Holiday rentals with a patio in Windsor

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, 209 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.

Farm stay in Essex County

A covered outdoor seating area features a cozy arrangement of a sofa and decorative pillows, illuminated by string lights. The space is surrounded by lush greenery, with a landscaped patio and wooden railing adding to the inviting ambiance.

5 out of 5 average rating, 172 reviews

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

4.83 out of 5 average rating, 117 reviews

A private guest suite features a spacious bed with a dark blue coverlet, a cozy sofa, and a TV mounted on the wall. Natural light enters through large sliding doors, complemented by dark blue curtains. A small round table stands nearby, adding to the inviting atmosphere.

Guest suite in Windsor

Private Perfect for professionals!

Discover comfort in this private guest suite w/ self-check-in and a separate entrance, located in the tranquil Southwood Lakes neighborhood. Close to golf courses and Devonshire Mall, it’s perfect for relaxation or exploring nearby amenities. Enjoy a swivel mount TV with Netflix and Amazon Prime from the cozy sofa or bed. Step into the spacious backyard with a stunning gazebo and elegant seating, ideal for unwinding. Luxury bathroom w/ supplies. Coffee bar! Book your peaceful escape today!

Cabin in Jefferson Chalmers

A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.

4.98 out of 5 average rating, 107 reviews

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

4.97 out of 5 average rating, 145 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

4.94 out of 5 average rating, 122 reviews

An outdoor dining area is set with a red table and chairs under a retractable awning. The grey exterior of the lodge is framed by a manicured lawn and wooden fencing, creating a secluded and private atmosphere. Natural light enhances the inviting space.

Home in South Windsor

Luxury 2BR home with high ceilings and BBQ w/patio

Labelle Lodge invites you to this bright home with 2 spacious bedrooms and a living area with high ceilings and tons of natural light. Nestled amongst majestic trees, the serene getaway is just 7 minutes away from the US border. Conveniently located near EC Row, you’re minutes away from the Riverside and the entertainment district. Enjoy high speed internet and two smart TVs with all your streaming apps. Indulge in the outdoor dining area and experience the tranquility of South Windsor.

4.92 out of 5 average rating, 165 reviews

A serene backyard features a circular arrangement of four light-colored Adirondack chairs surrounding a fire pit. Lush green grass extends toward a calm river, with kayaks and paddle boards visible in the distance, framed by trees and bushes, creating a tranquil outdoor space.

Cottage in Belle River

2 bedroom Getaway/lake St.Clair/boatslip

Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

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, 165 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!

4.94 out of 5 average rating, 192 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.

4.96 out of 5 average rating, 114 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 luxury 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. Rest easy on two plush queen beds in this stunning retreat.

4.96 out of 5 average rating, 101 reviews

A cozy living area features a light-colored sectional sofa adorned with patterned pillows. A modern glass coffee table sits in the center, complemented by a decorative plant on the side. Exposed brick walls add texture, while a window with an arch design enhances natural light.

Townhouse in Walkerville

Cozy Downtown Walkerville Home

Welcome to your perfect home away from home in the heart of Windsor! This charming and cozy residence offers the perfect blend of comfort, style and convenience making it an ideal spot for both short and long stays. Whether you're in town for business, leisure, or a family visit, you'll find everything you need to feel right at home. Situated downtown Windsor just minutes from the VIA train station, Casino Windsor, Detroit tunnel and great popular restaurants

4.87 out of 5 average rating, 208 reviews

Villa in Windsor

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Headline: ♨️ The Ultimate Chill: Hot Tub, Lake Views & Cozy Vibes Embrace the beauty of winter at our waterfront home. Don't let the cold stop you—this is the best time of year to visit! Watch the dramatic winter waves or brave the crisp air for a dip in our bubbling hot tub. We’ve curated the perfect space for you to disconnect and recharge. Bring a good book, a bottle of local wine, and enjoy the absolute silence of winter by the water.

Popular amenities for Windsor Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.94 out of 5 average rating, 146 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

4.86 out of 5 average rating, 73 reviews

A modern living area features a plush orange sofa facing a wall-mounted television. Natural light enters through large windows, which are framed by light grey curtains. A neutral-toned area rug lies beneath a coffee table, enhancing the spacious feel of the room.

Apartment in Windsor

Rare find by the Riverside

4.89 out of 5 average rating, 153 reviews

A cozy living area features a gray sectional sofa and a large ottoman, positioned on a woven rug. Natural light fills the space through glass doors that lead to a private balcony, framed by light gray curtains. A tall potted plant adds a touch of greenery.

Apartment in Midtown

Midtown Magic, *private balcony, gated parking

4.94 out of 5 average rating, 170 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

4.83 out of 5 average rating, 111 reviews

A spacious studio apartment features a comfortable bed with crisp white linens and a cozy gray blanket. Soft lighting from bedside lamps illuminates the room, which includes a wooden dresser and armchair. An entryway is visible in the background, along with a kitchenette area.

Apartment in Detroit

Midtown Gem – Walkable & Bright Hotel Style Unit

4.94 out of 5 average rating, 112 reviews

The kitchen is equipped with modern appliances, including a gas stove, refrigerator, and coffee maker. Wooden shelves hold dishware, while a black sink is positioned below a window that allows natural light. A patterned rug adds warmth to the space.

Apartment in Woodbridge

1BR Urban Oasis: Downtown Detroit w/ Firepit!

4.86 out of 5 average rating, 140 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

4.97 out of 5 average rating, 31 reviews

A tranquil Zen garden is depicted, featuring a decorative stone path winding through lush greenery. A seated Buddha statue is centered among flowering plants, with a small bistro table and two chairs nestled beside a wooden fence, creating a serene outdoor retreat.

Apartment in Walkerville

Charming Olde Walkerville Retreat

Holiday House Rentals with a Verandah

5 out of 5 average rating, 6 reviews

A spacious bedroom is filled with natural light, featuring a large bed adorned with a soft throw blanket and decorative pillows. Artwork in vibrant red tones hangs above the bed, complemented by tall curtains. A plush ottoman and bedside table with a lamp add functional touches.

Home in Downtown Windsor

City Center Cozy 3 Bdrm + Loft

4.97 out of 5 average rating, 38 reviews

A neatly arranged bedroom features a spacious bed with white linens and decorative pillows. Two bedside lamps provide soft lighting, and a nautical-themed print is displayed above the bed against light gray walls. Wood flooring complements the calm and inviting space.

Home in Belle River

Ruscom River Retreat Co.

5 out of 5 average rating, 7 reviews

4B 3.5B New Listing! Dream Home

4.98 out of 5 average rating, 40 reviews

A spacious living room features a large sectional couch and a coffee table, with a television displaying a beach scene. Bright natural light enters through the window, which is complemented by light curtains. The polished wooden floor adds warmth to the space.

Home in Riverside

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

4.98 out of 5 average rating, 191 reviews

A dining area with a wooden table is set with place settings and greenery. Two green velvet armchairs face a large area rug, while framed artwork hangs on the walls. A wall-mounted television displays a nature scene, and soft lighting creates a comfortable ambiance.

Home in Wyandotte

Ranch 2 Bedroom| Winter Escape Near DTW| SuperHost

4.86 out of 5 average rating, 115 reviews

A two-story house features a blue exterior with white trim and a welcoming front porch. A black car is parked in the driveway, which leads to a garage. Lush greenery surrounds the property, creating a serene environment.

Home in Core City

New Core City Home + Garage

A well-appointed bedroom features a wooden sleigh bed adorned with decorative cushions. Two bedside lamps provide soft illumination on matching nightstands. A patterned area rug lies on the warm-toned wooden floor, adding comfort and style to the space.

4.89 out of 5 average rating, 46 reviews

Full house, 3 BDR, 2WR, free Parking , extra beds

A modern retreat is highlighted by a sleek, heated pool reflecting the evening sky. Floor-to-ceiling windows provide glimpses of illuminated indoor spaces, while a rooftop terrace is accessible. A landscaped patio is bordered by a wooden fence, offering privacy.

4.7 out of 5 average rating, 27 reviews

Architectural Gem | Direct-Entry Pool

Holiday condos with a patio

4.86 out of 5 average rating, 29 reviews

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.

Condo in Eastern Market

3-Story Penthouse w/ Roofdeck

The bathroom features a freestanding tub complemented by a modern gold faucet. A sleek vanity with gold hardware and a white countertop is positioned adjacent to a shower with glass doors. Hexagonal black tiles cover the floor, while a window allows natural light to fill the space.

Condo in Walkerville

The Walkerville Suite Windsor

4.98 out of 5 average rating, 40 reviews

Condo in Corktown

Glamorous Corktown Brownstone | Private Rooftop

A welcoming living room features a comfortable seating arrangement with a sofa and loveseat, complemented by a patterned area rug. Natural light enters through two large windows, while a television is positioned on a wooden stand in the corner. A charming chandelier provides additional lighting.

Condo in Wyandotte

4.78 out of 5 average rating, 67 reviews

Duplex Near Quiet Downtown

4.89 out of 5 average rating, 103 reviews

The historic Beaubien Estates showcases a striking Victorian-style facade with intricate brickwork and teal accents. The house features a prominent rounded tower and large windows, framed by a decorative wrought iron fence and landscaped gardens that enhance its elegant presence.

Condo in Brush Park

A Detroit Gem! Walk to DT & Stadiums Luxury Estate

4.81 out of 5 average rating, 63 reviews

The front of a three-story historic brick house is displayed, featuring a decorative yellow and blue gabled roof. A welcoming porch with white columns and steps leads to the entrance, alongside a small sculpture and well-maintained lawn.

Condo in Woodbridge

Historic Unit at the Lorax Themed House w/ Balcony

Condo in Milwaukee Junction

The open living area showcases exposed brick walls and a stylish ceiling fan. A dark wood dining table surrounded by four chairs sits on a large area rug. Large windows provide natural light, while a contemporary kitchen counter is visible in the background.

4.98 out of 5 average rating, 40 reviews

Classy Loft above Chic Cocktail Bar