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.
Home in Highland Park
4.91 out of 5 average rating, 109 reviewsRejuvenate and Relax in the North Shore
Set in the midst of an affluent neighborhood, this spacious and sunny four bedroom retreat offers all the comforts of a home away from home. With it's perfect location close to Lake Michigan, Chicago Botanical Garden, Ravinia, Naval Base, and Six Flags Great America to name a few, our family home is within reach to Chicago as well. If you feel very adventurous, just leave your car in garage, pick up a bike and ride the Lake Shore Bike trail all the way to downtown Chicago, enjoying the beautiful scenery. If you feel less adventures but still would like to enjoy beautiful scenery, you can do it by taking a train. Metra can get you downtown Chicago in less than 45 min. and the stop is within walking distance.
Apr 24 – May 1
Loft in West Dundee
4.97 out of 5 average rating, 437 reviewsHip Urban Loft - Small Town Charm -124 LOFTS #2
Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Loft 2 is our most spacious
Oct 13 – 20
Apartment in Park Ridge
4.79 out of 5 average rating, 309 reviewsModern Garden apartment (WHOLE UNIT)
Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment
Jul 1 – 8
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Highland Park vacation rentals
Other great vacation rentals in Highland Park
Apartment in Winthrop Harbor
4.95 out of 5 average rating, 221 reviewsLove my guests! Homey Elegant & Lake Michigan!
Jul 28 – Aug 4
Apartment in Evanston
4.96 out of 5 average rating, 399 reviewsCharming, Sunny Apartment with Backyard Garden
Mar 13 – 20
Apartment in Highland Park
5.0 out of 5 average rating, 59 reviewsChic Studio in Downtown Highland Park near Metra
Jul 6 – 13
Home in Highland Park
4.98 out of 5 average rating, 49 reviewsCharming Ranch-Style Cottage
Oct 25 – Nov 1
Guesthouse in Lake Forest
4.95 out of 5 average rating, 93 reviewsThe Green Door - safe and calm with walkability
Jan 29 – Feb 5
Cottage in Highland Park
4.95 out of 5 average rating, 43 reviewsRe-imagined 1880s cottage by Highwood, Metra, Lake
Sep 9 – 16
Home in Highland Park
5.0 out of 5 average rating, 22 reviewsSanctuary on the Ravine
Oct 14 – 21
Home in Highland Park
4.85 out of 5 average rating, 41 reviewsA Wonderful Getaway Home on the North Shore!
Sep 23 – 30
Home in Highland Park
4.81 out of 5 average rating, 26 reviewsModern Luxe Home w/Gameroom and Electric Fireplace
Feb 7 – 14
Apartment in Libertyville
4.91 out of 5 average rating, 82 reviews131 East Park Ave. #308
Sep 12 – 19
Home in Lake Forest
4.92 out of 5 average rating, 85 reviewsBeautifully decorated ranch near beach & shops
Dec 10 – 17
Guesthouse in Lake Forest
4.87 out of 5 average rating, 79 reviewsAdorable Carriage House East Lake Forest
Sep 21 – 28
Quick stats about vacation rentals in Highland Park
Total rentals | 50 properties |
---|---|
Rentals with dedicated workspaces | 30 properties have a dedicated workspace |
Pet-friendly rentals | 20 properties allow pets |
Family-friendly rentals | 20 properties are a good fit for families |
Total number of reviews | 1.6K reviews |
Nightly prices starting at | $30 before taxes and fees |
Frequently Asked Questions
Do house rentals in Highland Park have wifi?
Absolutely! We offer over 30 house rentals with wifi in Highland Park. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Highland Park?
Yes! Work meets play with ease at over 30 vacation rentals in Highland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
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 $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 20 vacation rentals for guests traveling with pets.
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 a kitchen, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Highland Park?
Highland Park has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
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