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

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Osprey Pines
Fall 2023 landscaping upgrades now allow for parking for 4 cars.
Front living room is flooded with natural light
Front living room
Front living room and dining areas open to large screened porch and front deck
Reviews
10 out of 10 Exceptional
5 bedrooms3+ bathroomsSleeps 12

Popular amenities

  • Pet-friendlyPet-friendlyPet-friendly
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • WasherWasherWasher
  • DryerDryerDryer
  • Air conditioningAir conditioningAir conditioning

Explore the area

Map
Dewey, Delaware
  • Popular LocationRehoboth Beach18 min walk
  • Popular LocationFunland4 min drive
  • Popular LocationRehoboth Beach Boardwalk4 min drive
  • AirportGeorgetown, DE (GED-Sussex County)30 min drive

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Double Bed and 1 Single Bunk Bed

Bedroom 5

2 Single Bunk Beds

3 bathrooms, 2 half bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Half Bathroom 4

Toilet

Half Bathroom 5

Toilet

Spaces

Deck or patio
Kitchen
Dining Area

About this property

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

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 @opsreypines on Instragram.

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 $326.20. To purchase the linen package please indicate on the linen addendum, an agent will be in touch with the lease agreement and additional paperwork.

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.

Property manager

Bill Mantyla

Languages

English

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Outdoor space

House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property

About the area

Rehoboth Beach

Located near the beach, this holiday home is in Rehoboth by the Sea, a neighbourhood in Rehoboth Beach. While the natural beauty of Rehoboth Beach and Delaware Seashore State Park 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. Kayaking, power boating and surfing/body boarding offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby.
Map
Dewey, Delaware

What's nearby

  • Dewey Beach - 4 min walk
  • Rehoboth Beach - 18 min walk
  • Funland - 4 min drive
  • Rehoboth Beach Boardwalk - 4 min drive
  • Tanger Outlets - 4 min drive

Getting around

  • Georgetown, DE (GED-Sussex County) - 32 min drive

Restaurants

  • Rusty Rudder - 3 min drive
  • The Bellyfiller - 4 min drive
  • Dewey Beer Company - 11 min walk
  • Woody's Dewey Beach - 15 min walk
  • Mama Maria's Italian Restaurant - 18 min walk

Frequently asked questions

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

Yes, pets are allowed at this property.

What time is check-in at New Listing! Pet friendly, Rehoboth by the Sea home, 1.5 blocks to the beach!?

Check-in begins at 3:00 PM.

What time is check-out at New Listing! Pet friendly, Rehoboth by the Sea home, 1.5 blocks to the beach!?

Checkout is at 10:00 AM.

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

Located in Rehoboth by the Sea, this holiday home is within 1 mi (2 km) of Silver Lake and Rehoboth Beach. Rehoboth Beach Boardwalk is 1.3 mi (2.1 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 5 out of 5 reviews" "
Rating 8 - Good. 0 out of 5 reviews" "
Rating 6 - Okay. 0 out of 5 reviews" "
Rating 4 - Poor. 0 out of 5 reviews" "
Rating 2 - Terrible. 0 out of 5 reviews" "

9.0/10

Cleanliness

8.0/10

Check-in

9.0/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Thomas B.

Perfect Vacation!
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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robert L.

2023 Summer vacation
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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Libby S.

The Perfect Beach House
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.

10/10 Excellent

Joan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for family vacation
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!
Stayed 7 nights in Jul 2023

10/10 Excellent

Kyle L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice family beach house
Great location and perfect beach house. Hope to return next year.
Stayed 7 nights in Jun 2023

About the host

Hosted by Bill Mantyla

Host profile image

Languages:

English
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