Holiday rentals with a hot tub in Caledon

4.83 out of 5 average rating, 106 reviews

The exterior of a modern barn-style building is showcased against a snowy landscape, surrounded by tall trees. The structure features large windows and a dark façade, while a patio area with seating is visible in the foreground, inviting exploration of the winter scenery.

Cottage in Erin

Private oasis in Erin.Hot tub & Woodburning sauna.

WOOD BURNING SAUNA & HOT TUB⭐️ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐️Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐️Cozy loft with tv, comfy queen bed & oversized couch. ⭐️Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

4.92 out of 5 average rating, 920 reviews

The studio apartment features a bright and open layout with wooden flooring. A kitchenette is visible in one corner, equipped with shelves and a coffee station. A queen size bed is positioned next to a decorative partition, enhancing the separation of spaces.

Loft in Guelph

Light and airy studio loft

This light and airy studio apartment is located above our garage with a separate entrance. It features a queen size bed with a pull out full/double size couch. Coffee or tea with fresh muffins, eggs, yogurt are provided upon your arrival. Take advantage of the hotplate, bar fridge, and countertop oven. Visit downtown Guelph or go on hike in the surrounding areas. The hot tub and fire pit are available. Our pool is for family use only. You may hear some traffic and the clucking of our chickens

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, 821 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!

4.95 out of 5 average rating, 187 reviews

A welcoming porch features a blue exterior with white trim, adorned by potted plants and lush greenery. Rocking chairs are positioned on the porch, providing a comfortable space to relax. The pathway is lined with stones, leading from the driveway to the entrance.

Flat in Ariss

Rural Retreat, near to Elora

A peaceful , rural, retreat in Ariss. Hot tub, great bird watching. Well situated between Elora, Fergus, St Jacobs and Guelph. Visit Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking/biking trail, snowshoeing, snowmobile trails & Chicopee Ski Resort. Two dogs on the property. Walkout basement, king bed, portable crib (on request) shower, kitchenette, seating area, natural light. Large backyard, firepit, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

4.94 out of 5 average rating, 159 reviews

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Flat in Mississauga

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

4.99 out of 5 average rating, 135 reviews

Farm stay in Lincoln

Lake View Farm House | Hot Tub | Sauna | Fire Pit

Welcome to our stunning modern farmhouse loft, nestled on a 10-acre farm with breathtaking lake views. This farm stay retreat offers a perfect blend of rustic charm & organic luxury. Our home has an open-concept living space with vaulted ceilings & an abundance of natural light. It also has a hot tub, sauna, deck, patio furniture, gas BBQ, and a lakefront bonfire pit. The farm soil is currently regenerating & we are between crops. Book your escape now & experience the our lakefront farm.

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

4.97 out of 5 average rating, 118 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

Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

4.91 out of 5 average rating, 476 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

Erin Cabin Getaway and Bunkie

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!

4.97 out of 5 average rating, 143 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.

Guest house 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.

4.83 out of 5 average rating, 296 reviews

A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

Apartment in Mississauga

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

4.96 out of 5 average rating, 156 reviews

An outdoor fire pit surrounded by gravel is present, featuring two wooden chairs. A hot tub is located nearby, positioned in front of a geodesic dome with large windows. String lights are draped overhead, illuminating the outdoor space.

Dome in Utopia

Glamping Dome Riverview Utopia

Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.

Popular amenities for rentals with a hot tub in Caledon

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.93 out of 5 average rating, 140 reviews

Pink Door Farmhouse NOTL | Hot Tub | Swing | BBQ

4.88 out of 5 average rating, 107 reviews

Home in Clarkson

4BR Cottage Hottub|BBQ|Firepit|XBox 25 min from DT

4.99 out of 5 average rating, 163 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

4.92 out of 5 average rating, 132 reviews

Walking distance to Old town with hot tub

A fire pit surrounded by four red Adirondack chairs is centrally located in a spacious yard, with a cozy fire burning brightly. Mature trees provide a natural backdrop, while string lights twinkle softly in the distance against a colorful sunset sky.

4.92 out of 5 average rating, 165 reviews

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

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, 208 reviews

Country Living in The Heart of Niagara on the lake

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.

4.95 out of 5 average rating, 302 reviews

Amazing Wine-Country Retreat w/ Lots of Amenities!

4.98 out of 5 average rating, 124 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

Villa rentals with a hot tub

The exterior of a newly constructed home is shown, featuring a mix of stone and modern architectural elements. Large windows dominate the front, allowing ample natural light. A neatly landscaped yard is present, with three parked vehicles visible and a stop sign at the corner.

Villa in Pickering

Super premium quality house! One of the best!

Villa in Bradford West Gwillimbury

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.

4.71 out of 5 average rating, 131 reviews

Executive Villa - Year Round Swim Spa & Game Room

Villa in Aldershot Central

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.

4.96 out of 5 average rating, 164 reviews

Waterfront Hillside Villa

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 Elora

New place to stay

Cedarcliff Elora

A serene view of the villa is captured from the edge of the natural spring-fed pond, showcasing its spacious, multi-level design. Surrounding greenery, including trees and landscaped gardens, adds to the tranquility of the setting. Fluffy clouds drift across a bright blue sky.

Villa in Cambridge

4.85 out of 5 average rating, 123 reviews

Luxury Villa for Accommodation & Events

4.93 out of 5 average rating, 29 reviews

A private heated pool is positioned on a spacious patio overlooking Lake Ontario. Surrounding areas feature wooden decks, lounge chairs, and a fenced border. The calm water reflects the sky, with a rocky shoreline visible in the background.

Villa in Stoney Creek

Horizon Haven

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, 52 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

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

4.84 out of 5 average rating, 251 reviews

A private hot tub is nestled among trees, surrounded by softly glowing string lights. The inviting spa features a gray cover and beige trim, offering a serene retreat in nature.

Cabin in Hamilton

Hidden Cabin with hot tub

4.88 out of 5 average rating, 164 reviews

A rustic cabin, partially visible through snow-covered trees, features a warm wooden exterior. Snow blankets the roof and surrounding ground, while sunlight filters through the branches, creating a serene winter atmosphere. A wrap-around deck is seen at the front of the cabin.

Cabin in Georgina

Romantic Cabin N the Woods just 80km from CN Tower

4.84 out of 5 average rating, 82 reviews

Cabin in New Tecumseth

Romantic Spa/Sauna Cabin Getaway