Condos Glenn Dale

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159 condos

Luxury High End Sunset Island Condo walk to Beach

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Ocean City Vaca” This place was amazing, clean and the condo complex was beautiful. If you have kids they will Love here. We had a great experience and plan on visiting again. Did I mention that this condo was very clean. I was impressed the second we walked through the door.

Match: Rental types Beach or lakeside relaxation

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Price per night from

$253

Sunny 3Br beach block 1st floor condo

Rehoboth Beach condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Rental types Beach or lakeside relaxation

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Price per night from

$369

Waterfront Views and a Sandy Beach

Betterton condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Beach or lakeside relaxation

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Price per night from

$402

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Coconut Malorie

Ocean City hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$206

Captain Quarters - Eastport!

Annapolis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$573

Pet Friendly Cozy Cottage, just 1 mile from beach!

Rehoboth Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Awesome little cottage” The cottage was the perfect size for us and Paul was amazing to offer us help with everything from food recommendations to locations of certain places like the Dogfish Pub. He put me at ease with the process and being so helpful. We wanna come back next year

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$114

Ferry Bridge House

Easton house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$798

The Fritz

Edgewater house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$1,550

Beautiful Bayside 3 bedroom waterfront Townhome D16

Ocean City townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Even more beautiful in person!!!!” Stayed here for a bachelorette getaway. The house and view were amazing!!! We couldn't have been happier! This would also be a great place to stay for a family. It had such cute little details and I can see why it's called "my happy place". Walking distance to Fagers, short ride to seacrets and mackys.

Responds fast! avg. 1 hour 1 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$546

The Best House on the Beach 4 bedrooms/2 blocks to the beach 50’ deck

Ocean City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Superb family vacation” Couldn't have asked for a nicer vacation. Debbie provided excellent service and the home was even more beautiful than described. Location was within walking distance to the beach and a short drive to the Boardwalk and restaurants. The deck was perfect for relaxing and entertaining. Thoroughly enjoyed by all!

Responds fast! avg. 1 hour 1 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$431

Location Location! St Michaels-- In Town Cottage!

St. Michaels house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$352

Beautiful, Spacious Beach House in Great Community

Bethany Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$286

Summer 2023 Booking Now

Rehoboth Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$226

TRUE ST MICHAELS 6 ACRE WATERFRONT

St. Michaels house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 38 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$2,296

CHESAPEAKE MANSION - NEW POOL/12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Sherwood house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 38 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$2,869

Cozy Cedar Cottage near the Chesapeake Bay

Saint Leonard house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$150

Waterfront Getaway, Dock Your Boat and Play!

Mayo camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$344

Nice ambient 5BDR with fast WiFi near Airport & Casino

Riviera Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$573

Family reunion! Kids' domain, game room, Netflix/Disney, bikes, linens

Millville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$344

Wyndham National Harbor - 1/1 Bedroom Deluxe Villa

Oxon Hill hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$208

Quiet Cottage, Hot Tub, Bay View, Block to Beach, 1hr to DC

Saint Leonard house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$251

Ruby’s Sea Glass Cottage

Betterton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$274

Wyndham National Harbor - 2/2 Bedroom Deluxe Villa

Oxon Hill apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$218

KENT ISLAND-OCEAN VIEW Home for rent-4 bedrooms EASTERN SHORE sleeps 10-12

Kent Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$1,951

790 Ocean Parkway

Ocean Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$259

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

St. Michaels house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 38 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$2,296

Breathtaking Waterfront Cambridge Getaway

Cambridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$682

Ship's Cove Inn and Resort in St. Michaels, MD

St. Michaels house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$1,890

3 SEAS COTTAGES - QUIET DOWNTOWN NEIGHBORHOOD - 15A

Rehoboth Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Best place to stay on the beach!” We had a great vacation at the "3 Seas Cottages this past week, in fact, it was the best relaxing vacation we have had in years. Everything was as advertised and much more. We checked in on Saturday and when we return from the beach we found a tin of cookies on the porch that Susan the owner had baked for us. When met Susan later that day we found her to be the sweetest person you could every meet and so accommodating. The place was perfect, right down to the soap in the brand new outdoor cedar shower. The neighborhood was so quiet it reminded me of stepping back in time when life moved a much slower pace… Everyone in the neighborhood was friendly as they walked their dogs, walked to the beach, or took a night stroll to dinner. The location is perfect because it’s only a 10 minute walk to the beach, boardwalk, and the restaurants. The entire place has been very recently renovated, the furnishings and the attention to detail is top notch. We enjoyed shopping at the local markets, produce stands and cooking in the kitchen and on the gas grill on the patio. We spent a few evenings just sitting on the screened-in porch listing to some jazz music and drinking a bottle of wine, it was heavenly. We enjoyed ourselves so much we booked it again for next summer the same week.

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$378

3 SEAS COTTAGES - QUIET DOWNTOWN NEIGHBORHOOD - 15B

Rehoboth Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Another great beach week” We returned to 15B for the second straight summer, and for the second straight summer we enjoyed a great week! The new outdoor shower was an added bonus and matched the high quality of the rest of the accommodations. Susan, the owner, makes everything very easy with the parking pass and use of the nice beach chairs and umbrella.

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$558

Dog Friendly Ocean View Apt B 100 Steps to the BEACH

Dewey Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$431

Rodney Dunes Pier 12 Dog Friendly Apt C 100 Steps to the BEACH

Dewey Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$454

Stunning Beach Apt 3 BR Ground Floor Dog Friendly Located 100 Steps To Beach

Dewey Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$574

Best location, best find: oceanfront, pools, tennis courts, clubhouse & More!

Rehoboth Beach house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$2,066

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

Rehoboth Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$861

Luxury Getaway A Condo at Sunset Island Ocean City

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$218

A Above The River Cabin - Hot Tub - River Access - Canoe/Kayaks Provided

Luray log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 43 minutes

1 of 2 match: Rental types, Beach or lakeside relaxation

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Price per night from

$447

Huge Beach Bungalow- Yard, Beach Pass, King Beds

North Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$632

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rentals in Glenn Dale

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