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

Top rated by guests
Osprey Pines
Kitchen
Front screened porch.
Fall 2023 landscaping upgrades now allow for parking for 4 cars, plus 2 additional street parking passes.
Outdoor dining
review stars
10.0Outstanding
(7 Ratings)
"The house was perfect for two families. Plenty of room with a great location. The property manager was very responsive and we really appreciated all of his help."
Shelby H.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(7 Ratings)

House in Dewey Beach, DE

12 guests · 5 bedrooms · 4 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 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.

State of Delaware License # 2025701763

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

Air conditioning
Non-smoking
Pets allowed
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Stove
Laundry services
Bath or shower

Map of Dewey Beach, DE


Ratings and reviews

10.0 / 10.0
Outstanding(7 Ratings)
10.0 / 10.0Outstanding·Aug 2024
The house was perfect for two families. Plenty of room with a great location. The property manager was very responsive and we really appreciated all of his help.
10.0 / 10.0Outstanding·Jul 2024
Lovely old-style home on beautiful Chesapeake Street!
10.0 / 10.0Outstanding·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.
10.0 / 10.0Outstanding·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.

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FAQs

Is parking included with this house?

Parking is not specified as an available 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?

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 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 17 amenities for this rental. This includes air conditioning, non-smoking, pets allowed, tv, and coffee/tea maker.


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