New Listing! Pet friendly, Rehoboth by the Sea home, 1.5 blocks to the beach!

Interior
Fridge, microwave, stovetop, dishwasher
Outdoor dining
Exterior detail
Terrace/patio
5.0
Outstanding(7 Reviews)

House in Dewey Beach, DE

12 guests · 5 bedrooms · 5 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
Includes essentialsPool, Pets allowed, Kitchen or Kitchenette and more

About this house rental

Welcome to Osprey Pines at 116 Chesapeake, the classic Dewey Beach coastal cottage you remember with every modern amenity and 2024 upgrades! One of the few remaining classic cottages in quiet and serene yet convenient Rehoboth by the Sea, this architectural gem is just 1.5 blocks from the beach, walking/biking distance to both downtown Dewey Beach and Rehoboth Beach, pet friendly, offers off-street parking for 4 cars + 2 parking passes and has multiple inside and outside gathering spaces that allow family and friends to spread out. The terrific north Dewey location offers everything you could want in a quiet yet convenient week at the beach.

Osprey Pines' outdoor amenities include a recently remodeled enclosed screened porch with ample seating and dining areas, large private side and rear decks with additional seating and dining areas, a gas grill for BBQs and a large outdoor shower. Inside, the front living, kitchen and dining areas offer ample open floor space to gather. 17' ceilings, floor-to-ceiling windows, large sliding glass doors opening to the screened porch and back deck and 9 skylights throughout the cottage bring the outside in, creating a very serene setting.

The cottage has 5 BRs, 3 Full BA, 2 Half BA and an outdoor shower. The front living room sofa is a Queen pull-out, allowing even more bed space. A large King primary bedroom and just-remodeled full bath with double vanity is located off the front living area. Heading through the breezeway you'll find a full bathroom off the hallway and a large den/sitting area with sliding door access to the large back deck. The den is yet another perfect place for watching TV, reading or family game night!
There are 4 bedrooms off the breezeway, a King with full bath and sliding door access to the back deck, a Queen with en suite half bath, a Double/Twin bunk room with en suite half bath and direct access to the outside shower and a fourth smaller bunk room with two twin bunks that are absolutely perfect for your kiddos or teens. (Note, while the bunks are plenty comfortable for sleeping and the room includes large windows and a large closet, this room is smaller than the others).

For additional photos, visit @ospreypines on Instagram

116 Chesapeake isn't lacking in any way. You'll find it's the convenient and tranquil beach house rental you're looking for! And, Osprey Pines is pet friendly! Offering an fully enclosed yard. (1 dogs only / $300 pet fee.)

2024 Upgrades:
The newly fenced yard means Fido can enjoy a safe and fun week at the beach
Front King Primary BR - new paint in bedroom and remodeled bath, including new paint, fixtures and a double vanity.
New front yard hardscaping now accommodates 4 off-street parking spaces

A linen package can be purchased for your stay. The cost of the linen package for one week's stay is $331.00.

Smoking / vaping is not permitted anywhere on the property.

Booking Restrictions: Weekly Rentals only May through September

All VRBO reservations are a booking request only until confirmed by Property Manager. You will be required to sign a Residential Lease Agreement and make your payment within the required deadlines provided or your booking request will be cancelled. As a property manager, we welcome “Special Event” rentals. All properties are individually owned and not all properties are available for “Special Event” rentals. Credit Card payments subject to 2% fee.

Bedding: 1 KING, 1 KING, 1 QUEEN, 1 DOUBLE + 1 TWIN BUNK, 1 BUNKROOM with 4 Twins. 1 QUEEN sofa pull-out in Living Room.

Amenities

Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV

Map of Dewey Beach, DE

Reviews

5.0
Outstanding(7 Reviews)
5.0
Jul 2024
Lovely old-style home on beautiful Chesapeake Street!
5.0
Sep 2023
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: Our group of 8 had a great stay at 116 Chesapeake. The house location is spectacular - close to the beach and close to all the action of Dewey & Rehoboth, yet on a quiet, serene street. We were able to park our cars and ride our bikes to everything. The house is one of the original "California" style cottages in Rehoboth-By-The-Sea, but it has been thoroughly updated (with an addition) to today's standards. The layout of the house is great with plenty of bedrooms & ensuite baths, plus three group spaces. Plenty of space for adults and kids to spread out. We enjoyed eating our meals at the table in the screened in porch, as well as relaxing on the comfortable furniture. 116 Chesapeake is a great house & great location - we wouldn't hesitate to stay there again or recommend it to friends.
5.0
Sep 2023
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: We had an amazing time in Delaware. The house was perfect. More than enough room for the 7 of us that stayed. The screened in room was great at night to sit and have a couple of drinks. Location was great. Block away from the beach. Definitely coming back next year. Bill was great too.
5.0
Aug 2023
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: Our family has been going to Dewey/Rehoboth for more than 70 years and through 5 generations. Our parents and grandparents are gone now though never forgotten, but this year three generations shared this beautiful beach house and voted it “the best ever”. We do plan to return in 2024 as we continue the cherished tradition of spending beach time together in the Rehoboth/Dewey area.
5.0
Jul 2023
Our family enjoyed a week vacation at Rehoboth by the Sea. We had a toddler and a great-grandfather with us, and the one story set up worked very well. The kitchen was much better stocked than most rentals. The house was in a quiet neighborhood and close to a very nice beach. The layout of the house was a little unusual with the sunroom central to traffic flow, and hall windows in the bedrooms decreased privacy in two of the bedrooms. (There are curtains on the windows though) There were several gathering areas in the house which we loved. The outside sitting areas were nice in the evening. Overall we loved this charming home!
5.0
Jul 2023
Great location and perfect beach house. Hope to return next year.

FAQs

How much does this house cost compared to others in Dewey Beach?

The average price for a rental in Dewey Beach is $408 per night. This rental is $616 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at New Listing! Pet friendly, Rehoboth by the Sea home, 1.5 blocks to the beach!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at New Listing! Pet friendly, Rehoboth by the Sea home, 1.5 blocks to the beach!. Enjoy the water!

Is New Listing! Pet friendly, Rehoboth by the Sea home, 1.5 blocks to the beach! 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 New Listing! Pet friendly, Rehoboth by the Sea home, 1.5 blocks to the beach!?

We found 10 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.

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