Family-friendly holiday rentals in Highland Park

4.86 out of 5 average rating, 111 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/Quiet 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!

Guest suite in Woodbridge

A cozy studio space features a queen size bed with a light-colored blanket against a green wall. A snug bar table and stools are nearby, with framed art adorning the walls. Natural light enters through a window above the bed, adding warmth to the atmosphere.

4.88 out of 5 average rating, 358 reviews

Vietnam-Inspired Garden-Level Studio, Detroit

Welcome to historic tree-lined Woodbridge, one of Detroit’s vibrant gems! The Victorian home, built in 1908, has been well cared for, meticulously renovated, and aged gracefully. This garden-level private studio is a modern addition to the home. Within walking/ scooter distance are Wayne State University, Woodbridge Pub, Midtown Detroit, and Motor City Casino. Downtown Detroit and Corktown are within 7 minutes by car and Uber/Lyft. Woodbridge is conveniently accessible to most major freeways.

4.99 out of 5 average rating, 242 reviews

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.

Home in Ferndale

Little Yellow House in Ferndale! Quiet, Cozy 3BR

FERNDALE FAVORITE!! Walk to downtown! All new furniture / decor, luxury bedding, memory foam beds, quartz countertops… super clean & well-cared for. This comfy, freshly updated house is on a quiet street just blocks from restaurants, bars, coffee shops & more. Centrally located w/ easy access to freeways, 10-15 min drive to other downtown areas (Royal Oak, Detroit, Birmingham). Ideal for couples, business travelers, LGBTQ+, and families with children. We also allow SMALL pets (under 20 lbs).

Guest house in Arden Park

A detached carriage house is visible, showcasing a combination of brick and wood siding with a pitched roof. Green foliage frames the entrance, while a garage door adds functionality. Seating is provided on the patio, surrounded by landscaped greenery and a view of a neighboring house.

4.89 out of 5 average rating, 148 reviews

Historic carriage house with gated parking & patio

Kick back and relax in this calm, stylish space. You'll have a private space in a detached historic carriage house, sharing a yard with the host. We have a large yard with a patio near the carriage house, covered porch, grill, bbq pit, bocce court, and outdoor living room (summer). We have a dog that has yard access. Private, secured parking is available for 1 car. Families are welcome, as are pets. We recommend families 3+ contact us before booking to ensure the space will work for you.

4.95 out of 5 average rating, 777 reviews

A comfortable, light-colored armchair is positioned in a welcoming living area with hardwood floors. A small television is mounted nearby, alongside a stylish lamp. The clean and bright kitchenette can be seen in the background, separated by an open doorway.

Flat in Ferndale

Wonderful Downtown Ferndale Apt**Superb Location**

Cheerful, charming & eclectic with lots of character, the fully private 1 bedroom 4 room apartment with kitchenette is set in the heart of metro Detroit's coolest urban enclave, award winning downtown Ferndale. A coffee shop is a minutes walk away, 10 restaurants/gastropubs are within a 2 min walk , 50 within a 5 min walk. Just a mile from Detroit with easy access to freeways, 15 minutes to midtown & downtown. Don't miss your chance to stay at Oakland county's most popular Airbnb!

4.89 out of 5 average rating, 109 reviews

A cozy kitchen area is highlighted by wooden cabinetry and modern lighting fixtures. A wooden dining chair is positioned near a warm wooden island. A calendar hangs on the wall alongside decorative items and a plant, contributing to the home's welcoming atmosphere.

Home in Hazel Park

Cozy Lovley Little Home!

Our place is a cute home in an up and coming, very safe community. We actually live here full time, and AirBnB it while traveling. WiFi is available. Kitchen is at your disposal. There is a dedicated workspace in the study. Yes, a whole room just for that. And of course a big tv to relax at night, unless you chose to go out and explore local nightlife! Please note that due to certain restrictions we are exempt from hosting guests with dogs or cats even if they are service animals.

4.84 out of 5 average rating, 336 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.

Flat in Brush Park

Quirky artist studio with a beautiful view

**Please read details about the space** My space is located 2 blocks from Comerica Park, Ford feild, and the new Little Caesars arena. One block east of the new Qline that can take you from downtown to new center. Enjoy the beautiful view of the city skyline outside every window. Its a very short walk to downtown, shopping, restaurants, transportation, and events. Prime location! NO WIFI IN UNIT Elevator access not guaranteed Keys will be left in a lockbox for your convenience

4.99 out of 5 average rating, 183 reviews

The spacious basement studio is highlighted by a cozy living area featuring a hammock chair and two recliners. A kitchenette with a sink and counter space is visible. Light wood furnishings complement the warm wooden flooring, creating a welcoming environment.

Guest suite in Royal Oak

Bright Royal Oak basement studio

You'll love this clean & bright basement studio w/private entrance! Bonus - We donate 10% of our earnings to groups supporting LGBTQIA rights & fighting food insecurity! We have a small dog and a cat. Smudge & Commander Muffins won't be in your space while you're with us (& are rarely there otherwise), but if you have animal allergies, this is likely not the best place for you. A short drive to downtown Royal Oak, Ferndale, Birmingham, and also to fabulous & historic Detroit.

4.85 out of 5 average rating, 471 reviews

A bright kitchen features a refrigerator and a gas stove, accompanied by a wooden table with two patterned chairs. Natural light streams in through multiple windows, while colorful artwork and a potted plant add a touch of vibrancy to the green walls.

Home in Hamtramck

Uniquely designed, warm and cozy Detroit hideaway!

Welcome to our newly renovated unique home! Bordering aesthetically between steampunk chic and bohemian chill the home is filled with handmade furniture, art and a variety of features and comforts meant to both relax the body and satisfy the mind. From handcrafted silver knobs, custom built beds, lamps and other features everything was carefully built or imported from our various travels. Truly too many unique elements to list. Please let us share our home with you!

4.86 out of 5 average rating, 220 reviews

A modern loft living room features a grey sectional sofa arranged on a patterned area rug, complemented by a round ottoman. A kitchenette with wooden cabinetry is visible in the background, along with a skylight that provides natural light to the space.

Guest suite in Hamtramck

Loft close to everything

Keep it simple at this peaceful and centrally-located place. People live downstairs. Private keypad entry. Bathroom with shower. Kitchenette with mini fridge, sink, water filter and microwave. Loft living room with bedroom and full sized bed. Right off freeway. Close to downtown Detroit, equidistant to east, west side, downriver and Oakland county. Markets, coffee shops, good carry out, entertainment in walking distance. Across from park with a little backyard and deck.

4.97 out of 5 average rating, 164 reviews

A bright studio space features a queen bed with a colorful accent wall and a blue sofa bed. A wooden dining table is set with plates and rose decorations. Light fixtures create a warm ambiance, while mirrors and artwork enhance the decor.

Flat in Henry Ford

Work/Play Base: Park Free, 10mins DTWN, Fast WiFi

Hey there, welcome to your cozy Midtown Detroit studio—your perfect home base for work or play. Unwind in style with plush furnishings, a comfy queen bed, and a full-size sofa bed for extra R&R. You’re super close to Henry Ford Hospital, Comerica Park, Ford Field, and the iconic Motown Museum. Need a break? Explore the Detroit Institute of Arts or Eastern Market, or grab a bite at Selden Standard. Work hard, explore harder—your Motor City stay starts here! 🚗✨

4.89 out of 5 average rating, 224 reviews

A spacious living area with modern furnishings is visible. A dark sectional sofa and a matching ottoman are arranged near a large window, with natural light illuminating the space. A mounted television is positioned on the wall opposite a dining table set with plates and glasses.

Home in Downtown Windsor

Downtown 2 Bed 1 Bath Unit w/ Free Parking

Welcome to our updated 2 bed 1 bath upper unit in downtown Windsor! With a fully equipped kitchen including stainless steel appliances & quartz countertops and a 65in TV with Netflix in the living room, this apartment has everything you need for a comfortable stay. Located near transit, shopping, and restaurants. This location is on a quiet block just minutes walk to the heart of downtown. Book now for a cozy and convenient home-away-from-home experience!

Popular amenities for Highland Park 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, 160 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

Cottage in Waterford Township

A bright sunlit dining area features a table set with a colorful tablecloth. Breakfast items are arranged alongside a bowl of fresh fruit. Large windows offer a serene view of the lake, enhancing the inviting atmosphere of the space.

4.99 out of 5 average rating, 383 reviews

Hot Tub Kitch Lake Fireplaces Late Ck Out at GSL

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, 170 reviews

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

4.97 out of 5 average rating, 146 reviews

An outdoor seating area is surrounded by lush greenery and illuminated by warm string lights. Four black chairs with orange cushions are arranged around a central fire pit. A patterned rug complements the space, creating a cozy ambiance as the sunset casts a warm glow.

Home in Ferndale

Hot tub + Fire pit + Luxury cozy home + Game Room

4.95 out of 5 average rating, 178 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)

Home in White Lake charter Township

The exterior of the A-frame house is framed by lush trees, featuring a welcoming front porch and a distinct triangular roof. Inside, a spacious living area showcases large, open spaces with comfortable seating and a lofted balcony that overlooks the lower level, offering a bright and airy atmosphere.

4.95 out of 5 average rating, 210 reviews

Vintage 1964 A-frame with game room

4.93 out of 5 average rating, 411 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)

4.97 out of 5 average rating, 135 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

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 302 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

4.77 out of 5 average rating, 449 reviews

A neat sleeping area features a spacious bed with a plush gray blanket draped across it. Soft light is emitted from a bedside lamp, illuminating the room. Simple golden curtains frame a nearby window, contributing to a calming atmosphere.

Flat in Midtown

Midtown retreat

4.93 out of 5 average rating, 139 reviews

A welcoming living area features a light grey sectional couch and a small round coffee table. Natural light filters through the windows, and a mirror hangs on the wall opposite a console table. A woven area rug adds texture to the hardwood floor.

Townhouse in Royal Oak

Cozy 2BR/1BA Steps From Downtown Royal Oak

4.87 out of 5 average rating, 125 reviews

A cozy living area features a gray sectional sofa facing a wooden coffee table. Natural light filters through large windows with sheer shades, creating a bright atmosphere. A decorative rug adds texture, while a simple shelf displays framed artwork against a smooth wall.

Home in North End

Art filled townhouse in Detroit

4.94 out of 5 average rating, 114 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, 130 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.

Flat in Canton

Bright & Cozy 1 Bdr Apt

4.88 out of 5 average rating, 195 reviews

A chic living space is highlighted by two black chairs with turquoise accents, positioned beside a small table. A counter with bar stools is visible in the background under pendant lighting. Natural light streams in through two windows with white blinds.

Bungalow in Royal Oak

Cozy 2 Bed 1 Bath Bungalow Near Downtown Royal Oak

4.93 out of 5 average rating, 168 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.

Flat in Detroit

The Lavender House

Family-friendly home rentals with a pool

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

4.88 out of 5 average rating, 88 reviews

The Cedarwood Suite features a modern design with a spacious bed adorned with a patterned coverlet. A flat-screen television is mounted on the wall opposite. Natural light filters through curtains, illuminating a small dining area equipped with a table and chairs.

Guest suite in Windsor

Cozy Cedarwood Suite ☆Terrace ☆ heated salt pool

4.97 out of 5 average rating, 37 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

Loft in Village of Clarkston

A cozy sleeping area features a spacious bed dressed in a patterned quilt with neutral tones. Light filters through a nearby window, illuminating the soft, beige carpet. A nightstand is positioned beside the bed, creating a functional and relaxing space.

4.91 out of 5 average rating, 85 reviews

The Loft @ the Wickson Farmhouse

4.79 out of 5 average rating, 172 reviews

Flat in Royal Oak

*the Michigander* Entire Queen BR suite!@MicroLux

4.9 out of 5 average rating, 58 reviews

A cozy living area features a comfortable sofa adorned with blue throw pillows. A low coffee table rests in front, complemented by a sleek media console displaying a flat-screen TV equipped with various streaming options. Soft lighting enhances the inviting ambiance.

Flat in Rochester Hills

Bright & Airy Urban Unit | Walk to Everything!

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