Family-friendly holiday rentals in Walkerville

4.95 out of 5 average rating, 303 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.

4.98 out of 5 average rating, 131 reviews

A well-lit bedroom features a queen-sized bed adorned with a textured blanket and decorative pillows. Soft wall colors complement the modern lighting fixture. A window offers a view of the outdoors, while a piece of wall art adds a touch of color.

Guest suite in Windsor

Serenity by the Woods- Elegance with Amenities

Welcome to our secluded and private lower level apartment backing onto a forest. A deer family frequently visits the backyard. We strive to make guests feel at home with tasteful decor & thoughtful amenities. The suite is especially suited to business travelers & small families. Location is central, with 3, 6 & 8 min drives to the grocery store, Walmart and Ambassador bridge. * We are in Canada. You have a fully private floor to yourself, but this is not the full house—we live upstairs.

4.83 out of 5 average rating, 117 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!

4.94 out of 5 average rating, 122 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.

4.9 out of 5 average rating, 126 reviews

The exterior of a brick bungalow is visible, framed by a variety of lush greenery and colorful flower beds. A small set of steps leads to the entrance, which is accentuated by a welcoming porch and neatly arranged planters.

Guest suite in Windsor

Beautiful 2 bdrm Entire Level Sport Themed Suite

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

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.

4.93 out of 5 average rating, 111 reviews

A living area is presented with a dark, plush sofa and a low coffee table situated on a textured area rug. A round mirror decorates the wall, reflecting light. A doorway leads to a bedroom space, while a small dining area with bar stools is visible to the side.

Apartment in Walkerville

Walkerville Loft (Main floor unit)

Welcome to our charming loft nestled in the heart of a Walkerville in Windsor. This thoughtfully designed space combines modern comfort with historical charm. Perfect for couples or solo travelers, our cozy loft features fire place, high ceilings, and large windows. Enjoy the convenience of being centrally located, with iconic landmarks, local shops, and vibrant cafes just steps away. Immerse yourself in the city's rich history during the day and unwind in this stylish retreat at night.

4.94 out of 5 average rating, 193 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.

4.96 out of 5 average rating, 555 reviews

The modern carriage house is illuminated by exterior lighting, showcasing its sleek design. A motorcycle is parked on the gravel drive beside the building. The structure is set against a backdrop of the city skyline, with large windows providing glimpses of the interior.

Guesthouse in Corktown

Sky Carriage House: Light, Bright, Corktown Escape

You'll be staying in our newly constructed carriage house at the back of our property in the heart of Corktown - Detroit's oldest historic neighborhood. This private dwelling is accessed from the back alley entrance and offers high ceilings and a panoramic view of downtown and the surrounding neighborhood. The unit features 1 bedroom/1 bath, living, dining, laundry and a full kitchen. In warmer months a small cafe seating area is situated on the spanish rock drive along the green alley.

4.84 out of 5 average rating, 129 reviews

A private outdoor space is highlighted by a covered gazebo, featuring a hot tub and relaxing seating options. Lush greenery surrounds the area, complemented by well-placed planters. Natural light filters through, creating a soothing environment for leisure and relaxation.

Home in Walkerville

Couple's Romantic Retreat with hot tub, fire pit.

Romantic and soothing discreet hideaway. Come to relax, reunite and enjoy the night. This beautiful unit features: -private backyard Oasis with Hot tub, cedar Gazebo, outdoor Tv and sound bar, accent lighting, bbq and fire pit. -king size bed; -couple's spa shower; -massage table -fully stocked chef's kitchen; -private garage parking; -nearby parks and trails; -plus all of the comforts of being in the city. Everything you need to enjoy a restful and relaxing weekend away.

4.96 out of 5 average rating, 114 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

This beautifully renovated townhome combines luxury and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. Rest easy on two plush queen beds in this stunning retreat.

4.96 out of 5 average rating, 101 reviews

A cozy living area features a light-colored sectional sofa adorned with patterned pillows. A modern glass coffee table sits in the center, complemented by a decorative plant on the side. Exposed brick walls add texture, while a window with an arch design enhances natural light.

Townhouse in Walkerville

Cozy Downtown Walkerville Home

Welcome to your perfect home away from home in the heart of Windsor! This charming and cozy residence offers the perfect blend of comfort, style and convenience making it an ideal spot for both short and long stays. Whether you're in town for business, leisure, or a family visit, you'll find everything you need to feel right at home. Situated downtown Windsor just minutes from the VIA train station, Casino Windsor, Detroit tunnel and great popular restaurants

Popular amenities for Walkerville family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 163 reviews

A dining nook features a wooden table surrounded by four soft gray chairs. A bottle rack holding several wine bottles is mounted on the wall. Natural light filters in through a nearby window, complemented by decorative plants and a circular mirror.

Home in Berkley

The Pride of Berkley

4.96 out of 5 average rating, 298 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

4.87 out of 5 average rating, 208 reviews

Villa in Windsor

4 Bedroom Waterfront Oasis Getaway with Hot Tub

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, 172 reviews

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

Home in South Walkerville

A charming two-story home is set within a leafy environment, featuring a welcoming entrance with a stone pathway leading to the front door. Purple shutters frame the windows, and a small porch area is visible, enhancing the inviting curb appeal.

4.86 out of 5 average rating, 210 reviews

Stylish South Walkerville Home w Hot-Tub & Firepit

4.95 out of 5 average rating, 183 reviews

A hot tub is positioned in a well-lit corner of an entertainment area. Its water features colorful lighting reflections, creating an inviting ambiance. The surrounding walls are tiled in neutral tones, with a small rug beneath. A towel is neatly hung on a wall-mounted hook.

Home in Detroit

Adults-Only Cozy Getaway with Hot Tub (No Parties)

An outdoor lounge area features a cozy seating arrangement with black chairs around a stone fire pit. A covered patio is adorned with light drapes, providing shade and comfort. Surrounding greenery and a decorative rug enhance the serene ambiance of the space.

4.94 out of 5 average rating, 106 reviews

Relaxing~ Hot Tub ~ Hideout!

4.96 out of 5 average rating, 116 reviews

A spacious lounge area presents a sectional sofa adorned with decorative pillows, accompanied by a round woven coffee table. Warm wood paneling and ambient lighting enhance the space, which connects to a hot tub area visible in the background, surrounded by greenery.

Home in Farmington Hills

Blue Skies Retreat - Indoor Hot Tub and Sauna!

Family- and pet-friendly home rentals

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.

4.99 out of 5 average rating, 254 reviews

Rock House Detroit w 2 Kings Office Designer HGTV

4.97 out of 5 average rating, 132 reviews

Pretty Art and Cinema Reclining Couches

A comfortable living area features a stylish orange sofa and gray armchair, centered around a round area rug with a modern pattern. Natural light enters through two windows, highlighting a wooden coffee table decorated with a small plant and decorative items. A floor lamp stands nearby.

4.99 out of 5 average rating, 248 reviews

Little Yellow House in Ferndale! Quiet, Cozy 3BR

4.94 out of 5 average rating, 170 reviews

A functional kitchen space features a vintage stove with white enamel, a wooden table with dark finish, and hardwood floors. A china cabinet displays dishware, while decorative tiles above the sink add visual interest. Natural light filters through the nearby doorway.

Apartment in Detroit

The Lavender House

4.88 out of 5 average rating, 169 reviews

The exterior of a single-story brick house is presented, featuring a small front porch with steps leading to a black railing. A fenced area is visible, with a grassy yard and a paved driveway extending towards the front. Nearby, trash bins are placed along the curb.

Home in Windsor

Full house - 5 bed, 2 bath

Cottage in Madison Heights

4.99 out of 5 average rating, 144 reviews

*King bed+Pet Friendly+fenced yard*

4.96 out of 5 average rating, 134 reviews

The living room features a comfortable couch alongside a decorative armchair. A television sits on a stylish wooden table, while stained glass windows contribute to the room’s vintage character. Soft lighting is provided by a lamp on a nearby side table.

Townhouse in River Rouge

2 bdrm Flat! Driveway, W/D, Near I75 Detroit River

4.86 out of 5 average rating, 115 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

Family-friendly home rentals with a pool

4.83 out of 5 average rating, 206 reviews

Condo in Royal Oak

*Victoriana* - Entire upper King suite@MicroLux

Apartment in Lafayette Park

5 out of 5 average rating, 7 reviews

Downtown Winter Escape w/City Views

4.94 out of 5 average rating, 157 reviews

A spacious living area features a light-colored sectional sofa adorned with dark blue and white blankets. A rustic barn door, made of wood, adds character and leads to the bedroom. Two round mirrors are mounted on the wall, reflecting natural light.

Cottage in Lakeshore

Waterfront Luxurious Cottage in Lakeshore, Ontario

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

4.98 out of 5 average rating, 40 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

4.83 out of 5 average rating, 111 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