House vacation rentals in Windsor

A bright living area features a blue sectional sofa positioned beside a modern, round coffee table. Natural light enters through large windows, illuminating the space. A sleek fireplace and a mounted television are visible along the white brick wall, creating a cozy gathering spot.

4.83 out of 5 average rating, 278 reviews

Walkerville Charm Home

This stunning 4 bedroom, 6 bed home is dressed to impress! We have spared no detail to ensure your comfort, including: *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 10 people; * a kids' korner for playtime; * and+++ *Note: Hot tub not available

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, 128 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

4.93 out of 5 average rating, 106 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 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.

4.8 out of 5 average rating, 209 reviews

Beautiful Oasis w/Heated Private Pool & Sunroom!

*HEATED POOL IS OPEN APRIL 1 - OCT 31* 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!

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.

4.93 out of 5 average rating, 184 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, 112 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, 127 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.

4.9 out of 5 average rating, 213 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, 205 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

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, 142 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.

A cozy living area features a dark sofa complemented by light blue accent chairs. A circular coffee table sits on a patterned rug, with a large wall-mounted TV visible above. Greenery from a potted plant adds a touch of vibrancy to the space.

4.95 out of 5 average rating, 168 reviews

"The Oasis" a Walkerville dream / 2 Bed - 1 Bath

Kick back and relax in this calm, stylish space. This uniquely renovated century home is located in the heart of Old Walkerville and is just a few steps from all the beauty this area has to offer. DISTANCES TO: Casino - 2 minutes Downtown - 2 minutes Hospital - 5 minutes Detroit - 10 minutes Ford Field - 12 minutes Little Ceasers Arena - 12 minutes

A comfortable living room area is shown, featuring a gray sectional sofa and a blue armchair. A round wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Soft lighting enhances the inviting atmosphere.

4.96 out of 5 average rating, 115 reviews

little cozy house 2 bedroom

Cozy 2-Bedrooms dwelling unit with Spacious Living Area – Perfect for Relaxing Welcome to our charming two-bedrooms dwelling unit , thoughtfully designed to offer you a warm and inviting stay. Ideal for couples, small families, or business travelers, our home provides a comfortable retreat with all the amenities you need.

Popular amenities for Windsor house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 61 reviews

A modern living room features two black leather sofas positioned adjacent to a glass-top coffee table. The space is illuminated by natural light through two windows, accented by light grey walls and a plush area rug underneath.

Home in Detroit

Cute & Cozy 3bdrm, 1 bath. 12 mins to Downtown.

4.86 out of 5 average rating, 97 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

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, 19 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, 31 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.

4.96 out of 5 average rating, 28 reviews

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

4.91 out of 5 average rating, 116 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, 91 reviews

Belanger Air BnB

Weekly house rentals

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.

4.79 out of 5 average rating, 39 reviews

Paradise Home - Home Away From Home

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

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.

4.88 out of 5 average rating, 52 reviews

Trendy Home Spacious Backyard Historic Walkerville

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 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 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, 43 reviews

Happy Trails Inn

A well-lit living room features a brown leather sofa and a coffee table positioned on a natural fiber rug. Large windows adorned with light curtains allow sunlight to fill the space, while a potted plant adds a touch of greenery. Decorative wall elements enhance the room's character.

4.54 out of 5 average rating, 28 reviews

Stylish Apt Near Downtown- Ideal for Long Stays!

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

A well-maintained garden showcases a variety of colorful flowers, including purple blooms and lush greenery surrounding a small white statue. The brick house features a welcoming porch with large windows and a manicured lawn, creating an inviting outdoor space.

4.68 out of 5 average rating, 37 reviews

House opposite the Marina

5 out of 5 average rating, 23 reviews

JP's Dream House

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, 82 reviews

Lakeshore Park lakeside getaway.

A living room is depicted with a grey sofa adorned with yellow throw pillows. A light wood coffee table sits in front of the sofa, while a large smart TV is mounted on the wall, displaying a nature scene. A potted plant adds a touch of greenery to the space.

4.88 out of 5 average rating, 72 reviews

Navy gold dream - 2 bedroom house w/ work station

A well-lit sleeping area features a spacious bed with crisp white linens and decorative pillows. Two soft-lit lamps illuminate the bedside, and green plants add a natural touch. A serene artwork hangs above the bed, depicting a boat against a tranquil background.

4.92 out of 5 average rating, 75 reviews

Cheerful & cozy downtown 2-bedroom home

5 out of 5 average rating, 63 reviews

A spacious backyard is surrounded by greenery and trees, featuring a cozy seating area under a gazebo. A fire pit is situated next to a wooden bench, inviting outdoor gatherings. The house's exterior displays a combination of wood and modern finishes, creating an inviting atmosphere.

Home in Spring Garden

Turkey Creek Hideaway

Home in South Walkerville

A light-filled living area features a neutral sofa and a modern armchair, paired with a round coffee table atop an area rug. Large windows provide views of the outdoor greenery, while a brick fireplace adds a touch of warmth to the space.

4.87 out of 5 average rating, 70 reviews

Cozy, Modern 2BR w/ Remote Workspace, Patio & Gym

The spacious living area features a light-colored sectional and sofa, both adorned with soft pillows. A coffee table sits centrally on a decorative area rug. The walls are painted in a soft hue, with recessed lighting illuminating the room. Access to the kitchen can be seen in the background.