Pet-friendly holiday rentals in Windsor

4.96 out of 5 average rating, 316 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.

Flat 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, 254 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, 157 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.

4.87 out of 5 average rating, 130 reviews

A spacious deck is shown with several comfortable seating options facing the lake. A small table stands in the center, while soft lighting highlights the space. The view showcases a serene sunset over the water, providing a tranquil outdoor experience.

Home in Belle River

BEAUTIFUL WATERFRONT HOME W/ LAKE ST. CLAIR VIEWS!

*BOAT & JETSKI RENTAL 3 min away* *PERFECT FOR SWIMMING- SHALLOW SANDY WATERFRONT* Wake up to the incredible views of Lake St.Clair with beautiful sunrises & sunsets! Peaceful & lovely ambiance w/ outdoor hot tub overlooking the lake. 3 bed 1.5 bath. Amazing master suite with a walk out patio/balcony with breathtaking water views.Bathroom features a large 2 person jacuzzi tub!Kitchen w/ eating island, cozy living room & 3 dining spaces. private oasis, you will feel like you are a world away!

4.91 out of 5 average rating, 183 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.

4.96 out of 5 average rating, 107 reviews

A living area is highlighted by large windows offering a panoramic view of the water. Comfortable seating is arranged with two sofas and a bar area featuring three stools. Nautical décor and wooden beams enhance the cozy ambiance of the space.

Home in Amherstburg

The Boat House with a water view

This unique place boasts a 170 degree water view, including part of the St. Lawrence Seaway. Welcome to the Boat House. This nautical themed home features a loft bedroom with a spiral staircase, full kitchen and bathroom. A quick walk into the historic town, you will have lots to explore. Also, a short drive to so many wineries. Come sail away in our home, featuring over 15 different ships on display, you will have lots to view in spacious comfort, relaxing after a busy day exploring.

4.94 out of 5 average rating, 212 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.

4.87 out of 5 average rating, 165 reviews

The upstairs bedroom features two double beds, each dressed in white linens with soft, fur throws draped on top. Light fills the space through large sliding glass doors leading to a balcony, with nature-themed wall art accentuating the neutral decor.

Home in LaSalle

Quiet LaSalle Newly Renovated Entire Country Home

Completely renovated home! Sleeps 4 (can be rented with B&B next door for a party of 12). All new furniture. Decor is cottagy with a contemporary/elegant flair! Located in LaSalle near Amherstburg on a country lot. 20 minute drive to the casino. Walk in the field or have a glass of wine on the deck overlooking the field. Close to Ambassador Bridge, Wineries. Large parking lot available for large vehicles/trucks/trailers. Upstairs bedroom has 2 double beds, main floor couch.

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

4.95 out of 5 average rating, 319 reviews

A private outdoor space is highlighted by a hot tub and seating areas, featuring contemporary furniture in neutral tones. Red lounge chairs are positioned on a sandy beach area, with a waterfront view stretching to the horizon, bordered by trees and a pier in the distance.

Cottage in Amherstburg

Year Round Hot Tub, The Beach House

Welcome to The Beach House! This home features a private hot tub plus your very own private beach. The house will accommodate 8 people. Mins from Windsor, Lasalle and downtown Amherstburg. Close to dining, shopping and Essex's beautiful wineries. Enjoy gorgeous sunsets, sipping your coffee on the back deck in the mornings, relaxing in the lounge chairs catching some rays, splashing your toes in the water! Come with your family and friends.

4.84 out of 5 average rating, 104 reviews

A cozy living area features a light-colored sofa with red and gray accent pillows, complemented by a flat-screen television on a simple stand. A large area rug adds warmth to the wood flooring, while a colorful artwork hangs above the sofa, enhancing the inviting ambiance.

Flat in Hamtramck

Charming Studio Apartment with Indoor Fireplace

Welcome to one of the quirkiest little spots in one of the quirkiest little cities in Michigan. This is a quiet little studio set right in the middle of Hamtramck. It is a 5 minute walk from excellent restaurants, bars, and shops. Tucked in a quiet rear lot off the street, it has easy access to all the arts and entertainment this international city has to offer. It's also just a short 15 minute ride to all downtown Detroit has to offer.

4.87 out of 5 average rating, 222 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 Windsor at our waterfront home. This is the best time of year to visit! Watch the sun glisten across the waves or unwind after a perfect day with a relaxing 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 blissful peace of air 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, 122 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, 117 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

4.88 out of 5 average rating, 156 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

4.79 out of 5 average rating, 491 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

4.96 out of 5 average rating, 25 reviews

Modern & Cozy Home Retreat

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

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.

4.89 out of 5 average rating, 83 reviews

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

5 out of 5 average rating, 25 reviews

1 BR Modern Loft Windsor (WEST) by the Bridge

Pet-friendly home rentals with a pool

4.83 out of 5 average rating, 101 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

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.

4.96 out of 5 average rating, 47 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.

4.86 out of 5 average rating, 76 reviews

Staycation Windsor

4.8 out of 5 average rating, 142 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.

Flat 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

5 out of 5 average rating, 32 reviews

Flat in Tecumseh

Southwest Suite Tecumseh, Canada

4.92 out of 5 average rating, 25 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.

Flat in Windsor

3 Bedroom- 3 Bath Penthouse

5 out of 5 average rating, 12 reviews

Windsor Gem - Pets, Office, Parking.

4.87 out of 5 average rating, 23 reviews

Home in Amherstburg

Bright & Luxurious Home with Office Space

4.92 out of 5 average rating, 78 reviews

The shared living area features a modern design with a comfortable seating arrangement and a large entertainment unit. A contemporary electric fireplace adds warmth to the space, while artwork adorns the walls, contributing to an inviting ambiance.

Flat in Windsor

Eastcourt Escape Presidential Suite w Soaker Tub

4.85 out of 5 average rating, 61 reviews

A cozy living area features a dark couch with colorful cushions, accompanied by a small white coffee table. A flat-screen TV is mounted on the wall, displaying content. Large windows allow for natural light and offer a view of nearby buildings, enhancing the room's spacious feel.

Flat in Windsor

Bamoun- New Spacious 2BR+2Bath

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