Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home

Top rated by guests
Welcome to 118 Chicago Street.
Located just a block and a half from the ocean with it's own private pool!
Beautiful spaces to gather and make memories.
Loads of natural light through slider doors leading to the pool.
The spacious kitchen is fully equiped.
The back of the house was added in 2020 and offers all of today's modern conveniences.
review stars
9.6Outstanding
(10 Ratings)
"Clean and comfortable with great pool and close proximity to Dewey Beach and restaurants. "
John T.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(10 Ratings)

House in Rehoboth Beach, DE

12 guests · 5 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

Welcome to 118 Chicago Street, a charming single-family home nestled in the Rehoboth By the Sea community, just 1.5 blocks from the heart of Dewey Beach. This coastal retreat offers the ideal blend of comfort and convenience, placing you within walking distance of Dewey's vibrant nightlife, exciting water sports, and the Jolly Trolley, which provides easy access to the boardwalk, shops, and dining in nearby Rehoboth Beach.
Recently upgraded, the home features a private heated pool, a spacious rear patio with ample seating, a fire pit, a gas grill, and an outdoor shower with a private changing room. Comfortably accommodating 12 guests, the main level features a cozy living room, a kitchen overlooking the pool area, one bedroom, a hall bath, and a dining space ideal for family meals. The second floor features four generously sized bedrooms and two additional bathrooms, offering ample space for everyone.
Set on a quiet, family-friendly street lined with mature trees and lush landscaping, the home also includes off-street parking for six vehicles and a Universal 220/240 EV cable stored in the laundry room for guest use. The private pool is open from May through October. Additional amenities include ceiling fans, Wi-Fi, a washer and dryer, and accommodations for two dogs with a pet fee (no cats permitted). Linens are not supplied, but rental packages are available for your convenience.
For a memorable beach getaway in the heart of Dewey Beach, this home offers an unbeatable combination of location, comfort, and amenities. Please note that the VRBO service fee is charged separately by VRBO and is not imposed by the Host. As a result, your credit card will reflect two separate charges: one from VRBO for the service fee and one from the Host for the rental charges. The VRBO service fee will not appear on the Rental Agreement. Delaware Accommodations Intermediary #2024713094

Amenities at Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home

Non-smoking
Pets allowed
Family friendly

Map of Rehoboth Beach, DE


Ratings and reviews

9.6 / 10
Outstanding(10 Ratings)
10 / 10Outstanding·Aug 2025
Clean and comfortable with great pool and close proximity to Dewey Beach and restaurants.
10 / 10Outstanding·Jul 2025
great for family vacation at beach.Couple comments:1. Linen package didn’t include one of the beds.2. Description said EV charging cable available upon request. It took some back and forth to get cable, and we were told owner was gonna change the description about cable availability. Personally, I think the charging cable is a selling point. We had two EV’s, and it was a selling point for us.
10 / 10Outstanding·Jul 2025
We stayed here with 8 adults and 4 children and everyone had a great time! We loved the proximity to the beach and Rehoboth!! The house was well-maintained and the perfect fit for our group. We would definitely stay here again!!
10 / 10Outstanding·Jun 2025
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.