Entire home
18 Chicago St. - Cottage-Dog Friendly W/Fenced Yard - Ocean Block
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Reviews
8.0 out of 10
Very good
2 bedrooms 1 bathroom Sleeps 6
Popular amenities
Explore the area

Dewey Beach, DE
- Dewey Beach2 min walk
- Rehoboth Beach2 min drive
- Rehoboth Beach Boardwalk3 min drive
- Ocean City, MD (OCE-Ocean City Municipal)58 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 Double Bed
Bedroom 2
1 Double Bed
Common area 1
1 Double Futon
1 bathroom
Bathroom 1
Bathtub or shower
Spaces
Porch or lanai
Kitchen
Garden
About this property
18 Chicago St. - Cottage-Dog Friendly W/Fenced Yard - Ocean Block
Come enjoy this rustic, quaint 'Little Cottage ByThe Sea' in Dog Friendly Dewey!! Located just 1/2 block to the beach. The open living area, screened-in porch, outdoor shower and large fenced in yard make this home perfect for retreat after a day in the ocean! Off-street parking for 2 cars. Amenities include Central A/C, Dishwasher, Washer/Dryer, Micro, TV & Internet.
Please Note: Dog Friendly~with $250 NR pet fee per dog. If you do not add the pet fee of $250/per pet ($150 for additional pet/s) in the quote, then the quote will need to be readjusted. A pet addendum will accompany the lease from Crowley Assoc., that will need to be returned with our lease. Pet addendum will be sent with lease and will need to be returned to Crowley.
Please Note: Lease will be emailed from a local real estate company. Once they have, please correspond directly with your Agent at the phone # or email address provided with your lease or call our office directly. There is no refund for cancellation through VRBO. However, Crowley Assoc. does offer a cancellation policy of 15% penalty if we are able to re-rent your dates which is stated in the lease agreement.
Once your reservation is confirmed, further correspondence will be directly with our office and/or your agent who will reach out and email a lease providing additional, relevant information.
Tenants need to provide their own linens, towels & paper products. Ask your agent or our office for linen package options in our area.
In addition, VRBO policy is not able to collect the Dewey Beach accommodations tax of 3% This amount will be noted in your lease and is payable directly to Crowley via check, debit or credit card.
Effective Jan 1, 2025, a State Tax of 4.5% has been incorporated by the State of DE in addition to the current municipality accommodations tax of 3% in Dewey.
After Labor Day availability and rates must be confirmed with the property owner by Crowley Assoc.
Please Note: Dog Friendly~with $250 NR pet fee per dog. If you do not add the pet fee of $250/per pet ($150 for additional pet/s) in the quote, then the quote will need to be readjusted. A pet addendum will accompany the lease from Crowley Assoc., that will need to be returned with our lease. Pet addendum will be sent with lease and will need to be returned to Crowley.
Please Note: Lease will be emailed from a local real estate company. Once they have, please correspond directly with your Agent at the phone # or email address provided with your lease or call our office directly. There is no refund for cancellation through VRBO. However, Crowley Assoc. does offer a cancellation policy of 15% penalty if we are able to re-rent your dates which is stated in the lease agreement.
Once your reservation is confirmed, further correspondence will be directly with our office and/or your agent who will reach out and email a lease providing additional, relevant information.
Tenants need to provide their own linens, towels & paper products. Ask your agent or our office for linen package options in our area.
In addition, VRBO policy is not able to collect the Dewey Beach accommodations tax of 3% This amount will be noted in your lease and is payable directly to Crowley via check, debit or credit card.
Effective Jan 1, 2025, a State Tax of 4.5% has been incorporated by the State of DE in addition to the current municipality accommodations tax of 3% in Dewey.
After Labor Day availability and rates must be confirmed with the property owner by Crowley Assoc.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space
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Ocean Block Dewey Beach and Pet Friendly!
Ocean Block Dewey Beach and Pet Friendly!
- Kitchen
- Washer
- Dryer
- Pet-friendly
10.0 out of 10, (185 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 4 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
On-site 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
About the area
Dewey Beach
Located near the beach, this holiday home is in Rehoboth by the Sea, a neighbourhood in Dewey Beach. While the natural beauty of Cape Henlopen State Park and Rehoboth Beach can be enjoyed by anyone, those looking for an activity can explore Cape May - Lewes Ferry.
East of Maui and Fifer Orchards Local-Fresh Market - Dewey Beach are also worth visiting. Jet skiing, kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.

Dewey Beach, DE
What's nearby
- Dewey Beach - 2 min walk - 0.2 km
- Rehoboth Beach - 2 min drive - 1.1 km
- Rehoboth Beach Boardwalk - 3 min drive - 2.1 km
- Funland - 3 min drive - 2.1 km
- Tanger Outlets - 4 min drive - 4.9 km
Getting around
Restaurants
- The Starboard - 7 min walk
- Woody's Dewey Beach - 8 min walk
- Dewey Beer Co. - 6 min walk
- Starboard Claw - 8 min walk
- Gary's Dewey Beach Grill / 38° - 7 min walk
Frequently asked questions
About the host
Hosted by Sherry w/Crowley Associates Realty, Inc.

Languages:
English
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