
Hotel holiday rentals in West Side
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Top-rated hotel rentals in West Side
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Superhost

Hotel room in Chicago
4.91 out of 5 average rating, 35 reviewsSpacious 2BR near concert venues, Wrigley Field
tatiannaRating, 5 stars8 months ago
Rick’s place was great. Everything matched the photos. Location was great. Easy access to transportation if needed. Concierge was very helpful and friendly as well. Would stay here over and over again
Superhost

Hotel room in Chicago
4.85 out of 5 average rating, 20 reviewsVibrant Andersonville 2BR w/ in-unit laundry
CourtneyRating, 5 stars82 months ago
This place was perfect for a week in Chicago with family! The space was as described, beautiful and sparkling clean, and communication with the host/staff was quick and easy. Having a 24-hour concierge and sundries for sale in the lobby was fantastic for any questions or snack/drink needs. And the Andersonville neighborhood is such a fun place to explore, with lots of great restaurants and shops!
Superhost

Hotel room in Chicago
4.98 out of 5 average rating, 44 reviewsBright 1BR w/ shared Roof Deck, close to beach
TylerRating, 5 stars28 months ago
FANTASTIC Andersonville place to stay, walkable to all the best the neighborhood has to offer! Rick is super responsive, helpful, kind, and generous! Highly recommended, and hope to return soon :)
Superhost

Hotel room in Chicago
4.67 out of 5 average rating, 6 reviews1BD/1BA steps away from local shops, entertainment
SusanRating, 5 stars32 months ago
A wonderful place, clean, well equipped, friendly, and located in a great neighborhood. We will return the next time we go to Chicago!
Hotel rentals with a pool

Hotel room in Rosemont
4.5 out of 5 average rating, 22 reviewsClose To Chicago O'Hare Airport | Free Breakfast
JavierRating, 5 stars4 weeks ago
Great location, good breakfast and close to the airport. 100% Recommended

Hotel room in Schaumburg
3.67 out of 5 average rating, 6 reviewsRadisson Hotel
JaydenRating, 5 stars6 months ago
5 stars. Thank you.

Hotel room in Chicago
4.5 out of 5 average rating, 4 reviews120-yr-old landmark with floor-to-ceiling views
AndreaRating, 5 stars7 months ago
The location is amazing! Extremely walkable to the lake & the river. So many places to eat & shop nearby. This room is a Superior king room, which isn’t noted in the listing, so look it up on their website; where you may even get a better rate and choose the type of room you’d prefer. It is quite small @337sq ft, even for just 2 people, but a nice room nonetheless. There is no dresser, just a closet with 2 smaller drawers, which worked ok for us. Full size lighted mirror, a shower & soaking tub (!!!) The pillows were all down feather or like.They did have water stations on 3 of the floors to fill your bottles, a great feature. The rooftop bar had delicious tapas and craft cocktails and a beautiful view of the city and lake. Paid $386 a night at the end of August & Labor Day wknd. The staff were extremely friendly. Overall, we enjoyed our stay very much! Would def stay again, but would book through Viceroy directly and get a lake view room that is larger.

Hotel room in Chicago
4.88 out of 5 average rating, 8 reviewsComfort and Relaxation! Parking, Near Navy Pier
DanyelleRating, 5 stars10 months ago
Clean hotel, beautiful room and area. Lots in walkable distance and friendly staff! Already at looking at coming back.

Hotel room in Schaumburg
4.07 out of 5 average rating, 15 reviewsQuiet, clean, comfortable hotel
MauriceRating, 5 stars5 months ago
Stayed here a few days clean and peaceful

Hotel room in Schaumburg
4.67 out of 5 average rating, 12 reviewsSparkling clean and quiet hotel!
DarleneRating, 5 stars2 days ago
This Air B&B is in the Radisson. it is an older hotel but very clean. There was a party going on in the lobby but we never heard a sound from our hotel room. The room was very clean. The bed was very comfortable. there was a fridge which was larger than what you usually see in hotel rooms. All in all, very nice and well worth the price.

Hotel room in Westmont
4.45 out of 5 average rating, 33 reviewsKing Bed with breakfast included
StephanieRating, 5 stars4 months ago
Stayed the night after a family function. Didn't arrive until midnight but was super glad that we were able to check in so late, as someone is at the front desk. It was easy to find. Room was larger than expected. Bed was very comfortable and room was clean. The only minor issue we had was noise from people hanging out in the parking lot/being loud, outside our window, past midnight. Luckily it didn't go on too long, and we were able to sleep. We planned on breakfast, but choose to get the extra sleep in the AM instead, so we skipped it. All around would def not hesitate to book again.
Destinations to explore
- Downtown Chicago Holiday rentals
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- Indiana Dunes National Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Wilmot Mountain Ski Resort
- Six Flags Great America
- The Field Museum
- Lincoln Park Zoo
- Lincoln Park
- Wicker Park
- Museum of Science and Industry
- Chicago History Museum
- Willis Tower
- Brookfield Zoo
- Flossmoor Golf Club
- Illinois Beach State Park
- Skokie Country Club
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