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!

KitchenFamilyCheckout

4.99 out of 5 average rating, 275 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).

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 310 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.

KitchenIndoor spacesValue

4.89 out of 5 average rating, 500 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 spacesFamilyWi-Fi

4.86 out of 5 average rating, 514 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!

KitchenIndoor spacesComfort

4.89 out of 5 average rating, 274 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.

Indoor spacesKitchenCleanliness

4.99 out of 5 average rating, 218 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

FamilyKitchenWi-Fi

5.0 out of 5 average rating, 245 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.

KitchenIndoor spacesNearby

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, 169 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).

FamilyKitchenHeating

4.93 out of 5 average rating, 207 reviews

A cozy living area features a black futon and a stylish armchair, both accompanied by table lamps on wooden side tables. A patterned rug lies on the hardwood floor, while light filters through a large window adorned with patterned curtains.

Apartment in Hamtramck

Stylish 2 Bedroom w/ Dreamy Balcony

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.

KitchenFamilyComfort

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.

KitchenFamilyTV

A spacious bedroom is presented with large windows allowing ample natural light. A wooden bed with a blue-patterned blanket is complemented by two bedside lamps. A cozy armchair and a light wood crib are featured, alongside a geometric area rug on a hardwood floor.

4.86 out of 5 average rating, 127 reviews

Massive Detroit-Themed Stay | HT, Games, Fire Pit

Step into this fully renovated six-bedroom retreat, where luxury, style, and entertainment come together for the ultimate stay. Cook up memories in the spacious family kitchen, unwind in the private hot tub, and share stories by the glowing fire pit. The game room, featuring an arcade, promises nonstop fun for kids and adults alike. Perfectly located just 8 minutes from downtown Detroit in a upcoming community.

FamilyKitchenOutdoor spaces

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, 118 reviews

Centrally located 5BR- Hot Tub & Game Room

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 206 reviews

Home in Plymouth

Charming Plymouth retreat • hot tub • fire pit

KitchenIndoor spacesBarbecue

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

Indoor spacesKitchenAccuracy

4.96 out of 5 average rating, 136 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!

Indoor spacesFamilyCheck-in

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 spacesKitchenCleanliness

4.91 out of 5 average rating, 111 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

KitchenFamilyAmenities

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, 106 reviews

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

Indoor spacesKitchenSleep quality

4.92 out of 5 average rating, 126 reviews

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.

Home in Royal Oak

Relaxing~ Hot Tub ~ Hideout!

Indoor spacesFamilyComfort

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 222 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

FamilyIndoor spacesAmenities

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.

Indoor spacesFamilyAccess

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

FamilyKitchenQuiet

4.99 out of 5 average rating, 266 reviews

Home in Ferndale

Rock House Detroit w 2 Kings Office Designer HGTV

Indoor spacesFamilyParks

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, 123 reviews

Huge Historic Home w Huge Yard

FamilyIndoor spacesBackyard

4.97 out of 5 average rating, 228 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

FamilyKitchenWalkability

4.97 out of 5 average rating, 133 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

Indoor spacesKitchenAmenities

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

Indoor spacesFamilyBackyard

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 spacesHot tub

4.93 out of 5 average rating, 462 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)

Indoor spacesFamilyQuiet

4.82 out of 5 average rating, 152 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

Indoor spacesKitchenAir conditioning

4.95 out of 5 average rating, 182 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 spacesHiking

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, 128 reviews

The Loft @ the Wickson Farmhouse

KitchenFamilyCheck-in

4.88 out of 5 average rating, 256 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 spacesFamilyHot tub

4.96 out of 5 average rating, 105 reviews

A spacious outdoor pool is highlighted under clear blue skies. Several lounge chairs are positioned poolside, providing ample seating for relaxation. The surrounding area features well-maintained greenery and a fence that encloses the space.

Home in Belle River

Belanger Air BnB

FamilyKitchenHospitality