Pet-friendly holiday rentals in Windsor

4.96 out of 5 average rating, 325 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.

Outdoor spacesWalkabilityDecor

4.97 out of 5 average rating, 136 reviews

The historic mansion is highlighted by warm lighting emanating from its large windows, showcasing intricate architectural details. The exterior features a red brick facade with ornate trim, complemented by a unique turret. A manicured lawn and tree stand in the foreground against a colorful dusk sky.

Condo in Detroit

Lumber Baron's Penthouse | 3BR | 2 Kings | Parking

Top-floor penthouse in Brush Park inside Detroit’s iconic Lumber Baron’s Mansion. 2,500 sq ft with skyline views, 3 bedrooms (2 kings + 1 queen), 2.5 baths, and an en-suite workspace—sleeps 6. Free on-site parking included. Part of the Lake City Flats (LCF) collection: smart-lock check-in, hotel-quality linens, and fast local support. Minutes to Downtown, Midtown, DIA, stadiums, Fox Theatre, and Bar Pigalle across the street. Curated art, soaring windows, streaming TVs and a stocked kitchen too.

WalkabilityQuietAmenities

4.93 out of 5 average rating, 238 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.

Outdoor spacesWalkabilityValue

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.

4.96 out of 5 average rating, 183 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.

Outdoor spacesWalkabilityTV

4.88 out of 5 average rating, 205 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.

WalkabilityOutdoor spacesTV

4.94 out of 5 average rating, 226 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.

PetsWalkabilityCheckout

4.81 out of 5 average rating, 119 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 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.

PetsWalkabilityCheckout

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.

4.81 out of 5 average rating, 243 reviews

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

*HEATED POOL IS READY!* 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!

WalkabilityPetsValue

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, 120 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!

PetsWalkabilityParking

Apartment in Grosse Pointe Park

A modern farmhouse exterior features a combination of dark siding and natural wood accents. Multiple large windows provide ample light, while a covered balcony extends from the upper level. A landscaped yard with green grass and decorative stones surrounds the entrance.

4.99 out of 5 average rating, 111 reviews

Brand new modern farmhouse!

This brand new modern farmhouse is absolutely one of a kind. Built from the ground up, this eclectic design will bring out the best in you. Pristinely cared for by the owner who lives on site, your stay will be a wonderful one. We’re located two blocks away from the Kercheval shopping district in beautiful Grosse Pointe Park. Enjoy the restaurants, parks, and other entertainment venues in walking distance. Enjoy your stay at Mihaus! (License # PBL25-0241)

WalkabilityOutdoor spacesIndoor spaces

4.78 out of 5 average rating, 216 reviews

Home in Belle River

Belle River Lakeside Retreat w/Hot Tub & Firepit

Welcome to this Beautiful Lakeside Retreat Cottage in the Heart of Belle River! Bring the whole family to this great place with lots of room for fun. This trendy cottage boasts lots of charm and character with LOTS of amenities. You will have a fully stocked kitchen, a cozy living room, 5 beautiful bedrooms, smart Tv , a work area, outdoor covered patio, river access, indoor games, laundry, EV electric car charging outlet, central vac and so much more.

WalkabilityPetsParks

4.95 out of 5 average rating, 119 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

Outdoor spacesPetsAir conditioning

Popular amenities for Windsor pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.86 out of 5 average rating, 169 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

PetsOutdoor spacesAir conditioning

4.85 out of 5 average rating, 134 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

PetsOutdoor spacesBathroom

4.91 out of 5 average rating, 138 reviews

A comfortable living area features large windows with sheer white curtains, allowing natural light to fill the space. A plush sectional sofa and a cozy armchair in vibrant orange are positioned around a glass coffee table. A bold black and white rug adds contrast to the green flooring.

Home in Detroit

Lovely 3 bedroom in historic Woodbridge.

Outdoor spacesPetsNearby

Home in Grosse Pointe Park

The cozy bedroom features a queen-sized bed with elegant bedding. Two nightstands with lamps flank the bed, and a small table sits beside a window. Artwork in warm tones adorns the wall above the bed, complemented by tasteful decor and a bench at the foot.

4.94 out of 5 average rating, 153 reviews

GP Luxury Suite | Private Ground-Level Retreat

PetsOutdoor spacesGetting around

4.93 out of 5 average rating, 147 reviews

Home in Downtown Detroit

The Big Cheese

WalkabilityComfortCondition

4.79 out of 5 average rating, 506 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

PetsOutdoor spacesLaundry

5.0 out of 5 average rating, 34 reviews

Home in Walkerville

Windsor Casino and International Swim Meet AirBnb

PetsWalkabilityCheck-in

4.88 out of 5 average rating, 25 reviews

Entire Home in Quiet Area: 3 Bed 2 Bath

KitchenAccuracyCleanliness

Pet-friendly home rentals with a pool

4.82 out of 5 average rating, 157 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

PetsWalkabilityBathroom

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.

4.92 out of 5 average rating, 59 reviews

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

WalkabilitySleep qualityAccuracy

4.98 out of 5 average rating, 54 reviews

Windsor Luxury Stay Oasis

Outdoor spacesPetsBackyard

4.96 out of 5 average rating, 54 reviews

Cottage in Belle River

Hummingbird Haven Cottage - Rochester Place Resort

PetsOutdoor spacesAmenities

5.0 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

PoolCleanlinessHospitality

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

4.53 out of 5 average rating, 75 reviews

Entire 3 bdrm home on Riverside dr in Tecumseh

PetsWalkabilityComfort

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, 89 reviews

Staycation Windsor

PetsOutdoor spacesHot tub

5.0 out of 5 average rating, 16 reviews

Cabin in Belle River

Log Cabin Bliss with Pool-Perfect for Groups

Outdoor spacesPoolSleep quality

Private, pet-friendly home rentals

Guest suite in Walkerville

4.91 out of 5 average rating, 93 reviews

Bright 2 BDRM | Near Casino, Border & UWindsor

PetsWalkabilityCheck-in

4.92 out of 5 average rating, 39 reviews

Apartment in Walkerville

Walkerville Urban Oasis, Exec. King 2BR W/Parking

PetsWalkabilityDecor

4.86 out of 5 average rating, 7 reviews

Apartment in Windsor

Full 1BR. A short walk to go Eat, Drink, See & Do.

WalkabilityAccuracyLaundry

4.99 out of 5 average rating, 86 reviews

A modest home features a welcoming covered front porch with two white chairs. A clear pathway, lined with stone, leads up to the porch. Lush greenery surrounds the home, creating a tranquil setting with mature trees on either side.

Bungalow in Windsor

Quaint Sandpoint Beach Getaway

Outdoor spacesWalkabilityCheckout

Home in Grosse Pointe Park

The exterior of the house features a charming two-story design with a welcoming porch and black railing on the balcony. Bright green plants adorn the entrance, while the classic brick facade and large windows create an inviting appearance on a residential street.

5.0 out of 5 average rating, 67 reviews

MotorcityBnB

WalkabilityPetsIndoor spaces

4.93 out of 5 average rating, 90 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.

Apartment in Windsor

Eastcourt Escape Presidential Suite w Soaker Tub

WalkabilityPetsSleep quality

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.

4.73 out of 5 average rating, 44 reviews

Affordable 1BHK close to Casino, Riverside & USA.

WalkabilityPetsAir conditioning