Holiday rentals with a hot tub in Caledon

4.89 out of 5 average rating, 200 reviews

Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.

Cottage in Innisfil

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

4.87 out of 5 average rating, 772 reviews

A cozy living area features a brick fireplace with a warm flame, complemented by soft lighting from decorative lanterns. A coffee table is adorned with candles and a chilled bottle of champagne, while comfortable seating invites relaxation.

Guest suite in Pickering

* HOT TUB* Guest Suite - Minutes to the Beach!

Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

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, 843 reviews

HotTub & Cozy Fireplace - Headwaters SpringRetreat

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!

4.99 out of 5 average rating, 143 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.

4.9 out of 5 average rating, 101 reviews

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

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.

4.84 out of 5 average rating, 267 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

Immerse yourself in the woods. Experience the calmness and privacy of an off grid cabin in the woods, surrounded by nature and with a view of majestic horses. This cabin is perfect for a romantic getaway, or an escape with friends and family The large sliding glass door gives you the perfect view of a stunning morning sunrise with beautiful views of horses just steps away The Cabin consists of a main bedroom and also a full bathroom and kitchen to make your stay that much more comfortable

4.97 out of 5 average rating, 116 reviews

Home in Alton

Cozy Alton Cabin | March Break Escape Near Toronto

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

4.94 out of 5 average rating, 157 reviews

An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.

Home in Badjeros

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

4.97 out of 5 average rating, 122 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

4.94 out of 5 average rating, 797 reviews

A serene backyard features a glowing hot tub and a cozy fire pit surrounded by colorful chairs. Soft string lights create a warm ambiance against the night sky, highlighting the green lawn and wooden fencing that offers privacy.

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🌿

4.89 out of 5 average rating, 130 reviews

A serene view of Alder Lake is captured, featuring a wooden dock with red Adirondack chairs. Lush greenery frames the scene, including a large, weeping willow tree. Kayaks are visible along the shoreline, with calm waters reflecting the bright blue sky and scattered clouds.

Cottage in New Dundee

Cosy Lakefront Cottage

Enjoy 150 feet of lakefront just outside the city limits. This fully remodeled cottage has fun for all to enjoy. There are kayaks, a canoe and a paddle boat for those that live on the water. We also have floaties if you just want to lounge and relax by the water. In the winter months you can also bring your ice skates and enjoy skating on the lake and then coming inside for a hot drink by the propane fireplace. The 800 square feet of deck overlooks the water for all your needs.

4.9 out of 5 average rating, 496 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!

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, 170 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

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

4.9 out of 5 average rating, 102 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 Rouge

Ravine Paradise ! heated pool and hot tub!

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.

4.92 out of 5 average rating, 172 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, 209 reviews

Country Living in The Heart of Niagara on the lake

4.89 out of 5 average rating, 127 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!

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, 136 reviews

Experience The Retreat Home with hot tub, EVcharge

4.94 out of 5 average rating, 116 reviews

A spacious outdoor area features a cozy seating arrangement with black Adirondack chairs surrounding a small table, situated on a grassy patch. A hot tub is positioned beside a stylish fire table and red umbrella, providing a relaxing atmosphere for gatherings in the private fenced backyard.

Home in Port Dalhousie

Henley House | Hot Tub | Rowing | Beach | Wineries

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.

4.89 out of 5 average rating, 142 reviews

Orchard House | Orchard Views | Hot Tub & Sauna

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!

Private room in Caledonia

Safely home

5 out of 5 average rating, 26 reviews

Villa in Creemore

Creemore Mulmur Estate Heated Pool/Tennis

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, 133 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 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

4.94 out of 5 average rating, 31 reviews

Villa in Hamilton

Windemere Villa

Private room in Kitchener

4.76 out of 5 average rating, 55 reviews

A place to feel at home

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 cozy cottage is nestled among vibrant autumn foliage. The front features large windows and a welcoming deck, with outdoor seating visible. Surrounding trees display various shades of yellow and orange, contributing to a serene nature setting.

4.89 out of 5 average rating, 437 reviews

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

4.96 out of 5 average rating, 91 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

A cozy living room displays a spacious sofa adorned with various plush pillows. A wooden coffee table sits in front of a stone fireplace, with a large flat-screen TV mounted above. Bright cabinetry and decorative shelves enhance the modern yet inviting ambiance.

4.98 out of 5 average rating, 42 reviews

The Nest Lakehouse - Hot Tub, Innisfil Beach Park

4.84 out of 5 average rating, 90 reviews

Cabin in New Tecumseth

Romantic Spa/Sauna Cabin Getaway

The cabin features a cozy exterior with a textured roof and large windows, surrounded by colorful fall leaves. Outdoor furniture is positioned on the deck, and a hot tub is visible. The setting is enhanced by the backdrop of vibrant autumn foliage.

4.94 out of 5 average rating, 172 reviews

Lakefront Cozy Cottage w Hot Tub!

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 modern cottage with a bold red door is set against a backdrop of autumn foliage. The exterior features a combination of dark siding and concrete foundation, with a small pathway leading to the entrance. Surrounding trees show vibrant golden leaves, enhancing the natural setting.