We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

House holiday rentals in Windsor

Find and book unique houses on Airbnb

Top-rated house rentals in Windsor

Guests agree: These houses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Home in The Core

4.86 out of 5 average rating, 240 reviews

Year Round Hot Tub, Walkerville Charm Home

This stunning 4 bedroom, 6 bed home is dressed to impress! We have spared no detail to ensure your comfort, including: * a private 6 person hot tub; *4 Casper queen beds; * 2 Casper full beds; * a Weber gas BBQ; * lightning fast WIFI connection; * a 50-inch smart Samsung TV in the living room; * a 55-inch smart Samsung TV on the upper floor; * a large formal dining room; * an open concept dining/living/sitting space which can comfortably seat 14 people; * a kids' korner for playtime; * and+++

Guest favourite

Home in Amherstburg

4.9 out of 5 average rating, 102 reviews

That place by the Lake

Nestled between Lake Erie and a natural marsh, this tranquil setting will allow you relaxation, yet offers many activities just minutes away. On the edge of Holiday beach provincial park, there is truly something for everyone. Located in the Southwestern Ontario Essex Pelee Island Coast (Epic) wine country. Perfect for a weekend get away or extended stay with family and friends. Make your wedding day special with family and friends with charming accommodations. Minutes to Sprucewood winery.

Guest favourite

Home in Kingsville

4.95 out of 5 average rating, 202 reviews

Heritage Lakehouse

Unwind at this modern lake house situated right on Lake Erie. The house was built with high ceilings and exposed raw steel accents throughout. Enjoy a stunning view of lake Erie from both bedrooms or through the 14 ft glass wall in the living room. The kitchen boasts all new appliances, quartz countertops and all of the cooking supplies needed. The house is located in between two public beaches and offers its own access into the lake. Wineries, Pelee Island, restaurants and golf courses.

Guest favourite

Home in Amherstburg

4.99 out of 5 average rating, 145 reviews

Lakeside escape: Hot tub, fireplace&local wineries

Escape to a serene retreat at The Lakeside House, where relaxation and charm meet the magic of the season. Soak in the year-round hot tub while gazing out at the tranquil, icy expanse of Lake Erie or cozy up by the fireplace with a glass of local wine. The house has a contemporary design streaming into the lake views, from the living room and the gourmet kitchen to the loft office and bedrooms. Note: This is a house where parties are not permitted and all guests need to be registered.

Guest favourite

Home in Essex

4.94 out of 5 average rating, 140 reviews

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

Welcome to our family-friendly vacation home in the charming village of Colchester, Ontario! Nestled in the heart of wine country, our spacious two-story house is perfect for families. Our property is renowned for its welcoming atmosphere, complete with a sandbox, an extensive collection of board games, books, BBQ, firepit, ping pong, fooseball, and even a crib for your littlest ones. We're excited to provide a memorable stay for your family, where adventure and relaxation await!

Guest favourite

Home in LaSalle

4.85 out of 5 average rating, 150 reviews

Quiet LaSalle Newly Renovated Entire Country Home

Completely renovated home! Sleeps 4 (can be rented with B&B next door for a party of 12). All new furniture. Decor is cottagy with a contemporary/elegant flair! Located in LaSalle near Amherstburg on a country lot. 20 minute drive to the casino. Walk in the field or have a glass of wine on the deck overlooking the field. Close to Ambassador Bridge, Wineries. Large parking lot available for large vehicles/trucks/trailers. Upstairs bedroom has 2 double beds, main floor couch.

Guest favourite

Home in Kingsville

4.99 out of 5 average rating, 233 reviews

La Perla - Lakefront Retreat in Wine Country!

Indulge in the stunning views of Lake Erie while relaxing at a one-of-a-kind vacation property. Experience the perfect harmony of contemporary comfort and vintage allure in every corner of our space. Nestled in Canada's most southern wine region, we're minutes from craft breweries, golf, dining, and Point Pelee National Park. Enjoy zero-contact check-in, pristine cleaning, luxurious linens and a chefs kitchen! Contact us today to begin planning your unforgettable getaway!

Guest favourite

Home in Amherstburg

4.96 out of 5 average rating, 108 reviews

The Lake House Ontario

Located at the start of the award winning EPIC Wine Trail, modern home 2 sides open to beautiful Lake Erie. Amazing sunset views from the hot tub. Sleeps 6 w 2 bdrms both w super comfy beds & 1 dbl pull out sofa bed, 1.5 baths, hardwood, gourmet kitchen, cozy gas fireplace, jacuzzi tub, gas BBQ, gas fire table - perfect for fun, romance or celebrating friendships. Beach just steps away. Canada's southernmost tip Point Pelee National Park, golf, museums, all just minutes away!

Home in The Core

4.83 out of 5 average rating, 118 reviews

Couple's Romantic Retreat with hot tub, fire pit.

Romantic and soothing discreet hideaway. Come to relax, reunite and enjoy the night. This beautiful unit features: -private backyard Oasis with Hot tub, cedar Gazebo, outdoor Tv and sound bar, accent lighting, bbq and fire pit. -king size bed; -couple's spa shower; -massage table -fully stocked chef's kitchen; -private garage parking; -nearby parks and trails; -plus all of the comforts of being in the city. Everything you need to enjoy a restful and relaxing weekend away.

Guest favourite

Home in Kingsville

5 out of 5 average rating, 212 reviews

Iconic Girl’s Getaway steps to Downtown Kingsville

Main & Leslie is not just a place to stay; it's an immersive experience in the fusion of history and modern luxury. From the open concept layout to the chef's kitchen, stylish bedrooms, and family-friendly amenities, every aspect of this historic home is meticulously curated to offer a memorable and enchanting retreat. Book your stay at Main & Leslie and embark on a journey where elegance meets comfort, and where the charm of Main Street living awaits.

Guest favourite

Home in Amherstburg

5 out of 5 average rating, 57 reviews

Lakeside Retreat | Spacious 4 Bed

4-Season Rental - Getaway & experience the beauty and adventures of Lake Erie. Located in the private Lake Erie Country Club surrounded by nature and various outdoor amenities. Just a short drive to nearby wineries, golf courses, restaurants and beautiful beaches. Scrapbook and crafters retreat available with full setup in the sunroom. Enjoy a relaxing stay with the stunning views, warm sun and the sound of the waves brushing up against the shore.

Guest favourite

Home in Amherstburg

4.84 out of 5 average rating, 32 reviews

Shore To Please-Tranquil Getaway

Located at the beginning of the award winning EPIC wine trail, brand new home with beautiful 180 views of Lake Erie. Amazing sunset views from the hot tub. Sleeps 6 with 2 bdrms & 1 dbl pullout sofa bed. 1 large bath with soaker tub, gourmet kitchen with island,gas bbq outdoor kitchen with bar fridge. perfect for fun, romance or celebrating with friends. Beach just steps away. Close to point pelee,Golf,museums,wineries.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Popular amenities for Windsor house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Detroit

4.8 out of 5 average rating, 45 reviews

Cute & Cozy 3bdrm, 1 bath. 12 mins to Downtown.

Guest favourite

Home in Amherstburg

4.9 out of 5 average rating, 69 reviews

Cottage Escape by the Water

Guest favourite

Home in Kingsville

4.93 out of 5 average rating, 27 reviews

Modern lake-town cottage

Guest favourite

Home in Amherstburg

4.88 out of 5 average rating, 26 reviews

Little heaven

Guest favourite

Home in Kingsville

4.94 out of 5 average rating, 33 reviews

4 Bedroom Water's Edge Oasis with Salt Water Pool

Guest favourite

Home in Kingsville

4.87 out of 5 average rating, 23 reviews

Tranquil and private home away from home

Guest favourite

Home in LaSalle

4.92 out of 5 average rating, 105 reviews

The Ambassador Estate Inn

Guest favourite

Home in Belle River

4.97 out of 5 average rating, 75 reviews

Belanger Air BnB

Weekly house rentals

Guest favourite

Home in Riverside

4.95 out of 5 average rating, 20 reviews

Furnished 5 Bedroom Family House in East Windsor

Home in Detroit

4.89 out of 5 average rating, 45 reviews

Ohana House

Home in The Core

4.83 out of 5 average rating, 118 reviews

3 Bed Bright Modern Home in Heart of Walkerville

Guest favourite

Home in Windsor

4.97 out of 5 average rating, 188 reviews

Shalom - Modern Spacious Home, 4BR + 4Beds + 3BA

Guest favourite

Home in Trenton

4.9 out of 5 average rating, 121 reviews

Walleye Weekender

Guest favourite

Home in Ecorse

4.93 out of 5 average rating, 180 reviews

David's Dwelling: Spa-like bathrooms, Full Wetbar!

Guest favourite

Home in The Core

5 out of 5 average rating, 9 reviews

5 Bedrooms Modern Oasis – Sleeps 10, Near Downtown

Home in The Core

4.88 out of 5 average rating, 33 reviews

Stylish Apt Near Downtown- Ideal for Long Stays!

Private house rentals

Home in Windsor

5 out of 5 average rating, 3 reviews

H - Quiet home near battery plant.

Home in Windsor

4.84 out of 5 average rating, 64 reviews

Min to DT/USA - Luxurious House - 4bed-2bath

Guest favourite

Home in Riverside

4.95 out of 5 average rating, 115 reviews

Windsor Castle is Waiting for You

Guest favourite

Home in The Core

4.86 out of 5 average rating, 106 reviews

Beautiful 3Bedroom 2Bath Home free parking&laundry

Guest favourite

Home in Windsor

4.95 out of 5 average rating, 73 reviews

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt

Guest favourite

Home in Detroit

4.95 out of 5 average rating, 127 reviews

Adults-Only Cozy Getaway with Hot Tub (No Parties)

Guest favourite

Home in Maidstone

4.94 out of 5 average rating, 33 reviews

Perfectly Located Spacious Home in Windsor area

Guest favourite

Home in Grosse Pointe

5 out of 5 average rating, 12 reviews

2 Bedroom Duplex House (Lower Level)

Quick stats about house rentals in Windsor

Total rentals
670 properties
Total number of reviews
19K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
380 properties have a dedicated workspace

Destinations to explore