Vacation rentals in Highland Park

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Top-rated vacation rentals in Highland Park

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

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Top guest favourite
The living area features a dark geometric-patterned floor, complemented by exposed brick walls and wooden beams. A dartboard is mounted on a wall near a cozy seating arrangement, while a TV is placed above a fireplace. Decorative accents include warm-colored throw pillows.
Apartment in Midtown
4.88 out of 5 average rating, 1,088 reviews

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

Top guest favourite
A stone house is nestled among lush greenery, featuring a facade adorned with climbing vines and flowering plants. The inviting porch is illuminated by warm lights, creating a serene atmosphere. Surrounding foliage enhances the natural setting of this unique home.
Home in Ferndale
4.99 out of 5 average rating, 257 reviews

Rock House Detroit w 2 Kings Office Designer HGTV

A “magical getaway”, eye candy”, “a respite”, "the best Airbnb ever". Best porch in Ferndale. Ideal location in gorgeous historic Northwest Ferndale with unique homes and tree-lined sidewalks. Great art and rock n roll/eclectic decor. A few blocks to shop, pick up food, dine at one of our many foodie destinations (1/2 mile/8 min walk). Pilot episode HGTV’s “What You Get For The Money”, SEEN Magazine’s “5 Cool Detroit Airbnb’s”, interior design cover story “Detroit News Homestyle” magazine 3x!

Top guest favourite
An open-concept living area is revealed, featuring a comfortable sofa with pillows and swiveling chairs. The kitchen is equipped with modern appliances and a spacious island. Natural light shines through large windows, highlighting the hardwood floors and contemporary decor.
Condo in Midtown
5 out of 5 average rating, 368 reviews

Perfect "5-STAR” Condo in the Heart of Motor City

(368) PERFECT 5★ reviews say it all! Airbnb recently named this boutique Brush Park condo to its exclusive "Guest Favorite" list. Centrally located between Downtown, Midtown, and Eastern Market - a lively atmosphere awaits as many of Detroit's award-winning restaurants, bars, cafes and stadiums are literally steps from our front door. We are part of a stunning residential community, with other homeowners both above and below us. Respect for those owners in the building is an absolute must.

Guest favourite
A two-story house features a welcoming front porch with a wooden railing, framed by natural stone accents. Large windows provide ample light to the interior, while a grassy yard extends in front. Nearby houses are visible, contributing to the neighborhood's residential character.
Home in Detroit
4.84 out of 5 average rating, 155 reviews

In Good Company

**THIS PROPERTY IS NOT A PARTY HOUSE!! IF YOU NEED A RECOMMENDATION TO A HALL I WILL GLADLY HELP!** Escape to this retreat on the west side of Detroit where relaxation awaits you. Just off the M-10 freeway, you'll find an array of amenities including gas stations, a beauty supply store, a Family Dollar, and even a White Castle. Explore Detroit Riverwalk, 15 minutes away, or visit the Detroit Zoo, only 20 minutes. Plus, rest easy knowing the closest hospital is just a short 6-minute drive away

Top 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 Grosse Pointe Park
4.98 out of 5 average rating, 125 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, 161 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, 1,259 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 detached carriage house is visible, showcasing a combination of brick and wood siding with a pitched roof. Green foliage frames the entrance, while a garage door adds functionality. Seating is provided on the patio, surrounded by landscaped greenery and a view of a neighboring house.
Guesthouse in Arden Park
4.9 out of 5 average rating, 163 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
A hot tub is positioned in a well-lit corner of an entertainment area. Its water features colorful lighting reflections, creating an inviting ambiance. The surrounding walls are tiled in neutral tones, with a small rug beneath. A towel is neatly hung on a wall-mounted hook.
Home in Detroit
4.95 out of 5 average rating, 191 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!

Top guest favourite
Guest suite in Hamtramck
4.88 out of 5 average rating, 250 reviews

Loft close to everything

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

Guest favourite
A cozy living area features a gray sectional sofa facing a wooden coffee table. Natural light filters through large windows with sheer shades, creating a bright atmosphere. A decorative rug adds texture, while a simple shelf displays framed artwork against a smooth wall.
Home in North End
4.88 out of 5 average rating, 147 reviews

Art filled townhouse in Detroit

This stylish, newly renovated home is perfect for your next visit to Detroit. Great location in an up and coming neighborhood (North End Detroit) and less than ten minutes from downtown and Hart Plaza. Minutes away from great restaurants (Oak & Reel, Freya), bars (Kiesling, Tenacity Brewing) and coffee shops (The Gathering, The Congregation) and even a sauna (The Schvitz). Parking space in back, fully fenced in yard (shared with other side of duplex).

Guest favourite
A bright kitchen features white cabinetry and a modern black countertop. Above the sink, colorful dishes are displayed on a shelf. Natural light illuminates the space, highlighting clean lines and a welcoming ambiance. A door with a bright red hue leads to an adjacent area.
Loft in Hamtramck
4.95 out of 5 average rating, 398 reviews

Beautiful Flat In Unique Hamtramck

Our charming upper flat loft is the perfect place to explore the hip underdog city of Detroit! This is a second floor apartment of a two level house. The apartment is rustic industrial meets new and modern amenities. Check out the rich culture, architecture and grittiness that is solely Detroit. BonVoyage :) If this apartment isn't available check out Charming Classic Apt in Arts & Culture Neighborhood https://www.airbnb.com/rooms/25067993?s=51

Popular amenities for Highland Park vacation rentals

When is the best time to visit Highland Park?

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Avg. price$144 CAD$136 CAD$163 CAD$170 CAD$196 CAD$170 CAD$152 CAD$158 CAD$105 CAD$122 CAD$130 CAD$130 CAD
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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 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 apartment rentals in Highland Park have wifi?

    Absolutely! We offer over 10 apartment 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 vacation rentals in Highland Park

  • Total vacation rentals

    Explore 80 vacation rentals in Highland Park

  • Nightly prices starting at

    Highland Park vacation rentals start at $27 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Highland Park vacation 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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