House holiday rentals in Windsor

4.94 out of 5 average rating, 217 reviews

A modern bathroom features a spacious deep soaking tub and a walk-in shower with clear glass doors. Sleek gray tiles cover the floor and walls, while a large vanity with storage provides ample space. Soft lighting creates a calming ambiance.

Home in Ecorse

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

Stylish ranch. Sits on a quiet one way street just a few minutes from Detroit. High speed wi-fi and 55 inch smart TV. Spa-like bathrooms, deep soaking tub, mood lights, 2 person shower and Bluetooth speakers and towel warmer. His and Hers bathrobes. Full wetbar and stocked bar fridge. Stainless steel washer and dryer with all the supplies. 2 bedrooms, brand new Queen mattresses and linens. Towels and other linens also available. Pack and Play, large dog kennel on site. Iron firepit and chairs.

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.

4.97 out of 5 average rating, 135 reviews

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, 115 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.

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, 157 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!

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.

4.94 out of 5 average rating, 191 reviews

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.

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.

4.99 out of 5 average rating, 120 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!

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.

4.84 out of 5 average rating, 129 reviews

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

Romantic and soothing discreet hideaway. Come to relax, reunite and enjoy the night. This beautiful unit features: -private backyard Oasis with Hot tub, cedar Gazebo, outdoor Tv and sound bar, 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.

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.

4.96 out of 5 average rating, 109 reviews

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.

4.89 out of 5 average rating, 224 reviews

A spacious living area with modern furnishings is visible. A dark sectional sofa and a matching ottoman are arranged near a large window, with natural light illuminating the space. A mounted television is positioned on the wall opposite a dining table set with plates and glasses.

Home in Downtown Windsor

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!

4.97 out of 5 average rating, 208 reviews

A spacious living area features a sectional sofa and a coffee table, with soft lighting provided by a pendant light. A dining table with white chairs sits nearby, and an image of a bridge adorns the wall, contributing to a modern and inviting atmosphere.

Home in Forest Glade

Shalom - Modern Spacious Home, 4BR + 4Beds + 3BA

A beautifully renovated house with a modern finish that lies within Forest Glade, East Windsor Ontario Canada. The 4 bedrooms, 3 bathroom and sofa bed house is plentiful in space for guests and is perfect for families, business travellers, and front line workers. During your stay, we provide the essentials from toilet paper to towels and linens in order for your stay to be as trouble-free as possible. With that being said, we welcome you to come

4.94 out of 5 average rating, 327 reviews

The exterior of a white bungalow is showcased, featuring a peaked roof and black accents. A wooden fence provides privacy, while vibrant greenery and landscaping enhance the curb appeal. Large windows allow for ample natural light, framing the home's inviting entrance.

Home in Corktown

Minty Corktown Retreat with Garden

Located in Detroit's Corktown historic district, a victorian bungalow home originally built in 1893 and renovated with a mid-century, eclectic contemporary interior. Enjoy a small outdoor garden for summer meals outside and across the street from a city park with a playground. Walking distance to Michigan Central and Michigan Ave. - Alba Coffee, Ima, Slow's BBQ, Motor City Wine, Mercury Bar, and more. One mile from downtown and riverfront.

The kitchen features a large island with modern seating, complemented by sleek cabinetry and stainless steel appliances. A brick accent wall adds texture, while natural light floods the space through a nearby window overlooking the quiet neighborhood.

4.95 out of 5 average rating, 149 reviews

Windsor Castle is Waiting for You

Beautiful newly renovated bungalow house one-and-a-half stories. Stay at this beautiful and spacious an open, inviting floor plan cozy castle with a huge kitchen, tower-bedroom, sauna, and all necessities. 3 modern bathrooms. 3 bedrooms with queen size beds. 3 sofa beds in the living room and dine in kitchen. Perfect place for a family or work trip. Located in a quiet neighborhood.

Popular amenities for house rentals in Windsor

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated sports pool, surrounded by a spacious patio area, is complemented by comfortable seating options including loungers and umbrellas. A contemporary pool house with large windows is visible in the background, featuring a clean design that enhances the outdoor space.

4.95 out of 5 average rating, 21 reviews

The Grand River Retreat. Pool/ hot tub avail Sep

The exterior of a single-story home is shown, featuring a spacious driveway lined with paving stones. Lush greenery, including a large evergreen tree and manicured shrubs, frames the entrance, which includes a blue door and large front windows under a lightly clouded sky.

4.58 out of 5 average rating, 33 reviews

Luxury at its finest (Windsor) Swimming Pool

A two-story brick house is framed by lush green landscaping. Large front windows allow natural light to fill the interior. A driveway leads to a two-car garage, while decorative stones and various shrubs add visual interest to the front yard.

5 out of 5 average rating, 3 reviews

Warm&Bright Upper Unit | Pool+Coffee+Big Driveway

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.

4.97 out of 5 average rating, 38 reviews

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

4.81 out of 5 average rating, 48 reviews

An aerial view showcases the Orchard House with a spacious layout, featuring a saltwater pool surrounded by loungers and umbrellas. Mature trees provide greenery around the property, while a fire pit area with seating is visible. The driveway leads up to the elegant structure.

Home in Kingsville

The Orchard House With Salt Water Pool

4.92 out of 5 average rating, 118 reviews

The exterior of a two-story brick home features large windows framed by wooden shutters. A stone pathway leads to the entrance steps, which are flanked by neatly landscaped flower beds and ornamental plants in decorative pots. The entrance is inviting, with a warm color palette.

Home in Malden

The Ambassador Estate Inn

A spacious outdoor pool is highlighted under clear blue skies. Several lounge chairs are positioned poolside, providing ample seating for relaxation. The surrounding area features well-maintained greenery and a fence that encloses the space.

4.98 out of 5 average rating, 95 reviews

Belanger Air BnB

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.

4.62 out of 5 average rating, 21 reviews

Architectural Gem | Direct-Entry Pool

Weekly house rentals

5 out of 5 average rating, 35 reviews

JP's Dream House

A cozy living area features comfortable seating with dark leather chairs and a sectional sofa. A glass dining table is set for four, with a view of a television and a doorway leading to a bedroom in the background, complemented by soft wall colors.

4.82 out of 5 average rating, 44 reviews

Paradise Home - Home Away From Home

A modern dining area is highlighted by a glass tabletop, showcasing a sleek vase filled with fresh herbs. Exposed brick walls provide a warm contrast to the contemporary kitchen visible in the background, featuring white cabinetry and a stylish clock on the wall.

4.89 out of 5 average rating, 57 reviews

Trendy Home Spacious Backyard Historic Walkerville

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.

5 out of 5 average rating, 14 reviews

Key West Cottage

5 out of 5 average rating, 38 reviews

The exterior of The Stone Cottage is highlighted by its striking stone façade and black shutters. A covered porch extends across the front, supported by decorative beams. Potted plants flank the entrance, while a brick-paved walkway leads to the entry door, enhancing the inviting atmosphere.

Home in Amherstburg

The Stone Cottage

A modern two-story home displays a light grey façade with a distinct peaked roof. A large central entrance is framed by elegant stone accents. A vehicle is parked in the driveway, while the surrounding area features unlandscaped grounds and nearby homes, enhancing the neighborhood feel.

5 out of 5 average rating, 44 reviews

Happy Trails Inn

A modern living area features a gray sectional sofa positioned in front of a low black table. The wall is adorned with a piece of abstract art. Light-colored walls and a doorway leading to another room enhance the spacious feel, complemented by plush carpeting.

4.76 out of 5 average rating, 49 reviews

Brand new basement- Entire place

A cozy living area features a comfortable brown sofa alongside two yellow chairs. A rounded coffee table sits in front of the sofa, and natural light fills the space through large windows, which overlook a garden area. Neutral tones create a welcoming atmosphere.

4.82 out of 5 average rating, 34 reviews

The Hipster House

Private house rentals

5 out of 5 average rating, 5 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

Four black Adirondack chairs are arranged on a wooden deck overlooking a tranquil lake. A small table is positioned between the chairs, and a large umbrella provides shade. The calm water stretches into the distance under a clear blue sky.

4.98 out of 5 average rating, 86 reviews

Lakeshore Park lakeside getaway.

4.84 out of 5 average rating, 19 reviews

The exterior view showcases a contemporary bungalow with a brick façade and large front windows. A landscaped yard is visible, featuring greenery and flower beds. A pathway leads to the entrance, bordered by small white stones, creating a welcoming approach.

Home in South Windsor

Spacious 3BR main floor |central location - UNIT A

A living room is shown with light-colored walls and hardwood flooring. A beige sofa is positioned in the center, with two patterned yellow chairs flanking a simple wooden coffee table. A framed artwork with a floral design hangs above the sofa, and greenery is visible from a nearby window.

5 out of 5 average rating, 23 reviews

Spacious 3-Bed Home in S windsor

4.89 out of 5 average rating, 56 reviews

A welcoming exterior view of a charming house features a covered front porch with wooden railings. The entrance is highlighted by a white door, flanked by bouquets of colorful flowers in hanging pots. Lush green landscaping surrounds the stone pathway leading to the porch.

Home in Downtown Windsor

Cozy corner home in Windsor

4.74 out of 5 average rating, 39 reviews

A bright living room is filled with natural light from tall windows. Two pieces of abstract artwork adorn the wall above a dark coffee table, which is surrounded by light-colored seating. Textured rugs cover the floor, adding warmth to the space.

Home in South Windsor

Charming urban retreat

4.75 out of 5 average rating, 71 reviews

Home in Kingsville

“Evergreen Echo”Kingsville | Leamington | Homestay