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Apartment

The Roscoe Village Guesthouse

Photo gallery for The Roscoe Village Guesthouse

Point of interest
Exterior detail
Living area
Living area
Living area

Reviews

10 out of 10
Exceptional

Highlights

  • Shop till you drop
    Guests love the location, with top-rated shopping just around the corner.
3 bedrooms1 bathroomSleeps 6

Popular amenities

  • Air conditioning
  • Refrigerator
  • Onsite parking available
  • Internet
  • Washer
  • Non smoking

Explore the area

View in a map
Chicago, IL
  • Place, Hamlin Park
    ‪8 min walk‬
  • Place, Theater Wit
    ‪20 min walk‬
  • Place, Wrigley Field
    ‪3 min drive‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪28 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Kitchen

About this property

The Roscoe Village Guesthouse

Located in a village within the city of Chicago, welcome to "The Roscoe Village Guesthouse", at the corner of Roscoe and Damen. We are in the heart of Roscoe Village and walking distance to the CTA brown line train. We are less than 1 mile west of Wrigley Field and a 30 minute train ride to downtown Chicago. Right outside your door are restaurants & boutique shopping Plenty of free street parking around the house.

We offer 2 queen beds and 1 full size bed. Two bedrooms have large closets. All bedrooms have a nightstand and or dresser with a lamp. There is a work area with a desk that has height adjustment for sitting or standing. The kitchen is stocked with all cooking ware, dishes, utensils, blender, toaster, coffee maker and microwave. A dishwasher is also available for use. The back area has a large washer and dryer which is free to use. The unit also offers 600 mps WIFI. Currently there is one 55" smart tv in the apartment. The Bakeshop Chicago occupies the store front of the building. The Bakeshop is a café that offers coffee, breakfast sandwiches and pastries. This is very convenient. There are also restaurants on each side of the building. Excellent area! You will need to climb stairs to the unit.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 13-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number R21000070279
Property # 4026466
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Chicago

North Center, a neighborhood in Chicago, is home to this apartment. Michigan Avenue and State Street are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Michigan and Millennium Park. Looking to enjoy an event or a game? See what's going on at Wrigley Field or United Center.
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Map
Chicago, IL

What's nearby

  • Hamlin Park - 8 min walk - 0.7 km
  • Theater Wit - 20 min walk - 1.7 km
  • Athenaeum Theatre - 3 min drive - 1.5 km
  • Wrigley Field - 3 min drive - 2.2 km
  • Vic Theatre - 4 min drive - 2.2 km

Getting around

  • Chicago Clybourn Station - 4 min drive
  • Paulina Station - 8 min walk
  • Chicago Midway Airport (MDW) - 42 min drive

Restaurants

  • ‪Village Tap - ‬3 min walk
  • ‪Four Moon Tavern - ‬3 min walk
  • ‪Roscoe Village Pub - ‬10 min walk
  • ‪Beat Kitchen - ‬7 min walk
  • ‪The Four Treys Tavern - ‬1 min walk

Frequently asked questions

Is The Roscoe Village Guesthouse pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Roscoe Village Guesthouse ?

As of Jun 10, 2026, prices found for a 1-night stay for 2 adults at The Roscoe Village Guesthouse on Jun 21, 2026 start from $308, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Roscoe Village Guesthouse ?

Check-in begins at 3:00 PM.

What time is check-out at The Roscoe Village Guesthouse ?

Check-out is at 11:00 AM.

Where is The Roscoe Village Guesthouse located?

Located in North Center, this apartment building is 1.1 mi (1.8 km) from Theater Wit and within 3 mi (5 km) of Wrigley Field and Lake Michigan. Vic Theatre and Wrigley View Rooftop are also within 2 mi (3 km). Paulina Station is 8 minutes by foot and Addison Station (Brown Line) is 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Cara R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We couldn’t have picked a better location or better place to stay! The apartment was clean and packed will all the amenities we could have needed. Jedidiah was so responsive and helpful. We will definitely be staying here again in the future!
Stayed 2 nights in May 2026
Verified

10/10 Excellent

Colleen

Liked: Cleanliness, amenities, property conditions & facilities, communication
Perfect area for our stay!
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Kevin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for food, fun,and shops. This was our third trip to Roscoe Village.Love staying at this location. Easy access to everything.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Larry B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Plenty of room

Clean and well appointed location in an amazing part of town. The host was awesome as well!
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Andrea B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Host

This place is in an amazing location, with so much around to each and shop. Very centrally located for our needs. Somehow I didn’t receive the checkin info with door codes or unit number but Jed quickly answered my call and provided all we needed. We struggled a bit with the shower head later on our first night and Jed responded just as fast to the text to help. He was so helpful, the space was lovely and homey. It had great extras and parking was never an issue, even on St. Patrick’s day weekend.
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Tim G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family had a fantastic stay in Roscoe Village! The home was exactly as described, exceptionally clean, comfortable, and well-maintained. The host was responsive, welcoming, and made the entire process seamless. The location was perfect, with great restaurants, shops, and easy access to everything Chicago has to offer while still feeling like a charming neighborhood. We would absolutely stay here again and highly recommend this property to anyone visiting Chicago.
Stayed 2 nights in Jun 2026

About the host

Hosted by JEDIDIAH

Host profile image
Chicago native who loves helping people that on the go. I enjoy hosting guests and offering an alternative accommodation in an excellent neighborhood.

Why they chose this property

Roscoe Village has a good mix of families, professionals & small businesses.

What makes this property unique

The property sits in a small community within a large city. From shopping to restaurants, our area has a good vibe all around. Easy to get to downtown, Lakeview, Lincoln Park, Avondale, Wicker Park Lincoln Square and Logan Square.

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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