
Family-friendly holiday rentals in Highland Park
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Highland Park
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cozy, remodeled bungalow near downtown Ferndale
Enjoy a visit to our summer home in Oak Park. It's a 1 mile drive through our historic neighborhood to downtown Ferndale. A 2 bed 1 bath built in 1930 was fully remodeled in 2020, including the addition of AC. We hope you enjoy it as much as we do when we come home to work remotely near family twice yearly. Enjoy the fully stocked kitchen; we love to cook! But make sure to take advantage of all the bars and restaurants in Ferndale. If traveling with the pup, there's a large fenced-in yard.

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.

Eclectic industrial loft 5 Min to downtown
Feel the industrial vibes of Detroit in this gorgeous loft, located in a 1920's automotive factory. Some features like the wood floors, pillars and steam pipes are all original. It also has exposed brick, and tall windows letting the sun shine through Located in an industrial area near downtown and major freeways. Easily access popular Detroit locations in 3-10 min My lofts have been featured in Airbnb Magazine & Hour Detroit. I look forward to providing you a comfortable and memorable stay!

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.

Adults-Only Cozy Getaway with Hot Tub (No Parties)
This PS Grand Getaways location is an ADULTS-ONLY vacation home. We call it our "Staycation Grand". This IS NOT A PARTY HOME. Please rent a hall if needed. 10 persons max. This cozy home with a keypad gated driveway is only 10 Minutes from Downtown Detroit! It is ideal for MATURE couples or adults that need a place to get away and catch some staycation vibes! Enjoy the Detached, Heated/Airconditioned Entertainment Garage with a Hot Tub, and the firepit and Zen garden in the backyard!

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.

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.

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).

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.

Mid Century Appeal in Hamtramck < 10 min Downtown
We are centrally located to most everything in the metro Detroit area. You will have the entire home to yourself with access to the entire first floor. The house is very cozy and set up for a relaxing stay. The kitchen has most everything you need. (Utensils, coffee maker, French press, grinder, tea kettle, tea, condiments, microwave, a toaster oven...) And towels and soap are provided as well. We welcome you to our vintage charmer.

Skylight Detroit - MI Central Corktown Escape
You'll be staying in the upper unit of our modern home in the heart of Corktown. The unit features private access from the side entrance and 17' high vaulted ceilings with a skylight ribbon that cuts through the space to reveal a slice of the sky. Our full kitchen is stocked with essentials. A dining table can accommodate work or meals. The bedroom has a gorgeous view to historic Michigan Central Train Depot.

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.
Popular amenities for Highland Park family-friendly rentals
Family-friendly home rentals with a hot tub

Designer Gem | Hot Tub | Quiet Neighborhood

Year Round Hot Tub, The Beach House

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

Lake St. Clair Boathouse

4 Bedroom Waterfront Oasis Getaway with Hot Tub

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

Modern Walkerville Gem | HotTub & Cozy Backyard

Blue Skies Retreat - Indoor Hot Tub and Sauna!
Family- and pet-friendly home rentals

Family friendly home, park view, walkable to city

Park Side Studio — Pets Welcome!

Little Yellow House in Ferndale! Quiet, Cozy 3BR

Charming Studio Apartment with Indoor Fireplace

Vietnam-Inspired Urban Cottage, Royal Oak

Entire home in Ferndale

Charming Old Walkerville 2-Bedroom Luxury Suite

VeMas Motown Retreat
Family-friendly home rentals with a pool

The STAY Modern l Cozy l Oasis 3 Bd l 2 Ba l 4 TV

Cottage Escape by the Water

Heated Pool|Firepit|Walk to Parks + Eats

Waterfront Cottage | Private Pool |Lakeshore

♥️ of 👑 🌳 Entire 2BR House!

Midtown Gem – Walkable & Bright Hotel Style Unit

The Ambassador Estate Inn

Architectural Gem | Direct-Entry Pool
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £123 | £150 | £149 | £137 | £166 | £179 | £166 | £154 | £119 | £130 | £130 | £126 |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Highland Park

Total holiday rentals
Explore 30 holiday rentals in Highland Park

Nightly prices starting at
Highland Park holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Highland Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Highland Park rentals

4.7 Average rating
Highland Park stays receive an average rating of 4.7 out of 5 from guests
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- Little Caesars Arena
- Ford Field
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- Mt. Brighton Ski Resort
- University of Michigan Museum of Art
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- Motown Museum
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