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Dewey Beach Rentals with Pools

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423 house rentals in Dewey Beach with pools

Dewey Beach Condo - with Beach and Pool Views. Life is Good!

Dewey Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

Match: Swimming pool

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Price per night from

$261

26 Collins

Dewey Beach house

7 bedrooms / 5 bathrooms / sleeps 18

“Wonderful Memories in a Gorgeous House” Our extended family of 14 people (10 adults and 4 kids) thoroughly enjoyed our stay at this house. It was a quick walk to the uncrowded, quiet beach and we enjoyed lounging in the private pool or soaking in the hot tub. We could go out to impromptu lunches at the nearby restaurants but we could also just stay home and enjoy quite family dinners. The Rooster House was bright,airy, colorful and spacious enough for privacy for the reading adult and playing room for the active kids. the views from the rooftop were stunning but the dizzying climb up the spiral staircase isn't for small kids. Should we decide to do another large family vacation, we will definitely go back here for another stay.

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Price per night from

$400

Ocean Block Town Home with Two Pools, Tennis and Free Activities Inc. Golf, Wate

Dewey Beach house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 43 minutes

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Price per night from

$470

Res. Lighthouse Cove 416

Dewey Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$100

9b Rodney Ave.

Dewey Beach house

4 bedrooms / 3 bathrooms / sleeps 10

“Great place” We stay at 9B Rodney and had a great vacation. The rental was very clean and just painted. I do think that $200 was a lot to pay for a small dog. I stay in Fl. for three weeks and the place is just as nice as this place and they don't change anything for my small dog. I think that the $200 should be refundable if the house is in the same condition as when we got there. Also, the unit next to us had at least 12 people staying there and it was just me and my husband for the week. My dauther came for 3 nights. I would think that there was a lot more wear and tear on the house with that many people.

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Price per night from

$214

Res. Lighthouse Cove 411

Dewey Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$100

Great rentals within 20 miles that match your search

Beautiful, Spacious Beach House in Great Community

Bethany Beach house

4 bedrooms / 3 bathrooms / sleeps 10

“Spacious and lots of bikes!” Our family got together w 7 adults and 5 kids and this place was perfect. There were 4 bedrooms, big kitchen (fully stocked for lots of people), plenty of indoor and outdoor eating space. There were also lots of bikes and all the beach stuff (chairs, boogie boards, umbrellas, toys) and games you could ever need. We normally drive to the beach (they have parking passes), but only bc we took so much stuff. Otherwise bikes or the trolley would have been perfect too. Loved it! Thanks!

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Price per night from

$329

Ocean City MD - Penthouse Suite, Great Oceanfront Building

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 5

“Very nice place” My husband, daughter, and I stayed for four nights. The condo is updated and very clean. It is a 2-story condo with an elevator. Ed was wonderful. He gave us a tour of the facilities on arrival. It's right on the beach which was perfect. We did have a slow draining shower which Ed responded to immediate and was over within an hour and had it fixed. We would definitely rent from him again.

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Price per night from

$186

Golden Sands #2012 -Luxury Ocean Front Beach Condo

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 4

“A cozy, comfortable condo with beautiful view of the ocean.” Enjoyed watching dauphins from bedroom and balcony. Many national and state parks near by for bird watching. Excellent restaurants especially seafood.

Responds fast! avg. 1 hour 38 minutes

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Price per night from

$329

Bethany Beach - Sea Colony West - quiet and peaceful

Bethany Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$144

Magnificent Ocean Front Unit

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Ocean City, MD” Our family had a great time! Plenty to do with young adults. Beautiful view of the beach. Owner is pleasant and answers immediately.

Responds fast! avg. 2 hours 35 minutes

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Price per night from

$289

Bear Trap Resort - Beautiful Bethany Beach Villa

Bethany Beach hotel apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great condo!” We have stayed in Bethany many times & usually stay at another beach community. We were in town for a baseball tournament in Rehoboth and due to the dates of our trip we were unable to book there. Friends have stayed at Bear Trap so we were comfortable booking. The condo was much larger than it appeared in the photo. There was plenty of room for all 6 of us. It was very clean and comfortable. Although we didn’t need it, there were extra blankets available. The screened back porch was wonderful in the morning. Our boys played football in the back grass area. We used the indoor & outdoor pools and the workout facilities. Both were very nice. Our daughter & her friend used the shuttle to the beach and had no problems. Thanks to Michele for letting us stay at her property!

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Price per night from

$202

BAREFOOT BOULEVARD

Millsboro house

4 bedrooms / 4 bathrooms / sleeps 14

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Price per night from

$461

ROMANTIC PRIVATE APARTMENT W/JACUZZI & POOL- 19 Miles to BEACHESPets!!

Rehoboth Beach apartment

1 bedroom / 1 bathroom / sleeps 12

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$89

Sea Colony Townhouse - linens and towels included

Bethany Beach house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$273

RUSTIC ROOM-Lux & BUDGET w/ Pool & Outside Jacuzzi/Shower. BEACH 19M

Rehoboth Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$32

Southwinds Summer Retreat

Bethany Beach condo

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$290

Bright single family with nice yard

Rehoboth Beach house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$78

Ocean Front Luxury-N OCMD-Big Deck Steps to Beach

Ocean City apartment

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$521

BAYFRONT LUXURY- 1/4 blk to beach; spa bath Booking:LABOR DAY SPECIAL;fall 2019

Bethany Beach house

5 bedrooms / 5 bathrooms / sleeps 10

“Perfect” We were enjoying our annual girl get together after 60 years of friendship-the house we rented was beautiful, well stocked with everything we would need and the furnishings were lovely. I have rented up and down the east coast for 45 years and would say this was one of my favorites.

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Price per night from

$261

Family Beach Home w/Pool near Outlets, Lewes, & Rehoboth beaches | 30 Days+

Rehoboth Beach townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$78

318 Le Pointe Dr Ocean Ridge West 5 bedroom home

Bethany Beach house

5 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$820

Updated Coastal Condo

Rehoboth Beach condo

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 20 minutes

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Price per night from

$232

Beautiful Oceanfront Condo with Incredible Views

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$174

MEMORIAL DAY LAST MINUTE PRICING at SEA DELIGHT

Frankford house

5 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$763

Updated Ocean Block - 1 Bedroom - Sleeps 5-

Ocean City condo

1 bedroom / 1 bathroom / sleeps 5

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Price per night from

$185

SECLUDED COUNTRY ESTATE- 19 Miles from BEACH, 2 BR GUESTHOUSE w/JACUZZI & H.TUB!

Rehoboth Beach apartment

2 bedrooms / 1 bathroom / sleeps 16

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$113

Huge beach home in N. Bethany

Bethany Beach house

10 bedrooms / 9 bathrooms / sleeps 22

“Great Rental for Family Gathering” Our family rented this beautiful home for our large Thanksgiving family gathering. It was perfect! The owner has a very well stocked kitchen (there is NO need to bring any cookware, bakeware, or utensils for cooking/food prep/eating purposes) and our group appreciated the pool table and toys to keep the younger crowd pleasantly occupied. We would gladly rent this home again for another family gathering.

Responds fast! avg. 1 hour 53 minutes

Match: Swimming pool

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Price per night from

$1,151

Sea Colony Farragut House Oceanfront Condo

Bethany Beach apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Loved the location and the condo is very spacious.” Everything was very nice; however we have an issue with our microwave and no one has been in to replace it even though they promised to two days ago.

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Price per night from

$203

Contemporary upgraded sophisticated beach condo

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$479

Fabulous Waterfront 3 BR + Den Townhome

Ocean City townhouse

3 bedrooms / 4 bathrooms / sleeps 9

Match: Swimming pool

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Price per night from

$413

Cozy Home in Salt Pond Golf Community - Only 2 Miles from the Beach!

Bethany Beach house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$238

Summer 2020 Booking Now

Rehoboth Beach house

5 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$347

#1107 at the Atlantis

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 31 minutes

Match: Swimming pool

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Price per night from

$161

North Ocean City Penthouse Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 7

“Very Nice!” The place was clean and comfortable. David was very helpful and responded quickly to questions. Indoor pool was clean and refreshing and w as s enjoyed several times. It was a short walk to a nice beach area and close to anything you would need. Would definitely book this place again!

Responds fast! avg. 3 hours 17 minutes

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Price per night from

$579

Endless Summer- Canal Beauty /w GOLF CART & POOL # Beach/Pool/Dock/Kayaks

Rehoboth Beach house

6 bedrooms / 6 bathrooms / sleeps 16

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Price per night from

$752

Clean Spacious Townhome in quiet community

Rehoboth Beach townhouse

4 bedrooms / 3 bathrooms / sleeps 8

“A perfect getaway!” This is a beautiful home. It is clean, comfortable, spacious and the kitchen is very well equipped. Within minutes of shopping, beach, boardwalk and numerous restaurants. Three swimming pools and tennis courts are also available. Had a wonderful time and will definetly be back!

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Price per night from

$289

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Price per night from

$145

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