Entire home

Private Pool Dewey Beach House Two Blocks from Beach!

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Welcome to 118 Chicago Street.
Located just a block and a half from the ocean with it's own private pool!
Walk straight from the beach to your outdoor shower and dive into your private oasis.
Lovely Front Porch and Plenty of Private Parking. You will find an EV Charging plug on the front porch. Bring your own, or let us know if you would like to borrow our charging unit so we can leave it out for you.
Loads of natural light through slider doors leading to the pool.
The spacious kitchen is fully equiped.

Reviews

9.8 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 12204.4 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Dryer
  • Pool
  • Washer
  • Outdoor space

Explore the area

View map
Dewey Beach, DE
  • Dewey Beach
    ‪5 min walk‬
  • Rehoboth Beach
    ‪2 min drive‬
  • Rehoboth Beach Boardwalk
    ‪3 min drive‬
  • Georgetown, DE (GED-Sussex County)
    ‪31 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom #1

1 Double Bed

Bedroom #2

1 King Bed

Bedroom #3

2 Single Beds

Bedroom #4

4 Single Beds

Bedroom #5

1 King Bed and 1 Queen Bed

3 bathrooms

Bathroom #1

Bathtub or shower · Toilet

Bathroom #2

Toilet · Shower only

Bathroom #3

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

Private Pool Dewey Beach House Two Blocks from Beach!

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 twelve guests, the main level features a cozy living room, a kitchen that overlooks 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. Delaware Accommodations Intermediary #2024713094.. Damage Waiver Information
Your reservation includes a nightly Damage Waiver fee (plus tax, if applicable), which covers accidental damage to the property or its contents—such as furniture, appliances, or fixtures—up to $3,000, provided the incident is reported to the host before checkout.
This fee replaces the need for a traditional security deposit, offering peace of mind during your stay.
For full details, please refer to the "Review the rental agreement" link available on the checkout page.

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Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted
This property is unavailable for special event reservations (senior week/bachelorette parties/bachelor parties/etc.).
A pet addendum and pet fee are required to bring a pet.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Dewey Beach

Located in Rehoboth by the Sea, a neighbourhood in Dewey Beach, this holiday home is near theme parks and near the beach. While the natural beauty of Cape Henlopen State Park and Rehoboth Beach can be enjoyed by anyone, those looking for an activity can explore Cape May - Lewes Ferry. Fifer Orchards Local-Fresh Market - Dewey Beach and East of Maui are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Dewey Beach, DE

What's nearby

  • Dewey Beach - 5 min walk - 0.4 km
  • Rehoboth Beach - 2 min drive - 1.1 km
  • Rehoboth Beach Boardwalk - 3 min drive - 2.1 km
  • Funland - 3 min drive - 2.1 km
  • Tanger Outlets - 4 min drive - 4.9 km

Getting around

  • Georgetown, DE (GED-Sussex County) - 30 min drive

Restaurants

  • ‪The Starboard - ‬8 min walk
  • ‪Woody's Dewey Beach - ‬9 min walk
  • ‪Dewey Beer Co. - ‬7 min walk
  • ‪Gary's Dewey Beach Grill / 38° - ‬8 min walk
  • ‪Starboard Claw - ‬9 min walk

Frequently asked questions

Does Private Pool Dewey Beach House Two Blocks from Beach! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Private Pool Dewey Beach House Two Blocks from Beach! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Private Pool Dewey Beach House Two Blocks from Beach!?

Check-in begins at 3:00 PM.

What time is check-out at Private Pool Dewey Beach House Two Blocks from Beach!?

Checkout is at 10:00 AM.

Where is Private Pool Dewey Beach House Two Blocks from Beach! located?

Located in Rehoboth by the Sea, this holiday home is steps from Fifer Orchards Local-Fresh Market - Dewey Beach and 1.7 mi (2.7 km) from Rehoboth Beach Boardwalk. East of Maui and Dewey Beach are also within 5 minutes.

About the host

Hosted by RE/MAX Realty

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Languages:

English

Premier Host

They consistently provide great experiences for their guests