Holiday rentals with a hot tub in Caledon

4.96 out of 5 average rating, 106 reviews

A covered patio area features a hot tub alongside a glass-topped table with comfortable seating. The peaceful lakeside view showcases expansive green space and a row of chairs positioned along the shore, framed by trees lining the property.

Cottage in Georgina

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

Outdoor spacesBathroomSleep quality

4.96 out of 5 average rating, 134 reviews

The exterior of the house features a combination of stone and wooden siding, with a pronounced roofline. A welcoming pathway leads to a spacious front deck, surrounded by manicured greenery and landscaping. Large windows and a colorful door enhance the inviting appearance.

Home in Alton

Cozy Fall Escape | HotTub + Fire Pit + River

Escape to the countryside this fall! Unwind in the hot tub under the stars, gather around the fire, and wake up beside the Credit River. Just under an hour from Toronto! 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

Outdoor spacesHot tubCondition

4.99 out of 5 average rating, 187 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 spacesCheck-in

4.89 out of 5 average rating, 108 reviews

Home in St. Jacobs

Boho 4-Bed House Retreat: HotTub, Sauna Oasis &Spa

Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, 2 single beds, Double Bed with office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

Outdoor spacesHot tubCondition

Guest house 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.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, 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. IMPORTANT: You MUST read “Other Details To Note”

Outdoor spacesBathroomAccuracy

4.89 out of 5 average rating, 116 reviews

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.

Headwaters Retreat - Private Hot Tub & Fireplace

Escape to our modern and rustic Queen Suite, with private hot tub right at your door. Relax by the pool, or 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 a quiet escape away. Book now for your ultimate getaway in comfort and nature!

Outdoor spacesBathroomSkiing

4.92 out of 5 average rating, 896 reviews

4.91 out of 5 average rating, 303 reviews

Cottage in Georgina

Lakefront | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe waterfront cottage with a rare shallow sandy-bottom shoreline, private dock, and hot tub. Enjoy swimming, kayaking, paddleboarding, fishing, BBQs, fire pit evenings, and breathtaking sunsets. Perfect for family vacations, holiday getaways, and groups near Toronto, just minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and spacious indoor and outdoor areas. Private, peaceful, and ideal for year-round Lake Simcoe getaways.

BathroomHot tubTV

4.86 out of 5 average rating, 156 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.

BathroomOutdoor spacesLocation

4.92 out of 5 average rating, 188 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.

Hot tubOutdoor spacesWalkability

4.99 out of 5 average rating, 187 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: 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 tubTV

4.96 out of 5 average rating, 112 reviews

Home in Barrie

Hot Tub, Pool Table, Poker, BBQ, 10 Minutes to Lake Simcoe, Luxury

Welcome to Prima, a thoughtfully curated 6-bedroom luxury escape built for entertaining and relaxing. Unwind in the private hot tub, fire up the BBQ, play pool or poker, enjoy games, immersive sound and a 75" Smart TV, or cook in the gourmet kitchen beneath soaring 10' ceilings. Minutes from restaurants, shopping, golf, Lake Simcoe and beach access, plus just 25 mins from Snow Valley and Horseshoe Valley Resort.

BathroomParkingTV

4.96 out of 5 average rating, 208 reviews

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.

Hot tubBathroomHeating

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

4.92 out of 5 average rating, 112 reviews

A light-filled living area features a plush, beige sofa and armchairs arranged around a coffee table. A mirrored wall decoration reflects light, while a decorative chandelier hangs above. The space leads to a staircase and an entrance door with a decorative mirror nearby.

Home in Waterdown

Ninos Place

BathroomOutdoor spacesValue

4.95 out of 5 average rating, 111 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!

Hot tubOutdoor spacesParking

4.94 out of 5 average rating, 109 reviews

A spacious back deck features a hot tub and seating area, surrounded by greenery. Large glass doors provide a view into the living room, while a cooking area and dining table are positioned outdoors. A metal container holds beverages, inviting relaxation.

Home in Ajax

Luxury Kitchen/King Beds/Hot Tub Table+Beds for 24

Hot tubOutdoor spacesNearby

Home in Niagara-on-the-Lake

The Pearl on Vines: Pickleball Court-Hot Tub-Sauna

Hot tubOutdoor spacesWalkability

4.93 out of 5 average rating, 324 reviews

4.83 out of 5 average rating, 110 reviews

A spacious living area is presented with large windows offering sweeping views of the waterfront. A modern sectional sofa faces a coffee table, while dining chairs surround a sleek table in the background. Natural light fills the room, highlighting polished flooring and elegant decor.

Home in Hamilton

Stunning Waterfront Haven - HOT TUB & 2King Bed

BathroomOutdoor spacesHospitality

4.99 out of 5 average rating, 140 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

BathroomOutdoor spacesIndoor spaces

Home in Niagara-on-the-Lake

Pink Door Farmhouse NOTL | Hot Tub | Swing | BBQ

BathroomHot tubAir conditioning

4.93 out of 5 average rating, 183 reviews

4.92 out of 5 average rating, 345 reviews

A scenic sunset over the lake highlights the serene outdoor space, featuring a deck with a fire pit. A hot tub offers relaxation under the pergola. An aerial view of the property showcases the house surrounded by well-maintained grounds and easy access to the waterfront.

Home in Lincoln

Amazing Lake-Front Retreat w/ Hot Tub + WOW Views!

BathroomHot tubView

Villa rentals with a hot tub

5.0 out of 5 average rating, 69 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 tubPool

4.67 out of 5 average rating, 21 reviews

Villa in Puslinch

Luxury Hilltop Escape: Sunroom, Pool & Hot Tub

BathroomHot tubDecor

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

Executive Villa - Year Round Swim Spa & Game Room

BathroomOutdoor spacesWifi

4.68 out of 5 average rating, 142 reviews

4.9 out of 5 average rating, 21 reviews

Villa in Scarborough

4 BR House Toronto near TTC | Sleeps 4-8|STR

Indoor spacesCheckoutBack garden

Villa in Creemore

Creemore Mulmur Estate Heated Pool/Tennis

BathroomHot tubPool

4.96 out of 5 average rating, 28 reviews

Villa in Cambridge

Beaverdale Play and Stay By The Green | pool

Outdoor spacesHot tubFamily

4.25 out of 5 average rating, 4 reviews

Private room in Caledonia

Safely home

HospitalityCleanlinessComfort

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

Single Bedroom in Spacious Renovated Markham House

Outdoor spacesKitchenCleanliness

4.73 out of 5 average rating, 15 reviews

Cabin rentals with a hot tub

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.

Lakefront getaway for two on Musselman's Lake

Outdoor spacesHot tubKitchen

4.99 out of 5 average rating, 146 reviews

4.88 out of 5 average rating, 468 reviews

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.

Cabin in Innisfil

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

BathroomHot tubHeating

4.87 out of 5 average rating, 173 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

Outdoor spacesHot tubKitchen

4.96 out of 5 average rating, 103 reviews

A charming A-frame house is set among lush greenery, elevated on a deck that offers outdoor seating. Vibrant pink flowers are visible in the foreground, with a backdrop of tall trees and a clear blue sky. The architecture features large windows allowing for ample natural light.

Cabin in Kimberley

Beaver Valley Escape - HotTub & Outdoor Pizza Oven

Hot tubOutdoor spacesDecor

4.98 out of 5 average rating, 59 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 Queens 2 futons + hot tub

BathroomHot tubCleanliness

4.8 out of 5 average rating, 102 reviews

Cabin in New Tecumseth

Romantic Spa/Sauna Cabin Getaway

Outdoor spacesBathroomAccess

5.0 out of 5 average rating, 17 reviews

Cabin in Grey Highlands

The Cabin in the Woods

Outdoor spacesBathroomKitchen