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.

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Guest favourite

Home in Frenchtown Charter Township

4.82 out of 5 average rating, 104 reviews

JEN's DEN / Lake Erie Resort/Fishermens Delight!

You’ll love my place because of the location, It is situated near the lake betw. Detroit, Ann Arbor & Toledo. Marina's are 2-10 miles away, Charter fishing , docks & boats available to rent, A Waterfront Park is a short distance from the home which has access to a PRIVATE boat launch for boats up to 18 ft. House is located in a Private Association which makes it a safe and quite place to unwind during your stay. This home is good for couples, business travelers, families, and groups traveling

Guest favourite

Home in Amherstburg

4.9 out of 5 average rating, 103 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 Essex

4.93 out of 5 average rating, 105 reviews

Wine Down by the Lake

Hot tub, Lake views, wineries and golf? Sound perfect? It is and you have picked the perfect spot! A beautiful piece of heaven steps from Lake Erie. Whether you choose to relax in this amazing home, or enjoy the many wineries in walking distance, you have picked a real gem!! You can enjoy lake views from the rear deck or hot tub while sipping your wine. This home is perfect for a small bridal party, girls weekend or for couples looking to get away and explore what the area has to offer!

Guest favourite

Home in Ferndale

4.79 out of 5 average rating, 356 reviews

Super Cute Fenced Home with 65”TV2 Baths King Beds

Many guests said it's the best Airbnb they had ever stayed! Don't believe? Try it! Definitely you will love it! It's located in a safe, nice, quiet, peaceful and friendly neighborhood! Convenient to go shopping, to restaurants/bars/coffee cafe/downtown of Ferndale (1.1 mile)/ Detroit (15 minutes). Recently updated with 4 spacious gorgeous beds and 2 full baths. Nice furniture, 5 new Samsung TVs, WiFi, new stainless grill, outside furniture, safe, iron, hair dryer, 2 coffee makers, blender.....

Top Guest favourite

Home in Ferndale

4.99 out of 5 average rating, 209 reviews

Little Yellow House in Ferndale! Quiet, Cozy 3BR

FERNDALE FAVORITE!! Walk to downtown! All new furniture / decor, luxury bedding, memory foam beds, quartz countertops… super clean & well-cared for. This comfy, freshly updated house is on a quiet street just blocks from restaurants, bars, coffee shops & more. Centrally located w/ easy access to freeways, 10-15 min drive to other downtown areas (Royal Oak, Detroit, Birmingham). Ideal for couples, business travelers, LGBTQ+, and families with children. We also allow SMALL pets (under 20 lbs).

Guest favourite

Home in Kingsville

4.93 out of 5 average rating, 215 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.

Top Guest favourite

Home in Amherstburg

4.99 out of 5 average rating, 157 reviews

Romantic Lakeside Getaway in Wine Country

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.

Superhost

Home in Detroit

4.88 out of 5 average rating, 253 reviews

Cozy Hot Tub Destination (A quiet getaway)

Take it easy at this unique and tranquil getaway. This home is absolutely NOT for parties or anything loud. It's peaceful! Spend a night out with your significant other with a heated hot tub, intimate games, massage table and a spacious updated kitchen and living area. This space is perfect for date night rendezvous, baby showers, game nights, family events, and more. All events with more than 6 people must be approved by the host. Security deposit is $150. Contact us to inquire!

Top Guest favourite

Home in Essex

4.95 out of 5 average rating, 149 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

4.86 out of 5 average rating, 153 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.

Top Guest favourite

Home in Kingsville

4.99 out of 5 average rating, 241 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, 111 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!