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Vacation rentals in Chicago

Vacation rentals in Chicago

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Home Away From Home #2
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bathroom
    Home Away From Home #2
    What guests are saying:

    “Ruth has a lovely home and the room was quiet and restful. There is a lovely living room area for the guests and a nice bathroom which was more than adequate. Ruth was so good to take me last minute, and I'd had the worst day! I more than appreciated her hospitality and slept like a baby!”

  • Country Cottage Getaway
    SUPERHOSTEntire cottage · 4 guests · 1 bed · 1 bathroom
    Country Cottage Getaway

    Our 950 sqft. Country cottage is a studio space located right outside of Omaha. Sits on 11 acres with a pond, stocked with fish. Incredible, peaceful views overlooking pond,sight & sounds of the country Bed Accommodations: Queen bed and air mattress for up to 4 guests. Kitchen: Full size eat in kitchen. Fridge/stove/microwave/toaster. Cookware, plates, cups, utensils provided. Laundry: Washer and dryer provided Bath: Full bath with shower and double sinks. Towels and toilet paper provided.

    What guests are saying:

    “This guest cottage is clean, comfortable, and spacious, and has such a great view over the little lake on the property! We had all the cookware needed to make dinner in the kitchen. The bathroom is huge! The bed was comfy. Check-in was so easy. My favorite part was just the location— the property felt serene and it was nice to take a little walk around the lake at sunrise. Thanks so much, Nick and Shannon :)”

  • Lake Life (Something for all 4 Seasons)
    SUPERHOSTPrivate room · 4 guests · 2 beds · 1 private bathroom
    Lake Life (Something for all 4 Seasons)

    Beautiful private lower level, walk-out lake front. Spacious living quarters. Full kitchen, bar, dining area, big screen TV & fireplace. Bedroom has a queen bed. 2nd TV area has a queen Murphy bed. The bathroom has 2 sinks & the laundry room has a washer & dryer. The peaceful outdoor space includes a covered patio & hot tub, an outdoor kitchen with chef's grill & refrigerator, keg-o-rator & fire pit. A paddle boat, kayaks, paddle board, floats & fishing poles available to enjoy lake.

    What guests are saying:

    “This is our second time staying here! We love that the space is a local retreat with awesome amenities. Lake access, a hot tub, and grill space make the outdoors somewhere to spend all your time. Paddle boards, kayaks, and tubes for the lake give you something to do constantly. Inside is cozy and stylish with a cozy fireplace and leather couches with recliners. We love this space, and hope to come back in the future:)”

Holiday rentals for every style

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Popular amenities for Chicago holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chicago

Inviting Place To Call Home For A While
Entire house
Inviting Place To Call Home For A While
Price:€111 / night
Beautiful large home in Historic Downtown Elkhorn
SUPERHOSTEntire house
Beautiful large home in Historic Downtown Elkhorn
Price:€262 / night
Beautifully Family Home - 4Br + 2.5 Ba!!!
SUPERHOSTEntire house
Beautifully Family Home - 4Br + 2.5 Ba!!!
Price:€230 / night
West Omaha Private Bedroom and Bathroom
Private room
West Omaha Private Bedroom and Bathroom
Price:€67 / night
Lovely West Omaha (Elkhorn) Guest Suite
SUPERHOSTPrivate room
Lovely West Omaha (Elkhorn) Guest Suite
Price:€49 / night
2 bedroom villa with garage in quiet neighborhood
SUPERHOSTEntire house
2 bedroom villa with garage in quiet neighborhood
Price:€98 / night
Chateau Mirabelle Guesthouse
SUPERHOSTEntire house
Chateau Mirabelle Guesthouse
Price:€96 / night
Furnished basement
Private room
Furnished basement
Price:€34 / night
Spacious, Beautiful Home, Sleeps 12 - 5 bed/5 bath
SUPERHOSTEntire house
Spacious, Beautiful Home, Sleeps 12 - 5 bed/5 bath
Price:€289 / night
Beautiful and Spacious Home Away From Home
Entire house
Beautiful and Spacious Home Away From Home
Price:€467 / night
Fabulous West Omaha Ranch
SUPERHOSTEntire house
Fabulous West Omaha Ranch
Price:€173 / night
Modern luxury 4,000sqft home with added services
SUPERHOSTEntire house
Modern luxury 4,000sqft home with added services
Price:€356 / night
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