Holiday rentals in Highland Park

1890's Stone and Brick Garden Loft

Hello! Our home is an 1890 Victorian mansion that we purchased in 2016 and lovingly renovated over three years using a team of local craftspeople and myself. This space is a quirky 1 bedroom, 1 bath garden level loft with much of its original character preserved. Located in the heart of Midtown just one block from 15+ bars and restaurants, DMC, Shinola and way more. The space is designed with leisure stays in mind but also capable of accommodating business travelers comfortably. Parking included

Arden Park Historic Carriage House!

You’ll love this thoughtfully designed, retro-chic renovated 2 bedroom Carriage house located in Detroit’s historic neighborhood, Arden Park! This bright and modern space has free parking, a fully equipped stainless-steel kitchen, and an amazing laundry room. You are a short 10 minute drive to the heart of downtown Detroit with access to all the sports and entertainment Motor City has to offer! You’ll love all the beautiful historic homes as you stroll down the historic Boston blvd. NO SMOKING

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.

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.

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

Historic Detroit Charm • 10 min Downtown

Welcome to our 100-year-old Detroit home just 10 minutes from downtown. Step into a warm, character-filled space that blends historic charm with the comforts you need for a stress-free stay. What you’ll love: Private bedroom with plush queen bed and fresh linens Fast Wi-Fi for work or streaming on the Smart TV Fully stocked kitchen—coffee, tea, and cookware ready Quiet residential block only 5 min to Motown Museum, 7 min to Henry Ford Hospital and 10 min to Little Caesars Arena

Walkable Historic Flat+Secure Parking+Laundry

Brand New listing from 5-star superhosts: + walk to top-rated restaurants, cocktail spots, coffee shops + secure parking in our gated lot + 1 block from metro line and bus + 1 mile to Midtown (4 min drive), 3 miles to downtown (10 min drive) + contactless self-check-in + responsive hosts who live nearby + mid-century modern interior inspired by D-Town Records (the 1960s soul music record label that was headquartered in the building) + 2 blocks from the Fisher Theater

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!

Cozy 2-Bed Flat, Near Downtown

Enjoy easy access to the Metro Detroit area. 10 minutes from downtown Detroit. This centrally located, 2 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.