Located in Rehoboth by the Sea within a 5-minute walk of Dewey Beach, this vacation home is within 2 miles (3 km) of other popular sights like Rehoboth Beach Boardwalk. The vacation home includes a private pool, a kitchen, and a patio.
Rehoboth Beach Boardwalk - 3 min drive - 1.3 miles
Getting around
Georgetown, DE (GED-Sussex County) - 30 min drive
Restaurants
Rusty Rudder - 2 min drive
Dewey Beer Company - 7 min walk
Woody's Dewey Beach - 9 min walk
Nalu Surf Bar - 16 min walk
Wings To Go - 10 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Private Pool Dewey Beach House Two Blocks from Beach!
Welcome to 118 Chicago Street!
Located just 1.5 blocks from the heart of Dewey Beach, this charming single-family home in Rehoboth By the Sea offers the perfect blend of coastal comfort and easy access to vibrant beach life. Whether you're strolling to Dewey's lively nightlife, enjoying water sports, or hopping on the nearby Jolly Trolley to explore Rehoboth Beach's boardwalk, shops, and dining, this home puts you right where the action is.
The recently upgraded home features a private heated pool, spacious rear patio with seating, fire pit, gas grill, and an outdoor shower with changing room. Sleeping twelve comfortably, the main level offers a living room, kitchen overlooking the pool, one bedroom, hall bath, and a dining area for family gatherings. Upstairs, four large bedrooms and two baths provide plenty of space.
Situated on a quiet, family-friendly street with mature trees and lush landscaping, the home includes off-street parking for six vehicles and an EV charger available upon request. Pool season runs from May through October.
Additional amenities include ceiling fans, Wi-Fi, washer and dryer, and pet-friendly accommodations for two dogs (no cats) with a pet fee. Linens are not supplied but rental packages are available.
For a memorable beach vacation in the heart of Dewey Beach, this home offers unbeatable location, comfort, and amenities.
Damage waiver: The 199.99 processing fee is non-refundable in the event you cancel. The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit. Delaware Accommodations Intermediary #2024713094
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a patio, and there's space to spread out with 5 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard.
Property manager
RE/MAX Realty
Languages
English
Similar properties
Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear
Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
Electric car charging station
Unit size: 2,200 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
This property welcomes pets
Service animals exempt from fees
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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 3:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Property is also known as
849621
Frequently asked questions
What is there to do within easy reach of this vacation home?
This vacation home is situated in Rehoboth by the Sea, just steps from Fifer Orchards Local-Fresh Market - Dewey Beach and East of Maui, and within a short walk of Dewey Beach. You'll also find Rehoboth Beach Boardwalk and Rehoboth Beach within a short drive.
Is there parking available at this vacation home?
Yes, there is electric car charging available.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
Is Private Pool Dewey Beach House Two Blocks from Beach! good for couples?
Amenities that appeal to couples at this vacation home include a private pool, a kitchen, and a smart TV.
Are there hot tubs at Private Pool Dewey Beach House Two Blocks from Beach!?
No, but guests can enjoy a heated pool at this vacation home.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
Although pets can't stay for free, they are welcome at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Georgetown, DE (GED-Sussex County), which is 18.3 mi away (30 minutes by car). Another top airport is Cape May, NJ (WWD-Cape May County), which is located 29.4 mi away (92-minute drive).
Can I book a room with a balcony at Private Pool Dewey Beach House Two Blocks from Beach!?
Yes, every accommodation at Private Pool Dewey Beach House Two Blocks from Beach! comes with a deck.
Private Pool Dewey Beach House Two Blocks from Beach! Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 5 out of 6 reviews
10 - Excellent
5
Rating 8 - Good. 1 out of 6 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 6 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 6 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 6 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
Marilyn S., Beaver Dam
Jun 29, 2025
Liked: Cleanliness
Location, location, location!
Fantastic location, walking distance to everything. Property mgr was exceptionally responsive to our needs. Pool was a hit sunce it was so hot and humid. We wete in it twice a day! Bedroooms comfortable and kitchen had all we needed for mesl prep.
Marilyn S.
Stayed 7 nights in Jun 2025
10/10 Excellent
Patricia D.
Jun 13, 2025
Liked: Cleanliness
It was such a wonderful stay with our family. We loved the easy access to downtown Dewey or rehobeth. The pool was such a bonus for two little girls age 4 and 7. The house had anything and everything that we could have imagined. It was nicely decorated as well. Highly recommend!!
Patricia D.
Stayed 4 nights in Jun 2025
10/10 Excellent
Dale B., Chambersburg, USA
Oct 4, 2024
Liked: Cleanliness
Family Vacation
Calm, peaceful location convenient to many activities. Space met the needs for all ages.
Dale B.
Stayed 7 nights in Sep 2024
10/10 Excellent
Janet K., Huntingdon Valley, Pennsylvania
Sep 18, 2024
Liked: Cleanliness
We had a wonderful time!
Thank you for sharing your lovely home with us! We all enjoyed the casual and relaxed spirit of this home. It was clean, well-equipped, spacious, and welcoming. Close to the beach and an adorable farm market with everything we needed. Lovely vacation!!
Janet K.
Stayed 7 nights in Aug 2024
10/10 Excellent
Bridget M.
Aug 31, 2024
Liked: Cleanliness
Super
We stay at the beach every summer, first time with a pool. I was surprised at how wonderful it was to have a pool. Fun for the kids in the evening while we made dinner. There was plenty of sleeping space but it didn’t feel crowded. The house was very clean the the kitchen well stocked and the location could not have been better.
Bridget M.
Stayed 7 nights in Aug 2024
8/10 Good
Thomas R., New York
Jun 21, 2024
Liked: Cleanliness
Lovely & Peaceful!
The home is a perfect blend of beach cozy w/modern day comforts, convenience of location and your own pool! Really Love the location and easy walk to Fifer’s, the beach and into Dewey for lunches and dinners too. The only constructive feedback I’d give is to update the listing to properly reflect the home doesn’t have a Primary Bedroom w/En Suite. None of the five bedrooms has a bathroom directly or privately attached. For this Renter, w/Family and Friends invited, that distinction is very important prior to booking. It felt purposely misleading and having that prior knowledge would certainly help to avoid confusion and any arrival disappointments of future renters. Other than that PR mistake we loved the home. Thank You!