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.

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Guest favourite

Guesthouse in Kingsville, Canada

4.96 out of 5 average rating, 217 reviews

Cozy Kingsville Country Guest House

Enjoy your stay in this cozy guest house on the main strip of the charming village of Cottam, within the town of Kingsville. This attached suite will be all for you. Separated from the main house with your own private entrance in the front and rear. Relax on the spacious deck overlooking the lush green mature treed backyard, roast marshmallows at the fire pit or take a nice nap on the hammock. Located a short drive to downtown Kingsville, beaches, wineries, restaurants, craft breweries and more!

Oct. 1 – 8

$129 CAD per night

Guest favourite

Home in Windsor, Canada

4.88 out of 5 average rating, 117 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.

Feb. 22 – Mar. 1

$264 CAD per night

Guest favourite

Home in Windsor, Canada

4.89 out of 5 average rating, 183 reviews

Stunning Top Tier Modern Home Is Ready To Host You

Enjoy the luxurious feel of a modern home while you sit back and relax in Windsor’s hidden gem! Beautifully decorated and featuring a MASSIVE 1500 sq.ft living room with chic furniture, a pool table, state-of-the-art kitchen, and a high-ceiling 4 piece bathroom. Lots of nearby attractions! Spend a night out enjoying the views of the Detroit skyline after Game Night at Caesars! Head over to the University of Windsor to meet friends! Come home and nestle in the warmth of your clean & comfy bed!

Sep. 3 – 10

$235 CAD per night

Guest favourite

Guesthouse in Kingsville, Canada

4.98 out of 5 average rating, 598 reviews

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.

Mar. 14 – 21

$171 CAD per night

Guest favourite

Home in Windsor, Canada

4.87 out of 5 average rating, 193 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+++

Oct. 1 – 8

$273 CAD per night

Guest favourite

Cottage in Essex, Canada

4.93 out of 5 average rating, 321 reviews

Your Soulstice Studio

Become one with nature in this cozy cottage with an expansive view of the lake. Let yourself be absorbed by the sound of waves, birds and silence in the early morning hours. Sudden urge to do some yoga? No problem you have mats, blocks and bolsters to fulfill you ever stretching need! Your Soulstice is an up and coming yoga and massage studio that has been 2 years in the making. Now that it’s ready to open it’s doors, it needs a wee income to repay the “bank of mom” to show my appreciation! ♥️

Jan. 30 – Feb. 6

$238 CAD per night

Guest favourite

Cottage in Essex

5.0 out of 5 average rating, 123 reviews

The Kiss n Tell - We’ll Pay the HST

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.

Nov. 9 – 16

$354 CAD per night

Guest favourite

Guesthouse in Essex, Canada

4.99 out of 5 average rating, 296 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.

Mar. 17 – 24

$226 CAD per night

Guest favourite

Home in Kingsville, Canada

4.96 out of 5 average rating, 157 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.

Nov. 14 – 21

$247 CAD per night

Guest favourite

Guest suite in Kingsville, Canada

4.99 out of 5 average rating, 109 reviews

Shoreline Serenity, Private Suite

Due to Covid-19 I have extended the minimum stay to 3 nights and time between check-out and check-in to 24 hours to ensure proper disinfection. I have added an air purifier that recycles the air every 3 hours. Cozy, clean and comfortable open concept suite located on the beautiful shores of Lake Erie just one mile from downtown Kingsville where you will find excellent restaurants and eclectic shopping. The suite has its own entrance so that you have complete privacy during your stay.

Mar. 29 – Apr. 5

$170 CAD per night

Guest favourite

Guest suite in Windsor, Canada

4.98 out of 5 average rating, 160 reviews

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.

Sep. 19 – 26

$141 CAD per night

Superhost

Villa in Windsor, Canada

4.9 out of 5 average rating, 134 reviews

Cheerful 4-bedroom home by the river.

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.

Jan. 4 – 11

$266 CAD per night