House vacation rentals in 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, 156 reviews

Beautiful 3Bedroom 2Bath Home free parking&laundry

Welcome to our spacious Midtown home away from home (duplex) featuring 2 floors of living(main & upper)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 shared 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 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, 131 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.

4.8 out of 5 average rating, 211 reviews

Cozy & Spacious Family Home w/Fireplace & 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.

4.94 out of 5 average rating, 187 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, 116 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, 128 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, 105 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, 219 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!

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, 145 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.

4.94 out of 5 average rating, 171 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.

4.93 out of 5 average rating, 126 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, 62 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

Warm & Cozy for the Holidays. 12 mins to Downtown.

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

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

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 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, 32 reviews

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

4.91 out of 5 average rating, 117 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, 94 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.

4.58 out of 5 average rating, 19 reviews

Architectural Gem | Direct-Entry Pool

Weekly house rentals

A bright living area features a glass coffee table with a small potted plant and a remote control. A dark rug covers the wooden floor. A television is positioned on a stand against the wall, while large curtains frame a window, allowing natural light to enter.

4.74 out of 5 average rating, 35 reviews

Affordable 1BHK close to Casino, Riverside & USA.

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, 54 reviews

Trendy Home Spacious Backyard Historic Walkerville

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

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

5 out of 5 average rating, 12 reviews

Modern 1 Bedroom Loft in Sandwich Town - Windsor

4.82 out of 5 average rating, 17 reviews

Private Clean Suite Getaway |Work & Relax in Style

A spacious living area features a cozy fireplace framed by art pieces. Natural light filters through large windows, illuminating comfortable seating arrangements. A stylish area rug complements the decor, while a touch of greenery adds a vibrant element to the inviting atmosphere.

4.82 out of 5 average rating, 55 reviews

The Ambassador’s Stay • Bright 3BR Family Retreat

A compact bathroom area is visible, features a white washing machine tucked away behind a mirrored sliding door. Light-colored cabinetry and a countertop are present, along with a toilet and a small area rug on the floor. The walls are painted in a soft shade.

5 out of 5 average rating, 24 reviews

Peace House

Private 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.

4.8 out of 5 average rating, 41 reviews

Paradise Home - Home Away From Home

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, 85 reviews

Lakeshore Park lakeside getaway.

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, 76 reviews

Cheerful & cozy downtown 2-bedroom home

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, 22 reviews

Spacious 3-Bed Home in S windsor

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

5 out of 5 average rating, 6 reviews

A glass bowl holds pinecones and decorative elements, placed on a wooden table. In the background, a fireplace is framed by a stone mantel, with a decorative piece above it. A green seating area is visible, complemented by natural light filtering through a window.

Home in Forest Glade

Beautiful basement apartment on the east end

The living area features a comfortable seating arrangement with tufted gray sofas adorned with yellow and white cushions. A coffee table sits center stage, surrounded by decorative items. Soft lighting is provided by a floor lamp, and a potted plant adds a touch of greenery.