Family-friendly holiday rentals in Tecumseh

4.95 out of 5 average rating, 306 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.

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, 214 reviews

Stylish South Walkerville Home w Hot-Tub & Firepit

Welcome to this Stylish Home Away From Home! 1 King Bed & Ensuite on the 2nd Floor. 2 Bedrooms (2 Queens+1 Top Twin Bunk) & Full Bath on the Main Floor + 1 Queen Bed in the Basement. Bring Together 1 or 2 Families of up to 9 people for your next visit to Windsor ON. Located in the Very Desirable Neighbourhood of South Walkerville. Enjoy an evening Soak in the Hot-Tub & a Relaxing Experience by the Gas Fire-Pit in the Backyard. Please note the basement has a kitchenette not currently functional.

Cabin in Jefferson Chalmers

A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.

4.98 out of 5 average rating, 109 reviews

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

4.97 out of 5 average rating, 154 reviews

A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.

Home in Riverside

Perfect hideaway with a hot tub and a fireplace

Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

A serene lakeside view is captured at dusk, featuring a white navigational beacon standing on green grass. In the background, the calm water reflects the evening sky, while silhouettes of boats and distant lights are visible near the shoreline.

4.82 out of 5 average rating, 140 reviews

The Lake House 🇨🇦 Tecumseh, Ontario Canada.

This property is conveniently placed on a gorgeous usually quiet, private lake-front lot on the shores of Lake St. Clair with a break wall. No docking and not suitable for swimming. Enjoy public pathways, boat launch, docking, parks, beaches and kayak/ paddle board rentals, stores and many other entertainment nearby for all ages. Usually greeted upon check in/ Self check-in with coded key pad lock. Recent updates: Wifi has been updated, and we now have a larger parking area for our guests.

4.95 out of 5 average rating, 130 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.

4.94 out of 5 average rating, 141 reviews

A comfortable living room area is shown, featuring a gray sectional sofa and a blue armchair. A round wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Soft lighting enhances the inviting atmosphere.

Home in Belle River

little cozy house 2 bedroom

Cozy 2-Bedrooms dwelling unit with Spacious Living Area – Perfect for Relaxing Welcome to our charming two-bedrooms dwelling unit , thoughtfully designed to offer you a warm and inviting stay. Ideal for couples, small families, or business travelers, our home provides a comfortable retreat with all the amenities you need. Our home is fully equipped with all the essentials our guests may need. We use white towels, bedding, and pillows to reflect our high standards of cleanliness and care.

A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.

4.99 out of 5 average rating, 125 reviews

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

4.8 out of 5 average rating, 122 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 unit for professionals! Seperate access

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 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, 224 reviews

The entrance features a pair of glass-paneled doors surrounded by natural stone walls, illuminated by warm lighting. A wooden staircase is visible beyond the doors, leading to the upper level, with a welcome mat positioned in front.

Guest suite in Riverside

Glenn & Deb’s Place

1100 sq. ft guest suite attached to main residence but completely separate space on quiet residential street. Upper level with two bedrooms, washer/dryer and 1 bathroom with custom shower. Lower level has full kitchen, living room with gas fireplace, 42'' television and high speed internet. Independent heating and cooling. Owners are on site for quick response to all your needs. Close to WFCU, Caesars Windsor and all major arteries. We regret we are unable to accommodate pets.

4.93 out of 5 average rating, 423 reviews

A serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.

Guest suite in Windsor

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.

4.97 out of 5 average rating, 118 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.

Popular amenities for Tecumseh family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 172 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

4.87 out of 5 average rating, 23 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

4.96 out of 5 average rating, 303 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, 210 reviews

Villa in Windsor

4 Bedroom Waterfront Oasis Getaway with Hot Tub

4.96 out of 5 average rating, 56 reviews

Cottage in Saint Joachim

Moe’s on the Lake: 2 bedroom waterfront cottage

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, 179 reviews

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

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, 109 reviews

Relaxing~ Hot Tub ~ Hideout!

4.96 out of 5 average rating, 95 reviews

A spacious hot tub is set beneath a canopy, with multiple jets visible in the water. The serene river view is framed by trees, and the distant shoreline is visible. A gentle light reflects off the water, creating a relaxing ambiance.

Home in Belle River

Cozy city escape in Belle River!

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 100 reviews

The historic mansion features a striking brick facade with elegant architectural details, including a prominent cupola. Tall windows reflect the colors of the evening sky, while a well-maintained yard surrounds the entrance. Fencing adds an inviting boundary to the property.

Apartment in Brush Park

Lumber Baron's Brush Park Mansion | 2 Kings | Pkng

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, 256 reviews

Rock House Detroit w 2 Kings Office Designer HGTV

4.82 out of 5 average rating, 171 reviews

A modern kitchen space features a large island with wooden stool seating and a light-colored countertop. A designated dining area with a wooden table and chairs is visible in the background, complemented by decorative vase arrangements and soft natural lighting from nearby windows.

Home in Walkerville

3 Bed | Prime Walkerville | Close to City Center

4.92 out of 5 average rating, 155 reviews

A lively living space features a dark patterned couch facing a flat-screen television. Rich red walls create a warm ambiance, complemented by hardwood floors. A small dining area with high chairs is visible, along with a wooden coffee table holding various items. A guitar rests against the wall.

Flat in West Village

Fun private apartment with snacks! Clean deal!

5 out of 5 average rating, 120 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

4.97 out of 5 average rating, 144 reviews

Pretty Art and Cinema Reclining Couches

A spacious living area features a dark sectional couch, a white coffee table, and a TV stand with a flat-screen television. Soft lighting is provided by a floor lamp, while wall art and plants add a touch of color and warmth to the neutral-toned walls.

5 out of 5 average rating, 214 reviews

Little House on Laprairie

A bright living room features two modern sofas facing a coffee table, with a large window dressed in sheer curtains allowing natural light. A functional bar area with stools is visible in the background, connecting to the kitchen, while light wood flooring enhances the space.

4.94 out of 5 average rating, 127 reviews

Family-Sized 3BR • 5 Beds • Near Downtown

Family-friendly home rentals with a pool

The exterior of a single-story home is shown, featuring a spacious driveway lined with paving stones. Lush greenery, including a large evergreen tree and manicured shrubs, frames the entrance, which includes a blue door and large front windows under a lightly clouded sky.

4.59 out of 5 average rating, 34 reviews

Luxury at its finest (Windsor) Swimming Pool

4.94 out of 5 average rating, 162 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

4.99 out of 5 average rating, 126 reviews

Barn in Kingsville

Woodland Retreat with Pool, Sauna & Event Space

4.82 out of 5 average rating, 255 reviews

Home in Royal Oak

♥️ of 👑 🌳 Entire 2BR House!

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

4.85 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

4.82 out of 5 average rating, 116 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