Luxurious Dewey Beach House Just Steps to the Beach JUNE 27 - JULY 4 STILL OPEN

Dewey Beach, Delaware
$1283 avg/night
Bed 7

Bed

Bath 9

Bath

Home Private Vacation Home

Property Type

Sleep 16

Max Sleeps

12 Chicago St. - Professionally Managed by Coldwell Banker Premier.
Savor multiple views of the Atlantic Ocean, or hear the crashing waves while relaxing on one of the five screened-in porches and decks or large private patio. Guests will love all the light and sea breezes throughout this home, with over 60 noise-buffering windows for viewing sunrises and sunsets.

The beach is just 50 yards from the front door! Enjoying a day on the beach is made easy for you with the house s beachbuggy, cooler-on-wheels, 16 beach chairs, many boogie boards and beach toys conveniently kept in the outdoor closet. Plus, the beach on Chicago St is complete with a refreshment hut and lifeguard stand as well! Back at the house, savor the sea air when rinsing off sandy toes or showering in the outdoor hot shower.

This gorgeous luxury home has a total of 4500 sq ft, which includes five screened-in porches and decks. With an elevator to all three floors, rooms include a huge eat-in gourmet kitchen, a game/coffee room for relaxing in recliners or working/playing at the table with ocean views which has a wet bar, mini-fridge dishwasher. Off the main living area is a separate sunroom, perfect for playing a board game or taking in an early morning sunrise with a relaxing cup of coffee. The massive 3rd floor great room features a fireplace and soaring cathedral ceilings, a dining room seating twelve which is adjacent to the kitchen island seating four more. Guests can also gather at tables and chairs for alfresco dining in all six outdoor areas. This incredible home s private back yard and large patio are ideal for gathering at the end of the day.

Choose which of the seven bedrooms you d like, each equipped with full custom private baths, TVs, USB ports, and overhead fans. In addition to TVs in all the bedrooms, there are three more in gathering areas, along with games, cards, puzzles and dozens of books and DVD movies! Plus, a pool table/ping pong combo is on the 18 x 20 1st floor porch.

Aside from being steps to the beach, this location is one of the best in the area! You re only five blocks to the heart of Dewey in one direction and five blocks to the peace and tranquility of Silver Lake in the other. Want some Dolle s Popcorn, Grotto s Pizza, or a memento from one of Rehoboth s shops Rehoboth s boardwalk is just a mile away!

More kitchen details to help make your time here as care-free as possible: The huge kitchen includes pantry areas plenty of cabinets for guest use; seating for four at the kitchen island; state-of-the-art appliances including two stand-alone ice makers, an extra-large capacity refrigerator, two dishwashers, a large microwave and oversized sink. It s fully stocked, including things like both drip and Keurig coffee makers, a toaster, broiler-oven, an extra large slow cooker, seafood utensils, multiple baking supplies, etc.

Additional house details: Smart TVs have premium HD Cable including HBO, Showtime and Cinemax in the great room, master bedroom 2nd floor coffee room. Cable TVs in all bedrooms. High speed wireless Internet throughout home. Keyless entry gives everyone convenient access. As many as five off-street parking spaces. Large gas grill with propane provided. Master bath with double vanity multiple shower heads, including a rain shower head.

Dog friendly with a $200 non-refundable pet fee per dog-2 dog max. Size restrictions- Small-Medium dogs only- Under 60lbs. Smoke free.

See consistently outstanding reviews - copy paste this link to your browser https://www.vrbo.com/799697

A linen package can be purchased for your stay. The cost of the linen package for one week s stay is $470.00. An agent will reach out to you directly to confirm if you'd like to include this rental package.

Booking Restrictions-
7 Night Stays Saturday to Saturday check-in/out. Memorial Day- Labor Day.
3 Night Stays- Jan-April and Sept-Oct.

All VRBO reservations are a booking request only until confirmed by Property Manager. You will be required to sign a Residential Lease Agreement and make your payment within the required deadlines provided or your booking request will be cancelled. As a property manager, we welcome “Special Event” rentals. All properties are individually owned and not all properties are available for “Special Event” rentals. Credit Card payments subject to 2% fee.

Bedding-
First floor - 1 Queen, 1 Queen, 1 Queen, 2 Double beds in a double bunk bed
Second floor - 1 King, 1 King, 1 King

State of Delaware License # 2025701763

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • 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

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 16

Map Map

School District Rates & Availability

Review Review

  • Adam S.

    Submitted Feb 11, 2026

    Stayed Feb 6, 2026

    Hosts 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!

  • Sharon R.

    Submitted Sep 16, 2025

    Stayed Sep 6, 2025

    The 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.

  • Susan B.

    Submitted Sep 7, 2025

    Stayed Aug 30, 2025

    the 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

  • Teresa B.

    Submitted Sep 1, 2025

    Stayed Aug 9, 2025

    We 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!

  • James R.

    Submitted Jul 20, 2025

    Stayed Jul 12, 2025

    We'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!

  • Ariane P.

    Submitted Jul 6, 2025

    Stayed Jun 28, 2025

    Can'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!

  • Pat Q.

    Submitted Jun 30, 2025

    Stayed Jun 21, 2025

    Beautiful home and a great space for our large family

  • Vincent M.

    Submitted Aug 27, 2024

    Stayed Aug 17, 2024

    Thank you, outstanding clean home.

  • Dana B.

    Submitted Oct 11, 2023

    Stayed Dec 31, 1969

    Rating 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!

  • Donna C.

    Submitted Aug 15, 2023

    Stayed Dec 31, 1969

    Rating 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.

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Total

Includes taxes and fees
$1,283+
View details