Title: 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=41173485&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool Vacation home with kitchen, near Rehoboth Beach Boardwalk ## Photo gallery for 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool ![Pool - 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool (Dewey Beach)](https://images.trvl-media.com/lodging/42000000/41180000/41173500/41173485/b5e9a747.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool (Dewey Beach)](https://images.trvl-media.com/lodging/42000000/41180000/41173500/41173485/0fcff173.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach - 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool (Dewey Beach)](https://images.trvl-media.com/lodging/42000000/41180000/41173500/41173485/42fc2037.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool (Dewey Beach)](https://images.trvl-media.com/lodging/42000000/41180000/41173500/41173485/5b26ceaf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio - 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool (Dewey Beach)](https://images.trvl-media.com/lodging/42000000/41180000/41173500/41173485/5b313c67.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies At this oceanfront home, just two houses away from the ocean, you can unwind in style with breathtaking views of the sea. Enjoy a heated swimming pool and surrounding fenced porch with high-end outdoor furniture and a propane gas grill. Indoors, discover 10 bedrooms and 9 bathrooms along with residential elevator access to all three floors. ## Reviews 9.8 Exceptional ### Entire home 10 bedrooms10 bathroomsSleeps 22 ## Popular amenities - Kitchen - Washer - Dryer - Pet friendly ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool Luxury, comfort, and breathtaking views describe this home the best! This incredible three story 4,500 sq. ft. house was completed in August 2018 and is just two houses away from the ocean. It has great views of the ocean from inside and outside, is just a few blocks away from downtown Dewey Beach, and less than a mile from downtown Rehoboth Beach the boardwalk. The house has a massive 2rd floor living area that includes a main seating area; a seating area adjacent to the oval window with perfect ocean view; a dining room seating 12 with adjacent kitchen island seating five more; a sunroom off the main living area with pool/ping pong combination table and a hallway bath with walk-in shower. The house features a heated swimming pool and a surrounding fenced porch. The propane gas grill and high-end outdoor furniture makes it the preferred place for you, your family, and friends to relax and enjoy the pool and the company. For those who enjoy the outdoors, there is no better place to people watch and take in the ocean breeze than on one of the two open porches. The home includes off-street parking for 5 cars, plus 2 on-street city parking permits. The house includes a residential elevator that goes to all 3 floors. The house has 10 high quality bedrooms and 9 1/2 bathrooms. Indoors: The First floor includes the following: Bedroom with 1 Queen bed w/ attached bathroom/walk-in shower. Bedroom with 1 King bed w/ attached bathroom/walk-in shower. Bedroom with 2 Bunk Beds w/ attached bathroom/walk-in shower. Bedroom with 1 Queen bed w/ attached bathroom/shower w/ tub. Bedroom with 1 King bed w/ attached bathroom/walk-in shower. Hallway powder room. The second floor consists of a massive living area featuring: Main seating area with a gas heated fireplace and a large flat-screen TV (the Main Seating Area). Seating area adjacent to the Oval Window (the Oval Seating Area) with great ocean view. Dining room seating 12, and an adjacent island seating five. Over stacked gourmet kitchen, with 1 oversized Miele refrigerator and 1 oversized Miele freezer, 3 cooktops, 2 ovens, 2 microwaves, 2 dishwashers, and 1 ice maker. Sun Room off the main living area with pool/ping-pong combination table. Hallway bathroom with a walk-in shower. Another seating area with a flat screen TV, two reclining chairs, a coffee table and a sofa bed. This room commands a great ocean view which makes it a great extra TV/game/hangout room for the kids, in addition to functioning as an extra bedroom. The Third floor includes the following: Bedroom with 1 King bed w/ attached bathroom/walk-in shower. Bedroom with 1 King bed w/ attached bathroom/walk-in shower. Bedroom with 1 King bed w/ attached bathroom/shower w/ tub. Living room with a wall-mounted flatscreen TV, two reclining chairs, a coffee table and a sofa bed. This room commands a great ocean view which makes it a great extra TV/game/hangout room for the kids, in addition to functioning as an extra bedroom. 2 Miele washers and dryers. The house has outdoor gathering/seating areas that include: 2 open porches on the 2nd and 3rd floors. Their high-end outdoor furniture and breathtaking ocean views make them preferred places to relax and enjoy the view. A heated swimming pool (from May 1st to October 1st) and fenced porch with a propane-fired grill and high-end outdoor furniture. There is also an outside private hot/cold shower with a dressing area, as well as an ice maker on the first floor. More great things about the house: The house features porcelain wood-like tile floors, hardwood floors, granite countertops and custom tile designs in the kitchen and all bathrooms. All bathrooms have a designer custom-tile shower with niches and glass wall/door or tub/shower combinations. Every bedroom, including the two rooms with sofa beds, has a ceiling fan and a flatscreen TV. The 2nd floor main living area has a gas fireplace and a large flatscreen TV. The house has a fully stocked luxury kitchen that includes high-end appliances including 1 gigantic size Miele refrigerator and freezer, 2 dishwashers, 1 under-counter ice maker, 2 stoves, 2 microwaves, 1 cooktop and plenty of cabinets. Small appliances include 2 coffee makers, 2 four-slice toasters, a restaurant-style Belgian waffle maker, and a blender and more. High speed wireless Internet throughout the home. 2 Miele washers and dryers conveniently located on 3nd floor. Central air-conditioning throughout the home, with each floor having its own temperature control unit. Two tank-less hot water heaters so you won't run out of hot water. Plenty of silverware, plates, and mugs to go around. Ironing board and iron, and hair dryer. 16 Beach chairs and 5 Beach umbrellas. House Rules Check-in: ‎3‎:‎00‎ ‎PM. Check-out: ‎10‎:‎00‎ ‎AM. No smoking. Children allowed. Children under 5 do not count in occupancy. Minimum age of primary renter: 25 Max guests: 22 (sleeps up to 22 adults). This is a non-smoking residence. $350 Cleaning Fee, $400 Linen Fee, and $1,500 Security Deposit is required on all reservations. The linen fee includes bedding, sheets, and bathroom towels. Bed linens provided for 8 bed rooms and 2 sofa beds. Towels provided for 22 guests. Cancellation Policy 100% refund if canceled at least 60 days before arrival date. ## Property amenities ### Pool/Spa - Pool ### Internet - Available in the house: WiFi ### Parking and transportation - Onsite parking includes off-street options ### Kitchen - Blender - Coffee/tea maker - Dishwasher - Freezer - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster - Waffle maker ### Bedrooms - 10 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 9.5 bathrooms - Hair dryer - Towels provided ### Living spaces - Fireplace - Living room ### Entertainment - Flat-screen TV ### Outdoor areas - Balcony - Gas grill - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Ceiling fan - Heating ### Pets - Pet friendly - Welcoming dogs only - 2 pets total (up to 50 lbs per pet) ### Suitability/Accessibility - Cobblestone flooring in public areas - Elevator - Hardwood flooring in public areas - Tile flooring in public areas - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Billiards/pool table - Table tennis ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![Dining](https://images.trvl-media.com/lodging/96000000/95910000/95904600/95904531/9c04d80e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Town of Dewey Beach --- 6 Jersey Street | Ocean-block house in Dewey Beach Rehoboth by the Sea - Kitchen - Washer - Dryer - Air conditioning 9.4 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07&selected=95904531&PinnedHotelID=95904531&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/97000000/96100000/96090100/96090091/26aabacb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ocean Block Dewey Beach Private Parking Rehoboth by the Sea - Ocean view - Kitchen - Washer - Dryer 8.0 Very good 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07&selected=96090091&PinnedHotelID=96090091&HadPinnedHotel=true®ionId=-1&adults=2) ![House, Multiple Beds, Patio, Ocean View | Living area](https://images.trvl-media.com/lodging/114000000/113560000/113552200/113552145/b056ffdd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### West Street 20B Rehoboth by the Sea - Ocean view - Washer - Dryer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07&selected=113552145&PinnedHotelID=113552145&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/114000000/113960000/113955200/113955128/11c74504.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Adorable Coral Cottage, 1 block to the beach, Great Location in Dewey Beach! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as Vrbo Property 10 Chicago Street 10 Bedrooms 91/2 Path Ocean Block w/ Pool ## About the area Rehoboth by the Sea, a neighborhood in Dewey Beach, is home to this vacation home. Ryan's Mini Golf and Revelation Craft Brewing are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Tanger Outlets and Tanger Rehoboth Beach Surfside. East of Maui and Fifer Orchards Local-Fresh Market - Dewey Beach are also worth visiting. [Visit our Dewey Beach travel guide](https://www.expedia.ca/Dewey-Beach.dx6784) [View more Vacation homes in Dewey Beach](https://www.expedia.ca/Dewey-Beach-Private-Vacation-Homes.d6784-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.69989%2C-75.07451&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=-Li0qCqi84Rr-1xnWK4fmBdxTLU=) Dewey Beach, DE ### What's nearby - ![Silver Lake in Rehoboth Beach, Shutterstock ID 406122082, Purchase Order: SP-1891 Wave 0, Client/Licensee: Hotels.com](https://images.trvl-media.com/place/553248621532662450/b5e82f66-2c64-44fe-a31b-3761a5b9590e.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Silver Lake 6 min walk \- 0.6 km - ![Handicap Beach Access Mat at Rehoboth](https://images.trvl-media.com/place/553248635976496893/affb36a8-d475-4550-8b4d-e19d9e303cae.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Rehoboth Beach 2 min drive \- 1.4 km - ![Peaceful dunes](https://images.trvl-media.com/place/6055674/37e767c5-a309-4b68-881e-d2fad6ec40c1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Rehoboth Beach Boardwalk 4 min drive \- 2.8 km - Dewey Beach 1 min walk \- 0.1 km - Fifer Orchards Local-Fresh Market - Dewey Beach 5 min walk \- 0.4 km ### Getting around - Georgetown, DE (GED-Sussex County) 34 min drive ### Restaurants - The Starboard 8 min walk - Woody's Dewey Beach 8 min walk - Dewey Beer Co. 7 min walk - Starboard Claw 9 min walk - Bottle & Cork ## Frequently asked questions ### Does 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool have a pool? ### Is 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool pet-friendly? ### How much is parking? ### What time is check-in at 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool? ### Where is 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 54 8 - Good 7 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 9.0 Cleanliness ### 10 Location ## Reviews ### 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 The location and amenities are amazing! Samanatha was ##### Elizabeth M. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Jonathan T. Jun 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house in Dewey Fit 18 of our family perfectly. Close to the beach and the pool was awesome ##### Jonathan T. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Samantha G. Jul 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### PERFECT We are repeat renters. This home is well taken care of and has all the amenities that we prefer. ##### Samantha G. Stayed 7 nights in Jul 2024 ### 10/10 Excellent #### Linda I. Jul 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Location The summary online was accurate - the house lived up to our expectations. The rooms were well furnished, the kitchen had all the dishes, glasses, appliances you needed and along with the pool, toys, and beach chairs a great time. An added benefit was having the beach literally 100 feet away. That portion of the beach was quiet, well maintained, lifeguards were all attentive and we had a great time. ##### Linda I. Stayed 7 nights in Jul 2024 ### 10/10 Excellent #### Anita T. Sep 25, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Ladies Getaway The house and location is amazing. The property manager Samantha answered all questions ahead of time and 14 High School Reunion Ladies had a wonderful time. No issues at all with the house. Hope to book it again in the future. ##### Anita T. Stayed 7 nights in Sep 2024 ### 10/10 Excellent #### Byulah C. Aug 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house and great location The house was perfect for our extended family of 17\. The elevator was great for elderly grandparents, and the pool along with close proximity of beach was fantastic for our high school and college age family members. The appliances were perfect for a big house: 2 of each stove tops, fridges, ovens, dishwashers, and in addition a standalone freezer and ice maker. Highly recommend this place! ##### Byulah C. Stayed 5 nights in Aug 2024 ### 10/10 Excellent #### Valerie H. Jun 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Repeat Customers This is our second stay and it did not disappoint. In fact, it was even better than last year with new fans on the porch off of the main floor, fresh paint, and AC that was pumping! The property manager is so accommodating and responsive. We have already booked for next year and can't wait to come back! ##### Valerie H. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Claudia N. Jul 18, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Home for Family Reunion! Perfect home for a large group, love that every bedroom has its own bathroom. Location to the beach is perfect. House manager was fantastic! We had a few issues that were quickly resolved, Samantha quickly responded to all our questions. Will return! ##### Claudia N. Stayed 7 nights in Jul 2023 ### 10/10 Excellent #### margo H. Aug 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family reunion in Dewey Beach Our extended family just finished our second beach vacation at 10 Chicago Street. We had a wonderful time with seven cousins under the age of seven running around the house and enjoying the pool. we had three generations staying there. The kitchen is fabulous as We have multiple needs for food prep space. We are planning a return next yearwewe had multiple staying ##### margo H. Stayed 7 nights in Aug 2024 ### 8/10 Good #### Kathy S. Sep 17, 2023 Liked: Check-in, communication, location, listing accuracy #### Perfect for us! The house was large enough to accommodate our big group. Eight of the bedrooms had an en suite bathroom which was perfect for our adults only group. The beds and furniture were comfortable. The elevator and heated pool were a real bonus! The kitchen was well equipped with two of each of the appliances. Proximity to the beach was great! We did have some issues during our stay but the property manager Samantha was always available, responded quickly and did her best to address the problems. ##### Kathy S. Stayed 7 nights in Sep 2023 ### 10/10 Excellent #### Donna F. Jun 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect for large families We had 18 people ranging from 1 year old to 67 years old. The property was perfect for all of us. The 2nd floor has the best set up for groups of our size that we've ever seen in a rental property -- huge well-stocked kitchen, large dining table, very big wraparound sofa. And the decks were great too. One detail to recognize is that there are 7 bedrooms with baths attached. The other two sleeping areas are dens, each with a double pullout couch (one on 2nd floor the other on third floor). Second floor den is next door to the only bathroom that isn't in a bedroom. Third floor den has to use that same second floor bathroom. It wasn't a problem for our group at all. The pullout sofas are comfortable. Samantha, the property manager, was easily accessible. ##### Donna F. Stayed 7 nights in May 2024 ### 10/10 Excellent #### Beth H. Aug 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great home and perfect location. Steps from the beach and walkable to both Dewey and Rehoboth. ##### Beth H. Stayed 7 nights in Jul 2025 ### 10/10 Excellent #### Samantha G. Jul 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Very nice property and well maintained. ##### Samantha G. Stayed 7 nights in Jul 2025 ### 10/10 Excellent #### Keith S. Jul 23, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Beach House The location of the property to the beach and it being ##### Keith S. Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Mary A. Jul 23, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The place was fixed up nice. Samantha is wonderful to work with. There was a small water problem but it was taken care of. The place is great. ##### Mary A. Stayed 7 nights in Jul 2025 ### 10/10 Excellent #### Lorri G. Aug 11, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy All as represented. Check in was easy. All requests accommodated immediately. ##### Lorri G. Stayed 7 nights in Aug 2025 ### 10/10 Excellent #### Karin R. Sep 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great location right off the beach! Lots of room for our group of 20\. Kitchen is fairly well-stocked and has two of every appliance -- fridge, dishwasher, stove, coffee maker, etc. We were there late in the season, so under the couch and under some of the beds could have been cleaner, but nothing we couldn't live with. One of the upstairs bedrooms has an AC return in the closet, so it was noisy at times -- and has no rod to hang clothes -- but, again, nothing we couldn't live with. We enjoyed our stay and plan to return! ##### Karin R. Stayed 7 nights in Sep 2025 ### 10/10 Excellent #### Ben G. Feb 25, 2019 #### Beautiful house, great host! Perfect for large families who like to cook! We couldn't have had a better time! House if great for families with young children and other large groups--perfectly well stocked and steps from the beach. We can't wait to stay here again! ##### Ben G. Stayed 4 nights in Feb 2019 ### 10/10 Excellent #### richard k. Aug 7, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Review of 10 chicAgo dewey beach delaware Beautiful property in a great location ##### richard k. Stayed 7 nights in Jul 2022 ### 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. I couldn’t have been more pleased with everything. ##### Bruce H. Stayed 7 nights in Sep 2023 ### 10/10 Excellent #### Brooks and Laurel N., MIDLOTHIAN Sep 26, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous This house was fabulous! Would definitely stay again. ##### Brooks and Laurel N. Stayed 7 nights in Sep 2021 ### 10/10 Excellent #### susan b. Jun 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### family vacation awesome ##### susan b. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Carol C. Aug 16, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect for Large Family Vacation 10 Chicago is a well appointed home that accommodates a large family. Steps from the beach with a pool too - something for everyone! ##### Carol C. Stayed 7 nights in Aug 2021 ### 10/10 Excellent #### Samantha G. Jul 27, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### wonderful week with the family well kept house , close to the beach. We've been visiting Delaware for about 20 years. hope to be back next year. ##### Samantha G. Stayed 7 nights in Jul 2023 ### 8/10 Good #### Janice S. Sep 13, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Everything was wonderful. As in the past the pool wasn’t warm til Thursday. There is a block on the front step on the right that is not attached. It sends you off balance. Also if a railing could be put on the front and back steps would be good. Double check the vacuum as we could not get the beater bar to rotate. We love your property. It is perfect for a large group. Especially nice to all be able to sit and enjoy a meal together. We will probably be back next year ##### Janice S. 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