Holiday rentals with a hot tub in Windsor

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Top-rated hot tub accommodation in Windsor

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Guest favourite

Cottage in Essex

4.91 out of 5 average rating, 254 reviews

Year Round Hot Tub & Beautiful Views Cottage

Welcome to the Cozy Lakeside Cottage! Located within the village of Colchester, right on Lake Erie, nestled in the middle of Essex Wine Country. This cottage features 4 beds (A queen bed in the primary bedroom, one bunk bed with a queen base and a full upper bunk in the 2nd bedroom, plus an additional murphy bed on the main floor) Full kitchen, indoor dining, outdoor dining, 4 person hot tub & stunning views! Colchester Beach, Restaurants, Park & Marina just steps away! A truly relaxing escape.

Guest favourite

Cottage in Leamington

4.94 out of 5 average rating, 145 reviews

Bird’s Eye View Lake House with Hot Tub

Our beautiful Lake House offers a bird’s eye view of Lake Erie. Situated steps away from the most southern point of Canada, Point Pelee National Park. (Family pass included with stay) Relax and enjoy our fully furnished cottage that offers all the required amenities for an amazing stay! This property is in a great location! Close to Leamington’s Seacliff Beach, Marina and Pelee Island Ferry. Paddle board and kayak rentals, go carting and golfing just up the street! Outdoor security cameras added

Guest favourite

Farm stay in Essex County

5 out of 5 average rating, 122 reviews

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

A unique and tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 minutes from Windsor and surrounding towns. This private lower suite, part of the main house has its own entrance and space for up to 4 people. Open concept Kitchen/Living room with electric fireplace,2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. Enjoy a private furnished patio w/firepit or relax in a private hot tub (netted) at a second furnished patio

Guest favourite

Home in The Core

4.88 out of 5 average rating, 153 reviews

Stylish South Walkerville Home w Hot-Tub & Firepit

Welcome to this Stylish Home Away From Home! 1 King Bed & Ensuite on the 2nd Floor. 2 Bedrooms (2 Queens+1 Top Twin Bunk) & Full Bath on the Main Floor + 1 Queen Bed in the Basement. Bring Together 1 or 2 Families of up to 9 people for your next visit to Windsor ON. Located in the Very Desirable Neighbourhood of South Walkerville. Enjoy an evening Soak in the Hot-Tub & a Relaxing Experience by the Gas Fire-Pit in the Backyard. Please note the basement has a kitchenette not currently functional.

Guest favourite

Home in Amherstburg

4.99 out of 5 average rating, 140 reviews

Modern Lakeside escape: Hot Tub, Wine & Stargazing

Relax under the large deck pergola or in the hot tub, listen to the crash of waves, stargaze at night and enjoy a local wine with friends around the fire. Whether is after a day of touring EPIC wine routes, hiking or biking the nearby conservation areas, the Lakeside House is just the place to come back and unwind! It is a contemporary designed home with a well stocked gourmet kitchen/living room overlooking the lake. It is a getaway where unregistered guests, oe and parties are not permitted

Guest favourite

Cottage in Belle River

4.82 out of 5 average rating, 126 reviews

Stirling Canal Cottage

Come get away at this 6 guest retreat backing right onto the canal of Lake St.Clair. Dock your boat and enjoy paddle boarding (2 included) and fishing right off of the canal right in your backyard. When its time to wind-down, get in the hot tub or play a round of foosball. We are located approximately 6 minutes from the quaint town of Belle River. Located minutes from the beautiful Rochester Place Golf Course and restaurant. Join us in the winter to play ice hockey on the canal and ice fishing.

Guest favourite

Cottage in Essex

4.95 out of 5 average rating, 106 reviews

Chardonnay Bay- hot tub, beach, pet friendly!

Beautiful rustic cottage located in Colchester, Ontario! Chardonnay Bay offers 2 bedrooms and a loft, the master bed includes one queen bed, the 2nd bedroom has single bunk beds and the loft has a queen. We offer a full kitchen as well as laundry facilities. Outdoor patio area with hot tub, picnic table and bbq. We are located within a one minute walk to the beautiful Colchester beach, splashpad, park and marina, located on Essex County’s EPIC wine route consisting of over eighteen wineries.

Guest favourite

Tiny home in Detroit

4.86 out of 5 average rating, 175 reviews

The Painted House by Eastern Market ~Boutique B&B~

Right off the Wilkins exit of the Dequindre cut. Walkable to Eastern Market, Downtown, and the River! Easy to get to all stadiums and most major concert halls. Built by Cranbrook students for their thesis in micro-housing and revived by us in 2016! We have hosted over 500 guests ranging from a full boyscout troup to the broadway cast of The Book of Mormon to the parents of kids who play basketball at the highscool nearby. Hot tub for $165 Local wine in the minibar and Moped rentals also :)

Guest favourite

Guesthouse in Essex

4.99 out of 5 average rating, 330 reviews

Private Wine Route Getaway with Hot Tub

The heart behind The Vineyard Retreat is to help our guests relax, restore, and reconnect. Located on County Road 50 we're conveniently placed on the wine route between Kingsville, Colchester, and Harrow. Our guest house is steps away from Lake Erie and close by to wineries, breweries, restaurants, tours, fruit stands, national parks, conservation areas, beaches, orchards, golf courses, bike paths, and more. Read more about what our guest house has to offer in the detailed description below.

Guest favourite

Home in Detroit

4.95 out of 5 average rating, 123 reviews

Adults-Only Cozy Vacation Getaway with Hot Tub

This PS Grand Getaways location is an ADULTS-ONLY vacation home. We call it our "Staycation Grand". This IS NOT A PARTY HOME. Please rent a hall if needed. 10-12 persons max. This cozy home with a keypad gated driveway is only 10 Minutes from Downtown Detroit! It is ideal for MATURE couples or adults that need a place to get away and catch some staycation vibes! Enjoy the Detached, Heated/Airconditioned Entertainment Garage with a Hot Tub, and the firepit and Zen garden in the backyard!

Guest favourite

Cottage in Brownstown Charter Township

4.92 out of 5 average rating, 117 reviews

Waterfront home with amazing views & great fishing

Beautiful and private backyard looking out at picturesque water views. Has a private dock to pull your boat up to. There is a marina, as well as a public boat launch less than 5 minutes away and Lake Erie is only a 10-minute boat ride from the house. You can also access the Huron River using kayaks within 5 minutes from our dock. The backyard has a patio and a built-in fire pit with a hot tub to enjoy both summer and winter nights with gorgeous sunsets over the water as your backdrop.

Superhost

Villa in Windsor

4.89 out of 5 average rating, 164 reviews

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Located by the river, a 5 minute drive from the shopping center. This 4-bedroom home is equipped with fully furnished living and dining areas, as well as a backyard spot perfect for fishing, boating, canoeing, and winter ice skating. The yard, among the river, features a fire pit, a tree swing, and multiple sitting areas. You will enjoy traveling downstream by boat into the Detroit River bay, or taking a short drive to nearby attractions, shopping areas, and local restaurants.