116 Chesapeake St.

  • 5 Bedrooms |
  • 3 Baths |
  • 12 Guests
164983553
165207682
165754434
170110550
170110668
170110680
170110672
164983554
164983568
170110683
164983542
164983577
170110666
170110670
165538563
170110662
170110679
164983556
164983570
170110677
170110681
164983581
170110676
170110660
170110674
170110731
170110730
164983547
165538564
165538565
164983580
164983578
166177503
166177501
164983560
164983571
164983585
164983548
166177497
166177498
166177499
166177500
166177502

116 Chesapeake St.

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 

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
read more +less -

Amenities

Changeover/Arrival Day
Arrival Day Saturday
Cleanliness
Cleaning Disinfection
High-touch surfaces cleaned with disinfectant
Safety Features
Smoke Detector
Screened In Porch
Screened In Porch
Suitability
Children Welcome
Smoking Not Allowed
Pets allowed
Entertainment
Television
Satellite or Cable
Kitchen and Dining
Kitchen
Dining Area
Refrigerator
Coffee Maker
Microwave
Dishwasher
Dishes Utensils
Stove
BBQ
Cooking Basics
Dining table
Amenities
Internet
Air Conditioning
Washer
Dryer
Parking
Living Room
Internet Access
Cable/satellite TV
Parking space Accessible
TV
Outdoor
Grill
Deck Patio Uncovered
Outdoor seating
Sports and Adventure
Fishing
Fishing Surf
Surfing
Swimming
Kayaking
Watersports nearby
Fishing nearby
Tennis courts nearby
Golf course within 30 min drive
Location Types
Beach
Near Ocean
Beach or lakeside relaxation
Local Features
ATM Bank
Fitness Center
Groceries
Hospital
Laundromat
  • Checkin Available
  • Checkout Available
  • Not Available
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available

{[review.title]}

Guest Review

by on
More Reviews
Room Beds Baths Features Comments
{[room.name]} {[room.beds_details]}
  • {[bd]}
{[room.bathroom_details]}
  • {[bd]}
{[room.television_details]}
  • {[bd]}
{[room.comments]}
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 

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
Changeover/Arrival Day
Arrival Day Saturday
Cleanliness
Cleaning Disinfection
High-touch surfaces cleaned with disinfectant
Safety Features
Smoke Detector
Screened In Porch
Screened In Porch
Suitability
Children Welcome
Smoking Not Allowed
Pets allowed
Entertainment
Television
Satellite or Cable
Kitchen and Dining
Kitchen
Dining Area
Refrigerator
Coffee Maker
Microwave
Dishwasher
Dishes Utensils
Stove
BBQ
Cooking Basics
Dining table
Amenities
Internet
Air Conditioning
Washer
Dryer
Parking
Living Room
Internet Access
Cable/satellite TV
Parking space Accessible
TV
Outdoor
Grill
Deck Patio Uncovered
Outdoor seating
Sports and Adventure
Fishing
Fishing Surf
Surfing
Swimming
Kayaking
Watersports nearby
Fishing nearby
Tennis courts nearby
Golf course within 30 min drive
Location Types
Beach
Near Ocean
Beach or lakeside relaxation
Local Features
ATM Bank
Fitness Center
Groceries
Hospital
Laundromat
  • Checkin Available
  • Checkout Available
  • Not Available
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available

{[review.title]}

Guest Review

by on
Rooms Details
Room Beds Baths Features Comments
{[room.name]} {[room.beds_details]}
  • {[bd]}
{[room.bathroom_details]}
  • {[bd]}
{[room.television_details]}
  • {[bd]}
{[room.comments]}
Enter Dates for Pricing
Including Taxes & Fees

116 Chesapeake St.

  • 5 Bedrooms |
  • Beds |
  • 3 Baths |
  • 12 Guests
  • | 3 Pets

including taxes and fees
Subtotal View Details
Discount
Taxes & Fees View Details
Taxes View Details
Fees View Details
Total

Please Select Dates Above

Secure Booking Experience
(6 reviews)
  • Sleeps: 12
  • Bedrooms: 5
  • Bathrooms: 3
  • Pets: 3