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Dewey Beach House Rentals & Vacation Rentals with Swimming Pool - 135 Rentals Available.

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135 Vacation rentals

Filters applied: Swimming pool

1 / 33

Dewey Beach Townhouse

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$2,400.00

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from $2,400.00 / night

1 / 13

Dewey Beach House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$115.00

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from $115.00 / night

1 / 14

Dewey Beach Condo

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$115.00

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from $115.00 / night

1 / 18

Dewey Beach Townhouse

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$258.00

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from $258.00 / night

1 / 15

Dewey Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$100.00

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from $100.00 / night

1 / 18

Dewey Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$100.00

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from $100.00 / night

Your search has been expanded 19.9 miles to include more rentals

(9)

1 / 38

Ocean City Apartment - 19.5 miles away

  • 2
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 29 minutes

$229.00

Excellent (9 reviews)

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from $229.00 / night

(4)

1 / 26

Ocean City Apartment - 19.4 miles away

  • 1
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 29 minutes

$172.00

Excellent (4 reviews)

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from $172.00 / night

(9)

1 / 58

Ocean City Apartment - 19.5 miles away

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 29 minutes

$258.00

Very Good (9 reviews)

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from $258.00 / night

(17)

1 / 47

Ocean City Apartment - 19.4 miles away

  • 2
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 29 minutes

$229.00

Excellent (17 reviews)

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from $229.00 / night

(51)

1 / 31

Ocean City Condo - 18.6 miles away

  • 2
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 36 minutes

“We decided to stay at the unit 2005 at The Carousel because all of the reviews were wonderful. Previous guests did not exaggerate. The place is fabulous! Everything you could possibly want is there. You can see the ocean while you're working in...”
- Review left on 09/18/2017

$86.00

Very Good (51 reviews)

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from $86.00 / night

(36)

1 / 21

Rehoboth Beach Condo - 1.8 miles away

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Wonderful, peaceful location. Convenient to boardwalk, restaurants and beach. We only drove our car a few times during our 10 day stay. Home was very comfortable, loved the balcony and the view of the pool. The spiral stairs to the bedroom just...”
- Review left on 09/24/2016

$180.00

Excellent (36 reviews)

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from $180.00 / night

(13)

1 / 14

Ocean City Condo - 19.9 miles away

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.001 mi
  • Swimming pool

Responds fast! Avg. 2 hours 15 minutes

“The wife and I had the pleasure of staying a week in August '17. We were busy each day sometimes at the beach, sometimes at the boardwalk, sometimes fishing. I was able to catch my 1st Tuna and Flounder with the condo owners connections and guidance...”
- Review left on 02/09/2018

$367.00

Very Good (13 reviews)

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from $367.00 / night

(5)

1 / 24

Bethany Beach Townhouse - 9 miles away

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 21 minutes

$258.00

Excellent (5 reviews)

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from $258.00 / night

(37)

1 / 14

Ocean City Condo - 18.8 miles away

  • 1
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“beautiful condo...owner has taken great pride in remodel...very clean, totally accommodating and "OH" the view. definitely would recommend and will absolutely stay again at this one...”
- Review left on 09/26/2016

$195.00

Excellent (37 reviews)

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from $195.00 / night

(4)

1 / 20

Bethany Beach Townhouse - 11.3 miles away

  • 3
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Responds fast! Avg. 2 hours 5 minutes

$229.00

Very Good (4 reviews)

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from $229.00 / night

(36)

1 / 19

Rehoboth Beach Townhouse - 1.7 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This home is exactly as advertised...Clean, spacious, and in a quite, WELL Located, community! You will not be disappointed. Everything you need is there and first class. We had 4 adults and two children and more room then we needed!! The pools...”
- Review left on 08/29/2016

$286.00

Excellent (36 reviews)

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from $286.00 / night

1 / 24

Rehoboth Beach Townhouse - 1.3 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$200.00

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from $200.00 / night

(3)

1 / 31

Bethany Beach House - 7 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

$985.00

Excellent (3 reviews)

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from $985.00 / night

1 / 8

Cape May House - 18.5 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Inquire for Rates

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Pricing unknown

(6)

1 / 29

Cape May Apartment - 18.4 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$322.00

Excellent (6 reviews)

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from $322.00 / night

1 / 32

Cape May Apartment - 19.3 miles away

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$325.00

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from $325.00 / night

1 / 17

Cape May Apartment - 18.3 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$272.00

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from $272.00 / night

1 / 18

Cape May Apartment - 18.4 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$708.00

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from $708.00 / night

(1)

1 / 24

Cape May Apartment - 19.6 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$172.00

Average (1 reviews)

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from $172.00 / night

(2)

1 / 9

Cape May Apartment - 18.3 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$325.00

Very Good (2 reviews)

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from $325.00 / night

1 / 13

Cape May Apartment - 18.3 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

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from $300.00 / night

(1)

1 / 37

West Cape May House - 18.5 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$470.00

Very Good (1 reviews)

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from $470.00 / night

(1)

1 / 19

Cape May Apartment - 18.5 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$258.00

Excellent (1 reviews)

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from $258.00 / night

(5)

1 / 28

Ocean City Apartment - 19.5 miles away

  • 1
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 29 minutes

$287.00

Very Good (5 reviews)

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from $287.00 / night

1 / 28

Cape May Apartment - 19.6 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

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from $300.00 / night

1 / 18

Cape May Condo - 18.3 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$279.00

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from $279.00 / night

1 / 23

Cape May Condo - 19 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$325.00

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from $325.00 / night

1 / 23

Cape May Apartment - 18.4 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$515.00

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from $515.00 / night

(1)

1 / 22

Cape May Apartment - 19.1 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$315.00

Very Good (1 reviews)

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from $315.00 / night

1 / 26

Cape May Condo - 19.4 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$343.00

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from $343.00 / night

1 / 15

Cape May Condo - 18.3 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$250.00

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from $250.00 / night

1 / 18

Cape May Apartment - 19.7 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$179.00

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from $179.00 / night

(2)

1 / 12

Cape May Apartment - 19.5 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$72.00

Very Good (2 reviews)

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from $72.00 / night

(1)

1 / 10

Cape May Apartment - 19 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$258.00

Excellent (1 reviews)

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from $258.00 / night