Family-friendly vacation rentals in Highland Park

1890's Midtown Townhouse

Hello! Our home is an 1890 Victorian mansion that we purchased in 2016 and lovingly renovated using a team of local craftspeople and myself. This space is a 2 bed, 2 bath that spans 2 stories with much of its original character preserved. Located in the heart of Midtown just one block from 15+ dining options, Shinola and way more. The space is designed with leisure stays, but also capable of accommodating business travelers. Coffee+Cocktails are now available downstairs, opened in 2023! 8AM-11PM

Vietnam-Inspired Garden-Level Studio, Detroit

Welcome to historic tree-lined Woodbridge, one of Detroit’s vibrant gems! The Victorian home, built in 1908, has been well cared for, meticulously renovated, and aged gracefully. This garden-level private studio is a modern addition to the home. Within walking/ scooter distance are Wayne State University, Woodbridge Pub, Midtown Detroit, and Motor City Casino. Downtown Detroit and Corktown are within 7 minutes by car and Uber/Lyft. Woodbridge is conveniently accessible to most major freeways.

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).

Carriage house 600 sq feet

Small cottage 600 sq feet 2 bedrooms turn key . Light airy all utilities wi-fi full size kitchen appliances , about 20 minutes from downtown Detroit - you are about 15 minutes from Royal Oak Bike path , walking path , golf walking distance beechwoods park close to grocery stores , target , Taco Bell chipotle mcDonalds more...safe off road parking . ABSOLUTELY NO SMOKING! There will be deep cleaning fee. I’m truly sorry you will asked to leave if there is smoking . Thank You for looking .

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.

Quirky artist studio with a beautiful view

**Please read details about the space** My space is located 2 blocks from Comerica Park, Ford feild, and the new Little Caesars arena. One block east of the new Qline that can take you from downtown to new center. Enjoy the beautiful view of the city skyline outside every window. Its a very short walk to downtown, shopping, restaurants, transportation, and events. Prime location! NO WIFI IN UNIT Elevator access not guaranteed Keys will be left in a lockbox for your convenience

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!

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.

Work/Play Base: Park Free, 10mins DTWN, Fast WiFi

Hey there, welcome to your cozy Midtown Detroit studio—your perfect home base for work or play. Unwind in style with plush furnishings, a comfy queen bed, and a full-size sofa bed for extra R&R. You’re super close to Henry Ford Hospital, Comerica Park, Ford Field, and the iconic Motown Museum. Need a break? Explore the Detroit Institute of Arts or Eastern Market, or grab a bite at Selden Standard. Work hard, explore harder—your Motor City stay starts here! 🚗✨

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.

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.