Holiday rentals with a hot tub in Caledon

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, 868 reviews

Headwaters Retreat - Hot Tub Summer Getaway

Escape to our rustik-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!

Cabin in Whitchurch-Stouffville

A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.

4.99 out of 5 average rating, 129 reviews

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

4.91 out of 5 average rating, 103 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

Tiny home in Horning's Mills

A wooden bunkie is set among tall trees, featuring a spacious deck surrounded by a railing. A barbecue unit is positioned on the deck, and a rustic charm is evident in the structure with its natural wood finish and a sloped roof.

4.9 out of 5 average rating, 190 reviews

Pine River Bunkies: Owl’s Roost Off Grid Cabin

Follow the forest pathway to our 2 new 'glamping bunkies'. The Owl’s Roost features a large loft and treetop deck to surround you with the beauty of nature. Just 1 hr from Pearson and 45 min. to Georgian Bay, Mulmur straddles the Niagara Escarpment, a UNESCO World Biosphere. We are next to 400 acres of conservation land in the Pine River Valley including part of the Bruce Trail. Our site can accomodate families, friends or groups. Not a camper? Please consider our 'in house' listings.

Superhost

A spacious living room is highlighted by tall wooden ceilings and large windows that invite ample natural light. Two comfortable sofas face each other over a coffee table, with a patterned area rug underfoot. A small fireplace and colorful stained glass add character to the warm design.

Barn in Milton

4.9 out of 5 average rating, 101 reviews

Five Star Hayloft Suite

This open space home is in the top level of a century-old bank barn. Witness the beautiful architecture while enjoying modern amenities like an open-concept kitchen, projector & movie lounge, and more! Enjoy 180 degree views from the bay window in the living room during your stay. Five Star Ranch offers a year-round getaway in a beautiful country setting. Situated on a working farm, and surrounded by gardens, animals and beautiful forest, it is a perfect destination for seclusion and peace.

4.94 out of 5 average rating, 823 reviews

A hot tub filled with clear water is positioned in the foreground, with steam rising gently. In the background, a cozy seating area surrounds a fire pit, set against a backdrop of lush greenery and a sunset sky.

Guest suite in Kimberley

The Post Office Motel & Spa in the ❤️ of Kimberley

*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

4.9 out of 5 average rating, 520 reviews

An inviting outdoor space features a wooden pergola with string lights, surrounding a dining table and seating area. A private hot tub is positioned nearby, with lush greenery and vibrant flower arrangements enhancing the serene environment.

Cabin in Erin

Cabin stay and play! 10 mins to Canadian Open!

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

4.98 out of 5 average rating, 122 reviews

The exterior of a two-story house showcases a blend of stone and dark wood siding, with a spacious deck accessible from the upper floor. Lush green grass and neatly arranged flower beds surround the home, while a gray sky sets a calm backdrop.

Home in Alton

Cozy Country Spring Getaway | HotTub + Fire Pit

Escape to the countryside this spring 🌸 Unwind in the hot tub or pool, enjoy cozy fires under the stars, and soak in the peaceful charm of Alton. Perfect for a relaxing getaway, girls weekend, or 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

4.85 out of 5 average rating, 111 reviews

The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.

Dome in Uxbridge

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

4.96 out of 5 average rating, 149 reviews

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

The Captain's Cottage at Willow Pond

You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

4.94 out of 5 average rating, 176 reviews

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

4.96 out of 5 average rating, 312 reviews

A spacious building is seen with a large deck overlooking a tranquil pond. A canoe rests on the grassy bank, with a stone waterfall nearby. Bright seating areas are arranged on the porch, surrounded by lush greenery and well-maintained landscaping.

Farm stay in Fergus

Waterpark Acres

Waterpark Acres offers a unique country experience to relax with spectacular views from the balcony. You have complete privacy in your space on the second story of the building. See farm animals ( horses, llama's, dogs, sheep, pheasants and other birds. Also some out of the ordinary animals including kangaroos, lemurs, kinkajou's, parrots etc. ) Please note : WEDDING EVENTS are not hosted on this property

Popular amenities for Caledon hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

4.93 out of 5 average rating, 166 reviews

Pink Door Farmhouse NOTL | Hot Tub | Swing | BBQ

4.94 out of 5 average rating, 105 reviews

A hot tub is positioned on a deck overlooking a calm, expansive lake. The water reflects soft gray skies, creating a serene atmosphere. Rocky shoreline is visible in the foreground, enhancing the tranquil lakeside setting.

Home in Hamilton

Wake Up To Lake Views!

4.91 out of 5 average rating, 113 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

A sunlit sunroom features modern furnishings, including a pair of woven armchairs and a sleek coffee table. Large windows provide ample natural light and views of the outdoors, while a decorative plant enhances the space. A warm wooden ceiling adds a touch of rustic charm.

4.99 out of 5 average rating, 212 reviews

Country Living in The Heart of Niagara on the lake

A hot tub is nestled in a spacious backyard, surrounded by mature evergreen trees displaying autumn foliage. The clear water reflects the natural beauty of the area, while comfortable lounge seating is positioned nearby for relaxation.

4.91 out of 5 average rating, 184 reviews

3 Bdrm Farmhouse-Hot Tub-Arcade-Close to Wineries

An aerial view captures a spacious country home surrounded by lush vineyards. A well-maintained yard with ample parking is visible. The bottom images feature a bubbling hot tub alongside a wooden sauna, highlighting the property's premium outdoor amenities.

4.94 out of 5 average rating, 321 reviews

Amazing Vineyard Retreat w/ Hot Tub+ Amenities!

4.99 out of 5 average rating, 134 reviews

A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.

Home in Oakville

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

A circular arrangement of red Adirondack chairs surrounds a fire pit, set on gravel. Colorful autumn foliage fills the background, showcasing vibrant yellow and orange leaves. A cabin and outdoor sauna can be seen in the distance, contributing to the serene rural setting.

4.9 out of 5 average rating, 165 reviews

Orchard House | Orchard Views | Hot Tub & Sauna

Villa rentals with a hot tub

5 out of 5 average rating, 61 reviews

A backyard oasis is presented with a custom exotic pool, accented by purple lighting and a large pink float. Comfortable seating areas are visible beside the pool, surrounded by lush greenery. Fire features add warmth to the ambiance, and a canopy offers shade over the lounging spaces.

Villa in Hamilton

Tropical Beach House with 2 level Pool & Hot Tub!

The great room features a large leather sectional sofa arranged around a wooden coffee table. Natural light fills the space through multiple windows, and a stylish area rug complements the modern design. The open concept leads to a kitchen area visible in the background.

Villa in Bradford West Gwillimbury

4.68 out of 5 average rating, 136 reviews

Executive Villa - Year Round Swim Spa & Game Room

Private room in Caledonia

Safely home

The exterior facade of a red brick home is showcased, featuring a symmetrical layout with a large garage and a driveway accommodating two vehicles. Surrounding greenery is visible, including mature trees and shrubs, contributing to a pleasant and inviting atmosphere.

Private room in Markham

4.73 out of 5 average rating, 15 reviews

Single Bedroom in Spacious Renovated Markham House

Villa in Creemore

5 out of 5 average rating, 26 reviews

Creemore Mulmur Estate Heated Pool/Tennis

A sunlit lounge area features wooden walls and a high ceiling with exposed beams. Comfortable floor cushions surround a low coffee table, creating an inviting space. Large windows provide views of the outdoor landscape, enhancing the connection to nature.

Villa in Puslinch

4.73 out of 5 average rating, 15 reviews

Luxury Hilltop Escape: Sunroom, Pool & Hot Tub

Private room in Kitchener

4.77 out of 5 average rating, 57 reviews

A place to feel at home

A brick two-story house is shown with a spacious driveway accommodating two cars. The property features a well-maintained front lawn with a decorative sign visible on the edge. Trees surround the house, contributing to a green, serene environment.

Private room in Markham

4.43 out of 5 average rating, 7 reviews

New Basement Suite in Spacious Markham House

Cabin rentals with a hot tub

4.98 out of 5 average rating, 54 reviews

A covered outdoor seating area features white wicker furniture with turquoise cushions. A small brown table sits in the center, surrounded by lush green foliage, creating a serene and intimate space for relaxation. Light curtains flutter gently in the breeze.

Cabin in Mulmur

Private Log Cabin with 7 beds, 2 futons + hot tub

4.96 out of 5 average rating, 93 reviews

A rustic dining area features a large wooden table with an organic design, surrounded by six wooden chairs. Natural light enters through two windows, illuminating the log walls. A cabinet stands nearby, and decorative plants are placed on top of the furniture.

Cabin in Duntroon

3 Bedroom Cabin with Hot Tub Near Wasaga Beach

The exterior of the cottage is shown, highlighting a large deck with white aluminum railing. A sunroom with windows is visible on one side of the building. The surrounding grassy area is well-maintained, creating an inviting outdoor space.

Cabin in Niagara-on-the-Lake

4.83 out of 5 average rating, 6 reviews

Peaceful Niagara Retreat - Vine Ridge Resort

Superhost

Cabin in New Tecumseth

4.82 out of 5 average rating, 96 reviews

Romantic Spa/Sauna Cabin Getaway

A serene outdoor space is captured with a fire pit surrounded by a circular stone border. Two rustic wooden chairs are set nearby, inviting relaxation. In the distance, tall trees provide a natural backdrop, while a stack of firewood rests on the grass.

Cabin in Flesherton

4.74 out of 5 average rating, 42 reviews

Peaceful Country House with Hot Tub

4.95 out of 5 average rating, 127 reviews

A cabin entrance is framed by tall trees, with wooden steps leading up to a doorway. The cabin combines natural elements with modern design, featuring a blend of wood and metal materials. A person approaches the entrance, creating a welcoming scene in a secluded forest setting.

Cabin in Georgina

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

A wooden cabin with a red roof sits amidst a grassy area, surrounded by trees. A wood-fired hot tub and a propane BBQ are nearby, accompanied by a small table with chairs. A cornhole game is set up on the grass, enhancing outdoor leisure options.

Cabin in Belwood

5 out of 5 average rating, 4 reviews

Hidden Pines