Family-friendly holiday rentals in Amherstburg

A welcome mat rests at the entrance, displaying the phrase 'WELCOME TO THE LAKE' in bold, black lettering. The mat is set against a backdrop of light-colored decking, inviting guests into the home.

4.93 out of 5 average rating, 116 reviews

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

Welcome to Lakeside Hydeaway...truly your home away from home. We are located along Erie Shoreline and tucked away on a quiet street within Essex County Wine Country. Our unique and cozy home is the perfect place to venture out and make memories. Enjoy afternoons playing games on the lawn, soaking your feet in the sand and watching the sunset from your balcony or waterside deck, our home is sure to leave you feeling relaxed. Enjoy late night bonfires or soaks in the hot tub amidst the stars.

A serene outdoor space features several Adirondack chairs arranged in a circle, facing a calm lake. A fire pit is centered among the seating, with a hot tub visible in the background. Sunlight reflects on the water, creating a peaceful ambiance.

4.88 out of 5 average rating, 344 reviews

Year Round Hot Tub & Beautiful Views Cottage

Welcome to the Cozy Lakeside Cottage! Located within the village of Colchester, right on Lake Erie, nestled in the middle of Essex Wine Country. This cottage features 4 beds (A queen bed in the primary bedroom, one bunk bed with a queen base and a full upper bunk in the 2nd bedroom, plus an additional murphy bed on the main floor) Full kitchen, indoor dining, outdoor dining, 4 person hot tub & stunning views! Colchester Beach, Restaurants, Park & Marina just steps away! A truly relaxing escape.

4.9 out of 5 average rating, 282 reviews

A spacious wooden deck extends towards Lake Erie, featuring a grill and two outdoor chairs. The gentle waves can be seen lapping against the rocky shoreline. Lush greenery frames the scene, adding a natural touch to the outdoor space.

Cottage in Kingsville

Lakeview Inn

The Lakeview Inn sits on the North Shore of beautiful Lake Erie. This modern lakehouse is an 8 minute drive to the centre of kingsville where there is multiple breweries and restaurants, a public beach is a 1 minute drive down the road and is right in the centre of Southern Ontario's Wine Country. If you're coming down for a weekend to relax, taste wine or to enjoy the exceptional birding the area has to offer. At the end of your day relax to the sound of the waves brushing up against the shore.

Farm stay in Essex County

A covered outdoor seating area features a cozy arrangement of a sofa and decorative pillows, illuminated by string lights. The space is surrounded by lush greenery, with a landscaped patio and wooden railing adding to the inviting ambiance.

5 out of 5 average rating, 171 reviews

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. This private lower suite, part of the main house has it's own entrance & space for 4 guests with open concept Kitchen/Living room with electric fireplace,2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. Enjoy a covered private furnished patio w/firepit or relax in a private hot tub (netted) at a second enclosed patio

4.84 out of 5 average rating, 115 reviews

A private guest suite features a spacious bed with a dark blue coverlet, a cozy sofa, and a TV mounted on the wall. Natural light enters through large sliding doors, complemented by dark blue curtains. A small round table stands nearby, adding to the inviting atmosphere.

Guest suite in Windsor

Private Perfect for professionals!

Discover comfort in this private guest suite w/ self-check-in and a separate entrance, located in the tranquil Southwood Lakes neighborhood. Close to golf courses and Devonshire Mall, it’s perfect for relaxation or exploring nearby amenities. Enjoy a swivel mount TV with Netflix and Amazon Prime from the cozy sofa or bed. Step into the spacious backyard with a stunning gazebo and elegant seating, ideal for unwinding. Luxury bathroom w/ supplies. Coffee bar! Book your peaceful escape today!

4.98 out of 5 average rating, 195 reviews

A year-round hot tub is positioned under a wooden pergola, with views of a sunset reflecting on the calm waters of Lake Erie. Adirondack chairs are visible nearby, providing a relaxing spot to enjoy the surrounding natural beauty.

Home in Amherstburg

Lake Erie retreat-unwind & explore local wineries

Escape to a serene retreat at The Lakeside House, where relaxation and charm meet the magic of the season. Soak in the year-round hot tub while gazing out at the tranquil, icy expanse of Lake Erie or cozy up by the fireplace with a glass of local wine. The house has a contemporary design streaming into the lake views, from the living room and the gourmet kitchen to the loft office and bedrooms. PLEASE READ our house rules before you book! They include information in regard with pet allowance!

4.91 out of 5 average rating, 107 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

4.95 out of 5 average rating, 111 reviews

An inviting living space features a gas fireplace surrounded by a rustic wooden accent wall. Modern furnishings include a comfortable sofa, an armchair, and a red ottoman. A dining area and updated kitchen are visible, with natural light illuminating the wood floor.

Apartment in Windsor

Victoria Ave - 1 BR apartment w fireplace

Available for monthly rental. Not 420 friendly. No smoking of any kind in apartment or on property. Private, light filled, warm apt in a character home on prestigious Victoria Ave. Furnished in Mid-century modern and Hollywood Regency decor. Includes a queen bed, gas fire place, modern kitchen with wifi and shared laundry room. Easy free street parking. Quick drive to Detroit Tunnel. Perfect for one or two people. A short walk to Hospital - Ouelette Campus - ideal for a daytime rest.

4.96 out of 5 average rating, 178 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

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!

5 out of 5 average rating, 117 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!

4.99 out of 5 average rating, 197 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

4.97 out of 5 average rating, 241 reviews

A modern farmhouse exterior is displayed, featuring a white facade with blue doors and four windows. The surrounding landscaping includes manicured green lawns and neatly trimmed shrubs. Directly in front, a path leads to the entrance, enhancing the welcoming appearance of the property.

Farm stay in Amherstburg

MK Getaway

Escape from reality to MK Getaway, a modern one bedroom farmhouse located in Amherstburg. Amherstburg is a historic town with a beautiful waterfront and the most beautiful sunsets. We are located at the beginning of epic wine country. Our cottage offers one bedroom, one bath, a kitchenette and wifi.

Popular amenities for Amherstburg family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 116 reviews

A spacious rear deck features a dining area with a table and chairs, accompanied by two umbrellas. Surrounding greenery enhances the outdoor setting, while a hot tub is positioned to one side. A hammock is also visible, inviting relaxation in the serene backyard.

Home in Essex

Wine Down by the Lake -Hottub, Wineries,Lake Views

Cottage in Brownstown Charter Township

A tranquil sunset over the water is captured, where warm orange and yellow hues blend into the soft blue of the evening sky. A wooden dock is visible in the foreground, with trees silhouetted along the shoreline, providing a serene backdrop.

4.92 out of 5 average rating, 143 reviews

Waterfront home with amazing views & great fishing

4.84 out of 5 average rating, 202 reviews

Condo in Royal Oak

*Victoriana* - Entire upper King suite@MicroLux

4.87 out of 5 average rating, 206 reviews

Villa in Windsor

4 Bedroom Waterfront Oasis Getaway with Hot Tub

4.9 out of 5 average rating, 185 reviews

The living area features a light gray sectional sofa and a dark coffee table. A dining area is visible with a round table and teal chairs, complemented by a modern chandelier. A large television is positioned on a media console, with natural light streaming through windows.

Home in Windsor

Year Round Hot Tub at The Gem!

A shaded outdoor area features a hot tub under a canopy, surrounded by wooden bar stools. Light beige curtains frame the space, creating a comfortable atmosphere. A wooden table and steps lead to the hot tub, with ample room for relaxation.

4.95 out of 5 average rating, 129 reviews

Chardonnay Bay- Pet Friendly, beach, hot tub!

Guest suite in Kingsville

A cozy living area features a modern fireplace framed by natural stone. Large windows invite natural light and provide views of the outdoor hot tub on the deck. Comfortable seating arrangements include a white sofa and a light-colored armchair, complemented by a wooden dining table set for two.

4.98 out of 5 average rating, 117 reviews

Lakefront Beautiful Private Vacation Suite

4.96 out of 5 average rating, 113 reviews

A spacious backyard is presented, showcasing a hot tub situated on a concrete pad. Green grass lines the space, complemented by wooden fencing and ambient lighting. A small tree is visible in the corner, and utility lines are present in the sky against a colorful sunset backdrop.

Home in Walkerville

Modern Walkerville Gem | HotTub & Cozy Backyard

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 254 reviews

A stone house is nestled among lush greenery, featuring a facade adorned with climbing vines and flowering plants. The inviting porch is illuminated by warm lights, creating a serene atmosphere. Surrounding foliage enhances the natural setting of this unique home.

Home in Ferndale

Rock House Detroit w 2 Kings Office Designer HGTV

4.98 out of 5 average rating, 270 reviews

Guesthouse in Flat Rock

Steve’s Barn Lodge, Detroit River/Erie fishing

The house is situated on a spacious lawn, featuring a wooden deck that extends across the back. Large glass doors provide a view into the living area, framed by an array of colorful chairs. Mature trees surround the property, offering privacy.

4.93 out of 5 average rating, 147 reviews

North Shore Retreat

4.94 out of 5 average rating, 119 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

4.98 out of 5 average rating, 133 reviews

The living room features a comfortable gray sofa with accent pillows, a wooden coffee table, and a patterned area rug. Natural light enters through a large window and sliding glass door, which opens to a balcony. A smart TV is mounted for entertainment, and a dining area is present.

Apartment in Canton

Bright & Cozy 1 Bdr Apt

4.94 out of 5 average rating, 219 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!

4.84 out of 5 average rating, 340 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

Two vibrant yellow Adirondack chairs are positioned on lush green grass, overlooking Lake Erie. The chairs are placed in a serene outdoor setting, accented by a large tree and distant views of the water, creating a tranquil space for relaxation.

4.95 out of 5 average rating, 139 reviews

The Hideaway

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 95 reviews

The exterior features a rustic wooden facade with archways framing the entrance. A stone pathway leads to the front door, surrounded by grassy areas and decorative landscaping elements. Two windows, with trimmed edges, are positioned symmetrically beside the door.

Barn in Tilbury

Cowbarn Cabin

4.86 out of 5 average rating, 99 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

Apartment in Lafayette Park

5 out of 5 average rating, 7 reviews

Downtown Winter Escape w/City Views

Guesthouse in Chatham-Kent

An outdoor seating area features two red cushioned chairs, accompanied by a small red table and decorative plants. Warm string lights are suspended overhead, casting a soft glow. In the background, a pool is visible, surrounded by greenery.

4.91 out of 5 average rating, 102 reviews

Little Country Charmer

4.83 out of 5 average rating, 107 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

4.92 out of 5 average rating, 118 reviews

The exterior of a two-story brick home features large windows framed by wooden shutters. A stone pathway leads to the entrance steps, which are flanked by neatly landscaped flower beds and ornamental plants in decorative pots. The entrance is inviting, with a warm color palette.

Home in Malden

The Ambassador Estate Inn

4.94 out of 5 average rating, 253 reviews

An outdoor deck area features a wooden pergola adorned with hanging plants. A circular pool is visible in the background, surrounded by trees. Comfortable lounge chairs and a table are arranged neatly on the deck, creating a serene environment for relaxation by the water.

Home in Erie

4) Charming Lakefront 1BR Cottage| Hot Tub| Pool