50 Best Dewey Beach House rentals on Holiday Lettings - Vacation rentals

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59 Vacation rentals

(2) Very Good 

32

Dewey Beach Vacation home rental

Delaware / Dewey Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This 3 Story Town Home features Ocean Block location, with Ocean Views from 2 Decks in the Heart of Dewey Beach. Enjoy the gorgeous, clean white beach and perfect location: 1 block to the ocean and walking distance to all Dewey restaurants, bars and shopping. Non-sheddi …see more

from $400 / night

$1900 - $3633 / week

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Responds fast!
avg. 10 minutes

from $400 / night

(2) Very Good 

6

Vacation townhouse with shared pool in Dewey Beach

Delaware / Dewey Beach

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy Ocean, Bay, Pool, and City Views with this end-unit, beach block three story luxury townhouse in the center of Dewey Beach. Four bedrooms (2 master suites), 3 1/2 bathrooms, plus outside shower, brand new kitchen, and four decks. Enjoy Ocean and Bay views from tw …see more

from $350 / night

$2000 - $3650 / week

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from $350 / night

(1) Excellent 

13

Vacation home in Dewey Beach

Delaware / Dewey Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Beautiful ocean block single family home. New A/C unit and new beds in 2012. Fabulous ocean and bay views (steps to both). Wonderful beach house feel with 20 foot A-frame ceilings on the second floor and natural wood interior. The large open second floor is good for ju …see more

from $250 / night

$1400 - $3500 / week

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from $250 / night

36

Vacation home with shared pool in Dewey Beach

Delaware / Dewey Beach

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Come and get it for this summer! Enjoy this spacious and comfortable 4 BR 4 full bath town home on 3 levels just steps from the two pools, beach, tennis and manor house. The home is the second home from the pool and beach, directly behind the manor house between Cullen …see more

from $696 / night

$3535 - $5502 / week

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avg. 10 minutes

from $696 / night

(8) Very Good 

15

Vacation home in Dewey Beach

Delaware / Dewey Beach

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
22 St. Louis St.- Ocean block home with several features including two outside showers. The first floor includes four bedrooms, one being a master bedroom and a shared hallway full bath. There is a sitting area with a large tv and the ping pong table! The second floor i …see more

from $358 / night

$2500 - $6800 / week

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from $358 / night

15

Vacation cottage in Dewey Beach

Delaware / Dewey Beach

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
This is a unique beach cottage and a great location,(Ocean side of Route 1 and approx. 250 feet from the beach). It has a large screened porch with picnic table and chairs for reading your favorite book and evening cocktails. The cottage is located on the same street as …see more

from $428 / night

$2995 - $3200 / week

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Responds fast!
avg. 2 hours 42 minutes

from $428 / night

13

Vacation home in Dewey Beach

Delaware / Dewey Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Great Dewey Beach Location! Enjoy this End Unit Duplex. Enter through the large screened porch into the spacious Great Room with Living Room, Dining Room and Kitchen. There is a full bathroom on this floor. Upstairs there are three bedrooms and one full hall bathroom. …see more

from $143 / night

$1000 - $2500 / week

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from $143 / night

15

Home rental in Dewey Beach

Delaware / Dewey Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Just steps to the beach on Dickenson Street in Dewey Beach. Enjoy this lovely multi-leveled townhouse with dramatic views of the ocean from the master bedroom and living room decks! There is one bedroom on the entry level, and three bedrooms on the third level. Living …see more

from $370 / night

$2750 - $3200 / week

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from $370 / night

13

Vacation studio in Dewey Beach

Delaware / Dewey Beach

Studio 6 3 nights min

  • Studio
  • Sleeps 6
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
DEWEY BEACH- MINI WEEK RENTAL. Rainbow Cove on Dagsworthy Street, bayside. 3 bedroom-2 bath , newly renovated condo in 2012 offered Sunday to Thursday, or Thursday to Sunday. Beautifully decorated. Easy beach access! Just 1.5 blocks to beach and close to night life and …see more

from $187 / night

$1309 / week

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from $187 / night

10

Home rental in Dewey Beach

Delaware / Dewey Beach

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
Gorgeously remodeled 6 bedroom 4 baths house with awesome bay view and 1 block from all the action and beach. Everything you need is here for a fun week at the beach. Large front deck and 4 balcony decks off the back. Parking is ample for at least 8+ cars. Guests rave …see more

from $643 / night

$4500 - $6000 / week

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from $643 / night

50

Vacation apartment rental

Delaware / Dewey Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Stay in style at this beautiful modern and charming condominium. This two-bedroom 1 bath condominium has beautiful bay views and is located one block from ocean, it will truly take you away. We are also one of the only condominium complex's that offer a community swimm …see more

from $275 / night

$2000 / week

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from $275 / night

(3) Very Good 

12

Vacation home with swimming pool in Dewey Beach

Delaware / Dewey Beach

7 18 7 nights min

  • 7 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
26 Collins Ave.- Ocean block single family home located in Indian Beach on Collins Ave. Extraordinary home that includes a swimming pool and a hot tub. The first floor includes three bedrooms and two baths, one bedroom is a master. The second level includes three bedroo …see more

from $415 / night

$2900 - $10900 / week

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from $415 / night

24

Vacation studio with shared pool in Dewey Beach

Delaware / Dewey Beach

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
WEEKLY WEEKS NOW AVAILABLE!!! Saturday to Saturday. Beach Club, Dewey Beach, Enjoy this 3 bedroom townhouse located between Carolina st and Cullen st. community swimming pool, 1block to the Jolly Trolly for a quick ride to downtown Rehoboth or just 2.5 blocks to the oce …see more

from $225 / night

$1800 / week

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from $225 / night

(4) Very Good 

4

Vacation home in Dewey Beach

Delaware / Dewey Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
11A Dickinson St.- One level, duplex located in the ocean block. The unit includes 2 bedrooms & 2 baths; a den, a living and kitchen area. There is off street parking for 3 cars. *This is a non smoking unit. The washer and dryer are located in the basement. A flight of …see more

from $186 / night

$1300 - $1600 / week

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from $186 / night

(4) Very Good 

36

Vacation home in Dewey Beach

Delaware / Dewey Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Ocean Side Living with Country Club Level Pools and Amenities Does ocean side living with country club amenities including two outdoor pools steps from the private beach with spacious outdoor covered patio areas, tennis, billiards, and more sound like a good way to spen …see more

from $530 / night

$2828 - $5355 / week

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Responds fast!
avg. 10 minutes

from $530 / night

9

Vacation home in Dewey Beach

Delaware / Dewey Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Dewey location on ocean side. One story , two bedroom and one bathroom, cottage just steps from the ocean. Occupancy 6. Convenient walk to popular restaurant's. Long & Foster Vacations has over 3,000 vacation homes to choose from in DE/MD/NJ/VA. Search for your next vac …see more

from $175 / night

$770 - $1620 / week

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from $175 / night

(3) Good 

6

Vacation home in Dewey Beach

Delaware / Dewey Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Tidewatch Apartments unit 2B- Located ocean block on Collins Ave. This is a one level, first floor apartment, less than 1 block to the beach. The complex provides off street parking for 1 car that is a first come first serve basis- parking is not guaranteed off street. …see more

from $72 / night

$500 - $1200 / week

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from $72 / night

7

Vacation studio in Dewey Beach

Delaware / Dewey Beach

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
DEWEY BEACH, Lovely cottage located in Rehoboth by the Sea. Easy walk to beach, restaurants and entertainment. Great accommodations with King, beds and two queen beds. Open and airy great room concept home offers a modern floorplan and 3 bedroom1.5 baths plus outside sh …see more

from $218 / night

$1520 - $2420 / week

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from $218 / night

(4) Excellent 

9

Home rental in Dewey Beach

Delaware / Dewey Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Marina Reach unit D- Located approximately 1.5 blocks to the beach, bay side on Rodney St. This is a three story town home that provides off street parking for 2 cars. The first floor has one bedroom and bath. The second floor has a half bath and provides a spacious liv …see more

from $115 / night

$800 - $2100 / week

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from $115 / night

(3) Good 

14

Vacation home in Dewey Beach

Delaware / Dewey Beach

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Ocean Harbor unit 6A- This unit is located ocean front on Dickinson St. A multiple level town home with two ocean front balconies for you to enjoy the view! The first floor has one bedroom and full bath. The second floor has a spacious and open living, dining and kitche …see more

from $172 / night

$1200 - $4100 / week

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from $172 / night

31

Vacation studio in Dewey Beach

Delaware / Dewey Beach

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
OCEANFRONTon Dickinson St. Amazing Views from TWO OCEANFRONT DECKS (4 decks total). 4 bedrooms including dual master bedrooms with king size beds. 3.5 baths. Fully Equipped with dishwasher, washer-dryer, central air conditioning, .3 Big Screen TV's and HIGH SPEED WIFI I …see more

from $520 / night

$2380 - $3640 / week

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from $520 / night

(3) Good 

6

Home rental in Dewey Beach

Delaware / Dewey Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
112 Chesapeake St.- Two story single family home with views of Silver Lake from your front porch. The first floor includes one bedroom and bath in addition to the kitchen and living area. There is a screened in porch and a back deck with a hot tub. The upstairs has two …see more

from $122 / night

$850 - $2400 / week

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from $122 / night

(9) Excellent 

10

Vacation home in Dewey Beach

Delaware / Dewey Beach

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Emerald Shoals unit 17D- Ocean block town home located on Van Dyke Ave. The town home is a three story unit with 2 bedrooms and 1 bath on the first floor and 2 bedrooms and 2 baths on the third floor. The spacious living, kitchen and dining room are located on the secon …see more

from $115 / night

$800 - $3100 / week

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from $115 / night

(2)  

9

Dewey Beach Vacation home rental

Delaware / Dewey Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Surfside Plaza unit 8- Ocean front town home located on McKinley Ave. Enjoy the open deck on the first level off of the updated kitchen, living and dining area or the screened in porch off the ocean front bedroom. There is a half bath down stairs and 1 full bath upstair …see more

from $143 / night

$1000 - $3000 / week

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from $143 / night

9

Home rental in Dewey Beach

Delaware / Dewey Beach

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
17A Clayton St.- Ocean block, two level duplex. The first floor has one master bedroom and three additional bedrooms. There is one master bedroom on the second level. The main living, kitchen and dining area are located on the second floor. There is an additional sleepi …see more

from $336 / night

$2350 - $6000 / week

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from $336 / night

31

Vacation studio rental

Delaware / Dewey Beach

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
DEWEY BEACH- REHOBOTH BY THE SEA-5 bedroom, 3 bath classic beach cottage. Enjoy outdoor living on this spacious screened porch or upstairs decks. Hot Tub and Play Set in back yard provides fun for all ages and just a few steps to the sand. Full kitchen, laundry, WiFi Sl …see more

from $503 / night

$3520 - $3885 / week

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from $503 / night

18

Vacation home in Dewey Beach

Delaware / Dewey Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Dewey location on ocean side.Two story, 3 bedroom 2 bathroom house located steps from the ocean. Easy walk to popular restaurants. Light and airy enclosed porch with views of the ocean. Enough room for gathering inside or outside. Long & Foster Vacations has over 3,000 …see more

from $289 / night

$1020 - $2620 / week

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from $289 / night

22

Vacation studio rental

Delaware / Dewey Beach

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
REHOBOTH BEACH/DEWEY BEACH WEST OF Highway One. Five bedroom 3.5 bath townhouse equipped with dishwasher, washer-dryer and central air-conditioning. COMMUNITY POOL. Four blocks to ocean. Saturday to Saturday . Beds: Dbl Futon plus single , 3 Queens, Double, Double sleep …see more

from $336 / night

$1300 - $2350 / week

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from $336 / night

(3) Very Good 

11

Dewey Beach Vacation home rental

Delaware / Dewey Beach

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
24 Van Dyke Ave. unit C- Third floor, ocean block, one level condo located on Van Dyke Ave. The unit features two master bedrooms and two bedrooms that share a hall bath. There is a very spacious living, dining and kitchen area that opens up to a screened in porch and a …see more

from $115 / night

$800 - $3200 / week

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from $115 / night

(3) Very Good 

11

Vacation home in Dewey Beach

Delaware / Dewey Beach

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
24 Van Dyke Ave. unit A- First floor, ocean block, one level condo located on Van Dyke Ave. The unit features two master bedrooms and two bedrooms that share a hall bath. There is a very spacious living, dining and kitchen area that opens up to a screened in porch and a …see more

from $115 / night

$800 - $2900 / week

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from $115 / night

(1) Excellent 

10

Dewey Beach Vacation home accommodation

Delaware / Dewey Beach

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Ocean Harbor unit 1B- Three story town home, located ocean block on Dickinson Ave. The layout of the home includes first floor bedroom and bath. The second floor is the spacious living, kitchen and half bath. There is a deck off of the living area and the master bedroom …see more

from $358 / night

$2500 - $3250 / week

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from $358 / night

18

Vacation studio in Dewey Beach

Delaware / Dewey Beach

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
DEWEY BEACH OCEANFRONT end unit townhome with picture perfect views. Beatifully cared for and maintained is this wonderful 4 bedroom, 3 bath townhouse. This home is centrally located to all that Dewey has to offer from beach to bay. Fullly equipped with WIFI,dishwasher, …see more

from $546 / night

$2820 - $4870 / week

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from $546 / night

11

Vacation studio in Dewey Beach

Delaware / Dewey Beach

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Pet friendly
Swedes St Dewey Beach, Lovely seaside cottage with fabulous front porch, huge back yard, 4 bedrooms, sun room, 2 baths, internet, outside shower, gas grill (you supply gas as needed), just steps to the beach and sleeps 10. Pet friendly (limit 2 please) with $200 non-ref …see more

from $453 / night

$1720 - $3170 / week

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from $453 / night

(5) Good 

5

Vacation home in Dewey Beach

Delaware / Dewey Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Surfside Plaza unit 11- Ocean front town home located on McKinley St., this is an end unit. Enjoy the open deck on the first level off of the living kitchen and ding area or the screened in porch off the ocean front bedroom. There is a half bath down stairs and 1 full b …see more

from $86 / night

$600 - $2700 / week

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from $86 / night

6

Vacation studio with swimming pool in Dewey Beach

Delaware / Dewey Beach

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
DEWEY BEACH, OCEANBLOCK ,POOL on the south end of Dewey. Enjoy a week at the beach in this one bedroom 1 bath first floor condo. Tastefully decorated with beach colors and equipped with dishwasher, central air conditioning and shared washer-dryer. Pool open July and Aug …see more

from $146 / night

$920 - $1020 / week

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from $146 / night

25

Vacation home in Dewey Beach

Delaware / Dewey Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Newly Renovated Pet friendly 2017 Listing! This modern and chic town home only steps from the Ocean in Dewey Beach. Enjoy the spacious 4 bedroom, 3.5 bath town home offers 2 twin beds in the 1st floor bedrooms with a 3/4 bath, the 2nd bedroom on the first floor has two …see more

from $675 / night

$3520 - $4920 / week

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from $675 / night

13

Vacation studio in Dewey Beach

Delaware / Dewey Beach

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Pet friendly
Dewey Beach, 4 bedroom 2 bath Beach Cottage with sunroom . Window units a/c. Just 1.5 blocks to beach. Porch, PET FRIENDLY for an additional $200 pet fee for up to 2 pets. Non- -smoking. Off street parking for 4 cars. BEDS: 2 twins as king, double, 2 singles, Queen,. Sl …see more

from $246 / night

$1220 - $1970 / week

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from $246 / night

15

Dewey Beach Vacation condo accommodation

Delaware / Dewey Beach

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to the Residences at Lighthouse Cove, located above the new Hyatt Place Hotel in Dewey Beach, Delaware. Enjoy sweeping views of Rehoboth Bay and the Atlantic Ocean in this luxurious four bedroom penthouse, the only 4 bedroom residence available to rent on the f …see more

from $700 / night

$4900 / week

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from $700 / night

12

Dewey Beach Vacation apartment rental

Delaware / Dewey Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Renovated Three Bedroom Unit in Rainbow Cove. Just 1.5 Blocks to the Beach! This 2nd floor unit has a spacious Living Room with Dining Room and Kitchen, three Bedrooms and 2 Full Bathrooms. Two Reserved Parking Spaces.... Close to everything Dewey has to offer! Additi …see more

from $122 / night

$850 - $1600 / week

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from $122 / night

19

Vacation studio rental

Delaware / Dewey Beach

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Ocean Block with Ocean and Bay Views from deck in Dewey Beach. 4 bedroom, 3.5 bath townhouse with dishwasher, washer-dryer and air-conditioning. Screened porch and deck. 42" TV in Living Room. Refundable 400.00 security deposit. Non-smoking Friday to Friday. Sleeps 10 N …see more

from $522 / night

$2135 - $3648 / week

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from $522 / night