
Vacation rentals with outdoor seating in Windsor
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Windsor
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

Serenity by the Woods- Elegance with Amenities
Welcome to our secluded and private lower level apartment backing onto a forest. A deer family frequently visits the backyard. We strive to make guests feel at home with tasteful decor & thoughtful amenities. The suite is especially suited to business travelers & small families. Location is central, with 3, 6 & 8 min drives to the grocery store, Walmart and Ambassador bridge. * We are in Canada. You have a fully private floor to yourself, but this is not the full house—we live upstairs.

Ray's iNN Olde Riverside (all private)
PRIVATE GUEST SUITE with OWN ENTRANCE. Boutique Hotel Suite inspired,offering amenities,privacy & charm.50”Samsung TV+Netflix.This Suite has a KITCHENETTE with SINK also mini-fridge,microwave,toaster-oven,slow-cooker, cooktop,coffee maker,kettle.PRIVATE BATHROOM with stand up shower.Includes dishes, glassware,utensils, towels,linens,coffee.Seasonal PATIO & lovely landscaping. Within Olde Riverside,close to shops,restaurants,grocery,parks, WFCU Centre.Short walk to a beautiful riverfront & trail.

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub
A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. This private lower suite, part of the main house has it's own entrance & space for 4 guests with 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 covered private furnished patio w/firepit or relax in a private hot tub (netted) at a second enclosed patio

Small lake house on Lake Erie shore
Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Perfect hideaway with a hot tub and a fireplace
Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

The Kiss nTell - Year round - Hot tub - Lake Views
If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

Charming Old Walkerville 2-Bedroom Luxury Suite
Located in the heart of Old Walkerville. Steps from restaurants, bars, shops, parks and the waterfront. A bright and comfortable main level suite that's part of a large duplex home. Perfect for relaxing visitors or working professionals. There are two spacious bedrooms with queen beds, closet and drawer storage. The grand room and kitchen are fully equipped just like home. The deck and yard space are available for fresh air fun and entertainment. There are 2 parking spots on site.

Walkerville Loft (Main floor unit)
Welcome to our charming loft nestled in the heart of a Walkerville in Windsor. This thoughtfully designed space combines modern comfort with historical charm. Perfect for couples or solo travelers, our cozy loft features fire place, high ceilings, and large windows. Enjoy the convenience of being centrally located, with iconic landmarks, local shops, and vibrant cafes just steps away. Immerse yourself in the city's rich history during the day and unwind in this stylish retreat at night.

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!
Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

Glenn & Deb’s Place
1100 sq. ft guest suite attached to main residence but completely separate space on quiet residential street. Upper level with two bedrooms, washer/dryer and 1 bathroom with custom shower. Lower level has full kitchen, living room with gas fireplace, 42'' television and high speed internet. Independent heating and cooling. Owners are on site for quick response to all your needs. Close to WFCU, Caesars Windsor and all major arteries. We regret we are unable to accommodate pets.

Downtown 2 Bed 1 Bath Unit w/ Free Parking
Welcome to our updated 2 bed 1 bath upper unit in downtown Windsor! With a fully equipped kitchen including stainless steel appliances & quartz countertops and a 65in TV with Netflix in the living room, this apartment has everything you need for a comfortable stay. Located near transit, shopping, and restaurants. This location is on a quiet block just minutes walk to the heart of downtown. Book now for a cozy and convenient home-away-from-home experience!

Relax at Bridgewood Farms I Hot Tub & Wine Country
-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and with frontage onto majestic Lake Erie. Bathe in our farm and forests' healing power. Town of Essex License #STR-2022-28
Popular amenities for Windsor outdoor seating rentals
House rentals with outdoor seating

Wine Down by the Lake -Hottub, Wineries,Lake Views

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

Turkey Creek Hideaway

Spacious 3-Bed Home in S windsor

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

Modern 1 Bedroom Loft in Sandwich Town - Windsor

Stylish South Walkerville Home w Hot-Tub & Firepit

Minty Corktown Retreat with Garden
Apartment rentals with outdoor seating

Spacious & Stylish 3 Bedroom Apt in West Village

Fun private apartment with snacks! Clean deal!

Detroit/Grosse Pointe Oasis

48 on the Ave.

The Midtown “Look Out”

The Lavender House

Newly Renovated Tudor - 3 Bedroom / 1 Bath

Casita Azul - Studio apt in Mexicantown+balcony
Condo rentals with outdoor seating

Glamorous Corktown Brownstone | Private Rooftop

Cozy Condo fully furnished!

Jefferies Jewel

Furnished & Comfortable Condo

Gorgeous Condo at The Historic JD Baer Mansion

Cozy Riverfront w/Balcony-Fish/Hunt/Golf

Birchcrest Haven

Modern 2BR Riverside Condo - Near Beach, Trails
Quick stats about vacation rentals with outdoor seating in Windsor
Total vacation rentals
Explore 280 vacation rentals in Windsor
Nightly prices starting at
Windsor vacation rentals start at $14 CAD per night before taxes and fees
Verified guest reviews
Over 23,080 verified reviews to help you choose
Family-friendly vacation rentals
170 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 70 rentals that welcome pets
Vacation rentals with a pool
20 properties feature pools
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Wifi availability
280 of Windsor vacation 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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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Detroit Zoo
- Detroit Golf Club
- University of Michigan Museum of Art
- Motown Museum
- Indianwood Golf & Country Club
- Warren Community Center
- Seven Lakes State Park
- Rolling Hills Water Park
- Bloomfield Hills Country Club
- Seymour Lake Township Park
- Oakland Hills Country Club
- Maumee Bay State Park
- Wesburn Golf & Country Club
- Seven Lakes Championship Golf & Estates
- Mt. Brighton Ski Resort
- Grosse Ile Golf & Country Club
- Country Club of Detroit
- Ambassador Golf Club
- South Bass Island State Park