Pet-friendly vacation rentals in Windsor

4.96 out of 5 average rating, 314 reviews

The exterior of the two-story property features light blue siding and a decorative gabled roof. A covered porch with a white railing and steps leads to the entrance. A wooden gate is visible to the side, providing access to the backyard.

Apartment in Walkerville

OLDE WALKERVILLE, Windsor, Ontario

Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.

4.88 out of 5 average rating, 253 reviews

A Spacious Escape: Pool Table, Patio & Big Kitchen

Discover the perfect blend of comfort and entertainment in this spacious, modern home! Enjoy a massive 1600 sq.ft open-concept living area, with a sleek pool table, plush seating, and a fully stocked kitchen ideal for gatherings. Step out to a large private patio with a BBQ—great for dining or lounging. Unwind in the large 4-piece bathroom and retreat to cozy bedrooms after a day of adventure. Located minutes from Caesars, the Aquatic Centre, University of Windsor, and Detroit skyline views!

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.

4.95 out of 5 average rating, 154 reviews

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.

4.85 out of 5 average rating, 108 reviews

A spacious outdoor deck is visible, featuring a fire pit surrounded by seating. Lounge chairs and a dining table with chairs occupy the area, while a barbecue grill is positioned nearby, all set against a scenic view of the lake.

Home in Belle River

Breathtaking Waterfront Home

*PERFECT SUMMER SWIMMING & LAKE LIFE* *SHALLOW SANDED WATERFRONT* *BOAT & JETSKI RENTAL 3 min away* Relax with the whole family in a Peaceful Oasis! Amazing 3 bed 3 bath home features water views from all rooms! Wake up to the most scenic views overlooking Lake. St Clair & enjoy watching the wildlife & nature. Fully finished & equipped, ready for a quick get away or longer stays. Perfect for couples or families. Located close to various amenities and restaurants. Free parking for many cars.

4.92 out of 5 average rating, 180 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.

Home in Belle River

2 bedroom Getaway/Lake St. Claire, Canada/kayak

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.

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

Perfectly positioned on the outskirts of the historic town of Amherstburg and with beautiful views of the Detroit river. A cozy cottage 5 mins from great restaurants, coffee shops and boutique shops of Amherstburg. Relax by the pool or head into town for a walk along the water front. This is the perfect relaxation spot for couples and families! Windsor/Essex is well known for the wonderful wineries/ breweries and sight seeing in that area and our Air BnB is not far from all that and more.

4.94 out of 5 average rating, 210 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.

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, 113 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!

5 out of 5 average rating, 122 reviews

A comfortable living area features a leather sofa and patterned armchairs, with a glass coffee table at the center. A ceiling fan hangs above, and the space is illuminated by recessed lighting. An open kitchen with modern appliances is visible in the background.

Apartment in Amherstburg

Navy Yard Flats (Flat A) - Historic Amherstburg

Brand new, ready to receive guests in May of 2018. We've created a modern space to welcome guests. 2 BR apartments alongside the Detroit River and Navy Yard Park across the street. Think of it as your home away from home! You'll find a quiet place decorated with photos that celebrate Amherstburg's rich history! Located in downtown Amherstburg, with a restaurant below. You're a short walk to many local attractions in town and a 20 min drive to Windsor or Detroit!

5 out of 5 average rating, 230 reviews

A spacious living area features a dark sectional couch, a white coffee table, and a TV stand with a flat-screen television. Soft lighting is provided by a floor lamp, while wall art and plants add a touch of color and warmth to the neutral-toned walls.

Home in Ferndale

Little House on Laprairie

This cozy 1 story, 2 bedroom 1 bathroom bungalow has been recently renovated (2022) with all new appliances and updated finishes. A short walk to downtown Ferndale is where you’ll find plenty of shops, restaurants, coffee houses and bars. Downtown Detroit is 11 miles away and a quick 15 minute drive. Our home is perfect for couples, small families, business travelers and LGBT travelers. The large fenced backyard is perfect for your house trained dog.

4.95 out of 5 average rating, 112 reviews

The loft showcases an open living space with warm wooden floors and a cozy sofa. A stylish chandelier hangs above the kitchen area, which features wooden cabinetry and colorful tile accents. A kitchen island is positioned near the seating area, providing an inviting space for dining or working.

Loft in Walkerville

OldeWalkerville Loft Gem on the River

This loft is available for longer stays/ monthly rental. Private sunny deck entrance. Parking on site. Bell’s fastest fibe internet. Perfect home/ artist, office space Beautifully restored 1902 Grande Queen Ann loft with all new amenities. Windows and skylights look over the Detroit River. Enjoy 800 sqft balloon framed open studio style space with private laundry. River walk trail outside your door. In the heart of popular Olde Walk

4.88 out of 5 average rating, 221 reviews

Villa in LaSalle

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 pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 118 reviews

A comfortable living space is presented with a sectional sofa adorned in blue and white, complemented by a light area rug featuring abstract patterns. A flat-screen television is mounted on the wall, and a dining area with wooden chairs is visible, inviting relaxation and social interaction.

Home in Taylor

Comfort 10 min from DTW airport

4.99 out of 5 average rating, 114 reviews

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.

Home in Detroit

Huge Historic Home w Huge Yard

4.87 out of 5 average rating, 23 reviews

Home in Amherstburg

Bright & Luxurious Home with Office Space

4.79 out of 5 average rating, 489 reviews

The living area features exposed brick walls and warm hardwood floors. A comfortable couch is complemented by decorative pillows. A coffee table with decorative items sits atop a patterned rug. A dining area with wooden chairs and high-top table is visible in the background, alongside an open kitchen.

Home in Midtown

Rennovated Midtown Historic Flat with 2 Full Baths

4.88 out of 5 average rating, 153 reviews

A cozy living area features a gray sectional sofa facing a wooden coffee table. Natural light filters through large windows with sheer shades, creating a bright atmosphere. A decorative rug adds texture, while a simple shelf displays framed artwork against a smooth wall.

Home in Detroit

Art filled townhouse in Detroit

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 LaSalle

Turkey Creek Hideaway

4.94 out of 5 average rating, 229 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!

4.71 out of 5 average rating, 112 reviews

A spacious bed is dressed in a deep blue quilt, complemented by various patterned pillows. A decorative pillow with the word 'LOVE' positioned against a soft headboard adds a charming touch. To the side, a small table and a light-colored chair with a nature-themed cushion are visible.

Home in Trenton

Take Time in Trenton

Pet-friendly home rentals with a pool

4.95 out of 5 average rating, 37 reviews

The modern cottage features a combination of dark blue and wood paneling, surrounded by greenery and decorative shrubs. A vibrant red umbrella offers shade near the entrance, while flat stones create a pathway leading to the front door, enhancing the welcoming exterior.

Cottage in Lakeshore

Beautiful modern cottage located on a golf course

5 out of 5 average rating, 3 reviews

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.

Home in LaSalle

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

A serene view of the illuminated pool surrounded by a partially landscaped patio area. Lounge chairs are arranged beside the pool, with soft lighting reflecting off the water. Trees and a fence frame the background, adding privacy to the outdoor space.

4.73 out of 5 average rating, 15 reviews

Luxury Modern smart home for vacation

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.

4.98 out of 5 average rating, 46 reviews

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

A vibrant outdoor area features a pool surrounded by sun loungers and colorful chairs. String lights adorn the space, enhancing the evening ambiance. A pool table is positioned nearby, offering additional recreational options. The backdrop includes a spacious house with multiple windows reflecting soft twilight.

4.85 out of 5 average rating, 75 reviews

Staycation Windsor

4.81 out of 5 average rating, 139 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

4.96 out of 5 average rating, 50 reviews

Cottage in Belle River

Hummingbird Haven Cottage - Rochester Place Resort

5 out of 5 average rating, 7 reviews

Cabin in Belle River

Log Cabin Bliss with Pool-Perfect for Groups

Private, pet-friendly home rentals

A single-story home features light gray siding and a welcoming front porch with decorative railing. Two large windows illuminate the entryway, while a small bush adds greenery to the landscape. The well-maintained lawn is bordered by mature trees, providing shade.

4.97 out of 5 average rating, 37 reviews

Stay on Larkin

4.92 out of 5 average rating, 24 reviews

A comfortable living area is arranged with dark leather sofas surrounding a coffee table atop a patterned area rug. Mirrored walls reflect natural light, and a doorway leads to the kitchen. Potted plants add greenery to the space.

Apartment in Windsor

3 Bedroom- 3 Bath Penthouse

5 out of 5 average rating, 31 reviews

Apartment in Tecumseh

Southwest Suite Tecumseh, Canada

5 out of 5 average rating, 12 reviews

Windsor Gem - Pets, Office, Parking.

4.91 out of 5 average rating, 45 reviews

A modern living area features a cozy fireplace set within a stone surround. A large television displays a vibrant nature scene above the fireplace. A patterned chair adds seating beside a coffee table, while natural light filters through vertical blinds, illuminating the wooden flooring.

Home in Tecumseh

Cozy Tecumseh home

5 out of 5 average rating, 60 reviews

The outdoor area features a smooth stone patio surrounded by trees and grass. A brick wall provides privacy, while a wooden bench and two chairs offer seating options. A sliding glass door leads to the interior, enhancing the connection between indoor and outdoor spaces.

Cottage in Belle River

Urban Cottage Adorable Shabby Chic Getaway for 2

4.81 out of 5 average rating, 31 reviews

Home in Walkerville

Chic and Cozy Walkerville Retreat! 3beds, 2 Baths

The exterior of a charming two-bedroom house is presented, featuring a well-maintained lawn bordered by trees. A concrete pathway leads to the front door, while a fenced area provides an enclosed yard space. Sunlight illuminates the facade, enhancing the inviting appearance.