Pet-friendly vacation rentals in Windsor

4.99 out of 5 average rating, 125 reviews

A scenic outdoor area is depicted with a vibrant lawn and rocky shoreline leading to the lake. Red Adirondack chairs surround a fire pit, while a dining table and chairs offer space for outdoor meals. A large stone feature adds character, and the lake is visible in the background.

Cottage in Wheatley

Book Wine & Sinker-Hot Tub-Lake-Pet Friendly

FREE NIGHT!! Escape to our cozy lakeside retreat where spring brings fresh air and the peaceful sounds of nature. Enjoy your morning coffee as you absorb the stunning lakeviews from inside or out. Evenings are perfect for unwinding by the fire pit or in the hot tub. Close to Wineries and many restaurants. PET FRIENDLY!! Point Pelee and Hillman Marsh passes included. Book 2 weeknights during April and get the third weeknight free. New bookings only. Send me an inquiry and I'll send you an offer

4.93 out of 5 average rating, 375 reviews

A cozy cottage is seen beside lush green grass, leading to clear blue water in the distance. The exterior features large windows that offer views of the lake, with a small patio area adorned with colorful flower beds.

Cottage in Essex

Your Soulstice Studio

Become one with nature in this cozy cottage with an expansive view of the lake. Let yourself be absorbed by the sound of waves, birds and silence in the early morning hours. Sudden urge to do some yoga? No problem you have mats, blocks and bolsters to fulfill you ever stretching need! Your Soulstice is an up and coming yoga and massage studio that has been 2 years in the making. Now that it’s ready to open it’s doors, it needs a wee income to repay the “bank of mom” to show my appreciation! ♥️

4.94 out of 5 average rating, 119 reviews

A comfortable seating area features a light gray sofa adorned with pillows, complemented by a mirror reflecting the outdoor scenery. The large window allows natural light to fill the space while offering a view of the lake and trees outside.

Cottage in Essex

The Hideaway

This cosy lakeside cabin is nestled in the heart of wine country, along the Shores of beautiful Lake Erie in a very friendly cottage community. The cottage is tastefully decorated with all the amenities of home, perfect for 1 or 2 people, and an amazing view of the lake no matter where you choose to sit. Just minutes away from local wineries. Walk, bike, explore all the region has to offer. Centrally located between Leamington home of Point Pelee national park and Historical Amherstburg.

4.89 out of 5 average rating, 211 reviews

A spacious living area is highlighted by large windows allowing natural light to fill the room. Comfortable seating, including a sectional sofa and an accent chair, surrounds a wooden coffee table. A vibrant area rug adds warmth to the space, complemented by decorative artwork.

Apartment in Leamington

Park Bungalow #4 - Seacliff Beach Suites

Welcome to the Park Bungalow in Leamington, Ontario. Beautifully renovated flat in Leamington's best location! Welcoming pets and nestled beside Seacliff Park and Beach, and abundant restaurants, this listing has everything you need. A fully equipped kitchen and large living area make this an ideal place for your visit. Front and back yard for your use with large private paved area (fires and loud noises not allowed - please respect our neighbors). Two cars maximum. Tv's in all rooms.

4.95 out of 5 average rating, 148 reviews

The two-story green house features a generous front porch with seating and is surrounded by a grassy lawn. A detached garage is visible to the right, framed by landscaping. The overall setting is tranquil, with trees lining the background under an overcast sky.

Home in Essex

*KID & FAMILY FRIENDLY* Shores of Erie Guest House

Welcome to our family-friendly vacation home in the charming village of Colchester, Ontario! Nestled in the heart of wine country, our spacious two-story house is perfect for families. Our property is renowned for its welcoming atmosphere, complete with a sandbox, an extensive collection of board games, books, BBQ, firepit, ping pong, fooseball, and even a crib for your littlest ones. We're excited to provide a memorable stay for your family, where adventure and relaxation await!

4.86 out of 5 average rating, 153 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.

4.99 out of 5 average rating, 305 reviews

It's a 'Shore' thing - Executive Retreat

Year round beautiful upscale 3 bedroom modern, chic cottage. sleeps 6. Outstanding views of lake. Relax in the Hot tub, Gas fireplace for cool nights. Outdoor gas fire table. Fabulous for romantic getaways, GIRLS 'just wanna have fun' weekends, or friends gathering .Beach/boat launch in walking distance. Gas BBQ, central A/C, wifi. Even swings overlooking the lake!! Great area for Wineries, Birding, Fishing, sightseeing, Pelee Island, Conservation areas. EV outlet on property.

4.76 out of 5 average rating, 353 reviews

A spacious lawn is framed by mature trees and lush greenery, providing an inviting outdoor area. A covered structure is visible in the corner, while a glimpse of the farmhouse can be seen in the background. The setting offers a serene backdrop for relaxation.

Farm stay in Leamington

Mothernatures Creation

A lovely farm homestead is the perfect getaway from city life. Located close to beaches, walking trails, and Point Pelee National Park and Hillman Marsh Conservation Area are moments away. Other birding hotspots include Wheatley Provincial Park and Ojibway Nature Centre. Join us for Point Pelee's Festival of Birds, or glimpse the hundreds of Monarch Butterflies. Unwind at the end of the day at one of the several local breweries, distilleries or wineries. Booking year round.

A hammock is suspended between two trees in a grassy area, providing a relaxing space overlooking Lake Erie. Comfortable outdoor chairs sit nearby on a raised deck, with a patio umbrella offering shade. Lush greenery surrounds the area, creating a serene environment.

4.89 out of 5 average rating, 146 reviews

Erie Shores Cottages

Welcome to the Cottage Located on the waterfront of Lake Erie in beautiful Leamington Ontario and only a few minutes from Point Pelee National Park. Point Pelee National Park is world renowned for it's bird watching and monarch butterfly migration. Also enjoy canoeing, kayaking, hiking, biking, endless beaches, picnic areas/pavillions and boardwalks. Three restaurants within walking distance and wine tours available from local wineries No Smoking.

4.98 out of 5 average rating, 237 reviews

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.

A welcoming living area features a comfortable sofa and a rustic coffee table. A cozy fireplace emits a warm glow, enhancing the serene ambiance. The space is complemented by soft textiles and a nearby dining area with wooden chairs, bathed in natural light from the windows.

4.94 out of 5 average rating, 108 reviews

2thePoint-Fireplace & Lakeviews

Keep it simple at this peaceful and cozy waterfront cottage. This two bedroom, single bath Lake front cottage can be found nestled on the fringe of Lake Erie. 2thePoint offers all the amenities of home with the serenity and charm of cottage living. 2thePoint is Point Pelee’s first and longest running Airbnb and is located only minutes away from Point Pelee National Park, golf, water sports, go karting and amazing local restaurants.

The exterior of the cottage features a grey façade with nautical décor accents, including an anchor and star. A private deck is visible, surrounded by greenery, and includes colorful seating. A storage shed is present, along with a pathway leading to the lake.