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Dewey Beach Rentals with Pools

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209 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

$344

Ocean Block Town Home with Two Pools with Renovations for 2021 and Free Activiti

Dewey Beach house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$585

Fantastic Condo just one block to the beach!

Dewey Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$100

Modern and well-kept condo in the heart of Dewey Beach!

Dewey Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$114

Rare find! Immaculate and modern condo with a community pool!

Dewey Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$114

Immaculate three-story townhome in the ocean block of Read Street in Dewey Beach

Dewey Beach townhouse

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$2,401

Three-Story Townhome with Community Pool Access

Dewey Beach townhouse

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$257

Lighthouse Cove Condo with bay view and great amenities!

Dewey Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$100

Great rentals within 20 miles that match your search

Jack Nickalus Signature Golf Course

Fenwick Island villa

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$252

Quiet End Unit TH Backing Woods

Bethany Beach house

3 bedrooms / 3 bathrooms / sleeps 7

“Scenic Neighborhood with Pool” Condo was very nice--- clean and new-ish with lots of useful amenities. Back deck and front porch were nice spots to relax. Neighborhood was quiet and inviting with lovely landscaping. A Community pool was a real plus for the grandkids. On the downside, you definitely need cars to get places, although there were mostly short drives to town, stores and beaches. Fenwick Island State Park, the beach at Indian River Inlet, and Lewes were our highlight locations. Two problems--- the front door lock did not work so we had to leave it open and take valuables; and the bikes need a bit of work as tires were underinflated and chains were loose. On my 1st day ride, the chain came off and it was a hot walk back. I had to borrow tools to reconnect. So we didn't trust or use the bikes that week.

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Price per night from

$144

1C The Pyramid...Beautiful ocean front 2 Bedroom 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. 11 minutes

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Price per night from

$201

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.

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Price per night from

$327

Beach Rental Condo

Bethany Beach condo

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$279

Best Value at the Delaware Shore!

Lewes apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Very nice convenient condo.” The condo is large & has 3 bedrooms, two baths. Plenty of room in the living areas. You do have to drive to the beach. We went to both Lewes & Rohoboth beach while here & the drive wasn't that far. One day my daughter took her 2 boys to the water park while I stayed at the condo & used the pool. Neighbors very frie!ndly. Pet friendly. Met a lot of dogs. Once you leave the condo you have access to restaurants & shopped including Tangers shopping areas. Patio area is quiet & private.

Responds fast! avg. 53 minutes

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Price per night from

$229

Spectacular 4 Bedrooms Bi-level Oceanfront

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.

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$229

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

$285

Great View of Silver Lake

Rehoboth Beach apartment

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$295

8M Amazing Ocean Front 2 bedroom/2 bath with 1000sq ft private 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. 11 minutes

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Price per night from

$201

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

$303

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

$252

Rehoboth Beach Vacation Rental

Rehoboth Beach condo

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$180

Puzzle House at South Shore Marina- Bethany Beach

Bethany Beach apartment

4 bedrooms / 5 bathrooms / sleeps 10

“Awesome” Our family had an awesome time.There was A lot of room for everyone.The Kitchen was well equipped for the meals we made.We also loved the close proximity of the beach. We went to the Big Chill restaurant while we were there and had awesome crabcakes. The sunsets on the decks of the puzzle house were the best. Everyone in the family would like to go back next year. The Bauso family

Match: Swimming pool

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Price per night from

$474

Beautiful Oceanfront Condo with Incredible Views

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$401

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.

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Price per night from

$287

CENTURY 1: 2 BR 2 BA, North Ocean City, DIRECT Oceanfront, FABULOUS Views!!

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

“Beautiful condo on the ocean!” This ocean front, 16 story high, condo not only has a great view, but is so beautifully decorated on the inside as well! The location is perfect because on 99th street, you are just outside of the noisy part of Ocean City and the beaches aren't as crowded as the lower numbered streets, but you're still close enough to hop on the bus or drive to the boardwalk. The building was never crowded and it felt more like a home than a vacation destination. Besides the condo itself, the owner, Wendy, is so beyond nice and helpful with very quick communication before, during, and after the trip. I highly recommend choosing this location for a really spectacular beach trip!

Responds fast! avg. 2 hours 56 minutes

Match: Swimming pool

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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

Responds fast! avg. 19 minutes

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Price per night from

$413

Sally's Sandcastle 4 Blocks To Bethany Beach!

Bethany Beach townhouse

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$229

LORELEI II Beach & Bay

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.

Responds fast! avg. 2 hours 41 minutes

Match: Swimming pool

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Price per night from

$166

Beautiful Ocean Front 3BR/2BA Condo

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 19 minutes

Match: Swimming pool

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Price per night from

$413

Bethany Beach - Sea Colony West - quiet and peaceful

Bethany Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 15 minutes

Match: Swimming pool

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Price per night from

$144

Luxurious Bayfront Home on Private Peninsula, in Gated Executive Community

Bethany Beach house

4 bedrooms / 6 bathrooms / sleeps 10

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Price per night from

$985

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

$286

Quiet Family Getaway Only a Few Blocks from Beach with Pool

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$195

Ocean City Maryland One Bedroom Condo - Sleeps 4

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

“Clean and quiet” This is a Very Nice one bedroom condo a short walk to the beach and even shorter walk to the pool. Clean and quiet... enjoyed staying there.

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Price per night from

$136

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

Rehoboth Beach house

6 bedrooms / 6 bathrooms / sleeps 16

Match: Swimming pool

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Price per night from

$859

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

$77

Premium Bay Forest End Unit, Beautiful, Spacious, Clean, Minutes To Beach

Ocean View villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$492

Victorian Beach House. 300ft to the beach.

Cape May house

9 bedrooms / 8 bathrooms / sleeps 22

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Price per night from

$2,863

Viewing 38 of 209
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