Vacation rentals with outdoor seating in Windsor

4.99 out of 5 average rating, 139 reviews

A well-lit bedroom features a queen-sized bed adorned with a textured blanket and decorative pillows. Soft wall colors complement the modern lighting fixture. A window offers a view of the outdoors, while a piece of wall art adds a touch of color.

Guest suite in Windsor

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.

Home in South Walkerville

A charming two-story home is set within a leafy environment, featuring a welcoming entrance with a stone pathway leading to the front door. Purple shutters frame the windows, and a small porch area is visible, enhancing the inviting curb appeal.

4.86 out of 5 average rating, 219 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.

4.98 out of 5 average rating, 162 reviews

A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.

Home in Riverside

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

4.84 out of 5 average rating, 131 reviews

A private outdoor space is highlighted by a covered gazebo, featuring a hot tub and relaxing seating options. Lush greenery surrounds the area, complemented by well-placed planters. Natural light filters through, creating a soothing environment for leisure and relaxation.

Home in Walkerville

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

Romantic & soothing discreet hideaway. Relax, reunite & enjoy the night. Complementary Bathrobe for Sunday to Thursday bookings. 1 for return guests. -private backyard Oasis with Hot tub, Gazebo, outdoor Tv, 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.

An open living area is featured, showcasing a dining table with black chairs and a modern design. A corner sectional sofa and large wall-mounted TV are visible. Light-colored walls and a wood-like floor create a seamless flow between the spaces.

4.88 out of 5 average rating, 174 reviews

Beautiful 3Bedroom 2Bath Home free parking&laundry

Welcome to our spacious Midtown home away from home featuring 2 floors of living(main & upper stairs) that have been beautifully updated offering 3 bdrms 2 full baths, 2 living rms w/65”&55” TVs w/Netflix. Full kitchen w/stainless appliances, granite counters, covered front porch for enjoyment, fenced backyard. On a quiet block, close to transit, shopping, restaurants, ECRow, 401&Windsor-Detroit Tunnel. Private drive Ideal for families, out of town workers or large groups. Come & Relax!

4.91 out of 5 average rating, 117 reviews

A living area is presented with a dark, plush sofa and a low coffee table situated on a textured area rug. A round mirror decorates the wall, reflecting light. A doorway leads to a bedroom space, while a small dining area with bar stools is visible to the side.

Apartment in Walkerville

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.

4.94 out of 5 average rating, 205 reviews

A modern living area is featured, furnished with a soft gray sofa and a stylish coffee table. A wooden sideboard is placed against the wall, complemented by decorative items. Light walls enhance the spacious feel, while a chandelier adds subtle brightness to the room.

Home in Walkerville

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.

4.97 out of 5 average rating, 129 reviews

A spacious backyard is presented, showcasing a hot tub situated on a concrete pad. Green grass lines the space, complemented by wooden fencing and ambient lighting. A small tree is visible in the corner, and utility lines are present in the sky against a colorful sunset backdrop.

Home in Walkerville

Modern Walkerville Gem | HotTub & Cozy Backyard

This beautifully renovated townhome combines upscale and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. At night, rest easy on two plush queen size beds and comfy queen pillows.

A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.

4.98 out of 5 average rating, 132 reviews

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!

4.81 out of 5 average rating, 228 reviews

An inviting outdoor area showcases a glistening in-ground oval pool framed by a spacious deck. Comfortable lounge chairs are situated nearby, and the house features large windows that allow for ample natural light. A dining set is visible under the covered patio, ideal for outdoor meals.

Home in Riverside

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

*HEATED POOL IS READY!* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!

4.93 out of 5 average rating, 437 reviews

A serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.

Guest suite in Windsor

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.

Home in South Walkerville

A living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A stylish armchair and dining table for four are visible. Bright light filters through the blinds covering the windows, highlighting the warm color palette and wooden flooring.

4.85 out of 5 average rating, 110 reviews

Chillin' at Chilver w King Beds

Visit us for a relaxing escape in this spacious & cozy home. Unwind in front of the fireplace. With 2 king beds and 2 queen beds, there’s plenty of space for everyone to sleep comfortably. This property features 2 full bathrooms, a fully stocked kitchen for all your cooking needs, and a finished basement with a quiet office nook and a large family room. Whether you're gathering with loved ones or looking for a getaway, you'll have a great time Chillin' at Chilver!

Popular amenities for Windsor outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 62 reviews

JP's Dream House

4.84 out of 5 average rating, 100 reviews

A two-story cottage with a light grey exterior is showcased, featuring a welcoming front porch with white railings. A spacious yard surrounds the home, with a gravel driveway leading up to it. Lush green grass complements the serene environment.

Home in Amherstburg

Cottage Escape by the Water

Home in Milwaukee Junction

The exterior of the house is characterized by dark blue siding and a welcoming porch. Large windows provide ample natural light, and a brick foundation adds a touch of classic charm. Trees surround the property, enhancing the inviting appearance of the home.

5 out of 5 average rating, 112 reviews

Huge Historic Home w Huge Yard

4.92 out of 5 average rating, 25 reviews

A striking Victorian manor showcases intricate brickwork and a prominent tower, framed by lush greenery. The entrance is highlighted by a charming porch with decorative trim and large windows. A well-maintained lawn extends towards a wrought iron fence, adding to the home's inviting curb appeal.

Home in Downtown Windsor

The Victorian on Victoria

5 out of 5 average rating, 25 reviews

The exterior of a modern two-story home is illuminated at dusk, showcasing a welcoming terrace area with stairs leading to the entrance. The building features a mix of wood and metal elements, surrounded by landscaped areas and a spacious driveway.

Home in Belle River

Key West Cottage

4.96 out of 5 average rating, 132 reviews

Home in Brush Park

The Big Cheese

5 out of 5 average rating, 23 reviews

1 BR Modern Loft Windsor (WEST) by the Bridge

4.96 out of 5 average rating, 91 reviews

A wooden deck extends over calm waters, featuring a simple table and seating. The sun sets on the horizon, casting a warm glow across the sky, while reflections shimmer on the water's surface. Trees provide gentle shade along the edge.

Home in Belle River

Lake Louise With hot tub

Apartment rentals with outdoor seating

Apartment in West Village

A spacious living area is highlighted by a large sectional sofa and a round coffee table. Natural light filters through large windows, enhancing the room's openness. A comfortable armchair and a small desk can be seen in the adjacent space, providing additional seating and workspace.

4.9 out of 5 average rating, 164 reviews

Stylish & Walkable 3BR with Parking - West Village

4.94 out of 5 average rating, 147 reviews

A light-filled living area features large windows adorned with sheer curtains, allowing natural views. A plush sofa is positioned on a patterned rug, accompanied by decorative pillows. A small table holds a potted plant, while artful wall hangings add character to the space.

Apartment in Detroit

Phunky Pheasant - Phoenix Suite

Apartment in West Village

A lively living space features a dark patterned couch facing a flat-screen television. Rich red walls create a warm ambiance, complemented by hardwood floors. A small dining area with high chairs is visible, along with a wooden coffee table holding various items. A guitar rests against the wall.

4.92 out of 5 average rating, 158 reviews

Fun private apartment with snacks! Clean deal!

Apartment in Grosse Pointe Park

A brightly colored living room features a large, flat-screen television and a round coffee table topped with magazines. Two couches in contrasting shades of blue and green are complemented by vibrant artwork on the walls. Sunlight is visible through the doorway, creating a welcoming atmosphere.

4.97 out of 5 average rating, 490 reviews

Detroit/Grosse Pointe Oasis

4.87 out of 5 average rating, 785 reviews

Apartment in Midtown

Victorian 1890's Midtown Home

4.92 out of 5 average rating, 179 reviews

A functional kitchen space features a vintage stove with white enamel, a wooden table with dark finish, and hardwood floors. A china cabinet displays dishware, while decorative tiles above the sink add visual interest. Natural light filters through the nearby doorway.

Apartment in Detroit

The Lavender House

4.95 out of 5 average rating, 454 reviews

A modern living area is highlighted by a large brown leather couch and an entertainment unit housing a television. Natural light fills the space through two windows, complemented by a round dining table surrounded by woven chairs. A small plant adds a touch of greenery.

Apartment in Brush Park

Little Paris Pied-à-terre | Walk to LCA, Comerica

4.84 out of 5 average rating, 155 reviews

An inviting living area features a comfortable sectional couch facing a small coffee table. Large windows are adorned with light, flowing curtains, allowing natural light to brighten the space. A balcony door leads to an outdoor area, enhancing the room's accessibility to fresh air.

Apartment in Mexicantown

Casita Azul - Studio apt in Mexicantown+balcony

Condo rentals with outdoor seating

A spacious rooftop deck features lush green turf and comfortable seating areas, providing unobstructed views of the city skyline. Large windows of the building highlight the penthouse's unique architecture, contrasting with the urban landscape below.

4.84 out of 5 average rating, 38 reviews

3-Story Penthouse w/ Roofdeck

A spacious living area is arranged with a large, neutral-colored sectional sofa. A flat-screen television is mounted on the wall across from the seating. Natural light flows in through large windows, accompanied by two modern lamps placed on side tables.

4.91 out of 5 average rating, 11 reviews

Prime Location Downtown Detroit

4.97 out of 5 average rating, 64 reviews

Condo in Corktown

Glamorous Corktown Brownstone | Private Rooftop

A historic brick home features a classic three-story structure with a gabled roof. The front porch is adorned with potted plants and white steps, leading to the main entrance. Lush green grass surrounds the home, contributing to its inviting curb appeal.

4.83 out of 5 average rating, 36 reviews

Jefferies Jewel

4.89 out of 5 average rating, 344 reviews

The exterior showcases a beautifully restored brick mansion, featuring a turret with a conical roof. A wraparound porch with colorful trim and stone steps leads to a landscaped yard. Striking architectural details are accented by vibrant colors, capturing the historic charm of the building.

Condo in Woodbridge

Gorgeous Condo at The Historic JD Baer Mansion

4.5 out of 5 average rating, 4 reviews

Condo in Wyandotte

Penthouse Apartment

4.98 out of 5 average rating, 53 reviews

A modern living area features a spacious gray sectional sofa and two stylish armchairs. A round coffee table sits on a textured area rug, while a wall-mounted electric fireplace adds warmth. Large windows provide views, and contemporary artwork complements the sleek design.

Condo in Riverside

Brand New Riverside Retreat | Stylish 2BR +Parking

A comfortable seating area is situated by a large window, featuring a light grey cushion with colorful peacock-patterned pillows on either end. Natural light filters through the window, illuminating the space and providing a view of the outside.