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

Match: Swimming pool

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Price per night from

$489

Great rentals within 20 miles that match your search

Victorian Beach House. 300ft to the beach.

Cape May house

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 22

Match: Swimming pool

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Price per night from

$2,875

Contemporary upgraded sophisticated beach condo

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 38 minutes

Match: Swimming pool

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Price per night from

$476

Match: Swimming pool

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Price per night from

$288

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

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$518

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.

Match: Swimming pool

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Price per night from

$379

Beach Rental Condo

Bethany Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 6 minutes

Match: Swimming pool

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Price per night from

$280

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.

Match: Swimming pool

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Price per night from

$225

Beautiful, Spacious Beach House in Great Community

Bethany Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$287

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.

Match: Swimming pool

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Price per night from

$538

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.

Match: Swimming pool

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Price per night from

$657

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.

Match: Swimming pool

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Price per night from

$460

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

Match: Swimming pool

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Price per night from

$280

Beach Getaway Lewes Community

Lewes house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Swimming pool

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Price per night from

$259

Beautiful Ocean Front 3BR/2BA Condo

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$518

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!

Responds fast! avg. 52 minutes

Match: Swimming pool

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Price per night from

$316

Quiet Family Getaway Only a Few Blocks from Beach with Pool

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$225

Sea Glass Waterfront Beauty /w PVT POOL/Lift/ Golf Cart #Beach/Dock/Kayaks

Rehoboth Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Swimming pool

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Price per night from

$863

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

Match: Swimming pool

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Price per night from

$1,150

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

$288

5 Bedroom Beach House with Pool

Rehoboth Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

Match: Swimming pool

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Price per night from

$345

Bayside Resort back to the water house

Fenwick Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$633

Summer 2023 Booking Now

Rehoboth Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 22 minutes

Match: Swimming pool

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Price per night from

$227

Beachfront with Bay and Ocean views, sleeps 8

Ocean City condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$518

Groups - Events - Weddings - Family Reunions - Canalside Inn - Pool - Hot Tub

Rehoboth Beach villa

  • 13 bedrooms
  • 14 bathrooms
  • sleeps 35

Match: Swimming pool

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Price per night from

$2,299

Rare Bayfront VIlla - Bayside at Bethany Lakes 56

Bethany Beach townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 34 minutes

Match: Swimming pool

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Price per night from

$345

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

Match: Swimming pool

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Price per night from

$173

Turtles Nest in Rehoboth Beach, walk to beach and downtown

Rehoboth Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$1,495

Beach Condo 90 steps to the beach!

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Match: Swimming pool

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Price per night from

$390

Spacious 3BR End Unit Townhome, 3 Blocks to Beach

Bethany Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$517

Beachfront,Beach/Bay Views,Steps to Beach,IndoorPool,Elevator,Gym,Sauna,

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$541

Sally's Sandcastle 4 Blocks To Bethany Beach!

Bethany Beach townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 6 minutes

Match: Swimming pool

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Price per night from

$230

McClure 109411

Cedar Neck house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

Match: Swimming pool

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Price per night from

$775

Nicholson 137942

Bethany Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Swimming pool

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Price per night from

$180

Ma 157150

Bethany Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$215

Thompson SM 124150

Fenwick Island apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$717

Wood **********

Bethany Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$198

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