Holiday 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.

Chic and Cozy Attic Oasis

Welcome to your home away from home in Detroit! This unique attic studio apartment is a favorite among students and professionals alike. Renovated in October of 2022, our 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.

Detroit 100

Centrally located in the historic North End neighborhood, you can relax and be surrounded by authentic Detroit history in this sunny 1500 sq. foot upper flat of a quiet 100-year old home. Whether you are traveling for work, vacation, or to visit family we offer a spacious place to unwind that has: 2 cozy bedrooms, bathroom with full bathtub + bluetooth speaker, kitchen with laundry center, dedicated office, yoga mats and weights, dedicated driveway parking space, balcony and backyard access.

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.

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

Loft close to everything

Keep it simple at this peaceful and centrally-located place. People live downstairs. Private smart entry. Bathroom with shower. Kitchenette with mini fridge, sink, water filter and microwave. Loft living room with bedroom and full size 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.

Lykke House - 5min Walk to DTRO

Enjoy your visit to Royal Oak in our peaceful and centrally-located place; just a short 5 minute walk from downtown Royal Oak full of a variety of restaurants, bars, entertainment, coffee shops and more! Long stays as well as short stays are welcome! Our place is tucked into a quiet, safe, walkable neighborhood close to many parks, Royal Oak Music Theater, Beaumont Hospital, Detroit Zoo, Downtown Detroit and multiple freeways.

Modern 1BR Near Ferndale & Downtown Vibes

Modern 1BR apartment in Hazel Park, perfectly located near top golf courses, Royal Oak, and Ferndale. This cozy space offers a peaceful retreat with easy access to dining, shopping, and entertainment. Ideal for solo travelers, couples, or small groups, it features practical amenities and a relaxing vibe. Enjoy a quiet stay while staying close to vibrant urban hubs. Your ideal home base for both leisure and convenience.

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 ✈️