Holiday rentals with a hot tub in Caledon

4.83 out of 5 average rating, 104 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!

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, 819 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!

4.94 out of 5 average rating, 155 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.

4.96 out of 5 average rating, 103 reviews

A dining area is featured with a round table surrounded by four sleek chairs. A patterned wallpaper adds texture, while a rack displays hanging clothing. The kitchen includes a wooden countertop and modern appliances, complemented by natural light from nearby windows.

Guest suite in Elora

The Carlton Elora | Cozy Retreat with Hot Tub

Discover The Carlton, Elora. A stylish retreat just steps away from the village’s charming shops, wedding venue, and delightful restaurants. This centrally located lower-level apartment (below our family home) is completely private and perfect for couples. Additional guests can be added for a fee. Explore the scenic beauty of the Elora Gorge and local art, then return to relax in the hot tub. Experience the best of Elora in a space designed for relaxation and enjoyment. Excited to host you!

4.94 out of 5 average rating, 188 reviews

The entrance of the container home is visible, featuring a wooden deck surrounded by trees. A wooden chair and small table offer a cozy seating area. The deck is enclosed by a glass railing, providing an unobstructed view of the natural surroundings.

Farm stay in Lincoln

Inn The Orchard, Valley View, Modern Container

Enjoy the sounds of nature when you stay in this unique place. Our newly renovated "Valley View, Container Home" in beautiful Niagara at Inn The Orchard, has been designed with all luxuries of home but created guaranteeing a relaxing atmosphere and simplicity that you'll never forget. We love creating spaces allowing you to escape the city and be surrounded by nature while remaining in the heart of Niagara's Wine Country! Enjoy this unique spot surrounded by fruit orchards on the valley edge.

Flat in Downtown St. Catharines

A tranquil outdoor space featuring a hot tub under a shaded area. Surrounding greenery adds to the atmosphere, while a small storage shed is positioned nearby. The stone patio is laid out with decorative gravel accents, creating a peaceful retreat for relaxation.

4.93 out of 5 average rating, 516 reviews

hidden gem retreat-HotTub, Igloo & movie room

Welcome to your perfect getaway be transported to an oasis where you can enjoy privacy. Nestled perfectly in the downtown, this stylish apartment is spacious & contemporary. relax on the oversized comfy couch, read in the cozy nook by the window taking in the sunlight or have an evening under the stars while soaking in the jacuzzi. You may see a mix of urban life, including the homeless, who are generally friendly. our apartment provides everything you need for an unforgettable experience.

4.97 out of 5 average rating, 112 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, 115 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, 470 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!

4.96 out of 5 average rating, 142 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.

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, 161 reviews

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.

4.98 out of 5 average rating, 260 reviews

The interior of the yurt features two inviting sleeping areas, each with spacious beds adorned with colorful throws. Vibrantly patterned wall hangings and a round wooden table with decorative items are present. Soft lighting enhances the natural wood accents throughout the room.

Yurt in Mono

Yurt in Mono

Sustainable Yurt Lodging close to the Bruce Trail. Glamping in style. There is plenty of privacy and nature to experience our 10-acre property. We harvest and sell teas from our herb gardens. Check online at Escarpment Gardens. Enjoy a soak in the hot tub, practice yoga, relax by the wood stove, or an outdoor campfire under the stars. Simple camp style cooking or eat at a great local restaurant within a 5 minute drive.

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

4.99 out of 5 average rating, 161 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

Year-Round Heated Pool & Hot Tub Family Oasis

4.94 out of 5 average rating, 136 reviews

A private outdoor space is highlighted by a spacious hot tub surrounded by wooden decking. Nearby, two red Adirondack chairs invite relaxation. Lush greenery and trees provide a natural backdrop, creating a serene environment ideal for unwinding.

Home in St. Catharines

Niagara Wine Country Art House | Hot Tub | 2 ppl

Home in Niagara-on-the-Lake

4.92 out of 5 average rating, 127 reviews

Walking distance to Old town with hot tub

Home in Niagara-on-the-Lake

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, 207 reviews

Country Living in The Heart of Niagara on the lake

Home in Niagara-on-the-Lake

A modern kitchen is presented with white cabinetry and a large island featuring seating for six. Natural light floods the space through the window above the sink, complementing the contemporary design highlighted by black pendant lights.

4.99 out of 5 average rating, 129 reviews

Experience The Retreat Home with hot tub, EVcharge

4.9 out of 5 average rating, 118 reviews

A modern two-story house is set against a green backdrop, featuring large windows that allow natural light to flood the interiors. The driveway leads to an attached garage, while a neatly maintained lawn surrounds the property, enhancing its curb appeal.

Home in West Oakville

Large Luxury Villa with Swim Spa! Near downtown!

4.97 out of 5 average rating, 110 reviews

A hot tub is illuminated with soft blue lighting, surrounded by wooden decking and adorned with lush greenery. Soft lighting strands are suspended nearby, creating a serene atmosphere during the evening hours. Brick walls add a warm texture to the space.

Home in Oakwood Village

Breathtaking Hot Tub Oasis 9 Guest 4BR 3WR Firepl

4.98 out of 5 average rating, 123 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!

Cedarcliff Elora

5 out of 5 average rating, 26 reviews

Creemore/Mulmur Country Estate Pool/Tennis/Spa

4.96 out of 5 average rating, 47 reviews

A vibrant pool area features a clear blue swimming pool, surrounded by greenery and a wooden cabana with draped curtains. A basketball hoop is positioned at the pool's edge, inviting leisure and fun. Sunlight reflects off the water, creating a refreshing atmosphere.

Villa in Brantford

Vacation resort without leaving the country!

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.

4.72 out of 5 average rating, 130 reviews

Executive Villa - Year Round Swim Spa & Game Room

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

A spacious villa is reflected in the clear waters of a natural spring-fed pond, surrounded by lush greenery and landscaping. The vibrant blue sky is dotted with fluffy white clouds, enhancing the outdoor serenity of the property.

Villa in Cambridge

4.84 out of 5 average rating, 122 reviews

Luxury Villa for Accommodation & Events

4.93 out of 5 average rating, 28 reviews

A private heated pool is surrounded by wooden decking, offering direct views of Lake Ontario. Glass fencing provides safety while maintaining openness to the scenic water. The tranquil blue water of the pool reflects the sky, creating a serene atmosphere for relaxation.

Villa in Stoney Creek

Horizon Haven

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

An aerial view of the cottage showcases its spacious layout amidst lush greenery along the waterfront. The surrounding trees provide a natural habitat, and features such as multiple patios and a fire pit are visible, creating an inviting outdoor space.

Cabin in Fergus

4.85 out of 5 average rating, 132 reviews

Luxury Oasis!! Heated Pool☆Sauna ☆Hot tub☆4Patios

4.85 out of 5 average rating, 249 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

Cabin in Niagara-on-the-Lake

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.

4.8 out of 5 average rating, 5 reviews

Peaceful Niagara Retreat - Vine Ridge Resort

4.83 out of 5 average rating, 78 reviews

Cabin in New Tecumseth

Romantic Spa/Sauna Cabin Getaway

4.73 out of 5 average rating, 40 reviews

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

Peaceful Country House with 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