Vacation Rentals & Apartments in Ocean City

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St. Michael's Premier in Town Summer Cottage now with private pool!

St. Michaels house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Housekeeping Included Private outdoor pool (heated)

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Price per night from

$716

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Annapolis Area Shagrila Resort

Davidsonville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$916

Rosewood Manor Bed and Breakfast

Port Tobacco b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$308

Tranquil Easton Waterfront Property

Easton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$6,870

Beautiful and Secured

Suitland apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$287

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: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$859

TRUE ST MICHAELS 6 ACRE WATERFRONT

St. Michaels house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 38 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,290

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,117

Stunning, Newer Chesapeake Waterfront Estate, Pool - 7 Bedrms 5 Baths

Cambridge house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was clean and well furnished. The dining room table and table on the porch provided plenty of seating for meals. There was plenty of hot water for showers and clean-up after meals. The pool was clean and the river was awesome, with a gradual slope that was perfect for kids and adults. We used the crab traps provided and caught 2 dozen crabs that made a great contribution to dinner on Friday. Crabbing was best by the dock. We caught all but 3 crabs there, rather than out closer to the middle of the river. The AC on the ground floor stopped working on Tuesday, but one call to the owner and the repair team was on-site in less than 2 hours. The issue was resolved before noon on Wednesday. We have been renting vacation properties for years and issues crop up from time to time. We appreciated the quick response and resolution. The one recommendation we will make is to bring bug spray (mosquitos and horse flies). We anticipated it being right on the river, but if you haven't had that experience, you need to be prepared.

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,030

Rosewood Manor BnB

Port Tobacco house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$308

Titicaca Room

Harpers Ferry b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$155

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$144

Peaceful Accommodations Near DC

Capitol Heights condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$121

The Mountain View Cottage - Cozy Hidden Retreat - King Bed and Unique Basement

Harpers Ferry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$281

The Legends Getaway

Bryantown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$602

Rock Spring Retreat

Shenandoah Junction farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$378

Perfect for Couples: Luxurious & Romantic! Mid-Week Specials!

Stanley apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 6 minutes

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$224

Vibrant 2beds /2baths Casa

Stafford apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$156

Rose River Cabin on Rose River by Shenandoah National Park

Syria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$2,290

Red Roof mountain cabin with Starlink internet!

Stanley cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$243

The W House | Travelers Dream Heart of Old Town

Alexandria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$458

Chesapeake Bay Getaway™ | Waterfront Experience with Pier!

Edgewater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$573

Relax and Refresh at Triple Creek Hobby Farm

Felton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$69

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: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$251

City Living in a Park-Like Setting

Pikesville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 14 minutes

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$172

1923 Sears Home! Historic Hideaway 20 Mins to DC -Easy Access to DC

McLean apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

“Perfect for our family of 14 - ages 1 through 65.” This was our first experience renting a house during a family vacation. It was absolutly wonderful. Patricia was so helpful and patient with all of my question which were often and many. The house was big enough to hold us all and give us places to share together playing cards and talking and places to retreat as needed. We were close to things we needed like the grocery store. There was a bus stop in front of the house and many others within walking distance. We had three cars and a small U-Haul and all could be parked at the house free. The drive to the metro was a pleasant one. I would recommend this house to anyone taking their family to the Washington DC area. Thanks Patricia for everything!

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$343

LeFay Cottage at Little Washington

Washington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$602

Simple Pleasures

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$161

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

Rehoboth Beach villa

  • 13 bedrooms
  • 14 bathrooms
  • sleeps 35

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$2,289

Club Brandywine

Alexandria house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$516

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$103

Madeline Farms

Luray house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$802

“Relaxing” Cabin was clean and comfortable. Nice relaxing location. Everything was great!!

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$255

Green Castle cabin on the Shenandoah River

Luray house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$458

Oak Tree cabin near the Shenandoah River

Rileyville log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$268

Baldwin Cottage - A Luxurious Countryside Retreat - dual villa

Vint Hill Farms villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$551

Fish Trap cabin on the Shenandoah River

Luray house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$425

Poppy's Hideaway on the Shenandoah River with huge lawns and hang-out areas

Luray log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Private outdoor pool (heated), Housekeeping Included

1 of 2 filters match

Price per night from

$400

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