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

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.

Private Bathroom, ♛King♛, & 55" TV in Master Suite

At this Oak Park gem, you’ll find peace and comfort, yet Detroit’s bright lights, great food, and energy are minutes away. This 2nd Floor Suite offers 400+ sq ft of private space, including: ✨ Private bathroom ✨ Workspace – table & chairs ✨ Dual reclining loveseat & 55" Roku TV ✨ Walk-in closet & blackout curtains ✨ Mini fridge & Mr. Coffee machine ✨ King-size bed 🚧 Note: I-696 is under construction (2025-2027) and closed, causing some noise. Woodward Ave offers easy access to Metro Detroit.

Work & Rest: Chic Detroit Spot

Welcome to our charming 3-bedroom Hamtramck home, featuring a cozy room perfect for traveling professionals. It is located near the service drive and offers easy access to Downtown Detroit, ideal for work and leisure. Designed for professionals, this peaceful haven is perfect for a focused stay. Unwind in the comfortable, private room after busy days and easily explore Detroit's vibrant urban scene. Enjoy comfort and convenience in this delightful residence, your ideal professional base.

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

Peaceful Pretty Art and Cinema Reclining Couches

Ferndale retreat! This home has a living room for five (laying), a pro office, art-filled walls, premium sound, wet bar, and a fully equipped kitchen. Walk or bike to downtown, a brewery, and jazz club. Includes 6 kettlebells, 350 G Wi-Fi, 2 Smart TVs, 2 bikes, 2 air beds and laundry. On-site dance classes available for $40/hr on Tue/Fri from 7-9 p.m. and Sat/Sun from 10-12 a.m. and 7-9 p.m. Espresso For show only. Baby gate for basement. May need to move wet bar for kids.

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!

Alice House, Cinderella Room

The house is very conveniently located near the intersection of I-75 and I-696 freeways. It only takes 10-15 min to get to downtown Detroit. The major Metro Detroit shopping areas are easily accessible: Oakland Mall: 10-15min Somerset Collection: 10-15min Twelve Oaks Mall: 25min Great Lakes Crossing Outlets: 30min The Alice House is also in close proximity to downtown Royal Oak and Ferndale with their restaurants, clubs and quaint shops.

Cozy Upper Apartment

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.