Features
Map
Rates & Availability
Review
Features
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PETS
Pet Friendly -
BEACH
Beach Towels Near The Beach -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
7 Bedrooms -
KITCHEN
Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator (mini) Stovetop Toaster -
LAUNDRY
Laundry Facilities Near Laundromat Washing Machine And Dryer -
PARKING
Onsite Parking Onsite Parking Includes Off-street Options -
INTERNET
Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices) -
OUTDOORS
Balcony Gas Grill Yard -
BATHROOMS
9 Bathrooms Hair Dryer Rainfall Showerhead Shower -
WORKSPACES
Desk -
LANGS SPOKEN
English -
THINGS TO DO
Basketball Nearby Birdwatching Nearby Fitness Facilities Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Surfing/body Boarding Nearby Swimming Nearby Water Park Wildlife And Game Walks Nearby -
ENTERTAINMENT
Books DVD Player Games TV With Cable/satellite Service -
LIVING SPACES
Fireplace Living Room -
CLIMATE CONTROL
Air Conditioning Heating -
FAMILY FRIENDLY
Beach Toys -
LOCATION HIGHLIGHTS
In The City Center Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Bay Near The Sea -
SERVICES AND CONVENIENCES
Iron/ironing Board Wet Bar -
SUITABILITY/ACCESSIBILITY
Elevator Smoke-free Property
Map
Rates & Availability
Review
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Adam S.
Submitted Feb 11, 2026
Stayed Feb 6, 2026Hosts and home were absolutely perfect! The pictures and descriptions don't do the house justice. We look forward to staying here again and would highly recommend to others!
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Sharon R.
Submitted Sep 16, 2025
Stayed Sep 6, 2025The property was in excellent condition, just like the photos. Love the modern bathrooms in every bedroom, the extremely well stocked kitchen, the balconies with a view of the ocean, the lack of a giant list of rules. There was even a nice selection of books on hand. The personal welcome bag was a lovely touch. Would definitely like to stay here again, depending on the size of our group. It's also so nice that there is a smaller sitting room with a little kitchenette on the 2nd floor, which helped some remote workers in our group get their stuff done in peace. Couldn't ask for a better place.
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Susan B.
Submitted Sep 7, 2025
Stayed Aug 30, 2025the location is wonderful and the house is wonderful - the outdoor furniture is dirty and needs to be pressure washed- parts of the interior need to be cleaned and updated - the cleaning service could be better - in june we found a pill on the floor so wasn't vacuumed very well and our sept stay we found random things on the carpet as well - but we will back again next year - thank you
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Teresa B.
Submitted Sep 1, 2025
Stayed Aug 9, 2025We took a vacation with extended family at 12 Chicago Street - my brother and I with our spouses and young adult children. Grandma was supposed to come to, but was sick and couldn't make it. The house was perfect for a multi-generation group - the elevator was a wonderful amenity! Great way to get supplies up to the kitchen. We were pleasantly surprised to find a new spare refrigerator adjacent to the kitchen - perfect for storing drinks so that we could keep the main fridge for food. Spaces were super comfortable and welcoming. Beds were very comfortable. The only thing that could be improved is a different washing machine - it was one that doesn't have an agitator, and it was very hard to get it to spin the water out of the laundry. Other than that - the location was perfect - we could see the ocean from several balconies, and we spent a lot of time outside - we ate dinner on the back deck almost every night. Thank you so much for sharing your family home with us! If we decide to do this next year, I just hope that Grandma will be able to come!
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James R.
Submitted Jul 20, 2025
Stayed Jul 12, 2025We've spent our Dewey Beach vacation at 12 Chicago St. the last 3 summers. We take care of it just like it's our second home! It's such a lovely place and we really appreciate the privacy of all the bedroom/bathroom spaces. The many outdoor decks/ porch areas also give great options for morning coffee alone or time to do a quick call for work. We have 4 multi-generational families that share the house and we find it's perfect for all of us. The elevator is a great add-on. We love that all of the furnishings in the house are high quality and the kitchen is pretty well stocked for cooking. Proximity to the beach is great and the views are amazing day or night. The only issue we had this year was with the Happy Stays App. It processed the payment from the wrong account and I got charged a payment penalty. I was not able to get anyone from Happy Stays to return my calls to rectify the issue. Other than that, the house is amazing and our family loves it!
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Ariane P.
Submitted Jul 6, 2025
Stayed Jun 28, 2025Can't say enough how wonderful it is to work with Bill. He handles everything from start to finish in a professional manner. Thank you Bill!
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Pat Q.
Submitted Jun 30, 2025
Stayed Jun 21, 2025Beautiful home and a great space for our large family
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Vincent M.
Submitted Aug 27, 2024
Stayed Aug 17, 2024Thank you, outstanding clean home.
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Dana B.
Submitted Oct 11, 2023
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful, clean and roomy house with a great location, 3rd house from the beach, makes this a great stay. Included everything listed. Don’t forget soap for your showers!
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Donna C.
Submitted Aug 15, 2023
Stayed Dec 31, 1969Rating Details: The property manager was more than helpful. The vacation rental was very dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house works great for large crowds, however it needs some TLC. We have stayed at the house for 3 years but have been going down to Dewey for many years. The house needs a deep clean, very deep, including the outside shower. It also needs repairs throughout each bedroom and new mattresses. They are all soft and lumpy with a valley in the middle of each of them. Location is great and lots of room, but for the price it needs attention.