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
A vintage black and white photograph of a classic car is prominently displayed in a stylish frame above a contemporary wooden console table. The table holds decorative items, including a gear-shaped sculpture and a rectangular tray. A sleek thermostat and subtle wall details complement the overall aesthetic.
Condo in Midtown
5 out of 5 average rating, 373 reviews

Perfect "5-STAR” Condo in the Heart of Brush Park

(373) 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 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, 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 Windsor
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 Detroit
4.82 out of 5 average rating, 1,275 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 Detroit
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
The exterior of the house is characterized by dark blue siding and a welcoming porch. Large windows provide ample natural light, and a brick foundation adds a touch of classic charm. Trees surround the property, enhancing the inviting appearance of the home.
Home in Detroit
4.99 out of 5 average rating, 114 reviews

Huge Historic Home w Huge Yard

Huge historic home (built it 1898) with high-end interior and 2 separate large private yards. This house is a block away from the Q-line/Woodward Ave. Large Bedrooms, each with their own large private bathroom. There are two separate yards with privacy fencing and thousands of plants and open space. Attached garage. Security system. Great views. Extremely safe. Coffee shops and restaurants in walking distance. Amazing location. Amazing home. Amazing experience.

Top guest favourite
A spacious living area features a dark sectional couch, a white coffee table, and a TV stand with a flat-screen television. Soft lighting is provided by a floor lamp, while wall art and plants add a touch of color and warmth to the neutral-toned walls.
Home in Ferndale
5 out of 5 average rating, 229 reviews

Little House on Laprairie

This cozy 1 story, 2 bedroom 1 bathroom bungalow has been recently renovated (2022) with all new appliances and updated finishes. A short walk to downtown Ferndale is where you’ll find plenty of shops, restaurants, coffee houses and bars. Downtown Detroit is 11 miles away and a quick 15 minute drive. Our home is perfect for couples, small families, business travelers and LGBT travelers. The large fenced backyard is perfect for your house trained dog.

Guest favourite
Home in Detroit
4.88 out of 5 average rating, 153 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
4.96 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 light-filled living area features a cozy blue sofa with a yellow throw pillow. A small desk with a chair is positioned nearby, along with a dining table. The room has a large closet and leads to a bedroom area equipped with a green plant and a coffee station.
Home in Hamtramck
4.97 out of 5 average rating, 204 reviews

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.

Popular amenities for Highland Park vacation rentals

When is the best time to visit Highland Park?

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Avg. price$112 CAD$146 CAD$123 CAD$172 CAD$199 CAD$172 CAD$155 CAD$160 CAD$106 CAD$124 CAD$132 CAD$132 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 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 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 $28 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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