
Holiday rentals in Highland Park
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Top-rated holiday rentals in Highland Park
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Artistic Midtown Condo at Dream! steps from Q-Line
Welcome to Dream! an architectural art showpiece. A bastion for the bold and the daring; a symbol to strive beyond complacency and dream the impossible. Ten years in the making, this is a statement piece to embolden the dreamers out there to believe against all odds ; because dreamers change the world! Come stay with us and enjoy a beautiful setting in a convenient location half a block from the Q line and a few blocks from the Museum District, WSU, Henry Ford Midtown and New Center. Dream!

Cozy, remodeled bungalow near downtown Ferndale
Enjoy a visit to our summer home in Oak Park. It's a 1 mile drive through our historic neighborhood to downtown Ferndale. A 2 bed 1 bath built in 1930 was fully remodeled in 2020, including the addition of AC. We hope you enjoy it as much as we do when we come home to work remotely near family twice yearly. Enjoy the fully stocked kitchen; we love to cook! But make sure to take advantage of all the bars and restaurants in Ferndale. If traveling with the pup, there's a large fenced-in yard.

Mid-Century Modern+Secure Parking+Laundry+Walkable
Enjoy staying in a diverse neighborhood, where the textures of art, music, industry, foodie culture, and history all converge. The former attic of this historic home has been transformed into an apartment with a mid-century modern vibe and Detroit soul music memorabilia. The building is one block from the Q-Line (light rail) and two blocks from many great restaurants. Secure parking in the gated lot. Contactless self-check-in (no keys). We are available via phone should you need anything.

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.

Sky Carriage House: Light, Bright, Corktown Escape
You'll be staying in our newly constructed carriage house at the back of our property in the heart of Corktown - Detroit's oldest historic neighborhood. This private dwelling is accessed from the back alley entrance and offers high ceilings and a panoramic view of downtown and the surrounding neighborhood. The unit features 1 bedroom/1 bath, living, dining, laundry and a full kitchen. In warmer months a small cafe seating area is situated on the spanish rock drive along the green alley.

Stylish Midtown Apartment w/ Stunning City Views
Experience Midtown in this thoughtfully designed apartment, perched on the 7th floor with sweeping city views. Blending style and comfort, it's the ideal space to relax after a day of exploring. Perfectly situated at the corner of 2nd Ave and Martin Luther King Jr Blvd, you’ll be in walking distance of some of the city’s finest dining and venues. LCA- 0.6 miles away Ford Field - 1.2 miles away Masonic Temple - 0.2 miles away The Fillmore - 1 mile away The Magic Stick - 0.6 miles away

The Lavender House
Come relax at the Lavender House's upper flat! The space is overflowing with old world charm, hardwood floors, stained glass, and a large balcony facing downtown Detroit. The house was built in 1900. It is nestled next to an ambling flower garden and wooded area, with ample space for outdoor hangs. There is a fire pit and playscape for the little ones. We are just 2 miles from downtown so you can enjoy what the city has to offer, then unwind in this lovely urban countryside.

Little Paris | Walk to LCA, Ford Field, Comerica
Nestled in historic Brush Park, known as Little Paris in the 19th century, this charming flat will immerse you in the city’s past while keeping you just steps from its future. Centrally located between Downtown, Midtown and Eastern Market, you'll be in the heart of the city with amazing bars, restaurants, cafes and venues just outside your door. The design-focused space is curated with goods made by local artisans and combines centuries old character with modern amenities.

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 in the backyard!

Vibrant Industrial Loft *King bed* Private entry
The loft is located in a 1920’s automotive factory, and has retained some of those original elements like exposed brick, hardwood floors, wood pillars and other little details reminiscent of a Detroit’s automotive history. Located in an industrial area close to downtown and major freeways. Easily access popular Detroit locations in 3-10 min. I have been hosting people in Detroit for over a decade, and my lofts have been featured in Airbnb mag & Hour Detroit.

Beautiful Flat In Unique Hamtramck
Located in one of Hamtramck’s historic neighborhoods, this apartment features vintage charm, including an original clawfoot soaking tub and the character of a century-old home. Please note: this is a second-floor apartment accessible by stairs only. The bathroom features a traditional, historic clawfoot tub with a high step-in and no walk-in shower. Guests with mobility concerns should consider whether the space will comfortably meet their needs.

Charming Studio Apartment with Indoor Fireplace
Welcome to one of the quirkiest little spots in one of the quirkiest little cities in Michigan. This is a quiet little studio set right in the middle of Hamtramck. It is a 5 minute walk from excellent restaurants, bars, and shops. Tucked in a quiet rear lot off the street, it has easy access to all the arts and entertainment this international city has to offer. It's also just a short 15 minute ride to all downtown Detroit has to offer.
Popular amenities for Highland Park holiday rentals
Other great holiday rentals in Highland Park

The Downtown Gem

Relaxation Place, Cozy remodeled house + more

Industrial Urban Loft

“Second Best” Condo in the Heart of Brush Park

49 Modern Luxury Appeal On Woodward

Modern Minimalist 313 Dwelling

Old Detroit Charm 10 Mts Dtwn Free Parking

Pingree Place
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £61 | £80 | £67 | £95 | £109 | £95 | £85 | £88 | £58 | £68 | £73 | £73 |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Highland Park?
Highland Park has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Highland Park?
Experience the best of Highland Park with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Highland Park?
Four-legged friends are welcome in Highland Park. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Highland Park?
Yes! Work meets play with ease at over 50 vacation rentals in Highland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Highland Park have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Highland Park. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Highland Park have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Highland Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Highland Park have wifi?
Absolutely! We offer over 60 house rentals with wifi in Highland Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Highland Park have free parking?
Absolutely! We offer over 50 house rentals with free parking in Highland Park. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Highland Park

Total holiday rentals
Explore 80 holiday rentals in Highland Park

Nightly prices starting at
Highland Park holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Highland Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Highland Park rentals

4.7 Average rating
Highland Park stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with outdoor seating Highland Park
- Family-friendly rentals Highland Park
- Pet-friendly rentals Highland Park
- Rentals with a firepit Highland Park
- Rentals with a washing machine and dryer Highland Park
- Rentals with a fireplace Highland Park
- Rentals with a patio Highland Park
- House rentals Highland Park
- Point Pelee National Park
- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- Mt. Brighton Ski Resort
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Pine Knob Music Theatre
- Motown Museum
- University of Windsor
- Lake St. Clair Metropark
- Huntington Place
- The Heidelberg Project
- Kensington Metropark
- Hollywood Casino at Greektown
- Fox Theatre
- Renaissance Center
- Wayne State University
- The Ark
- Hart Plaza
- Detroit Historical Museum
- Masonic Temple





