Entire home
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
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Reviews
9.8 out of 10
Exceptional
10 bedrooms9+ bathroomsSleeps 22
Popular amenities
Explore the area

Dewey Beach, DE
- Place, Dewey Beach1 min walk
- Place, Fifer Orchards Local-Fresh Market - Dewey Beach5 min walk
- Place, Rehoboth Beach2 min drive
- Airport, Ocean City, MD (OCE-Ocean City Municipal)49 min drive
Rooms & beds
10 bedrooms (sleeps 22)
9 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Bathroom 7
Bathroom 8
Bathroom 9
Bathroom 10
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
About this property
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Pet friendly
Air conditioning
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- Kitchen
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10.0 out of 10, Exceptional, (101 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total)
Smoking
Smoking is not permitted
Important information
You need to know
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Dewey Beach
Rehoboth by the Sea, a neighborhood in Dewey Beach, is home to this vacation home. The area's natural beauty can be seen at Rehoboth Beach and Lewes Beach. East of Maui and Fifer Orchards Local-Fresh Market - Dewey Beach are also worth visiting.

Dewey Beach, DE
What's nearby
- Dewey Beach - 1 min walk - 0.1 km
- Fifer Orchards Local-Fresh Market - Dewey Beach - 5 min walk - 0.4 km
- Silver Lake - 6 min walk - 0.6 km
- Rehoboth Beach - 2 min drive - 1.4 km
- Rehoboth Beach Boardwalk - 4 min drive - 2.8 km
Getting around
Restaurants
- The Starboard - 8 min walk
- Woody's Dewey Beach - 8 min walk
- Dewey Beer Co. - 7 min walk
- Grotto Pizza - 13 min walk
- Starboard Claw - 9 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.0/10
Cleanliness
9.8/10
Check-in
10/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Verified
Aug 2, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Samantha G.
Jul 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Samantha G.
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Keith S.
Jul 23, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Beach House
Keith S.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Mary A.
Jul 23, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mary A.
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Elizabeth M.
Sep 24, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for big group and multi-generational family vacation
Elizabeth M.
Stayed 7 nights in Aug 2024
Verified
10/10 Excellent
Lorri G.
Aug 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lorri G.
Stayed 7 nights in Aug 2025
Verified
10/10 Excellent
Ben G.
Feb 25, 2019
Beautiful house, great host! Perfect for large families who like to cook!
Ben G.
Stayed 4 nights in Feb 2019
Verified
10/10 Excellent
richard k.
Aug 7, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Review of 10 chicAgo dewey beach delaware
richard k.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
Bruce H.
Oct 4, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
The entire house including bedrooms were large and very comfortable. Location was perfect.
Bruce H.
Stayed 7 nights in Sep 2023
Verified
10/10 Excellent
Brooks and Laurel N.
Sep 26, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous
Brooks and Laurel N.
Stayed 7 nights in Sep 2021
Verified
10/10 Excellent
Jonathan T.
Jun 24, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in Dewey
Jonathan T.
Stayed 7 nights in Jun 2024
Verified
10/10 Excellent
susan b.
Jun 28, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
family vacation
susan b.
Stayed 7 nights in Jun 2024
Verified
10/10 Excellent
Karin R.
Sep 21, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Karin R.
Stayed 7 nights in Sep 2025
Verified
10/10 Excellent
Carol C.
Aug 16, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for Large Family Vacation
Carol C.
Stayed 7 nights in Aug 2021
Verified
10/10 Excellent
Samantha G.
Jul 27, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
wonderful week with the family
Samantha G.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Samantha G.
Jul 14, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
PERFECT
Samantha G.
Stayed 7 nights in Jul 2024
Verified
10/10 Excellent
Sandra D.
Sep 5, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Can’t beat the location
Sandra D.
Stayed 7 nights in Aug 2021
Verified
10/10 Excellent
Verified traveler
Jun 21, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great House
Verified traveler
Stayed 7 nights in Jun 2023
Verified
10/10 Excellent
Carol C.
Jul 14, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
10 Chicago is a perfect 10!
Carol C.
Stayed 6 nights in Jul 2020
Verified
10/10 Excellent
Linda I.
Jul 21, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Linda I.
Stayed 7 nights in Jul 2024
Verified
10/10 Excellent
Anita T.
Sep 25, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Ladies Getaway
Anita T.
Stayed 7 nights in Sep 2024
Verified
10/10 Excellent
Guy T.
Jul 9, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Beach Vacation
Guy T.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
Valerie H.
Jun 27, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Repeat Customers
Valerie H.
Stayed 7 nights in Jun 2024
Verified
10/10 Excellent
Byulah C.
Aug 9, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and great location
Byulah C.
Stayed 5 nights in Aug 2024
Verified
10/10 Excellent
Claudia N.
Jul 18, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Home for Family Reunion!
Claudia N.
Stayed 7 nights in Jul 2023
About the host
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