Holiday rentals with a hot tub in Oakville

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, 107 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**

BathroomOutdoor spacesGetting around

4.95 out of 5 average rating, 182 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.

Apartment 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.

BathroomCleanlinessWi-Fi

5 out of 5 average rating, 144 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

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Hot tubOutdoor spacesNearby

4.94 out of 5 average rating, 220 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.

Hot tubBathroomFamily

4.99 out of 5 average rating, 165 reviews

Farm stay in Lincoln

Lakefront Farm | Hot Tub | Fire Pit | Beach Access

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.

BathroomOutdoor spacesGetting around

Apartment in 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.

4.94 out of 5 average rating, 574 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.

Outdoor spacesBathroomWalkability

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.

4.99 out of 5 average rating, 135 reviews

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

BathroomHot tubHospitality

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.

4.9 out of 5 average rating, 134 reviews

Large Luxury Villa with Swim Spa! Near downtown!

Forget your worries in this spacious, serene and unique house! Large backyard with a Swim Spa to enjoy! Backyard filled with fire places! 6 Bedroom, 7 beds, 4 full baths, 4 offices, 3 family rooms, 9 TV, equipped kitchen, patio, board games, BBQ grill, fire place, Tesla charger. Quiet yet central from downtown Oakville, highways, groceries, shopping, bars, restaurants, cafe's and much more! Always professionally cleaned. For elderly guests a bedroom and full bath is on ground floor.

Outdoor spacesBathroomCheckout

4.9 out of 5 average rating, 525 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!

BathroomOutdoor spacesNearby

4.88 out of 5 average rating, 166 reviews

An inviting entrance is framed by two large trees and a wooden structure. A set of steps leads to a wooden deck, adorned with a potted plant. Natural stone borders the area, enhancing the connection to the surrounding greenery.

Barn in Lincoln

Contemporary Vineyard Barn on the Water + Hot tub

Relax in Niagara’s wine country and enjoy the tranquility of being in a nature's paradise on the water. A mix of modern architecture and old-world charm makes this stunning century old barn, perched over 16th Mile Creek, an inspired vacation destination and offsite work location. Set amongst vineyards and orchards on an estate minutes from wineries, restaurants and downtown St Catharines, just off the QEW, our industrial chic wine country retreat sleeps 2 adults and 1 child.

Outdoor spacesBathroomHiking

4.93 out of 5 average rating, 180 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.

Outdoor spacesHot tubAir conditioning

4.99 out of 5 average rating, 182 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

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Outdoor spacesHot tubCheckout

Popular amenities for Oakville hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

4.92 out of 5 average rating, 102 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

Hot tubOutdoor spacesHeating

5 out of 5 average rating, 25 reviews

Cottage Style House with Hot Tub

Hot tubOutdoor spacesDecor

4.94 out of 5 average rating, 106 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!

Outdoor spacesHot tubAccuracy

4.91 out of 5 average rating, 114 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!

BathroomHot tubPool

5 out of 5 average rating, 21 reviews

The entrance of a bungalow is framed by a covered porch adorned with climbing greenery. Two chairs are placed beside a small planter, while seasonal decorations accentuate the front door. Steps lead up to the door, surrounded by colorful potted flowers.

Home in Bronte

Maia's cozy Bronte cottage by the Lake

Hot tubOutdoor spacesGetting around

4.91 out of 5 average rating, 171 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

BathroomOutdoor spacesGetting around

4.96 out of 5 average rating, 130 reviews

Home in St. Catharines

Vineyard Sunset House | Views | Hot Tub | Sauna

BathroomHot tubCleanliness

A stately two-story residence features a combination of stone and siding, accented by elegant window designs. The front yard is neatly landscaped with small shrubs, while a spacious driveway leads to an attached three-car garage with dark wood doors.

4.94 out of 5 average rating, 49 reviews

Luxurious Prince Mansion

Hot tubBathroomValue

Villa rentals with a hot tub

5 out of 5 average rating, 62 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!

Outdoor spacesHot tubCondition

Private room in Caledonia

Safely home

ComfortCleanlinessHospitality

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

Outdoor spacesSleep qualityAccuracy

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

Hot tubOutdoor spacesAmenities

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

BathroomHospitalityCleanliness

Other holiday rentals with a spa

4.77 out of 5 average rating, 172 reviews

A hot tub is partially visible in the foreground, surrounded by a wooden privacy screen and lush greenery. Sunlight filters through a red canopy overhead, creating a warm atmosphere. In the background, outdoor seating is arranged, offering a space for relaxation.

Guest suite in Hamilton

Songwriter’s Sanctuary

Outdoor spacesBathroomNearby

4.74 out of 5 average rating, 35 reviews

Home in Caledon

8 Acre Retreat | 5 min to Canadian Open Hot Tub!

Hot tubBathroomGetting around

Condo in Downtown Toronto

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Fort York- Lake View Studio Condo + Indoor Parking

BathroomHot tubAmenities

4.89 out of 5 average rating, 64 reviews

A hot tub and swim spa are shown in a well-maintained outdoor area, surrounded by lush green privacy hedges. Nearby, a modern patio seating area features a table and comfortable couches, enhancing the outdoor relaxation space.

Home in Toronto

private backyard SPA oasis in Toronto

Outdoor spacesHot tubDecor

4.74 out of 5 average rating, 140 reviews

Bungalow in Burlington

FIFA Cottage Monthly avail. 12 Max Hot Tub Pool

Hot tubBathroomCheck-in

4.96 out of 5 average rating, 78 reviews

Home in Hamilton

Panoramic Lake Views | Hot Tub • Beach • Firepit

Outdoor spacesBathroomCondition

5 out of 5 average rating, 22 reviews

Home in St. Catharines

Private Lake Views | Hot tub, BBQ & Firepit

Hot tubOutdoor spacesDecor