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

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2,015 Vacation rentals

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 $275 / night

$1,875 - $1,900 / week

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from $275 / night

(3) 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

$875 - $4,400 / week

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from $200 / night

24

Home rental in Dewey Beach

Delaware / Dewey Beach

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
  • Air conditioning
Escape to the coast at this 8-bedroom, 4-bathroom vacation rental house in Dewey Beach that boasts a charming patio, perfect for spending your time out under the sun! As seen on DIY Network's 'Big Beach Builds', the 5 bedroom main house and 3 bedroom guest house with co …see more

from $270 / night

$1,890 / week

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Responds fast!
avg. 16 minutes

from $270 / 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! Friday to Friday Rental.... 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 bedroom …see more

from $215 / night

$1,500 - $1,995 / week

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from $215 / night

25

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

$2,250 - $3,200 / week

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from $370 / night

(1) Excellent 

12

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

$2,500 - $3,250 / week

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from $358 / night

(9) Excellent 

13

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 $225 / night

$800 - $3,150 / week

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from $225 / night

(8) Very Good 

5

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 $650 / night

$2,500 - $6,800 / week

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from $650 / night

(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
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This 3 Story Town Home features Ocean Block location, with Ocea …see more

from $550 / night

$1,900 - $3,892 / week

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Responds fast!
avg. 4 minutes

from $550 / 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 $150 / night

$2,000 / week

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from $150 / night

11

Vacation home rental

Delaware / Dewey Beach

6 16 7 nights min

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
110 Seagull- BAY FRONT home with a private beach. No worries at this lovely home, sheets and towels are provided to the guests as well as the beautiful views. There are 3 kitchens, a fire pit and the ocean is only 3 blocks away. The home has off street parking for 6 car …see more

from $929 / night

$6,500 / week

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from $929 / night

(3) Very Good 

23

Vacation home with shared 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 $975 / night

$3,000 - $11,200 / week

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from $975 / night

(8) Excellent 

45

Vacation condo in Dewey Beach

Delaware / Dewey Beach

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
The Ideal Group Rental at the Beach We are located in the heart of Dewey Beach, DE, Ocean Block. 6 Bedrooms, 6.5 Baths, 6 Balconies & 6 on-sight Parking Spaces. Park your car and walk to our beach, just short walk from our entrance. We s …see more

from $400 / night

$3,800 - $4,700 / week

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Responds fast!
avg. 3 hours 31 minutes

from $400 / night

(1) Excellent 

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 $400 / night

$2,800 / week

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from $400 / night

(2) 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 2017. 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

$1,400 - $3,500 / week

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from $250 / 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 - $1,950 / week

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from $250 / night

15

Vacation cottage in Dewey Beach

Delaware / Dewey Beach

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • 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

$2,995 - $3,200 / week

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Responds fast!
avg. 3 hours 7 minutes

from $428 / night

(1) Excellent 

32

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

$4,000 - $4,900 / week

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Responds fast!
avg. 3 hours 40 minutes

from $650 / night

16

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 $650 / night

$2,450 - $6,100 / week

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from $650 / night

(4) Good 

14

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
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

$1,200 - $4,600 / week

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from $172 / 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

$1,700 - $3,150 / week

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from $243 / 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
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Ocean Side Living with Country Club Level Pools and Amenities …see more

from $505 / night

$2,828 - $5,439 / week

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Responds fast!
avg. 4 minutes

from $505 / 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 - $3,200 / week

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from $115 / night

19

Dewey Beach Vacation home rental

Delaware / Dewey Beach

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask about children
  • Air conditioning
Beautiful Renoved Single Family Home with Bay Views in The Heart of Dewey Beach DE! FRIDAY TO FRIDAY RENTAL! The main living Great Room area is on the second floor. New Kitchen, Dining Room and Living Room Furniture and Appliances. There is a WALL of GLASS with AMAZIN …see more

from $500 / night

$1,925 - $6,475 / week

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from $500 / 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

from $72 / night

$500 - $1,200 / week

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from $72 / night

(3) Good 

19

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 $150 / night

$1,050 - $2,600 / week

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from $150 / night

(4) Very Good 

9

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

$1,300 - $1,600 / week

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from $186 / night

10

Vacation cottage in Dewey Beach

Delaware / Dewey Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
This original beach bungalow is nestled between the ocean and the bay in Dewey. Enjoy a great screened in porch, 2 nice bedrooms one with a queen and the other with two sets of bunkbeds (one full and one twin set). New mattresses. This rental is clean and furnished ni …see more

from $300 / night

$1,500 - $2,100 / week

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from $300 / night

(2) Very Good 

12

Townhouse rental in Dewey Beach

Delaware / Dewey Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This ocean block townhome has lovely views of the ocean and the bay. Enjoy these views as you relax on any of the home's 6 decks (including a private rooftop deck.) This bright and breezy home has a very spacious and open feel that you'll want to return to year after ye …see more

from $400 / night

$3,195 - $3,395 / week

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Responds fast!
avg. 1 hour 11 minutes

from $400 / night

18

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
  • Pet friendly
21 Bellevue St. Unit 3- Located in the complex known as, Ocean Reach. The home is steps to the beach and includes off street parking for 3 cars. This multi level town home has everything to offer for your summer get away. Pet friendly with a $200 non refundable pet fe …see more

from $475 / night

$1,700 - $3,800 / week

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from $475 / night

10

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
  • Pet friendly
Ocean Villa unit 1- #2 Bellevue St unit 1- Ocean Front, 3 story town home! 3 ocean front decks to enjoy the beautiful sunrises and views of the beach. This unit is an end unit with off street parking for 2 cars. This is a non smoking unit. *Pet friendly with a $200 no …see more

from $115 / night

$800 - $4,250 / week

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from $115 / night

9

Vacation home 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
7 Collins Ave.- Ocean block, three story town home, with a private elevator. A very spacious unit that includes two first floor master bedrooms. The second floor includes three bedrooms, one is a master bedroom. The third floor is the main living, kitchen and eating are …see more

from $450 / night

$1,800 - $5,500 / week

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from $450 / night

14

Vacation home rental

Delaware / Dewey Beach

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
1 Dickinson Ave. – OCEAN FRONT! Enjoy the amazing ocean views from this ocean front home. Featuring a spacious living, kitchen and dining area. There are 2 bedrooms on the first floor and 2 bedrooms on the second floor, all bedrooms feature an ocean view! The home inclu …see more

from $572 / night

$4,000 - $6,500 / week

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from $572 / night