Boutique hotel holiday rentals in Cook County

Boutique hotel in Magnificent Mile

Warwick Allerton Queen

Our cosy and comfortable standard rooms evoke all the charm and elegance of Warwick Allerton - Chicago’s storied past. Retaining the design of the Chicago hotel’s original single rooms, each space is filled with natural light, tastefully updated with timeless furnishings and includes a queen size bed, marble bathrooms, and unforgettable city views. Offering an enviable location in the heart of Chicago’s world-class shopping and dining district, and a view of Michigan Avenue.

16–23 Oct

Boutique hotel in Chicago

Gritty Chic River North + ACME Hotel

If you've never been one for convention, ACME is the right choice for you. Located 2 ½ blocks from the Magnificent Mile in the River North neighborhood, ACME is downtown Chicago's lifestyle boutique hotel alternative for the tragically hip. If you appreciate an eye for design and dig a high-tech vibe, you'll feel right at home in this trendy, but inviting hotel. We want your experience at ACME to blow your mind, not your budget, book a room, and be prepared to fall in love.

30 Sept – 7 Oct

Boutique hotel in Chicago

Spacious Hotel Room in The Loop

Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Nederlander Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating.

21–26 May

Boutique hotel in The Loop

Standard Double Room

Standard Double Rooms feature two double beds and are the perfect choice for families or groups with multiple occupants. Amenities include: Complimentary wireless Internet, Coffeemaker and coffee, Iron/ironing board, Mini refrigerator, Pillowtop beds , Hairdryer, Room service, Heating and Air conditioning based on temperature out side, Flat-screen TV with cable and satellite channels and Safe deposit box.

6–13 Dec

Boutique hotel in Near North Side

Gritty Chic River North -- ACME Hotel

If you've never been one for convention, ACME is the right choice for you. Located 2 1/2 blocks from the Magnificent Mile in the River North neighborhood. We want your experience at ACME to blow your mind, not your budget, book a room, and be prepared to fall in love. Voted number 2 on Conde Nast Top Chicago Hotels.

22–29 Jun

Boutique hotel in Chicago

Staypineapple Chicago, Deluxe King

We know the difficulties of deciding where to eat and what to do in one of the world’s most happening cities. But with the posh comfort and convenience of the Staypineapple in central Chicago, choosing where to stay will be easy. An amenity fee with tax ($23.42 per day) will be charged upon arrival.

3–10 Jan

Boutique hotel in Chicago

Luxury 2BR Suite next to Loyola University

Stay at The Flats at Loyola Station and explore the Rogers Park/Chicago area. This modern apartment is just steps away from the red line, giving you access to all of Chicago. Our homey and spacious condos are the best way to experience city life! Check out our website to find out more information.

22–29 Dec

Boutique hotel in Plainfield

Herrington Suite - The Plainfield Inn

APPROX. 11 X 11 · PRIVATE BATH · NORTHERN EXPOSURE This is the last room in the original house with northern exposure. It is named for the Goodson's daughter who married Robert Herrington. She moved back into the home in 1908 when they inherited the property.

Boutique hotel in Plainfield

Spangler Suite - The Plainfield Inn

APPROX. 16 X 12 · PRIVATE BATH · NORTH AND EASTERN EXPOSURE This is the largest room in the original house with northern and eastern exposures. It is named for the original building owner who moved the 1851 school-house to Fox River where it now sits.

15–20 Jun