Vacation rentals in Highland Park

Historic Carriage House Queer Friendly by Midtown

Detroit 1914 carriage house in National Historic District was built as the chauffeur's residence by the VP of Studebaker Automotive. Try out Tiny House life! Updated with character: original kitchen sink, push button switches, clawfoot tub/shower. Modern USB outlets, retro blue fridge, on demand hot water, and blasting minisplit AC! Great for those comfortable in a diverse ungentrified city environment right off Woodward, antiracist only! Easy few minutes to midtown, downtown, and waterfront.

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.

A Diamond in the Rough

Please note: prices are different for double occupancy. This unique attic studio apartment is a favorite among travelers, students and professionals alike. This airy studio apartment offers an open floor plan which includes a private bathroom, fully stocked kitchen, work space, integrated living room, dining area and bedroom with a queen size bed. 4 skylights offer plenty of natural light. While we have AC, the system struggles to cool the large space when outside temps exceed 85.

Classy Loft above Chic Cocktail Bar

Stylish 1 bedroom Condo in the Milwaukee Junction neighborhood of Detroit! ~Just 5 minutes from Downtown Detroit and 5 minutes from Henry Ford Hospital. ~Condo is in one of the safest neighborhoods of Detroit. ~Close to I-75 ~A variety of great restaurants, bars, coffee shops, and shopping are within a 2-10 minute walk. Fully outfitted kitchen Two full bathrooms Free Wi-Fi Desk + office chair On street parking Washer/Dryer Central Air Private Balcony Full size bed in pull-out sofa

Renovated cozy home for working professionals

Welcome to the upstairs unit of our historic duplex- thoughtfully renovated and equipped with the amenities that will help it feel like home. We travel often for work and are thrilled to now share our home with other working professionals seeking quality housing. Featuring a private entrance, beautiful outdoor spaces, dedicated office, security, laundry and convenient location 4 blocks from Henry Ford Hospital and 1mi to Midtown. Come home from work & feel comfortable & relaxed!

Stylish Downtown Berkley Home- 5 mins to Beaumont!

Enjoy your stay in this stylish updated 2 bed/1 bath Berkley home, a short walk from bars, restaurants, ice cream, local shops, & gyms! Only 5 mins to Beaumont Hospital. Close to Woodward Ave, 696, Detroit Zoo, 20 mins to Detroit. The house is well stocked with all the conveniences of home. INCLUDING a workout space with smart TV in the finished basement. All new appliances, washer/dryer, fully stocked coffee/tea bar. Keyless entry. *No parties or events. No smoking. No pets.

Charming Hamtramck Hideaway

Nestled in the heart of Hamtramck and less than 10 minutes from downtown Detroit, this charming house offers a perfect blend of comfort and modern flair. Enjoy a luxurious, newly renovated, spacious living area with a fully equipped kitchen. Located just minutes from vibrant local eateries, shops, and cultural spots, this home is ideal for both relaxation and exploration. Whether you’re here for a weekend getaway or an extended stay, you’ll feel right at home!

Come and relax at the BlueByU!

Beautifully decorated, blue-themed upper one-bedroom Executive Apartment. Ideal for business travel or romantic getaways. Conveniently located in the heart of Walkersville, the bright unit has a queen-sized bed, a beautiful kitchen and bathroom, a spacious dining area, a stunning living room, and a small office. We are located only 15 minutes from downtown Detroit via the tunnel, 15 minutes from Windsor’s airport, and 5 minutes from the Via train station.

The Vintage Motown

Stay in a beautifully restored home on tree lined Atkinson Street in Detroit, just minutes from Ford Field, Comerica Park, Little Caesars Arena, and all four major Detroit sports teams. Professionally decorated with modern furnishings and stylish touches, this spacious retreat offers comfort and convenience. Perfect for game days, concerts, or exploring the city’s rich culture, dining, and nightlife. Experience Detroit in style and comfort.

Spacious 1 Bedroom w/ Workspace and Sleeper Couch

1 Bedroom apartment with workspace and plenty of free parking on the street and rear driveway. 1 Queen bed and a sleeper for 2 guests and possible area for a third on the sleeper couch. - 10 min walk to Ferndale bars, restaurants & festivals 🍻🍽️🎉 - 1 mile from the Detroit Zoo 🦁🐯🐻 - 15 min from downtown Detroit, Tigers Stadium, Ford Field, Little Caesars Arena ⚾️🏈🏀 - 25 min from the Detroit Metro Airport ✈️

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.