Dewey Beach Rentals with Pools

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242 house rentals in Dewey Beach with pools

Ocean Block Town Home with Two Pools with 2021 Renovations and Free Activities.

Dewey Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 54 minutes

Match: Swimming pool

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Price per night from

$585

Dewey Beach Condo at Opal with pool!!

Dewey Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$488

Great rentals within 20 miles that match your search

Contemporary upgraded sophisticated beach condo

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 38 minutes

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Price per night from

$476

1C The Pyramid...Beautiful ocean front 2 Bedroom/2 bath on the Beach with pool

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“On the Beach condo” Great location Beautiful view from balcony. clean comfortable beds! Would love to rent again. The couch in Living room needs to be replaced soon To much wear know cushion left in it. Enjoyed my stay.

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$224

Beach Rental Condo

Bethany Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 6 minutes

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$279

Family friendly Oceanfront 19th floor Penthouse On the Beach in Ocean City MD

Ocean City apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“Amazing place, beautiful views, very friendly and accommodating owner!!!!” I have traveled here on two separate occasions and have been 100% satisfied each time. My most recent visit I also enjoyed the upgrades that were done such as hardwood floors in the bedroom and various rooms being brightly painted. Both stays I traveled with large groups and there were plenty of room for everyone. Lucio is the owner and he is very friendly, accommodating and eager to please! He cares about how our stay was and is open for suggestions on how to make it better if there were any.

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Price per night from

$316

Beautiful, Spacious Beach House in Great Community

Bethany Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$286

OCEANFRNT 3 Br N. O.C Luxury Slp.6 - SeaWatch# 915

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very nice.” Beach access was great. Lot's of fun activities. Great views of the water. loved watching the dolphins along the shore.

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Price per night from

$537

3D The Pyramid ..Newly Renovated 1 bedroom Directly On The Beach w/pool

Ocean City apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$224

Exquisite Accommodations!!! Ocean Front 2 bedroom, with Huge Balcony,Pool

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“perfect” great place to stay. worked well for the kids. not noisy at all. can see the bay. we will be going back for years to come.

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$287

Arra 109177

Bethany Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$114

Kelly 109364

Fenwick Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$444

Kiernan **********

Bethany Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$144

McClure 109411

Cedar Neck house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

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Price per night from

$773

Maloney 109402

Bethany Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$176

McGuire P 109414

Bethany Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$215

Wood **********

Bethany Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$198

Mahler 36 109398

Bethany Beach apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$201

Woods **********

Bethany Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$272

Lombardi 120353

Bethany Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$280

Bielefeld 119440

Bethany Beach house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$287

Sea Colony Farragut House Oceanfront Condo

Bethany Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“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

$656

plaza 1304

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Simply Amazing and so relaxing to be in this condo -” There are not enough words to describe how much this condo helped our family have an awesome vacation. It looked exactly like the pictures. Everything was spotless and so clean (and smelled great) when we arrived. Mrs. Mirjana S. stayed in contact with us via texts, emails and even phone at one time from the time we booked clear up to arrival. She left us notes on where things were located. She checked on us several times during our week there. The check-out was a breeze and so easy. The patio/deck was beautiful - very awesome to sit outside on the chairs and listen to and watch the ocean. Great ocean views from the living room and the master bedroom. Two full baths was also nice. There were five of us in the condo, my husband, myself, our daughter and her two children. We had plenty of room. The security staff were excellent and helped answer questions on different things to do. The beach bus that goes to the boardwalk stops right by the condos and is an easy way to get around the area. For $3.00 you can ride all day and not have to try to find parking in the crowded places. Close to stores and restaurants is also a plus when you have children. The kitchen was well equipped and we made most of our breakfasts and some lunches with ease. I hope we get to go back here.

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Price per night from

$459

Mitchell 123353

Bethany Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$788

Thompson SM 124150

Fenwick Island apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$716

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Price per night from

$287

Gorgeous Direct Oceanfront Condo, 3BR/2 BA !!!

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$517

LORELEI II Beach & Bay Best of Both

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lorelei II Ocean City MD condo” We would like to thank you for allowing us to rent your Ocean City condo. The drive can be hectic, but we arrived to comfortable, clean and well-appointed living spaces. It was a beautiful and spacious; plenty of room for our family to all gather together or relax in their own bedroom spaces. The kitchen had everything we needed for our stay; complete with the “little things" like salt and pepper, pizza cutter, etc. The unit also had the convenience of getting some much needed laundry done, especially after a few "salty" days at the beach or a dip in the pool. The televisions and WiFi came in handy for that one rainy ‘do activities indoors’ day. The unit is true to the photos and video you have online. Again, we had a wonderful time in Ocean City and your home was an excellent place to stay. We look forward to renting from you again in the future.

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Price per night from

$378

Jacobs 124066

Bethany Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$280

Wright 123071

Bethany Beach house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$859

Gravatt M 127436

Bethany Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$172

Victorian Beach House. 300ft to the beach.

Cape May house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 22

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Price per night from

$2,869

Rare Bayfront VIlla - Bayside at Bethany Lakes 56

Bethany Beach townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 34 minutes

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Price per night from

$345

Family Friendly beach town home with community pool! Kids Room with PS3.

Bethany Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 17 minutes

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Price per night from

$279

Beach Getaway Lewes Community

Lewes house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$259

Large Family house with Great Room, Pools, Tennis, Golf, Near Beach

Bethany Beach house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 26

Responds fast! avg. 1 hour 43 minutes

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Price per night from

$1,148

Tilch 135978

Bethany Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$112

Dwyer 133132

Fenwick Island apartment

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$588

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