Cottages in Chicago
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The 10 Best Cottages in Chicago, USA
Check out our selection of great cottages in Chicago
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The Avondale Guesthouse
Chicago
Located in Chicago, 4.6 km from Wrigley Field and 5.5 km from Lincoln Park Zoo, The Avondale Guesthouse provides air-conditioned accommodation with a patio and free WiFi. This recently renovated holiday home is located 7.2 km from United Center and 8.1 km from 360 Chicago. On clear days, guests can head outside to enjoy the holiday home's outdoor fireplace or simply kick back and relax.
Italy
Central to where wanted to visit. Large property that was very comfortable.
Stunning Condo #2 - Downtown River North
Near North Side, Chicago
Boasting air-conditioned accommodation with a patio, Stunning Condo #2 - Downtown River North is situated in Chicago. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is located 1.9 km from Oak Street Beach.
United States of America
The location, the amount of bathrooms and bedrooms
Romantic 3 Bed Home In The Heart Of The Park
Chicago
Situated 6.2 km from Guaranteed Rate Field, 11 km from Art Institute of Chicago and 11 km from Field Museum of Natural History, Romantic 3 Bed Home In The Heart Of The Park features accommodation located in Chicago. The air-conditioned accommodation is 3.8 km from Museum of Science and Industry - Chicago, and guests can benefit from on-site private parking and complimentary WiFi. Adler Planetarium & Astronomy Museum is 11 km away and Willis Tower is 12 km from the holiday home.
United States of America
The property had a lot of space and the host was a good host.
Spacious Row Home next Transit near Downtown w Parking
Chicago
Located in Chicago in the Illinois region, Spacious Row Home next Transit near Downtown w Parking features a patio. The air-conditioned accommodation is 3.2 km from United Center, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is situated 6.4 km from Union Station.
United States of America
Very clean had everything we needed.
Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find
Chicago
Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find is a recently renovated holiday home in Chicago, where guests can make the most of its garden and tennis court. The air-conditioned accommodation is 5.7 km from Loyola University Chicago. There is an outdoor fireplace and guests can make use of free WiFi, free private parking and an electric vehicle charging station.
United States of America
Staying at Northside FAMILYNEST Lincoln Sq was an absolute delight! From the cleanness,modern amenities to the beautifully decorated rooms and the delicious light snacks that were available to eat. Lastly our host Mr Ivan was great he made us feel right at home. I truly enjoyed our stay!
Spacious 5-BR House near Transit w Parking
Chicago
The spacious holiday home has 5 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a walk-in shower. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area.
United States of America
Plenty of room. Very spacious.
Breathtaking Downtown Penthouse A - Sleeps 11
Near North Side, Chicago
Boasting air-conditioned accommodation with a patio, Breathtaking Downtown Penthouse A - Sleeps 11 is set in Chicago. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is located 1.9 km from Oak Street Beach.
United States of America
I like the fact that it was close to bus stop and train stop. Overall nice building with roof top views. Garage parking.
Central Chicago Suite2 Access to Patio
West Town, Chicago
Situated in Chicago, 2.8 km from Water Tower Chicago and 2.9 km from United Center, Central Chicago Suite2 Access to Patio features air-conditioned accommodation with a patio and free WiFi. The property is around 3.3 km from 360 Chicago, 3.7 km from Shops at Northbridge and 3.8 km from Union Station. The property is non-smoking and is located 3.1 km from Chicago Museum of Contemporary Art.
Chic Green l Near Downtown & IL Medical District
Chicago
Set in Chicago, 1.8 km from United Center and 5 km from Union Station, Chic Green l Near Downtown & IL Medical District offers air conditioning. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is situated 5.2 km from Willis Tower.
United States of America
Very clean and cute decorations!
Couture Themed 3 Bedroom in Prime Spot with Patio, Parking, Fireplace, Pets Welcome
Old Town, Chicago
The holiday home is equipped with 3 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with garden views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. A dressing room and laundry service is also available.
United States of America
This was our first attempt at a non-hotel location. I was surprised how much we appreciated the home's amenities away from home. Amenities like; multiple bathrooms, full kitchen, private off-street parking and a pleasant neighborhood.
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Popular with guests booking cottages in Chicago
7.0Scored 7.0GoodRated good· 1 cottage review
Popular with guests booking cottages in Chicago
9.8Scored 9.8ExceptionalRated exceptional· 5 cottage reviews
Popular with guests booking cottages in Chicago
9.1Scored 9.1WonderfulRated wonderful· 16 cottage reviews
Popular with guests booking cottages in Chicago
8.7Scored 8.7ExcellentRated excellent· 7 cottage reviews
Popular with guests booking cottages in Chicago
8.0Scored 8.0Very GoodRated very good· 6 cottage reviews
Popular with guests booking cottages in Chicago
Popular with guests booking cottages in Chicago
Popular with guests booking cottages in Chicago
Popular with guests booking cottages in Chicago
Popular with guests booking cottages in Chicago
9.3Scored 9.3WonderfulRated wonderful· 122 cottage reviews
Enjoy breakfast in Chicago!
The Avondale Guesthouse
ChicagoBreakfast options9.3Scored 9.3WonderfulRated wonderful· 122 reviewsThe Avondale Guesthouse is a recently renovated vacation home in Chicago where guests can make the most of the garden and barbecue facilities.
i like the games,couches and smart tv with good inter
Stunning Condo #2 - Downtown River North
ChicagoBreakfast options9.8Scored 9.8ExceptionalRated exceptional· 5 reviewsStunning Condo #2 - Downtown River North offers accommodations in Chicago, 1.5 miles from Ohio Street Beach and 1.8 miles from North Avenue Beach.
The location, the amount of bathrooms and bedrooms
Romantic 3 Bed Home In The Heart Of The Park
ChicagoBreakfast options9.1Scored 9.1WonderfulRated wonderful· 16 reviewsRomantic 3 Bed Home In The Heart Of The Park is located in Chicago, just 2.3 miles from Museum of Science and Industry - Chicago and 3.8 miles from Guaranteed Rate Field.
Spacious Row Home next Transit near Downtown w Parking
ChicagoBreakfast options9.4Scored 9.4WonderfulRated wonderful· 7 reviewsSpacious Row Home next Transit near Downtown w Parking offers accommodations in Chicago, 2 miles from United Center and 4 miles from Union Station.
Everything was clean and comfortable for 5 adults and 11 kids
Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find
ChicagoBreakfast options9.8Scored 9.8ExceptionalRated exceptional· 22 reviewsNorthside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find is a recently renovated vacation home in Chicago where guests can make the most of the garden and tennis court.
The place is in a very cute neighborhood and was super clean.
Spacious 5-BR House near Transit w Parking
ChicagoBreakfast options9.8Scored 9.8ExceptionalRated exceptional· 6 reviewsOffering a garden, Spacious 5-BR House near Transit w Parking offers accommodations in Chicago. This property offers access to a terrace, free private parking, and free Wifi.
I came for my son’s birthday and he loved it very spacious and great communication
Breathtaking Downtown Penthouse A - Sleeps 11
ChicagoBreakfast options8.0Scored 8.0Very GoodRated very good· 5 reviewsBreathtaking Downtown Penthouse A - Sleeps 11 is located in Chicago, just 1.5 miles from Ohio Street Beach and 1.8 miles from North Avenue Beach.
Central Chicago Suite2 Access to Patio
ChicagoBreakfast options8.0Scored 8.0Very GoodRated very good· 6 reviewsCentral Chicago Suite2 Access to Patio offers accommodations in Chicago, 1.8 miles from Water Tower Chicago and 1.8 miles from United Center.
These cottages in Chicago have options with FREE cancellation
The Black And White Suite
Bronzeville, ChicagoFree cancellation options available7.0Scored 7.0GoodRated good· 1 reviewThe Black And White Suite is located in Chicago, just 4.3 miles from Adler Planetarium & Astronomy Museum and 4.6 miles from Art Institute of Chicago.
Tranquil Urban Retreat
ChicagoFree cancellation options available8.0Scored 8.0Very GoodRated very good· 2 reviewsA recently renovated vacation home in Chicago, Tranquil Urban Retreat offers outdoor fireplace, parking on-site, and sports facilities.
Chic Green l Near Downtown & IL Medical District
ChicagoFree cancellation options available8.7Scored 8.7ExcellentRated excellent· 7 reviewsChic Green l Near Downtown & IL Medical District offers accommodations in Chicago, 3.1 miles from Union Station and 3.2 miles from Willis Tower.
Couture Themed 3 Bedroom in Prime Spot with Patio, Parking, Fireplace, Pets Welcome
ChicagoFree cancellation options available8.5Scored 8.5Very GoodRated very good· 23 reviewsFeaturing a garden and inner courtyard views, this sustainable holiday home is well located in Chicago, close to landmarks like North Avenue Beach and Lincoln Park Zoo.
The location is excellent. Great for a group. Garage parking. Clean.
Chicago Vacation Rental, 19 Mi to Downtown Area!
ChicagoFree cancellation options availableChicago Vacation Rental, 19 Mi to Downtown Area! is located in Chicago, just 14 miles from Guaranteed Rate Field and 17 miles from Field Museum of Natural History.
Chicago Big House
ChicagoFree cancellation options availableChicago Big House is located in Chicago, just 7.1 miles from Wrigley Field and 8.8 miles from Lincoln Park Zoo. Both free Wifi and parking on-site are accessible at the vacation home free of charge.
Luxe SFH in the Heart of Old Town
Lincoln Park, ChicagoFree cancellation options availableLuxe SFH in the Heart of Old Town offers accommodations in Chicago, 1.6 miles from 360 Chicago and 1.7 miles from Water Tower Chicago.
The Orleans - Floor 2 Private roof deck Patio
ChicagoFree cancellation options availableThe Orleans - Floor 2 Private roof deck Patio is located in Chicago, just 1.5 miles from Ohio Street Beach and 1.8 miles from North Avenue Beach.
Traveling by car? These cottages in Chicago offer free parking!
2 Newly Built Luxury Condos with Private Roofdeck is located in Chicago, just 1.5 miles from Ohio Street Beach and 1.8 miles from North Avenue Beach.
10.0Scored 10.0ExceptionalRated exceptional· 1 reviewDowntown Penthouse with Private Rooftop #2S offers accommodations in Chicago, 1.5 miles from Ohio Street Beach and 1.7 miles from North Avenue Beach.
The Orleans - Entire Building - With Rooftop Deck is located in Chicago, just 1.5 miles from Ohio Street Beach and 1.7 miles from North Avenue Beach.
Best location downtown - River North near MagMile offers accommodations in Chicago, 1.5 miles from Ohio Street Beach and 1.7 miles from North Avenue Beach.
Best location Downtown - River North near Mag Mile offers accommodations in Chicago, 1.5 miles from Ohio Street Beach and 1.7 miles from North Avenue Beach.
7.0Scored 7.0GoodRated good· 1 reviewBest location downtown - River North near Mag Mile is located in Chicago, just 1.5 miles from Ohio Street Beach and 1.7 miles from North Avenue Beach.
870 bldg - 3 Separate Suites in same building offers accommodations in Chicago, 1.5 miles from Ohio Street Beach and 1.7 miles from North Avenue Beach.
The Orleans Floor 3 Private rooftop deck
ChicagoFree parkingThe Orleans Floor 3 Private rooftop deck offers accommodations in Chicago, 1.5 miles from Ohio Street Beach and 1.7 miles from North Avenue Beach.
FAQ about cottages in Chicago
Cottages That Guests Love in Chicago
- Avg. price/night: $257.118.5Scored 8.5Very GoodRated very good· 485 reviewsThe location was fantastic as was the building and foyer. They've really leaned into the heritage of the building which was fantastic as was the extra floors, one with an art gallery. We loved how easy it was to get around from here. The bathroom was very large and the style of the room was fantastic.KieranYoung couple
- Avg. price/night: $226.608.8Scored 8.8ExcellentRated excellent· 2,823 reviewsSmall but cozyAlessandroTaipeiSolo traveler
- Avg. price/night: $223.068.4Scored 8.4Very GoodRated very good· 5,012 reviewsCannot fault The River Hotel. The room was comfortable, clean & the facilities available were amazing. Level 2 coffee for guests that came highly recommended from staff & tasted amazing to a gym with amazing selection of equipment. The hotel was very charming.
KishaYoung couple - Avg. price/night: $365.119.0Scored 9.0WonderfulRated wonderful· 1,625 reviewsBeautiful Art Deco architecture and very comfortable lounge, bar area with a gorgeous fireplace and bistro.KathyYoung couple
- Avg. price/night: $435.859.1Scored 9.1WonderfulRated wonderful· 1,226 reviewsGreat location! We stayed in one of the spa rooms which was lovely and spacious. The gym was superb, as were the pool, sauna & steam room.
JenniferYoung couple - Avg. price/night: $226.608.8Scored 8.8ExcellentRated excellent· 2,823 reviewsI liked my stay! It was cozy, in a great location, and had everything that I needed. At first, I thought the room was a bit small, but as a solo traveler, it ended up feeling very cozy.
ArieanaSolo traveler - Avg. price/night: $151.557.5Scored 7.5GoodRated good· 6,540 reviewscomfortable room, very clean. Had a safe in the room and bathroom was good. Plenty of storage space for things in wardrobe etc. Coffee machine in room. Fitness suite nice enough but limited to gym equipment (no sauna/pool etc.).AdamSolo traveler
- 8.3Scored 8.3Very GoodRated very good· 237 reviewsGreat location. Very secure. Cozy beds. Nice room temperatures. Easy to get in and out, and close to the Red Line train. Very cute bathrooms with ample shampoo and conditioner, and hairdryers. Never had an issue accessing the bathrooms when needed. Cute kitchen with plenty of dishware. Fridge was not dirty. Bedrooms are separate from and above the common areas.JJamieSolo traveler
- Avg. price/night: $435.859.1Scored 9.1WonderfulRated wonderful· 1,226 reviewsWow - this has got to be the best hotel we've ever stayed in, the room was fabulous, so comfortable and included a kitchenette for those morning hot beverages. On site pool, steam room and sauna was a great treat, we caught the sun rise a couple of times from the pool which opens at 6am for us early risers. Staff a really friendly.JeanetteYoung couple
- 9.3Scored 9.3WonderfulRated wonderful· 11 reviewsEverything was clean and cozy, you’ll find everything you need - washing machine and dryer, hair dryer too, host was also really nice and prompt with respondKarolínaTravelers with friends
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