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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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, 253 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
Apartment in Hamtramck
5 out of 5 average rating, 25 reviews

Enchanting Stay above a Craft Cocktail Bar

A magical getaway above a craft cocktail bar where spells meet spirits. This spacious two-floor retreat sleeps up to 5 guests, perfect for small groups or a girls’ weekend. Enjoy a private bar, two cozy living rooms, and a rooftop deck with skyline views. Nestled in vibrant Hamtramck, just a quick Uber to downtown Detroit. Sip cocktails downstairs, then bring the enchantment back to your space—the night is yours to create, explore, and indulge! *Decor updates by 10/1/25. Photos coming soon!*

Top guest favourite
The apartment features a bright sleeping area with a spacious bed adorned in a colorful, circular patterned quilt. Two bedside lamps provide warm lighting, and a desk area is set up by a window, adding functionality to the vibrant space.
Flat in Milwaukee Junction
5 out of 5 average rating, 203 reviews

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.

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.
Guest house in Arden Park
4.89 out of 5 average rating, 147 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.

Top guest favourite
The modern carriage house is illuminated by exterior lighting, showcasing its sleek design. A motorcycle is parked on the gravel drive beside the building. The structure is set against a backdrop of the city skyline, with large windows providing glimpses of the interior.
Guest house in Corktown
4.96 out of 5 average rating, 537 reviews

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.

Guest favourite
A thoughtfully arranged sleeping area features a plush bed adorned with light linens and decorative pillows. A 55" television is mounted on the wall opposite the bed. Tasteful artwork and a tasteful piece of furniture accentuate the room, with natural light streaming through nearby windows.
Flat in Southwest Detroit
5 out of 5 average rating, 13 reviews

Victorian Studio Near Downtown

Please note: prices are different for double occupancy. Enjoy a unique experience at this centrally-located place, just minutes from Corktown, Downtown and Southwest "Mexican Town" Detroit. Our listing is flush with comfortable amenities to make your weekend or monthly stay memorable and convenient. Stretch out on a plush queen bed and position the 55" tv for bed or couch viewing. This studio apartment has a secure private entrance, patio deck for relaxing and a tree filled backyard.

Top guest favourite
A spacious living room is highlighted by bay windows allowing natural light to fill the area. The room features stylish furniture, including two leather armchairs, a plush green sofa, and a light coffee table. Decorative plants and framed art adorn the walls, enhancing the inviting ambiance.
Home in Boston Edison East
4.96 out of 5 average rating, 51 reviews

Minutes to Ford Field and Little Caesars Arena

4BR, 3.5Bath. Located one block from Boston-Edison Historic District. Curated by HomeBase Stays. ➤2 Queen Beds ➤2 Double beds ➤1 pull out couch ➤Central AC on 2nd and 3rd floors ➤Additional AC window unit for 3rd floor bedroom ➤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. 🎬 Want to use our home for film or photo shoots? ↓↓Scroll down for our policy ↓↓

Guest favourite
Flat in Detroit
4.94 out of 5 average rating, 16 reviews

The Presidential Suite • 1BR • Free Wi-Fi

Stylish Detroit Stay | 5 Mins to Downtown | Wi-Fi + Parking Stylish first-floor 1-bedroom apartment just 5 minutes from Downtown Detroit. Features 2 queen beds, 1 bath, private entry, free parking, free Wi-Fi, and all brand-new furniture and appliances. Fully equipped kitchen, smart TV, and modern décor create a relaxing stay. Family and child-friendly in a safe, convenient location close to entertainment, stadiums, restaurants, and shopping. A perfect home away from home!

Guest favourite
A modern loft living room features a grey sectional sofa arranged on a patterned area rug, complemented by a round ottoman. A kitchenette with wooden cabinetry is visible in the background, along with a skylight that provides natural light to the space.
Guest suite in Hamtramck
4.86 out of 5 average rating, 214 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.

Top guest favourite
A bright studio space features a queen bed with a colorful accent wall and a blue sofa bed. A wooden dining table is set with plates and rose decorations. Light fixtures create a warm ambiance, while mirrors and artwork enhance the decor.
Flat in Henry Ford
4.97 out of 5 average rating, 163 reviews

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

Hey there, welcome to your cozy Midtown Detroit studio—your perfect home base for work or play. Unwind in style with plush furnishings, a comfy queen bed, and a full-size sofa bed for extra R&R. You’re super close to Henry Ford Hospital, Comerica Park, Ford Field, and the iconic Motown Museum. Need a break? Explore the Detroit Institute of Arts or Eastern Market, or grab a bite at Selden Standard. Work hard, explore harder—your Motor City stay starts here! 🚗✨

A bright, open living area features a blue sofa and a wooden coffee table, surrounded by natural light from the windows. A small dining table with chairs is present, and a modern kitchenette is visible in the background, enhancing the space's functionality.
Flat in North End
4.77 out of 5 average rating, 188 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.

Top guest favourite
A welcoming entrance is framed by a stone pathway leading to a two-story townhome. Lush greenery and autumn leaves are visibly present, with soft lighting illuminating the entryway and surrounding landscaping. The front porch features inviting seating and large windows, enhancing the home's architectural charm.
Townhouse in Woodbridge
4.98 out of 5 average rating, 120 reviews

Neighborhood Beauty: artful & cozy

Welcome to our 2 story townhome. The home is filled with warm and original architectural details: brick, wood and lighting. The home is styled with with unique collectables and appointed with comfortable bedding and linens. The sum of the parts is a comfortable, cozy and stylish retreat. Enjoy!

Popular amenities for Highland Park holiday rentals

When is the best time to visit Highland Park?

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Avg. price$137 SGD$129 SGD$155 SGD$161 SGD$186 SGD$161 SGD$144 SGD$150 SGD$99 SGD$135 SGD$119 SGD$135 SGD
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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.

  • 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 apartment rentals in Highland Park have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Highland Park. Enjoy a tailored experience with all the comforts you desire.

  • 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 1,140 vacation rentals in Highland Park, over 1,080 vacation rentals in Arden Park, and over 1,080 vacation rentals in Gateway Community.

  • Do apartment rentals in Highland Park have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking 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 50 house rentals with a kitchen 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, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

Quick stats about holiday rentals in Highland Park

  • Total holiday rentals

    Explore 70 holiday rentals in Highland Park

  • Nightly prices starting at

    Highland Park holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,640 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

    70 of Highland Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Highland Park rentals

  • 4.6 Average rating

    Highland Park stays receive an average rating of 4.6 out of 5 from guests

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