Top rated Vacation home rental agencies in Chicago, United States to elevate your visit (Updated February, 2024)

Top rated Vacation home rental agencies in Chicago

Experience the best that Chicago has to offer with our curated list of top-rated places. Sorted by average review scores from venues boasting over 30 reviews, these establishments promise exceptional quality and experiences to elevate your visit in the city. This list contains 30 places from Vacation home rental agency category.

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Within Chicago

Adeline's House of Cool

Cabin rental agency

5.00 (170 reviews) (~244.45 km from centre)

Magic Factory Lofts

Short term apartment rental agency

👍👍 Magic Factory Loft 2West was a the real place, you get what you see when you walk into Magic Factory. It’s beautiful, spacious, and airy with interesting ethnic and artistic decor. The shower pressure was excellent and beds comfy. Updated bathrooms with good lighting and high quality cotton towels....

5.00 (148 reviews) (~3.98 km from centre)

Saugatuck Vacation Rentals

Vacation home rental agency

5.00 (105 reviews) (~146.04 km from centre)

Dwell Vacations

Vacation home rental agency

5.00 (61 reviews) (~71.94 km from centre)

The Douglas Boathouse

Vacation home rental agency

5.00 (41 reviews) (~144.23 km from centre)

Kishauwau Cabins

Cabin rental agency

Relaxed rural cabins with BBQs, kitchenettes & fire pits, plus flat-screen TVs & patios.

4.90 (795 reviews) (~133.87 km from centre)

Tickets Confirmed - Travel Agency

Travel agency

4.90 (183 reviews) (~46.68 km from centre)

Cabins & Candlelight

Cabin rental agency

👍👍 It was very secluded and relaxing. I have my own housekeeping business and usually have to clean behind people to feel comfortable. Very clean and inviting. Thanks for having us. Definitely will be returning.

4.90 (157 reviews) (~207.57 km from centre)

KT Premier Properties, LLC

Property management company

4.90 (147 reviews) (~146.3 km from centre)

Third Coast Vacations

Vacation home rental agency

4.80 (104 reviews) (~73.33 km from centre)

Shores Vacation Rentals

Vacation home rental agency

4.80 (88 reviews) (~125.74 km from centre)

Emil Bach House

Vacation home rental agency

Restored 1915 home by Frank Lloyd Wright available for overnight stays & private events.

4.80 (73 reviews) (~16.04 km from centre)

Gerber Guest House

Bed & breakfast

Cozy antiques-appointed rooms in 1923 historic homestead, plus free continental breakfast.

4.80 (57 reviews) (~224.19 km from centre)

Beachwalk Properties

Vacation home rental agency

4.70 (262 reviews) (~125.81 km from centre)

Hickory Creek Winery

Winery

4.70 (240 reviews) (~95.77 km from centre)

Island City Harbor

Marina

👍👍 We rented the houseboat Seagull for the weekend, and we absolutely loved it. It is the glamping that I want. With the rental of the houseboat, we got free rental of the kayak. We loved what the facility has to offer. The houseboat was cute , cozy and functional. The staff on the harbor were very fr...

4.70 (93 reviews) (~211.46 km from centre)

Shipshewana LaGrange County Visitors Bureau

Visitor center

👍👍 Start here collect your pamphlets maps and begin your journey well informed

4.70 (57 reviews) (~170.83 km from centre)

Alpine Resort

Resort hotel

4.70 (36 reviews) (~237.4 km from centre)

Galena Area Rentals Eagle's Nest Vacation

Vacation home rental agency

4.70 (31 reviews) (~228.89 km from centre)

Bella Vita Vacation Rentals

Vacation home rental agency

4.60 (223 reviews) (~145.53 km from centre)

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Top rated Vacation home rental agencies in Chicago, United States