Pet-friendly holiday rentals in Windsor

4.95 out of 5 average rating, 296 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.

4.89 out of 5 average rating, 238 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 1500 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!

4.93 out of 5 average rating, 211 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.

4.83 out of 5 average rating, 279 reviews

A bright living area features a blue sectional sofa positioned beside a modern, round coffee table. Natural light enters through large windows, illuminating the space. A sleek fireplace and a mounted television are visible along the white brick wall, creating a cozy gathering spot.

Home in Walkerville

Walkerville Charm Home

This stunning 4 bedroom, 6 bed home is dressed to impress! We have spared no detail to ensure your comfort, including: *4 Casper queen beds; * 2 Casper full beds; * a Weber gas BBQ; * lightning fast WIFI connection; * a 50-inch smart Samsung TV in the living room; * a 55-inch smart Samsung TV on the upper floor; * a large formal dining room; * an open concept dining/living/sitting space which can comfortably seat 10 people; * a kids' korner for playtime; * and+++ *Note: Hot tub not available

4.9 out of 5 average rating, 102 reviews

A spacious backyard is surrounded by tall trees and a wooden fence. Lush green grass covers the ground, creating a serene outdoor space that invites relaxation. Soft sunlight filters through the leaves, enhancing the tranquil atmosphere of the retreat.

Home in Amherstburg

Blue Breeze Cottage Ontario

Tranquil Farmhouse Retreat with a Pet-Friendly Twist Welcome to your picturesque escape in the heart of Amherstburg, Ontario! Nestled on a peaceful street and mins away from Downtwon river front area. Whether you're a nature enthusiast looking to discover the beauty of Canada's southernmost tip, Point Pelee National Park, a wine connoisseur, or simply seeking a tranquil getaway to indulge in golf and visit museums, our Amherstburg retreat offers the perfect blend of relaxation and adventure

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.

5 out of 5 average rating, 241 reviews

A bright living space is presented with large windows offering stunning lake views. Comfortable seating is arranged around a central coffee table. A dining table for four is positioned nearby, with decorative accents complementing the airy atmosphere. Light floods the room, enhancing its open feel.

Cottage in Essex

The Kiss nTell - Year round - Hot tub - Lake Views

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

4.94 out of 5 average rating, 187 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.

4.99 out of 5 average rating, 112 reviews

Barn in Kingsville

Cozy Forest Retreat w/ Sauna + Event Space

Escape to Kings Woods Lodge for a cozy winter getaway! Enjoy hiking in the woods, bird watching, crackling fires, heated blankets, rejuvenating sauna sessions, and nights filled with board games and shuffleboard. Surrounded by peaceful forest views, it’s the perfect spot to relax and reconnect. Hosting an event? Kings Woods Hall, our boutique on-site venue, is just steps away and can host up to 80 guests. Great for Christmas parties, bridal or baby showers or intimate weddings.

4.87 out of 5 average rating, 204 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, 115 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.

Flat 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!

4.99 out of 5 average rating, 194 reviews

A modern kitchen features quartz countertops and stainless steel appliances, including a spacious refrigerator and gas stove. An island with seating is situated in the center, while an open design connects to the cozy living area, creating a welcoming and functional space.

Farm stay in Essex

Relax at Bridgewood Farms I Hot Tub & Wine Country

-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and with frontage onto majestic Lake Erie. Bathe in our farm and forests' healing power. Town of Essex License #STR-2022-28

Popular amenities for Windsor pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 42 reviews

A quaint cottage is displayed, featuring light pink siding and white shutters. The front door is centered, flanked by two windows. Flower beds with various greenery are visible in the yard, while a gray vehicle is parked nearby on a grassy area.

Home in Kingsville

Piece by Peace Place

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, 34 reviews

Affordable 1BHK close to Casino, Riverside & USA.

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, 35 reviews

Stay on Larkin

4.91 out of 5 average rating, 229 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

4.69 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

5 out of 5 average rating, 12 reviews

Modern 1 Bedroom Loft in Sandwich Town - Windsor

The bedroom features two spacious beds adorned with neutral bedding, placed side by side. Windows with layered shades provide natural light and privacy. A small, dark chair is situated in the corner, complementing the light wood flooring and subtle artwork on the walls.

5 out of 5 average rating, 13 reviews

Relaxed Living in the Heart of Tecumseh

4.86 out of 5 average rating, 184 reviews

The exterior of the home is showcased, featuring a brick facade and a gabled roof. A front porch with steps leads to the entrance, surrounded by lush greenery. A driveway and a garage are visible to the right, with a well-maintained lawn in front.

Home in Dearborn

Historic 5-bedroom home, near Greenfield Village

Pet-friendly home rentals with a pool

4.95 out of 5 average rating, 19 reviews

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.

Home in Belle River

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

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

4.97 out of 5 average rating, 30 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

4.83 out of 5 average rating, 98 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, 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

4.68 out of 5 average rating, 59 reviews

3 bedroom house on riverside dr in Tecumseh

Private, pet-friendly home rentals

5 out of 5 average rating, 87 reviews

A serene outdoor deck with comfortable seating is shown, framed by a large tree. The sun rises over the calm waters of Lake Erie, casting a warm glow. Lush greenery and flowers enhance the tranquil atmosphere, inviting moments of relaxation.

Cottage in Kingsville

Reveries on the Lake- Kingsville cottage

4.89 out of 5 average rating, 9 reviews

A cozy room features exposed brick walls and a light-colored ceiling. A spacious daybed with striped bedding is positioned under a ceiling fan. A small kitchen area is visible in the background, along with a round dining table and black chairs.

Flat in Walkerville

Behind the Grind

4.95 out of 5 average rating, 61 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 Forest Glade

Eastcourt Escape Presidential Suite w Soaker Tub

4.95 out of 5 average rating, 22 reviews

A living area is showcased with polished hardwood floors and a neutral color scheme. A small television is mounted on the wall above a media console, while a patterned rug adds texture to the space. A lamp provides soft lighting near a seating area.

Home in Ferndale

Entire Home - The Lavender House - Extended Stays

4.98 out of 5 average rating, 45 reviews

A spacious bedroom features a king bed with a plush white comforter, accented by decorative pillows. Framed floral artwork adorns the walls above the bed. Soft lighting is provided by two bedside lamps, and a window dressed with light curtains allows natural light to enter.

Flat in Kingsville

Hello Gorgeous

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

5 out of 5 average rating, 54 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