4.95 out of 5 average rating, 336 reviews

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

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!

5 out of 5 average rating, 116 reviews

Condo in Innisfil

Oasis Spa w/ Private Sauna!

Welcome to Our Unique Group of Spa Getaway Suites at Friday Harbour Resort - The Oasis Spa Getaway Rejuvenate, Relax & Unwind with your own private in-suite Sauna and Stunning patio Bamboo Oasis with fire table and Weber BBQ overlooking the pool & hot tub Reconnect with your loved one in our most tropical & romantic suite with multiple fire elements and fully stocked chefs kitchen Professionally designed to take your breath away, a luxury experience to make memories that last a lifetime!

4.97 out of 5 average rating, 113 reviews

Home in Alton

Cozy Cabin Vibes - Hot Tub• Firepit• Snowy Retreat

Escape to our riverside cabin this winter—soak in the hot tub under falling snow, curl up by the fire, and enjoy cozy evenings surrounded by nature. Perfect for couples, families, a ski weekend away, girls’ weekends, or a quiet work-from-home retreat. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

Superhost

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

Condo in Innisfil

4.87 out of 5 average rating, 175 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!

Superhost

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Shanty Bay

4.85 out of 5 average rating, 107 reviews

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

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

4.83 out of 5 average rating, 143 reviews

The living area features a comfortable sofa beside a stone fireplace, providing a cozy focal point. A light-toned armchair sits nearby, while a television is mounted on the wall. Natural light enters through the glass door, leading to an outdoor space.

Condo in Oro

Cozy 1-Bedroom Romantic Retreat with full Kitchen

Escape to Carriage Club Resort, nestled on rolling hills near Horseshoe Valley. Our 1-bedroom vacation rental sleeps 4 with a king-size bed and pull-out sofa. Enjoy the pool, firepit, volleyball, gym, and nearby skiing, golf, and Vetta SPA. Explore hiking trails, high ropes, and a 15-minute drive to Bass Lake's beach. Experience adventure and relaxation at Carriage Club!

Popular amenities for Adjala-Tosorontio rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 49 reviews

A restored stone farmhouse is framed by lush greenery and colorful flower beds. A well-maintained stone wall borders the property, providing a rustic charm. The approach features a paved path leading up to the welcoming porch, inviting guests to explore the landscaped surroundings.

Home in Mono

Country Family Getaway with Pool and Trails

4.96 out of 5 average rating, 24 reviews

Home in Etobicoke

newly renovated, close to airport, washer/dryer

Home in Blue Mountain Resort Area

4.89 out of 5 average rating, 258 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Home in Blue Mountain Resort Area

The living area features large windows allowing natural light to illuminate the space. A modern sectional sofa with colorful pillows and a decorative throw faces a sleek coffee table. A cozy fireplace is positioned beneath a wall-mounted TV, creating a warm environment.

4.87 out of 5 average rating, 133 reviews

Blue Mountain Retreat In Historic Snowbridge

4.99 out of 5 average rating, 165 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

4BR-Year-Round Heated Pool & Hot Tub Family Oasis

Home in Blue Mountain Resort Area

The exterior of the town-home is showcased, featuring a combination of stone and blue siding. Neatly manicured lawns surround the property, and several large windows allow natural light to illuminate the interior. A small tree is planted in the foreground, adding a touch of greenery.

4.84 out of 5 average rating, 114 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

5 out of 5 average rating, 19 reviews

A cozy living area features a brick fireplace and a floor-to-ceiling bookshelf filled with books. Two striped armchairs are positioned around a glass-topped coffee table, and a wooden dining table with chairs is situated by a window adorned with shutters.

Home in East Gwillimbury

Countryside walk-out with pool.

4.88 out of 5 average rating, 207 reviews

The kitchen features an open layout with warm wood flooring and a large dining table set for twelve. Natural light enters through two windows beside the door. Stainless steel appliances and a well-equipped countertop complete the functional space.

Home in Kimberley

Heart of Kimberley - with views and a hot tub

Condo rentals with a pool

4.97 out of 5 average rating, 110 reviews

A modern living area features a light-colored sofa adorned with decorative pillows, positioned next to a wooden coffee table. A striped area rug lies beneath, while a kitchen island with bar stools and stainless steel appliances is visible in the background.

Condo in Innisfil

Cozy Stays – Your Fall Getaway at Friday Harbour

4.85 out of 5 average rating, 122 reviews

Condo in North Toronto

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

A cozy living area features a plush sectional couch and a wooden coffee table. Large windows provide views of the golf course, allowing natural light to brighten the space. A modern fireplace adds a welcoming touch, complemented by soft curtains and decorative wall accents.

4.93 out of 5 average rating, 584 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

5 out of 5 average rating, 128 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

A spacious living area features a modern fireplace with a stone surround and a wall-mounted flat-screen TV. A small blue chair complements the neutral tones, while the open kitchen includes a breakfast bar with two high stools. Natural light enters through the window, illuminating the room.

4.85 out of 5 average rating, 112 reviews

BLUE MOUNTAIN STUDIO OASIS

The open-concept living area features two comfortable sofas with decorative cushions. A dining table is set for six nearby, while kitchen access is visible in the background. Natural light enters from large windows, with wooden accents enhancing the space.

4.87 out of 5 average rating, 150 reviews

Out of the Blue | Shuttle to Village & Ski lifts

An open-concept living area is showcased, featuring a cozy sectional sofa and a stone fireplace with a modern TV mounted above. Natural light streams through large windows, illuminating the earthy tones of the decor. A circular wooden coffee table with decorative elements completes the inviting space.

4.91 out of 5 average rating, 141 reviews

Highlands Lodge & Loft - Shuttle to the Village

A cozy living area is presented with two sofas and a fabric armchair, arranged around a wooden coffee table. A gas fireplace sits beneath a wall-mounted television. Large windows allow natural light, offering views of the surrounding landscape.

4.93 out of 5 average rating, 275 reviews

The Blue Mountain's Dream Escape | Pool | Hot Tub

Other vacation rentals with a pool

4.95 out of 5 average rating, 297 reviews

A wooden dining area features a round table surrounded by four wooden chairs. The kitchen showcases wooden cabinets, a stove, a microwave, and a refrigerator. Natural light enters through a window above the sink, enhancing the warm wood tones of the room.

Cottage in Wasaga Beach

GATED RESORT COTTAGE

Place to stay in Etobicoke

A welcoming entryway features a stone staircase leading to a pair of wooden double doors. Flanking the entrance, potted plants add greenery, while large windows provide views of the surrounding yard. The roof is tiled, and a well-maintained lawn adds to the home's appeal.

4.94 out of 5 average rating, 80 reviews

The Snug Oasis - Burrow (Near Airport)

4.83 out of 5 average rating, 35 reviews

A light-filled living area is furnished with a plush sofa adorned with decorative cushions. A round coffee table sits in the center, accompanied by stylish accent chairs. Natural elements are present, such as a potted plant and woven decorative items, enhancing the serene ambiance.

Apartment in Innisfil

Oasis of luxury: 1 bdrm retreat w/Hot Tub Access

4.9 out of 5 average rating, 31 reviews

A modern kitchen is displayed, featuring sleek white cabinets and dark granite countertops. Illuminated by pendant lights, the space includes a double sink and an island with seating. Stainless steel appliances and a mosaic backsplash add to the contemporary design while maintaining an organized feel.

Apartment in Barrie

Clean, bright and cozy walkout basement

Apartment in Oakwood Village

A spacious living room is presented with a neutral-colored sectional sofa adorned with yellow accent pillows. A small glass side table complements the seating area, while a patterned area rug adds texture to the floor. Natural light enters through a window placed above the sofa.

4.85 out of 5 average rating, 105 reviews

Bright, spacious luxury basement apartment

Chalet in Blue Mountain Resort Area

A bright bedroom features a spacious bed covered with soft linens and a textured throw. The walls are painted blue, complemented by decorative curtains. A piece of artwork depicting a deer is displayed above the bed, and a bedside lamp is positioned on a small white table.

4.97 out of 5 average rating, 309 reviews

The Little Blue Spruce! Free shuttle to village