Holiday rentals in Highland Park

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Top-rated holiday rentals in Highland Park

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Oak Park
4.93 out of 5 average rating, 313 reviews

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.

Top guest favourite
A spacious loft interior features exposed wooden beams and a polished wooden floor. A cozy seating area includes a sofa and armchair, while a bed is situated against a partition wall. Light streams through large windows, illuminating the room's warm tones and eclectic decor.
Loft in Corktown
4.99 out of 5 average rating, 162 reviews

Historic Corktown Loft at Old Tiger Stadium

A spacious 3 story walk-up loft - a crash pad designed with raw Detroit bones and filled in Eldorado finds. This historic 1870s brick flat iron building sits at the corner of Old Tiger Stadium in the heart of Corktown, Detroit's Oldest Neighborhood. You're steps away from acclaimed restaurants, shops, cafes, speakeasies, breweries & distilleries & 1/2 mile to downtown. Exposed walls & ceiling beams, Moroccan rugs, 1970s weavings and mid century furniture make it a chic oasis in a bustling city.

Guest favourite
A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.
Cabin in Jefferson Chalmers
4.98 out of 5 average rating, 129 reviews

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

Top guest favourite
A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.
Home in Riverside
4.98 out of 5 average rating, 163 reviews

Perfect hideaway with a hot tub and a fireplace

Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

Guest favourite
Loft in Russell Industrial
4.82 out of 5 average rating, 1,274 reviews

Eclectic industrial loft 5 Min to downtown

Feel the industrial vibes of Detroit in this gorgeous loft, located in a 1920's automotive factory. Some features like the wood floors, pillars and steam pipes are all original. It also has exposed brick, and tall windows letting the sun shine through Located in an industrial area near downtown and major freeways. Easily access popular Detroit locations in 3-10 min My lofts have been featured in Airbnb Magazine & Hour Detroit. I look forward to providing you a comfortable and memorable stay!

Top guest favourite
A covered porch is adorned with climbing vines and decorated with a circular table and four black wicker chairs. A propane heater stands nearby, offering warmth, while strings of lights create a welcoming ambiance.
Guest house in Arden Park
4.9 out of 5 average rating, 167 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.

Superhost
Home in Detroit
4.94 out of 5 average rating, 197 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 favourite
Loft in Hamtramck
4.96 out of 5 average rating, 400 reviews

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.

Top guest favourite
The modern home is surrounded by vibrant greenery and flowering shrubs, including hydrangeas and other colorful blooms. A lush lawn leads to a pathway, inviting guests toward the entrance. The facade features large windows, offering a glimpse into the interior space.
Guest suite in Corktown
4.99 out of 5 average rating, 264 reviews

Skylight Detroit - MI Central Corktown Escape

You'll be staying in the upper unit of our modern home in the heart of Corktown. The unit features private access from the side entrance and 17' high vaulted ceilings with a skylight ribbon that cuts through the space to reveal a slice of the sky. Our full kitchen is stocked with essentials. A dining table can accommodate work or meals. The bedroom has a gorgeous view to historic Michigan Central Train Depot.

Top guest favourite
A modern kitchen features stainless steel appliances, including a refrigerator and a stove. A spacious island with a white countertop provides additional workspace. A laundry area with stacked appliances is visible in the background, and decorative plants add a touch of greenery.
Home in Hazel Park
4.98 out of 5 average rating, 271 reviews

The Little Hamster - Near Ferndale & RO w/ 2TVs

LOCATION, LOCATION, LOCATION! Heart of all major hubs in metro Detroit, quick access to DT Detroit, Royal Oak and Ferndale! Explore vibrant Metro-Detroit from our stylish, central home in up-and-coming Hazel Park! Sleep soundly on double & queen memory foam beds. Whip up delicious meals in the open kitchen with large island (think Eastern Market finds!). Perfect for leisure or business stays :)

Guest favourite
Home in Ferndale
4.96 out of 5 average rating, 167 reviews

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, a king bed in the basement bedroom, and laundry. Espresso For show only. Baby gate for basement. May need to move wet bar for kids.

Top guest favourite
A historic brick building showcases elegant architectural details, including large windows and a prominent entrance. Lush green grass surrounds a central courtyard, framed by decorative stone gate pillars. Soft morning light highlights the structure's classic charm.
Flat in Henry Ford
4.97 out of 5 average rating, 180 reviews

Work/Play Base: Park Free, 10mins DTWN, Fast WiFi

Welcome to your Midtown Detroit home base — a freshly renovated studio inside a character-rich 100-year-old building. Whether you're here for a Tigers game, a hospital visit, a work trip, or just the city, you'll have everything you need and nothing you don't.

Popular amenities for Highland Park holiday rentals

When is the best time to visit Highland Park?

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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 house rentals in Highland Park?

    Experience the best of Highland Park with our house rentals, starting at about $20 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.

  • Where should I stay in Highland Park?

    Make yourself at home in Highland Park by choosing from our most frequently booked neighborhoods. We have over 1,190 vacation rentals in Highland Park, over 1,120 vacation rentals in Arden Park, and over 1,120 vacation rentals in Gateway Community.

  • 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 house rentals in Highland Park have a kitchen?

    Absolutely! We offer over 60 house 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.

  • What are the most popular amenities for Apartment Rentals in Highland Park?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 € 17 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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