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THE CUTEST BEACH HOUSE IN TO OCEAN!

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A wooden deck with outdoor seating, surrounded by lush greenery and flowering plants. - THE CUTEST BEACH HOUSE IN  TO OCEAN! (Dewey Beach)
A room with wooden paneling, a red sofa, two floral armchairs, a white coffee table, and large windows with views of greenery. - THE CUTEST BEACH HOUSE IN  TO OCEAN! (Dewey Beach)
A covered patio with a cushioned bench, a table with candles, and a view of the surrounding area. - THE CUTEST BEACH HOUSE IN  TO OCEAN! (Dewey Beach)
A two-story house with a blue exterior, a front porch with a bench, and a large flower pot on the lawn. - THE CUTEST BEACH HOUSE IN  TO OCEAN! (Dewey Beach)
A wooden deck with a metal railing and a small window. - THE CUTEST BEACH HOUSE IN  TO OCEAN! (Dewey Beach)
Located close to Rehoboth Beach Boardwalk, THE CUTEST BEACH HOUSE IN TO OCEAN! provides a water park, a garden and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

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About this property

THE CUTEST BEACH HOUSE IN TO OCEAN!

  • THE CUTEST BEACH HOUSE IN TO OCEAN! 18 Chesapeake Street is located in the Rehoboth-by-the-Sea section of Dewey Beach. Mere steps to the beach - you don't have to cross a street! Gorgeous landscaping, ocean view from roof top deck, backyard oasis, relaxing screened porch, decorated with style, panache and care - NOT YOUR AVERAGE BEACH HOUSE! Fire pit in back yard, hammock, outdoor shower with dressing area, upper deck dining, awesome fun bunk room for the kids, walking distance to Rehoboth and Dewey dining, shops and fun! All bedrooms have ceiling fans for your comfort! Gas grill, fully equipped kitchen, spa-like bathrooms and wireless internet!

    The property must be occupied for the entire rental period by the Guest signing the Lodging Agreement (Responsible Guest), and all occupants of the Property shall be supervised by the Responsible Guest. The Responsible Guest must be at least 25 years of age. If the party is made up of unrelated individuals (a group rental where the Responsible Guest is NOT the legal guardian/parent of any other guests), ALL guests occupying the property must be at least 25 years of age.

    This property permits one pet with a $300 fee and pet addendum. Guests pay a $165 cleaning fee for stays under 7 nights.

    Guests must choose to purchase a $70 Vacation Rental Damage Insurance policy covering $3,000.00 in accidental damage or pay a refundable security deposit of $2,000.00. Policies of a lesser amount are not acceptable. This is an additional fee that will NOT be included on VRBO.

    We accept Mastercard, Visa, American Express and Discover Credit Cards for your initial deposit. Final payments are due 30 days prior to your arrival date, and will be automatically charged to your card on file if not paid prior to the due date. If you’d like to make a payment with a personal check or eCheck, please contact your agent for details. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card.

    VRBO BOOKINGS: This property is hosted by the management company noted as owner on this site. After booking the property you will be charged a booking fee by VRBO. ALL other fees and the rental amount will be charged by the management company and paid to the management company. Once you have booked on VRBO, you will be contacted by a representative from the management company via phone or email and you will be sent a Lodging Agreement that must be signed to confirm your reservation. Apart from damage protection, all fees associated with the booking are displayed in the VRBO booking. Unless indicated otherwise, Linens/Towels and paper products are NOT INCLUDED. Guests may rent Linens/Towels through the hosting company or bring their own.

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About the area

Located near the beach, this holiday home is in Rehoboth by the Sea, a neighbourhood in Rehoboth Beach. Shoppers can check out Tanger Outlets, while everyone can enjoy the natural beauty of Rehoboth Beach and Bethany Beach Beaches. Ready for a night out? Consider Rehoboth Beach Public Library and Zogg's Raw Bar & Grill. Jet skiing and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby. Visit our Rehoboth Beach travel guide
View more Holiday homes in Rehoboth Beach
Map
Dewey Beach, DE

What's nearby

  • A lake with a gazebo on a dock, surrounded by grass and trees.
    Silver Lake
    2 min walk - 0.2 km
  • A wooden pier extending into the ocean at sunset.
    Dewey Beach
    2 min walk - 0.2 km
  • A lighthouse silhouette at sunset with rays of sunlight piercing through clouds, and a person paddling a kayak in the foreground.
    Rehoboth Beach Boardwalk
    17 min walk - 1.5 km
  • A beach with a wooden boardwalk, umbrellas, and people relaxing.
    Rehoboth Beach
    17 min walk - 1.5 km
  • Fifer Orchards Local-Fresh Market - Dewey Beach
    6 min walk - 0.6 km

Getting around

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

Restaurants

  • The Starboard
    11 min walk
  • Rusty Rudder
    2 min drive
  • Above the Dunes
    4 min drive
  • Dewey Beer Co.
    10 min walk
  • Woody's Dewey Beach
    11 min walk

Frequently asked questions

Is THE CUTEST BEACH HOUSE IN TO OCEAN! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at THE CUTEST BEACH HOUSE IN TO OCEAN!?

On-site parking is available at the property.

What time is check-in at THE CUTEST BEACH HOUSE IN TO OCEAN!?

Check-in begins at 3:00 PM.

What time is check-out at THE CUTEST BEACH HOUSE IN TO OCEAN!?

Checkout is at 10:00 AM.

Where is THE CUTEST BEACH HOUSE IN TO OCEAN! located?

Located in Rehoboth by the Sea, this holiday home is within 1 mile (2 km) of Dewey Beach, Rehoboth Beach and Rehoboth Beach Boardwalk. Silver Lake and Fifer Orchards Local-Fresh Market - Dewey Beach are also within 10 minutes.

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Reviews

THE CUTEST BEACH HOUSE IN TO OCEAN! Reviews

9.6

Exceptional

9.6

Cleanliness

10

Location
Rating 10 - Excellent. 10 out of 13 reviews
Rating 8 - Good. 3 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

Reviews

From a partner site

10/10 Excellent

Dewey dream

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 18 Chesapeake is the perfect dog friendly, beach block vacation spot! We had a wonderful time and will be back!
From a partner site

8/10 Good

My summer vacation

Rating Details: The property manager was more than helpful. The vacation rental was very clean. 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: Great house! Loved the porch and outdoor space!
From a partner site

10/10 Excellent

18 Chesapeake Street 2023 Review

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Amazing, fun, happy, relaxing, beautiful, comfortable,
From a partner site

8/10 Good

Dewey Beach House

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great week at 18 Chesapeake. Great location! Great outdoor living spaces. Furniture inside living areas a bit dated. We plan to rent again next year
From a partner site

10/10 Excellent

Retro Dream Beach House

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful stay and can't wait to return. The house is beautiful and in the perfect location - steps to the ocean and close to all activities. The retro style of the beach house is something I love! Plenty of gathering places for family and friends.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and space

The location was perfect. Quiet shaded street, easy walk to the beach, and could walk or bike to a few local places like the local market, coffee shop... You can also take a trolley, bike, or walk over to Rehoboth area for more attractions. The bedrooms werer a little small, but did not bother us for our 2 week stay. There are lots of common areas to spread out (dining tables, living room, screened in porch, back yard, upper deck). Our group of 4 adults and 4 kids never felt cramped at this house. The outdoor shower was nice as well!
Stayed 14 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

True gem of a house!

We’ve been coming to Dewey for 10 years, typically staying at the same property, but needed a little more space this year so tried this house. It was absolutely lovely. Very clean, well appointed kitchen, central air, and well sized living and bedrooms. Perfectly close to the beach with a great yard and roof deck. Could not be happier! We hope to return next year!
Stayed 14 nights in May 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just Adorable

We loved staying here. The kitchen is small but equipped with seemingly new and quality appliances. The outside areas---the huge screened-in-porch, the very private and fenced back yard, and the rooftop deck are wonderful! While the two bedrooms and bathrooms are on the small side, the living area is quite large and decorated with retro, so cute furniture. And the location! As others jockeyed for a parking space to walk to the beach, we simply opened our front door and walked less than half a block to the sand. One can even hear the ocean! One small niggle: While the house itself was very clean, several of the cushions on the porch smelled a bit of mildew, which is understandable given that they can get wet from rain if the roll-up shades are not used properly. I'm allergic to both mold and mildew, so I may have been more sensitive than others. Still, we will rent again! And that's the best compliment I can give. Oh--and the pet policy is the best!
Stayed 7 nights in Sep 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect 50th anniversary gift

Rented as a surprise for my parents 50th anniversary and it was perfect for 5 adults and two chihuahuas! Everything was very clean, very spacious, plenty of places to relax, the rooftop deck was amazing! So close to the beach you could hear the ocean waves especially at night! Kitchen was plenty stocked to cook a few family meals, tons of spices. My parents absolutely adored the charming 60’s surf theme, brought back memories from their time, couldn’t have been more perfect!! 18 Chesapeake made for some very special and wonderful family memories!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Beach Get-Away

Close to beach. New kitchen appliances and renovated bathrooms. Comfortable beds. Multiple, large, different outdoor areas and furniture for outdoor meals and family entertainment. Retro decorations make it a welcoming and cute beach house.
Stayed 14 nights in Aug 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location and house!

We’ve been going to Rehoboth and Dewey for over 20 years. This is one of my favorite houses so far. Very clean, amazing outside area and screened in porch, and the best location ever! Just a few houses back from the beach, and a quick walk into Dewey or bike ride to Rehoboth. I almost don’t want to review it so positively because I want to have access to it next year! 😂 thank you!
Stayed 7 nights in Jun 2020
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Conveniently close to everything!

Nice neighborhood, close to the beach, And the boardwalk.
From a partner site

10/10 Excellent

July 2017 Stay

This home was perfect! Very well appointed kitchen and tons of outdoor space. We've been coming to Dewey for years, and this is the nicest pet friendly rental we've had. It was our son's 13th birthday, and he brought a few friends for the week, they all had an amazing time. The triple bunks were awesome. We look forward to coming here again!!