Vacation rentals in Highland Park

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Top-rated vacation rentals in Highland Park

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Guest favorite

Apartment in North End

4.94 out of 5 average rating, 196 reviews

Cute & Cozy North End Studio

Welcome to Detroit’s North End! We are located minutes away from major freeways, Wayne State, Henry Ford Hospital, Little Caesars Arena, Ford Field, Comerica Park and more! Shops and restaurants are nearby. Hop on the Q Line to head Downtown or grab a city bike/scooter! If your plans take you far away, grab a car. This is the Motor City, after all. The North End is a neighborhood that is in transition. Here you will see the city’s history as well as its bright future. Come book with us today!

Guest favorite

Guesthouse in Arden Park

4.91 out of 5 average rating, 118 reviews

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.

Guest favorite

Home in Detroit

4.96 out of 5 average rating, 151 reviews

Adults-Only Cozy Getaway with Hot Tub (No Parties)

This PS Grand Getaways location is an ADULTS-ONLY vacation home. We call it our "Staycation Grand". This IS NOT A PARTY HOME. Please rent a hall if needed. 10 persons max. This cozy home with a keypad gated driveway is only 10 Minutes from Downtown Detroit! It is ideal for MATURE couples or adults that need a place to get away and catch some staycation vibes! Enjoy the Detached, Heated/Airconditioned Entertainment Garage with a Hot Tub, and the firepit and Zen garden in the backyard!

Guest favorite

Condo in Milwaukee Junction

5 out of 5 average rating, 12 reviews

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

Guest favorite

Guest suite in Hamtramck

4.86 out of 5 average rating, 168 reviews

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.

Top guest favorite

Home in Boston Edison East

4.97 out of 5 average rating, 30 reviews

Near Corktown, Downtown and Midtown

Spacious historic home- 3BR, 3.5Bath. Located one block from Boston Edison District Home features: ✓2 Queen Beds ✓2 Double beds ✓Central AC on 2nd and 3rd floors ✓ Standing fans on 1st floor to stay cool ✓WiFi ✓Eat-in kitchen ✓Large living room ✓Formal dining room ✓65" smart TV ✓Plush linens ✓Cooking essentials Perfect for short-term stays, insurance housing, or relocation. Central location with easy access to Midtown, Downtown, and all things Detroit.

Superhost

Apartment in Boston Edison East

4.86 out of 5 average rating, 42 reviews

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, and a new HVAC system offers heat and cold air.

Guest favorite

Apartment in Detroit

4.88 out of 5 average rating, 57 reviews

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!

Top guest favorite

Apartment in Milwaukee Junction

5 out of 5 average rating, 38 reviews

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)

Superhost

Loft in Milwaukee Junction

4.9 out of 5 average rating, 345 reviews

Historic Industrial Loft~ Spacious King Bed Suite

This gorgeous loft captures the essence of Detroit- unique, industrial, and re-imagined. Feel yourself step back in time to a 1920’s bustling Detroit factory with the wood pillars, original floors, exposed brick, and tall windows letting the sun shine through. Located in an up-and-coming industrial/ post industrial neighborhood. 3-10 minute drive to popular destinations My Loft and I were featured in Airbnb Mag Jan '19!

Guest favorite

Home in Hamtramck

4.95 out of 5 average rating, 132 reviews

Cozy 1 Bedroom Apartment 10 Minutes From Downtown

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.

Apartment in North End

4.78 out of 5 average rating, 169 reviews

Luxury Holbrook Apartment

Welcome to Holbrook, come enjoy a quite experience at this centrally-located place. Minutes from downtown and all the sporting arenas. This apartment has just been newly renovated with high end finishes. it incorporates the charm of the old and new. laundry in apartment, and all amenities to make your stay memorable Henry Ford is just 3 minutes drive , close to all the hot spot in downtown Detroit.

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Other great vacation rentals in Highland Park

Top guest favorite

Private room in South Windsor

5 out of 5 average rating, 33 reviews

Near US border,restaurants,college,mall,riverside

FarhanRating, 5 stars6 days ago

This was my second time staying at this place. Amitha is very accommodating—I requested a late check-in around 2 a.m. due to a sudden trip to Windsor, and even though I contacted her quite late at night, she immediately accepted my request and made sure everything was ready before my arrival. Everything was perfect. There were plenty of shampoo and conditioner options, and the warm water and other amenities made it feel just like home. Since I often travel to Windsor for work, Amitha’s place has truly become my second home there. I will definitely stay at her place whenever I visit. Thank you, Amitha, for your wonderful hospitality. You’re a great host, and I look forward to staying at your place again.

Guest favorite

Private room in Windsor

4.81 out of 5 average rating, 205 reviews

Maryjoe's

WenjuanRating, 5 stars6 days ago

It was nice staying in Mary and Jonathan’s place for three nights. It was quiet and undisturbed, I was able to sleep pretty well and got my energy back! Mary is super friendly and easy to communicate.

Top guest favorite

Private room in Hazel Park

5 out of 5 average rating, 6 reviews

Private King room Non-toxic Home

ManuelaRating, 5 stars2 weeks ago

Lianna’s place was really comfy, clean and spacious. I stayed in room 3 and i had a great time. She was very responsive and answered every question I had. 100% recommend it!

Guest favorite

Private room in Downtown Windsor

4.92 out of 5 average rating, 13 reviews

#2 Comfy Room in Downtown near UoW/Tunnel

AshRating, 5 stars1 day ago

Nice arrangements for the stay. Thanks to Mahsum!! The place is pretty close to all the necessary facilities and entertainments.

Guest favorite

Private room in Detroit

4.95 out of 5 average rating, 22 reviews

The Michigan Room at The Hadley House

AlexRating, 5 stars2 weeks ago

From start to finish I had an amazing time staying at Veronica's House. The neighborhood was fantastic, (including her neighbors), the easy walk to Woodward Ave to catch the bus to downtown Detroit, the other folks staying at her house gave me a warm welcome, and made me feel right at home throughout my stay. The "shared bathroom" and "common areas" was a new AirBnB experience for me, but I enjoyed it. Veronica's house is lovely, i.e. fast wifi, clean, very comfortable bed, loved her kitchen too, it had all the pots and pans, and other stuff I needed for cooking. Also, the cats were lovely, and her neighborhood has two 24 hour gas stations around the corner with an ample amount of snacks, etc...Overall, the location of Veronica's House is a (10 out of 10) since I'm a longtime lover of Detroit, her house is really in the center of this large city, but I never felt like I needed a car, due to it's (5-7) minute walk to Woodward Ave. Highly recommend the house, Veronica is a 5-Star host!

Superhost

Private room in Highland Park

5 out of 5 average rating, 6 reviews

LGBT+ND Bright Cheerful Attached Bath @Woodward

HollyRating, 5 stars2 weeks ago

Nicole's home is truly like a B&B, with lots of thoughtful touches like a bouquet of wildflowers by the bedside and an array of tea selections and fresh bakery bread for guests. The location was central to all of the main attractions in Detroit. I appreciated the ample street parking. The neighborhood felt very quiet and safe to me as someone used to big cities. The bedroom was very comfortable. I also loved the blue tiled bathroom with an old fashioned tub and separate shower. Nicole was incredibly responsive as a host. Highly recommend!

Guest favorite