Fitness-friendly holiday rentals in Windsor

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Windsor

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A modern kitchen features light wood cabinetry and a spacious island with seating for four. Pendant lights hang above the counter, illuminating the area. Stainless steel appliances, including a refrigerator and oven, are visible, while the open layout extends into a bright living space with large windows.
Home in South Windsor
5 out of 5 average rating, 44 reviews

Luxury Home w/Gym & Sauna - Near restaurants/shops

Come and stay at this 5-star inspired home! Over 3,200 SQ FT Living Space. ✓High-end furniture ✓King Bed w/Beautyrest Harmony Lux Mattress ✓Hotel Collection towels, high thread count sheets ✓Keurig Coffee/Tea Bar ✓ 6 Flatscreen TVs ✓Fully stocked kitchen ✓Gym w/Sauna ✓ 2 Living Rooms Windsor's Best neighbourhood: ✓Highways ✓Airport ✓St. Clair College ✓Mall ✓Fine dining We take pride in keeping the home spotless. Everything is thoroughly cleaned & sanitized to perfection before your arrival.

Top guest favourite
Home in Leamington
5 out of 5 average rating, 13 reviews

4 Season Cottage! Lake, Hot tub and Family fun

Enjoy spacious outdoor areas perfect for fires (wood supplied), soccer, bocce ball and outdoor games. 3 beautiful beaches just a 2 minute drive or a 10 minute walk away, the lake is always within reach. Unwind with hot tub, board games or a movie on those rainy days. Take in the sunrise with cup in hand or stretch, then fire up the BBQ with a full-width griddle option for breakfast. Feeling like a night out? Head to Wheatley or Leamington for a meal. Taxis available for hassle-free celebrations!

Guest favourite
A raised ranch home is presented with a brick exterior and a welcoming front entrance. Lush green grass surrounds the property, bordered by vibrant landscaping. The structure features large windows and a gabled roof under a clear blue sky, providing a spacious and appealing façade.
Home in Tilbury
5 out of 5 average rating, 18 reviews

The Cove 4 bedrooms, 8 guest + futon, 3 full baths

Welcome to "The Cove" You won’t want to leave this charming, one-of-a-kind home nestled in the Lighthouse Cove in Southern (Tilbury, Ontario). Our home runs along one of several canals, which opens up to an inviting Lake St. Clair for boating and water enthusiasts (dock available on-site) and those who just want to relax in a quiet community or pick up a fishing pole and join the many guests who love to fish our waters year-round. Enjoy some of the most breathtaking sunsets around the campfire.

Top guest favourite
A spacious living area features large windows allowing natural light and city views. Comfortable seating includes a sectional sofa and accent chairs. A coffee table sits at the center, and a classic arcade game adds a playful touch to the stylish decor.
Loft in Wyandotte
5 out of 5 average rating, 25 reviews

Loft Penthouse, 2 Balcony, Arcade, 2 Bed, Pool,Gym

Welcome to our luxurious 2-bedroom Penthouse loft in the heart of downtown Wyandotte! Some highlights include: -A HUGE, residents-only pool -A well-equipped gym -Enhance your golf skills on the rooftop putting green -Arcade with 14 Games -City views from the private balconies -Sunbathe or relax in rooftop cabanas -Spacious kitchen, ready to tackle any culinary challenge with finesse Immerse yourself in the convenience of being within walking distance from events and a diverse culinary scene.

Guest favourite
A light-filled living area features a neutral sofa and a modern armchair, paired with a round coffee table atop an area rug. Large windows provide views of the outdoor greenery, while a brick fireplace adds a touch of warmth to the space.
Home in South Walkerville
4.87 out of 5 average rating, 69 reviews

Cozy, Modern 2BR w/ Remote Workspace, Patio & Gym

This newly renovated bright, modern and chic upper floor unit in this Walkerville duplex is perfect for a solo or family staycation in the beautiful city, visitors or for business travelers looking for the comforts of home. This 3 bedroom/1 bathroom home is fully equipped for short & long-term stays. Nestled in a quiet, dog-friendly and safe neighborhood this place promises to be your home away from home. Our neighborhood is renowned for its safety, ensuring peace of mind throughout your stay.

Top guest favourite
Apartment in Hamtramck
5 out of 5 average rating, 20 reviews

Enchanting Stay above a Craft Cocktail Bar

A magical getaway above a craft cocktail bar where spells meet spirits. This spacious two-floor retreat sleeps up to 6 guests, perfect for small groups or a girls’ weekend. Enjoy a private bar, two cozy living rooms, and a rooftop deck with skyline views. Nestled in vibrant Hamtramck, just a quick Uber to downtown Detroit. Sip cocktails downstairs, then bring the enchantment back to your space—the night is yours to create, explore, and indulge! *Decor updates by 10/1/25. Photos coming soon!*

Guest favourite
The exterior of a two-story brick home features large windows framed by wooden shutters. A stone pathway leads to the entrance steps, which are flanked by neatly landscaped flower beds and ornamental plants in decorative pots. The entrance is inviting, with a warm color palette.
Home in Malden
4.91 out of 5 average rating, 116 reviews

The Ambassador Estate Inn

A warm “welcome back” to all our previous guests and “greetings” to our new friends! A luxurious executive 7 bedroom estate property located on Windsor’s finest golf course and minutes from the Ambassador Bridge to Detroit Michigan. A beautifully appointed home nestled among rare Carolinian Forest. All the amenities of a 5 star resort with the privacy and serenity of a country estate. If you are looking for quality and relaxing luxury, then look no further than the Ambassador Estate.

Superhost
A three-story brick house features a welcoming front porch with a small seating area. Lush green grass surrounds the property, and neatly trimmed shrubs line the walkway. The home is set back from the street, providing a sense of privacy.
Home in Henry Ford
4.9 out of 5 average rating, 147 reviews

Heart of Motown mintutes to ford field & downtown

Sleep just feet away from the Motown Museum, where legends Marvin Gaye, Diana Ross, and The Temptations recorded music. Situated in the up-and-coming New Center, this home is minutes from the DIA, the Fisher Theater, Cobo Center, and Wayne State University. Midtown and Corktown are just a few miles away and host some of Detroit's best restaurants and bars. We are close to Ford Field, Comerica Park, and Little Caesar's arena. Come find out why Detroit earned the moniker "Motown."

Guest favourite
A comfortable living area is furnished with a dark sofa and armchair, complemented by a light area rug. Natural light floods in through large windows, while a flat-screen TV is positioned atop a storage console, creating an inviting space for relaxation.
Flat in Downtown Detroit
4.79 out of 5 average rating, 264 reviews

1707: 1 to 4 Guests/Free Parking/Heart of Downtown

Beautifully furnished one bedroom apartment ideally located with stunning views of the city. PARKING INCLUDED! (One vehicle.) Great for long-term or short-term stays. Whether you're staying a few days, a few weeks, or month-by-month, this is where you want to be! This apartment is located in the heart of downtown. You are within walking distance to plenty of great restaurants, bars, concert venues, and sporting events. WE CAN ACCOMMODATE BUSINESS TRAVELERS REQUIRING LONGER STAYS.

Guest favourite
A heated sports pool, surrounded by a spacious patio area, is complemented by comfortable seating options including loungers and umbrellas. A contemporary pool house with large windows is visible in the background, featuring a clean design that enhances the outdoor space.
Home in Belle River
4.94 out of 5 average rating, 17 reviews

The Grand River Retreat. Pool/ hot tub avail Sep

Luxury Riverfront Retreat 5BR/4BA with Pool, Hot Tub Basketball Court, Gym, & More! Welcome to your dream getaway! Step outside and enjoy the best of waterfront living! Your private dock allows you to park your boat, access to lake St.Claire. The Lshaped heated sports pool (open 25th-Sept 5th), kayak or paddleboard through the river, 6 persons hot tub (Sept 1- May 15th. Marina is 4 minutes drive, offers a beach, park, and bike trail. Close to city restaurants and grocery store

Top guest favourite
A serene firepit area surrounded by five Adirondack chairs is depicted on the shore of Lake Erie. The pebbled ground contrasts with the lush greenery from nearby trees, and the calm water glimmers in the sunlight, creating a tranquil atmosphere.
Cottage in Wheatley
4.97 out of 5 average rating, 94 reviews

Pura Vida Beach House-100 ft. of Beachfront

Sleeps 8-10! Upscale, dog friendly, 4 bed, 2 bath home with over 100 ft. of private beach and stunning lake views. Cozy up by the fireplace, around the firepit or melt your troubles away in the deep soaker tub. Lots of space for a girls weekend or multi-family getaway. Fast wifi and dedicated work space make it a perfect lake escape for remote workers. Close to wineries, Point Pelee National Park, Wheatley Provincial Park and public boat launch. Insta : @puravidawheatley

Top guest favourite
An open living space is displayed, featuring a modern kitchen with stainless steel appliances and an island. A comfortable sectional sofa with decorative pillows faces a coffee table, while framed animal portraits adorn the wall. A dining area with a round table and white chairs is visible in the background.
Flat in Downtown Detroit
5 out of 5 average rating, 19 reviews

Stay in the Heart of Detroit

Staying downtown is perfect for all sports fans, nightlifers, food lovers or art enthusiasts. Detroit is perfect for it all. Enjoy a stylish experience at this centrally-located 2-Bedroom & 2 Bath Appartement. Experience all the new Bars with all three stadiums in walking distance. Become one with Detroit. Enjoy city views from your private apartment, complete with a fully equipped kitchen and in-suite laundry. Access to a gym, on property restaurant, cafe and 24h shop.

Popular amenities for fitness-friendly rentals in Windsor

Quick stats about holiday rentals that are fitness-friendly in Windsor

  • Total holiday rentals

    Explore 180 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 9,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    180 of Windsor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor rentals

  • 4.8 Average rating

    Windsor stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field

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