Pet-friendly holiday rentals in Windsor

4.95 out of 5 average rating, 293 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.

4.93 out of 5 average rating, 209 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.

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, 209 reviews

Home in Riverside

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!

4.91 out of 5 average rating, 161 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.

Cottage in Belle River

2 bedroom Getaway/lake St.Clair/boatslip

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.

4.93 out of 5 average rating, 184 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.

4.84 out of 5 average rating, 316 reviews

An aerial view showcases the vibrant Detroit skyline at dusk, with illuminated buildings including the Little Caesars Arena. A bridge spans in the distance, and various styled blocks of housing are visible, highlighting the neighborhood's unique architecture.

Apartment in Brush Park

Quirky artist studio with a beautiful view

**Please read details about the space** My space is located 2 blocks from Comerica Park, Ford feild, and the new Little Caesars arena. One block east of the new Qline that can take you from downtown to new center. Enjoy the beautiful view of the city skyline outside every window. Its a very short walk to downtown, shopping, restaurants, transportation, and events. Prime location! NO WIFI IN UNIT Elevator access not guaranteed Keys will be left in a lockbox for your convenience

4.86 out of 5 average rating, 160 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.

4.89 out of 5 average rating, 201 reviews

A serene view of the river is framed by trees with autumn foliage. The peaceful water reflects the clear sky, while tall grasses and reeds line the riverbank. A wooden fence and steps are visible in the foreground, leading to the water's edge.

Villa in Windsor

4 Bedroom Waterfront Oasis Getaway with Hot Tub

Located by the river, a 5 minute drive from the shopping center. This 4-bedroom home is equipped with fully furnished living and dining areas, as well as a backyard spot perfect for fishing, boating, canoeing, and winter ice skating. The yard, among the river, features a fire pit, a tree swing, and multiple sitting areas. You will enjoy traveling downstream by boat into the Detroit River bay, or taking a short drive to nearby attractions, shopping areas, and local restaurants.

5 out of 5 average rating, 113 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!

4.96 out of 5 average rating, 279 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.

4.94 out of 5 average rating, 113 reviews

A bright living room features two modern sofas facing a coffee table, with a large window dressed in sheer curtains allowing natural light. A functional bar area with stools is visible in the background, connecting to the kitchen, while light wood flooring enhances the space.

Home in Windsor

3BR Home Near Downtown w/ 5 Beds & Finished Basmnt

Stay close to downtown Windsor in our 3-bedroom home, with an extra bedroom/living space in the finished basement. We've got 5 beds (2 queens, 3 twins, and a sofa bed in the basement), plus a TV in every bedroom. It's pet-friendly with a big backyard. Ideal for families – we've got a high chair and playpen. Kids can have their own space in the basement with a big TV. Enjoy a convenient and comfortable stay!

Popular amenities for Windsor pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Milwaukee Junction

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.

5 out of 5 average rating, 101 reviews

Huge Historic Home w Huge Yard

4.78 out of 5 average rating, 461 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

4.89 out of 5 average rating, 115 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 North End

Art filled townhouse in Detroit

4.91 out of 5 average rating, 226 reviews

The exterior of a two-story brick house is visible, featuring a covered front porch with white railings. Windows are adorned with simple treatments, and a small staircase leads to the main entrance. A wooden fence partially encloses the yard, with greenery enhancing the setting.

Home in River Rouge

3bd House! Driveway! Near I75, Detroit River

4.98 out of 5 average rating, 104 reviews

An open living area is highlighted by hardwood floors, illuminated by natural light from large windows. A textured rug features a pattern complementing a navy couch across from a television. A modern light fixture hangs from the ceiling above the space adjacent to an entryway.

Home in Brush Park

The Big Cheese

4.69 out of 5 average rating, 106 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

4.71 out of 5 average rating, 41 reviews

Home in Walkerville

Cozy Home in The Core

4.87 out of 5 average rating, 106 reviews

A two-story house features a blue exterior with white trim and a welcoming front porch. A black car is parked in the driveway, which leads to a garage. Lush greenery surrounds the property, creating a serene environment.

Home in Core City

New Core City Home + Garage

Pet-friendly home rentals with a pool

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

4.94 out of 5 average rating, 64 reviews

An outdoor area features a rectangular swimming pool surrounded by a spacious deck. Comfortable seating arrangements consist of dark wicker furniture with soft cushions. A wooden table sits center stage, complemented by a grill nearby. Lush green grass highlights the backyard setting.

Townhouse in Amherstburg

Family Oasis w/ Heated Pool, BBQ and Smoker

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 Windsor

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

4.96 out of 5 average rating, 28 reviews

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.

Home in Riverside

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

4.85 out of 5 average rating, 74 reviews

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.

Home in Remington Park

Staycation Windsor

4.82 out of 5 average rating, 95 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, 49 reviews

A well-maintained cottage with a gray exterior is surrounded by a landscaped yard. Colorful blue chairs are arranged around a firepit, set on a gravel area. A patio door leads into the cottage, while lush green trees provide shade on a clear day.

Cottage in Belle River

Hummingbird Haven Cottage - Rochester Place Resort

A spacious bedroom is highlighted by a wooden bed frame with a neatly made comforter, accompanied by two bedside tables with lamps. Natural light enters through sliding glass doors, providing views of the outdoor area. A ceiling fan adds an inviting touch.

Home in Tecumseh

4.67 out of 5 average rating, 58 reviews

3 bedroom house on riverside dr in Tecumseh

Private, pet-friendly home rentals

4.93 out of 5 average rating, 15 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, 8 reviews

A cozy living room features a comfortable beige sofa with a decorative throw pillow, positioned near two small white coffee tables. A light area rug is placed on the floor, accompanied by a textural pouf. Bookshelves and soft curtains complete the bright, inviting space.

Guesthouse in Ecorse

The Mint Home - Boho Chic Symplicity

4.88 out of 5 average rating, 24 reviews

A spacious living area presents a comfortable sectional sofa facing a stone fireplace and a large wall-mounted TV. The modern kitchen with sleek cabinetry and stainless steel appliances is visible in the background, providing an inviting space for dining or gatherings.

Apartment in Windsor

Modern 3-Bedroom w/ Fireplace, Backyard & Office

Guest suite in Kingsville

A spacious living area features a cozy grey sectional sofa and a plush area rug. A modern kitchen is visible in the background, complemented by air conditioning and stylish decor. Natural light highlights the room's open layout and inviting atmosphere.

5 out of 5 average rating, 44 reviews

Beaks And Bikes Kingsville

4.82 out of 5 average rating, 90 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.

Apartment in Hamtramck

Charming Studio Apartment with Indoor Fireplace

Apartment in Southwest Detroit

A thoughtfully arranged sleeping area features a plush bed adorned with light linens and decorative pillows. A 55" television is mounted on the wall opposite the bed. Tasteful artwork and a tasteful piece of furniture accentuate the room, with natural light streaming through nearby windows.

5 out of 5 average rating, 8 reviews

Victorian Studio Near Downtown

4.77 out of 5 average rating, 73 reviews

A modern living area is presented with a comfortable sofa facing a flat-screen TV mounted on the wall. The open-concept kitchen features a marble countertop with three bar stools, stainless steel appliances, and pendant lighting, creating an inviting space for relaxation and meals.

Townhouse in Windsor

LUX House [2 Bedrooms + 2 Bathroom