Family-friendly vacation rentals in Highland Park

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.

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!

Mid-Century Modern+Secure Parking+Laundry+Walkable

Enjoy staying in a diverse neighborhood, where the textures of art, music, industry, foodie culture, and history all converge. The former attic of this historic home has been transformed into an apartment with a mid-century modern vibe and Detroit soul music memorabilia. The building is one block from the Q-Line (light rail) and two blocks from many great restaurants. Secure parking in the gated lot. Contactless self-check-in (no keys). We are available via phone should you need anything.

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.

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.

Vibrant Industrial Loft *King bed* Private entry

The loft is located in a 1920’s automotive factory, and has retained some of those original elements like exposed brick, hardwood floors, wood pillars and other little details reminiscent of a Detroit’s automotive history. 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.

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.

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.

Midtown Gem – Walkable & Bright Hotel Style Unit

Stylish hotel-style apartment in the heart of vibrant Midtown Detroit! Walkable to Wayne State University and top hospitals like Henry Ford and DMC, this thoughtful space offers ultimate convenience. Enjoy stunning views of the Detroit skyline, take advantage of the attached bar and restaurant (Common Pub), and visit the pool without ever leaving the building. An absolutely perfect spot to explore or work in Midtown - whatever your visit entails!

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.

Gorgeous Comfy Downtown Clawson Home

Our newest stylish and comfy home steps away from Clawson downtown. This home is perfect for family & friends in this beautiful suburb of Detroit. It features a fully automated espresso machine with locally roasted Sabbath coffee beans, a large wooden deck with privacy walls, Samsung Frame TV featuring Netflix and Disney+, 3 stylish bedrooms with top-of-the-line hotel linens from Standard Textiles and plenty more.