Family-friendly holiday rentals in Highland Park

4.92 out of 5 average rating, 242 reviews

A cozy studio space is displayed, featuring a comfortable bed with light bedding. A television is mounted on the wall, and two patterned chairs sit across from a small table. A floor lamp provides soft lighting, while a compact storage area holds towels and linens.

Apartment in Detroit

Cute & Cozy North End Studio

Welcome to Detroit’s North End! We are located minutes away from major freeways, Wayne State, Henry Ford Hospital, Little Caesars Arena, Ford Field, Comerica Park and more! Shops and restaurants are nearby. Hop on the Q Line to head Downtown or grab a city bike/scooter! If your plans take you far away, grab a car. This is the Motor City, after all. The North End is a neighborhood that is in transition. Here you will see the city’s history as well as its bright future. Come book with us today!

KitchenIndoor spacesNearby

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!

KitchenIndoor spacesView

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 spacesFamilyAmenities

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.

Indoor spacesKitchenWi-Fi

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.

FamilyIndoor spacesBathroom

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

FamilyKitchenHospitality

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.

5.0 out of 5 average rating, 246 reviews

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 spacesFamilyCondition

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, 171 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 spacesFamilyTV

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

Welcome to one of the quirkiest little spots in one of the quirkiest little cities in Michigan. This is a quiet little studio set right in the middle of Hamtramck. It is a 5 minute walk from excellent restaurants, bars, and shops. Tucked in a quiet rear lot off the street, it has easy access to all the arts and entertainment this international city has to offer. It's also just a short 15 minute ride to all downtown Detroit has to offer.

Indoor spacesFamilyDecor

4.93 out of 5 average rating, 157 reviews

A living area features a grey sofa with yellow accent pillows, set against light grey walls. A wall clock is mounted on the wall, accompanied by a plant and a floral artwork that adds visual interest. A small dining table and chairs are positioned nearby.

Home in Hamtramck

Cozy 1 Bedroom Apartment 10 Minutes From Downtown

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.

FamilyIndoor spacesCondition

4.95 out of 5 average rating, 113 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.

Indoor spacesFamilyLaundry

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 :)

KitchenIndoor spacesLaundry

Popular amenities for Highland Park family-friendly rentals

Kitchen

Wi-Fi

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, 120 reviews

Centrally located 5BR- Hot Tub & Game Room

Indoor spacesKitchenDecor

4.97 out of 5 average rating, 207 reviews

Home in Plymouth

Charming Plymouth retreat • hot tub • fire pit

KitchenFamilyAccuracy

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

KitchenFamilyBackyard

4.88 out of 5 average rating, 259 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

KitchenFamilyBathroom

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

FamilyKitchenOutdoor spaces

Farm stay in Essex County

5.0 out of 5 average rating, 204 reviews

Christmas Tree Farm-Lower 1Bedroom Suite & Hot Tub

KitchenFamilyNearby

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

Indoor spacesKitchenCondition

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.

4.93 out of 5 average rating, 161 reviews

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

FamilyIndoor spacesBackyard

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 103 reviews

Home in Berkley

2 BR home 20 min to Detroit - Fenced yard

FamilyKitchenDecor

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 spacesKitchenBackyard

4.95 out of 5 average rating, 196 reviews

Peaceful Pretty Art & Cinema Reclining Couches

KitchenIndoor spacesHeating

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, 137 reviews

Lovely 3 bedroom in historic Woodbridge.

Indoor spacesKitchenAccuracy

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

FamilyKitchenCleanliness

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

FamilyIndoor spacesParks

4.97 out of 5 average rating, 134 reviews

The historic mansion is highlighted by warm lighting emanating from its large windows, showcasing intricate architectural details. The exterior features a red brick facade with ornate trim, complemented by a unique turret. A manicured lawn and tree stand in the foreground against a colorful dusk sky.

Condo in Detroit

Lumber Baron's Penthouse | 3BR | 2 Kings | Parking

FamilyIndoor spacesTV

A comfortable living area is showcased with a spacious black couch and an accent chair in vibrant yellow. Natural light enters through double windows, illuminating the textured area rug. A round wall clock and decorative elements add to the inviting ambiance of the room.

4.96 out of 5 average rating, 272 reviews

Entire home in Ferndale

Indoor spacesFamilyWalkability

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

FamilyIndoor spacesHeating

4.81 out of 5 average rating, 155 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

KitchenIndoor spacesBathroom

4.95 out of 5 average rating, 184 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

KitchenIndoor spacesWalkability

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

KitchenIndoor spacesAccess

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.

FamilyIndoor spacesCondition

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 spacesCheckout

4.92 out of 5 average rating, 64 reviews

The outdoor area features a spacious salt-water pool surrounded by a stone patio. Two hanging egg chairs and lounge chairs are positioned near the water, with a large umbrella providing shade. Lush greenery and flowering plants border the pool, enhancing the serene environment.

Home in Royal Oak

*Luxury Home* w/POOL&JACUZZi, 10 Beds, 7 baths.

FamilyKitchenCondition