Best places: Vacation home rental agencies in Chicago

Discover the best places in Chicago, curated using our unique algorithm blending 'Top Rated' and 'Most Reviewed' establishments. Uncover the city's gems and must-visit locales for an unforgettable experience. This list contains 29 places from Vacation home rental agency category.

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Kishauwau Cabins image
1
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)
Adeline's House of Cool image
2
Adeline's House of Cool
Cabin rental agency
5.00 (170 reviews) (~244.45 km from centre)
Magic Factory Lofts image
3
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 (157 reviews) (~3.98 km from centre)
Tickets Confirmed - Travel Agency image
4
Tickets Confirmed - Travel Agency
Travel agency
4.90 (183 reviews) (~46.68 km from centre)
Cabins & Candlelight image
5
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)
Beachwalk Properties image
6
Beachwalk Properties
Vacation home rental agency
4.70 (262 reviews) (~125.81 km from centre)
KT Premier Properties, LLC image
7
KT Premier Properties, LLC
Property management company
4.90 (147 reviews) (~146.3 km from centre)
Hickory Creek Winery image
8
Hickory Creek Winery
Winery
4.70 (240 reviews) (~95.77 km from centre)
Saugatuck Vacation Rentals image
9
Saugatuck Vacation Rentals
Vacation home rental agency
5.00 (105 reviews) (~146.04 km from centre)
Bella Vita Vacation Rentals image
10
Bella Vita Vacation Rentals
Vacation home rental agency
4.60 (223 reviews) (~145.53 km from centre)
Sun Retreats Rock River image
11
Sun Retreats Rock River
RV park
Family camping compound with lake & pool swimming, many sports activities, RV hookups & cabins.
4.40 (338 reviews) (~218.15 km from centre)
Third Coast Vacations image
12
Third Coast Vacations
Vacation home rental agency
4.80 (104 reviews) (~73.33 km from centre)
Shores Vacation Rentals image
13
Shores Vacation Rentals
Vacation home rental agency
4.80 (88 reviews) (~125.74 km from centre)
Island City Harbor image
14
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)
Dwell Vacations image
15
Dwell Vacations
Vacation home rental agency
5.00 (61 reviews) (~71.94 km from centre)
Eby's Pines RV Park & Campground image
16
Eby's Pines RV Park & Campground
Campground
🫤 I was very unimpressed with this campground. A few things I would like to mention are none of the bathroom stalls have locks on them and I was rudly walked in on while using the restroom because of this. The showers are push button in both bath houses and the shower heads come to chest level (I am n...
4.10 (528 reviews) (~156.42 km from centre)
Gerber Guest House image
17
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)
Royse + Brinkmeyer Apartments image
18
Royse + Brinkmeyer Apartments
Apartment rental agency
😐 Overall the company is becoming greedier in the last two years. Maintenance is sort of okay with the right people.For example, Jim does extremely great job, he is really nice and smart. I don't suggest you to do short-term lease. This will give them the opportunity to increase your rent enormously...
4.20 (189 reviews) (~202.89 km from centre)
Shipshewana LaGrange County Visitors Bureau image
19
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)
Mill Pond Realty & Vacation Rentals image
20
Mill Pond Realty & Vacation Rentals
Real estate agency
4.20 (151 reviews) (~145.84 km from centre)
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