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

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28 Vacation rentals

37

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
Book now for the Fall or 2018! Enjoy this spacious and comfortable 4 BR with 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 Cull …see more

from $696 / night

$3535 - $5355 / week

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Responds fast!
avg. 41 minutes

from $696 / night

(2) Very Good 

6

Vacation townhouse with shared pool in Dewey Beach

Delaware / Dewey Beach

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • 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 $200 / night

$975 - $3651 / week

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from $200 / 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

(6) Good 

9

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
16A Houston St.- Located in ocean block. The condo is a one story, first floor unit. There is one master bedroom and bath. There are three additional bedrooms that share two hall baths. There is parking off street for 2 cars. *This is a non smoking unit. Bedding- 1 Kin …see more

from $115 / night

$800 - $3000 / 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 - $3000 / week

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from $358 / 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

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 $100 / night

$2000 / week

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from $100 / 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 - $3000 / week

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from $115 / 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 / week

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from $250 / night

22

Vacation condo with shared pool in Dewey Beach

Delaware / Dewey Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Condo, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-5) Dewey Beach, DE was just designated one of the cleanest beaches for swimming in the United States by the Natural Defense Resource Council! Opal Condominium complex is located in the heart of Dewey Beach, DE …see more

from $250 / night

$1600 - $1875 / week

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from $250 / night

(4) 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

(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

(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

(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 - $5500 / week

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from $358 / night

(2) Very Good 

33

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 $278 / night

$1211 - $3689 / week

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Responds fast!
avg. 41 minutes

from $278 / night

33

Dewey Beach Vacation condo accommodation

Delaware / Dewey Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $650 / night

$4900 / week

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from $650 / 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

(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 - $1400 / week

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from $186 / 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 - $2500 / week

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from $115 / 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

(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

(4) Very Good 

37

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. 41 minutes

from $530 / 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

12

Dewey Beach Vacation apartment rental

Delaware / Dewey Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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! Pet frie …see more

from $250 / night

$850 - $1600 / week

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from $250 / night

12

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
Location, Location, Location...Charming Sunday To Sunday PET FRIENDLY Rental Just Steps To The Beach on QUIET Swedes Street. OCEAN BLOCK! This wonderful ocean block home is well maintained and very clean! Exit the home and take a sharp left and you are on the beach! O …see more

from $243 / night

$1700 - $3150 / week

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from $243 / night

17

Vacation home in Dewey Beach

Delaware / Dewey Beach

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
This great 5 Bedroom 3 Bath Ocean Block 2400 SF beach house right in the center town provides the comforts of home for your vacation at the beach! Park your cars for the week with everything within walking distance from the sand to fine dining, shops & nightlife. Th …see more

from $515 / night

$3600 / week

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from $515 / night

14

Townhouse rental in Dewey Beach

Delaware / Dewey Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
104 Dover is a 4bdrm / 2bath / 3 story unit. Only 2 units in this building. All the conveniences of CAC, DW, WD, Micro, Internet. 1st floor is 3bdrms w/1Queen, 2Singles, 1Double/Single Bunk & full bath. 2nd floor is spacious open kitchen, dining room & living room & dec …see more

from $350 / night

$2300 / week

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from $350 / night

24

Townhouse rental in Dewey Beach

Delaware / Dewey Beach

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
Comfortable, Clean, Pet Friendly, Modern Townhouse in a great location! One short block to the beach! Beautiful Sunrise Ocean View from Large Living Room Area with a Private Deck ideal for Outdoor Breakfasts and socializing. Cable TV, wi-fi service, entertainment center …see more

from $371 / night

$2600 / week

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from $371 / night