Family-friendly vacation rentals in Highland Park

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.

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

Top-floor penthouse in Brush Park inside Detroit’s iconic Lumber Baron’s Mansion. 2,500 sq ft with skyline views, 3 bedrooms (2 kings + 1 queen), 2.5 baths, and an en-suite workspace—sleeps 6. Free on-site parking included. Part of the Lake City Flats (LCF) collection: smart-lock check-in, hotel-quality linens, and fast local support. Minutes to Downtown, Midtown, DIA, stadiums, Fox Theatre, and Bar Pigalle across the street. Curated art, soaring windows, streaming TVs and a stocked kitchen too.

Perfect "5-STAR” Condo in the Heart of Brush Park

(373) PERFECT 5★ reviews say it all! Airbnb recently named this boutique Brush Park condo to its exclusive "Guest Favorite" list. Centrally located between Downtown, Midtown, and Eastern Market - a lively atmosphere awaits as many of Detroit's award-winning restaurants, bars, cafes and stadiums are literally steps from our front door. We are part of a stunning residential community, with other homeowners both above and below us. Respect for those owners in the building is an absolute must.

In Good Company

**THIS PROPERTY IS NOT A PARTY HOUSE!! IF YOU NEED A RECOMMENDATION TO A HALL I WILL GLADLY HELP!** Escape to this retreat on the west side of Detroit where relaxation awaits you. Just off the M-10 freeway, you'll find an array of amenities including gas stations, a beauty supply store, a Family Dollar, and even a White Castle. Explore Detroit Riverwalk, 15 minutes away, or visit the Detroit Zoo, only 20 minutes. Plus, rest easy knowing the closest hospital is just a short 6-minute drive away

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.

Sky Carriage House: Light, Bright, Corktown Escape

You'll be staying in our newly constructed carriage house at the back of our property in the heart of Corktown - Detroit's oldest historic neighborhood. This private dwelling is accessed from the back alley entrance and offers high ceilings and a panoramic view of downtown and the surrounding neighborhood. The unit features 1 bedroom/1 bath, living, dining, laundry and a full kitchen. In warmer months a small cafe seating area is situated on the spanish rock drive along the green alley.

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!

Little Paris Pied-à-terre | Walk to LCA, Comerica

Nestled in historic Brush Park, known as Little Paris in the 19th century, this posh pied-à-terre will immerse you in the city’s past while keeping you just steps from its future. Centrally located between Downtown, Midtown and Eastern Market, you'll be in the heart of the city with amazing bars, restaurants, cafes and venues just outside your door. The design-focused space is curated with goods made by local artisans and combines centuries old character with modern amenities.

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.