Family-friendly holiday rentals in Highland Park

4.94 out of 5 average rating, 207 reviews

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

PS Grand Getaways is an ADULTS-ONLY vacation home. This IS NOT A PARTY HOME. Please rent a hall if needed. 10 persons max. The home has a keypad-gated driveway and is only 10 minutes from Downtown Detroit! Our neighborhood has an authentic urban Detroit character yet is quiet and safe. Ideal for MATURE couples or adults who need a place to get away and catch some STAYCATION VIBES! Enjoy the detached, heated/air-conditioned entertainment garage with a hot tub, plus the firepit in the backyard!

FamilyKitchenNearby

4.9 out of 5 average rating, 247 reviews

An indoor pool area features a large saltwater swimming pool with an attached hot tub. Modern lighting illuminates the high wood-paneled ceiling, while a double-sided fireplace offers warmth. Stylish seating options are arranged nearby, creating an inviting space for relaxation and enjoyment.

Home in Shelby Township

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

FamilyKitchenBathroom

4.96 out of 5 average rating, 311 reviews

A comfortable living area is featured, showcasing a beige sectional couch facing a wall-mounted television. A decorative ceramic-tiled fireplace is highlighted, surrounded by built-in shelves. Natural light fills the space through large windows with curtains, complemented by green accent plants and hardwood flooring.

Townhouse in Detroit

The Pingree of Piety Hill_Home # 1

Come stay at our preserved 1912 lower flat, furnished with Detroit-honored art & literature throughout, and enriched with craftsman character & contemporary charm. Found in the peaceful Piety Hill neighborhood, so unfortunately we do NOT allow gatherings of more than 15 persons. This is a 2-family home, but ONLY YOU will have full access to the entire 1st floor and basement level of this property. The 2nd floor home will NOT be occupied during your stay; just maintenance and cleaning staff.

Indoor spacesKitchenCleanliness

4.89 out of 5 average rating, 504 reviews

The loft features an open studio layout with exposed brick walls and original hardwood flooring. A spacious bed is positioned in the foreground, with a comfortable seating area visible in the background, separated by an arched opening. Natural light fills the space.

Loft in Detroit

Historic Industrial Loft~ Spacious King Bed Suite

Feel the industrial history of Detroit in this gorgeous loft, located in a 1920's automotive factory. Some features like the wood floors, pillars and hardware are all original. It also has exposed brick, and tall windows letting the sun shine through. Located in an industrial area close to downtown and major freeways. Easily access popular Detroit locations in 3-10 min. I have been hosting people in Detroit for over a decade, and my lofts have been featured in Airbnb Mag & Hour Detroit.

KitchenIndoor spacesCleanliness

4.89 out of 5 average rating, 276 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.

KitchenIndoor spacesSleep quality

4.99 out of 5 average rating, 219 reviews

A modern kitchen countertop features a glass bowl filled with colorful fruit. A vase with fresh flowers adds a touch of brightness, and a chalkboard sign reading 'Welcome' is prominently displayed. Natural light filters through a nearby window.

Bungalow in Royal Oak

Blocks from Main St*Fenced yard* King Bed

"The Dotte" 7 blocks to downtown Royal Oak & minutes to local favorites like the Zoo and Farmers Market. *Fully stocked kitchen *King in the Primary+ TV *Queen in the upstairs + TV * Full/twin bunk + TV *Hulu, Netflix and Disney Plus *Special reading nook upstairs with books and toys. *Pet Friendly home with fenced yard , room to run and pet amenities like bowls, pet gate, dog bags & more *WFH desk & fast WiFi *Lots of local bars, restaurants & parks

FamilyKitchenBiking

5.0 out of 5 average rating, 246 reviews

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.

Home in Ferndale

Little House on Laprairie

This cozy 1 story, 2 bedroom 1 bathroom bungalow has been recently renovated (2022) with all new appliances and updated finishes. A short walk to downtown Ferndale is where you’ll find plenty of shops, restaurants, coffee houses and bars. Downtown Detroit is 11 miles away and a quick 15 minute drive. Our home is perfect for couples, small families, business travelers and LGBT travelers. The large fenced backyard is perfect for your house trained dog.

Indoor spacesKitchenWalkability

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.

4.88 out of 5 average rating, 170 reviews

Art filled townhouse in Detroit

This stylish, newly renovated home is perfect for your next visit to Detroit. Great location in an up and coming neighborhood (North End Detroit) and less than ten minutes from downtown and Hart Plaza. Minutes away from great restaurants (Oak & Reel, Freya), bars (Kiesling, Tenacity Brewing) and coffee shops (The Gathering, The Congregation) and even a sauna (The Schvitz). Parking space in back, fully fenced in yard (shared with other side of duplex).

Indoor spacesFamilyLong stay

4.96 out of 5 average rating, 409 reviews

A bright kitchen features white cabinetry and a modern black countertop. Above the sink, colorful dishes are displayed on a shelf. Natural light illuminates the space, highlighting clean lines and a welcoming ambiance. A door with a bright red hue leads to an adjacent area.

Loft in Hamtramck

Beautiful Flat In Unique Hamtramck

Located in one of Hamtramck’s historic neighborhoods, this apartment features vintage charm, including an original clawfoot soaking tub and the character of a century-old home. Please note: this is a second-floor apartment accessible by stairs only. The bathroom features a traditional, historic clawfoot tub with a high step-in and no walk-in shower. Guests with mobility concerns should consider whether the space will comfortably meet their needs.

FamilyIndoor spacesValue

4.97 out of 5 average rating, 210 reviews

A light-filled living area features a cozy blue sofa with a yellow throw pillow. A small desk with a chair is positioned nearby, along with a dining table. The room has a large closet and leads to a bedroom area equipped with a green plant and a coffee station.

Home in Hamtramck

Cozy Upper Apartment

Enjoy easy access to the Metro Detroit area. 10 minutes from downtown Detroit. This centrally located, 1 bedroom unit is the perfect stay for a quick trip to the city, working from home or home away from home while exploring the city. Hamtramck is a 2-square-mile city. Small in size, but large in population and ethnic diversity. With around 22,000 residents, the city has much to offer and visit in a day.

KitchenFamilyAccess

4.98 out of 5 average rating, 285 reviews

A bright and spacious living area features a sectional couch adorned with patterned pillows and a soft throw blanket. A colorful striped rug lies beneath a modern coffee table, and light streams through sliding glass doors leading to the outdoor space.

Home in Hazel Park

The Little Hamster - Near Ferndale & RO w/ 2TVs

LOCATION, LOCATION, LOCATION! Heart of all major hubs in metro Detroit, quick access to DT Detroit, Royal Oak and Ferndale! Explore vibrant Metro-Detroit from our stylish, central home in up-and-coming Hazel Park! Sleep soundly on double & queen memory foam beds. Whip up delicious meals in the open kitchen with large island (think Eastern Market finds!). Perfect for leisure or business stays :)

KitchenFamilyLaundry

4.95 out of 5 average rating, 110 reviews

A cozy studio apartment features a spacious green sofa, a dining table surrounded by chairs, and a queen bed framed against a dark green accent wall. Modern artwork adorns the wall above the bed, while natural light filters in through the window, enhancing the warm ambiance.

Apartment in Detroit

Renovated Gem: Park Free, Fast WiFi, 10m to DT

Welcome to your cozy Midtown Detroit retreat! This stylish studio is perfect for up to 3 guests, featuring a comfy queen bed, a spacious king-size sofa bed, and a stocked kitchenette. Located in the heart of the city, you're steps from great restaurants, bars, and cultural hotspots. Whether you're here for work or play, enjoy a clean, comfortable stay with everything you need to feel at home.

FamilyKitchenCheckout

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

The home's exterior is showcased in the evening, featuring a mix of brick and siding with large windows. Outdoor seating is arranged in a gravel area, illuminated by string lights. A private fenced yard is visible, enhancing the sense of privacy.

4.94 out of 5 average rating, 119 reviews

Centrally located 5BR- Hot Tub & Game Room

KitchenIndoor spacesComfort

4.88 out of 5 average rating, 227 reviews

A modern two-story cinder block home is showcased, featuring a vibrant mural on one side. The house is painted in bright blue, accented by red and green elements. A paved pathway leads to the entrance, with grassy areas surrounding the property.

Tiny home in Detroit

The Painted House by Eastern Market ~Boutique B&B~

Indoor spacesFamilyBarbecue

4.97 out of 5 average rating, 206 reviews

Home in Plymouth

Charming Plymouth retreat • hot tub • fire pit

FamilyKitchenQuiet

Farm stay in Essex County

Christmas Tree Farm-Lower 1Bedroom Suite & Hot Tub

KitchenIndoor spacesBarbecue

5.0 out of 5 average rating, 202 reviews

4.88 out of 5 average rating, 258 reviews

A spacious living area is furnished with a large sectional sofa and a dark grey armchair, positioned around a coffee table. Natural light filters through sheer curtains on the window, highlighting the warm cedar wall and textured ceiling. A flat-screen TV is mounted on the wall.

Cabin in Madison Heights

Cabin House | Sauna | Hot Tub | Centrally Located

FamilyIndoor spacesLong stay

4.91 out of 5 average rating, 112 reviews

An open living area features a comfortable L-shaped sofa accented with decorative pillows. A round coffee table sits atop a textured area rug, while modern artwork hangs on the wall. Natural light filters through patterned curtains, enhancing the welcoming atmosphere.

Home in Berkley

Designer Gem | Hot Tub | Quiet Neighborhood

Indoor spacesFamilyHot tub

4.97 out of 5 average rating, 156 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

Indoor spacesFamilyValue

An open-concept living area features a modern gas fireplace surrounded by a stylish stone accent wall. Plush couches are arranged on a colorful area rug, with a unique pendant light above. A cozy hanging chair adds an inviting touch, while the kitchen is viewable in the background.

4.93 out of 5 average rating, 107 reviews

The Villa: spa, fire, games-Family/Group Perfect!

KitchenIndoor spacesCheckout

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 225 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

Indoor spacesKitchenAmenities

4.97 out of 5 average rating, 229 reviews

A bright living area features a charming fireplace as a focal point, surrounded by large windows allowing natural light. Comfortable seating options include a sleek sofa and a wooden chair. A dining area is visible in the background, framed by subtle archways.

Home in Royal Oak

Best Neighborhood - Close 2 Royal Oak, Detroit Zoo

KitchenFamilyLong stay

4.84 out of 5 average rating, 112 reviews

A cozy living area features a light-colored sofa with red and gray accent pillows, complemented by a flat-screen television on a simple stand. A large area rug adds warmth to the wood flooring, while a colorful artwork hangs above the sofa, enhancing the inviting ambiance.

Apartment in Hamtramck

Charming Studio Apartment with Indoor Fireplace

Indoor spacesKitchenOutdoor spaces

4.91 out of 5 average rating, 183 reviews

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.

Guesthouse in Detroit

Historic carriage house with gated parking & patio

FamilyIndoor spacesWi-Fi

A comfortable living area features large windows with sheer white curtains, allowing natural light to fill the space. A plush sectional sofa and a cozy armchair in vibrant orange are positioned around a glass coffee table. A bold black and white rug adds contrast to the green flooring.

4.91 out of 5 average rating, 135 reviews

Lovely 3 bedroom in historic Woodbridge.

KitchenIndoor spacesOutdoor spaces

The exterior of the house is characterized by dark blue siding and a welcoming porch. Large windows provide ample natural light, and a brick foundation adds a touch of classic charm. Trees surround the property, enhancing the inviting appearance of the home.

4.99 out of 5 average rating, 126 reviews

Huge Historic Home w Huge Yard

Indoor spacesKitchenWalkability

4.99 out of 5 average rating, 267 reviews

Home in Ferndale

Rock House Detroit w 2 Kings Office Designer HGTV

Indoor spacesFamilyAccess

4.81 out of 5 average rating, 242 reviews

An inviting outdoor area showcases a glistening in-ground oval pool framed by a spacious deck. Comfortable lounge chairs are situated nearby, and the house features large windows that allow for ample natural light. A dining set is visible under the covered patio, ideal for outdoor meals.

Home in Windsor

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

FamilyKitchenSleep quality

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 134 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 Lower Level Sport Themed Suite

KitchenFamilyBarbecue

4.92 out of 5 average rating, 126 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 LaSalle

The Ambassador Estate Inn

KitchenFamilyValue

4.95 out of 5 average rating, 183 reviews

A clear view of a seasonally available swimming pool bordered by a sun-soaked patio. Outdoor seating is arranged under a wooden covered area. The vibrant greenery and lake beyond provide a relaxing backdrop, enhancing the inviting ambiance of the outdoor space.

Cottage in Lakeshore

Waterfront Cottage | Private Pool |Lakeshore

FamilyIndoor spacesAmenities

4.88 out of 5 average rating, 257 reviews

A private rooftop terrace features a hot tub surrounded by scenic views of autumn foliage and nearby homes. A cushioned lounge area with red and black accents provides a comfortable spot to relax. The entrance to the suite is visible in the background.

Condo in Royal Oak

*Zen* Entire King suite w rooftop spa, @MicroLux

Indoor spacesKitchenView

5.0 out of 5 average rating, 38 reviews

A private backyard oasis is featured, showcasing a heated seasonal pool surrounded by lounge chairs and vibrant rugs. Bistro lights illuminate the area against a colorful sunset backdrop, creating a tranquil atmosphere for relaxation and outdoor enjoyment.

Home in Clawson

Heated Pool|Firepit|Walk to Parks + Eats

FamilyIndoor spacesAccuracy

A modern living room features two black leather sofas positioned adjacent to a glass-top coffee table. The space is illuminated by natural light through two windows, accented by light grey walls and a plush area rug underneath.

4.85 out of 5 average rating, 74 reviews

Cute with a pool. 12 mins to Downtown.

KitchenFamilyParking

4.93 out of 5 average rating, 57 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 Windsor

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

FamilyKitchenBackyard