Winter Rentals

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With stunning views of St. Martins River, invite the entire family to this lovely home and create a perfect and memorable vacation... Hook, wine & sinker! Featuring 4 bedrooms, 2.5 bathrooms with comfortable sleeping arrangements for 10. Bring your boat, and spend the day navigating miles of open wa... Read more »

26 people are interested in this property!

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  • Location: Ocean Pines - River Front
  • Property Type: Single Family Home
  • Sleeps: 10
  • Bedrooms: 4
  • Beds: K, Q, 2F, DSS
  • Baths: 2
  • Half: 1
  • Pets: No
  • Parking Spots: 4

Winter rental rate $800 per/month: 5 month minimum. All utilities included. NO PETS. Security deposit is $1000.00. Campbell's Cottages 1 is a 2 bedroom, 1 bath cabin with a spacious combined living and kitchen area. Conveniently located on Racetrack Road in Berlin, this cottage is an excellent cho... Read more »
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  • Location: Berlin
  • Property Type: Cabin
  • Sleeps: 6
  • Bedrooms: 2
  • Half: 1
  • Pets: No

NOT AVAILABLE - ALREADY RENTED FOR THE 2019 SUMMER SEASON. This home offers 1800 Sq.Ft. with 4 bedrooms and 2 bathrooms. It is located on a wooded lot in Ocean Pines. The home is furnished with gas heat and deck. Utility costs are separate. Read more »
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  • Location: Ocean Pines - Wooded
  • Property Type: Single Family Home
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: 4T, 1Q, 1F
  • Baths: 2
  • Pets: No
  • Parking Spots: 3

2 BR, 2B Ocean Block condo with easy beach access. All the convenience of home await you for your vacation enjoyment. Close to many restaurants, Liquid Assets, Bull On The Beach, Tailchasers, Lobster Shanty, Lombardi's, Kirby's, Our Harvest. Grocery shopping Food Lion, Acme and Harris Teeter. Of... Read more »

8 people are interested in this property!

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  • Location: Ocean City-Ocean Block
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 2
  • Beds: Q, D, Dss
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Reward yourself with a nice vacation in this charming home in Ocean Pines. Located just minutes away from restaurants, shopping, Ocean City and the beach. Featuring 3 bedrooms, 2 bathrooms, and comfortable sleeping arrangements for 8. The fully equipped kitchen is open to the living room and dining ... Read more »

7 people are interested in this property!

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  • Location: Ocean Pines - Wooded
  • Property Type: Single Family Home
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: 3 Q, QSS
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Winter rental rate $1450 per/month: 5 month minimum. Includes minimum water, basic cable and internet. NO PETS. Security deposit is $1000.00. Enjoy this 3 bedroom, 2 bathroom single family home located on the canal front in Ocean Pines. Relax on the front porch or in the porch swing after a long d... Read more »

9 people are interested in this property!

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  • Location: Ocean Pines - Canal Front
  • Property Type: Single Family Home
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K, Q, 2T, F (futon)
  • Baths: 2
  • Pets: No
  • Parking Spots: 5

1181 Sqft. furnished, 1st floor condo, located in the Meadows at Manklin Creek. Featuring 3 bedrooms, 2 bathrooms, gas fireplace, central air and gas heat. The home rents for $9000 for the 2019 Summer Season, which includes minimum water, basic cable and internet. Pets Considered. Security deposit i... Read more »

2 people are interested in this property!

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  • Location: Ocean Pines - Wooded
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 3
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

Spacious 3 story Townhome with a box-seat view of the 13th Green of the Ocean Pines Golf course. Beautifully furnished for comfortable living where you can spread out with privacy on each of three levels. Open concept main floor (2nd level) with a fully-equipped Kitchen, Breakfast Bar, Dining area, ... Read more »

7 people are interested in this property!

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  • Location: Ocean Pines - Golf Course
  • Property Type: Townhome
  • Sleeps: 8
  • Bedrooms: 4
  • Beds: K, 2Q, 2T
  • Baths: 3
  • Half: 1
  • Pets: No
  • Parking Spots: 5

Winter rental rate $1000.00 per month.┬áPet Friendly!! One dog only.Great for large reunions. 2 units will accommodate up to 24 people. Located in mid-town, on the ocean side, just a few feet to the beach. The property is conveniently located to BJ's on the Water, Bayside Skillet, and beachwear stor... Read more »

4 people are interested in this property!

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  • Location: Ocean City-Ocean Block
  • Property Type: Condo
  • Sleeps: 10
  • Bedrooms: 3
  • Beds: Q, DD, DD, D-sofa
  • Baths: 2
  • Pets: Yes
  • Parking Spots: 2

Pet Friendly, one dog only Check-in 3 p.m. - check out 10 a.m. Check in location is 8202 Coastal Hwy, Ocean City, MD 21842 For arrivals after 5 p.m. please call before 5 p.m. to make late check-in arrangements. Linens and towels are provided for full week (7 nights) reservations only. Great for lar... Read more »

4 people are interested in this property!

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  • Location: Ocean City-Ocean Block
  • Property Type: Condo
  • Sleeps: 10
  • Bedrooms: 3
  • Beds: Q, DD, DD, D-sofa
  • Baths: 2
  • Pets: Yes
  • Parking Spots: 2

Flex-stay property! Arrive and depart any day of the week with a 3-night minimum stay. This three story townhouse is perfectly located in the newly developed Seaside Village in WEST OCEAN CITY. Less than two miles to the nearest beach, this home features 3 bedrooms on the top floor and sleeping arr... Read more »

5 people are interested in this property!

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  • Location: West Ocean City
  • Property Type: Townhome
  • Sleeps: 11
  • Bedrooms: 3
  • Beds: K, Q, PYR, QSS, QSS
  • Baths: 3
  • Half: 1
  • Pets: No
  • Parking Spots: 3

Winter rental rate $1000.00 per month.┬áRent 1 unit or both. This ocean-block duplex is located only 50 yards from a guarded beach in mid-town Ocean City, MD. The location is extremely convenient - it's only steps away from the beach, so returning home for lunch is a breeze. There is an outside enclo... Read more »

3 people are interested in this property!

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  • Location: Ocean City-Ocean Block
  • Property Type: Apartment
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: D, TT, TT, Q-sofa
  • Baths: 1
  • Pets: No
  • Parking Spots: 2