Winter Rentals

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Reward yourself with a nice vacation in this wonderful home in Ocean Pines. D’Oshenest is located just minutes away from the nearest pool and the only Robert Trent Jones Golf course on Maryland's Eastern Shore! Featuring 3 bedrooms, 2 bathrooms, and comfortable sleeping arrangements for 8. Invite th... Read more »

4 people are interested in this property!

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  • Location: Ocean Pines - Wooded
  • Property Type: Single Family Home
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: 2 Queens, 2 twins, QSS
  • Baths: 2
  • Half: 1
  • Pets: No
  • Parking Spots: 4

  SHORT TERM/WINTER RENTAL  Winter rental rates are based on 5 month rentals. Monthly rental rate includes basic cable/internet/trash/minimal water. Rental rate is: $1350.00 You'll enjoy this 3 Bedroom 2 bath from floor to ceiling! It offers comfortable furnishings, screened porch and TV's in ev... Read more »

4 people are interested in this property!

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  • Location: Ocean Pines - Wooded
  • Property Type: Single Family Home
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: 2 Q's, Pyramid Bunk (F,T) & 1T
  • Baths: 2
  • Pets: No
  • Parking Spots: 2

984 Sq. Ft. canal front condo available for winter rental until April 1, 2020. Fully furnished and newly renovated, this unit offers 2 bedrooms, 2 bathrooms, water views, and thermal heating and air units in each room. Condo is in the Seabreeze Building. 2nd floor walk up. No pets and no use of boat... Read more »
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  • Location: Ocean City-Canal Front
  • Property Type: Condo
  • Sleeps: 4
  • Bedrooms: 2
  • Baths: 2
  • 3/4 (w/Shower): 2
  • Pets: No

PROPERTY HAS RENTED FOR THE 2020 SUMMER SEASON.Newer built 2000 Sqft. bi-level home with 3 bedrooms and 2.5 bathrooms. Located on a wooded lot this home offers a first floor master bedroom with whirlpool tub, dining room, and 2 car garage. Utility costs are separate. Read more »

4 people are interested in this property!

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  • Location: Ocean Pines - Wooded
  • Property Type: Single Family Home
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: Q, F, 2 Twins, QSS Loft
  • Baths: 2
  • Half: 1
  • Pets: No
  • Parking Spots: 3

Very nice, 1 bedroom condo conveniently located to the beach. Enjoy quite uptown atmosphere of Ocean City. Unit features fully equipped kitchen, washer/dryer, Wall a/cs, 2 TVs, WIFI, private balcony with side ocean views. Linens and towels provided with all rentals. Bring along your own paper prod... Read more »

8 people are interested in this property!

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  • Location: Ocean City-Ocean Block
  • Property Type: Condo
  • Sleeps: 4
  • Bedrooms: 1
  • Beds: Queen+queen sofa
  • Baths: 1
  • Pets: No
  • Parking Spots: 1

Enjoy this brightly decorated 3 bedroom and 2 bathroom home with huge 20 x 14 foot screen porch. Cook for the family outside on the patio with the gas grill or gather the family inside and enjoy the central air conditioning.. Nicely equipped single family home located on a WOODED LOT in Ocean Pines... Read more »

11 people are interested in this property!

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  • Location: Ocean Pines - Wooded
  • Property Type: Single Family Home
  • Sleeps: 8
  • Bedrooms: 3
  • Beds: K, Q, 4 Twins, QSS
  • Baths: 2
  • Pets: No
  • Parking Spots: 4

Enjoy this wonderful waterfront 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. Bring your boat and dock right at the property. Dine in with the family and enjoy a nice... Read more »

6 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

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 »

8 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

Summer Seasonal 2BR, 2B $12,000 for Season. Read more »

2 people are interested in this property!

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  • Location: Ocean City-Bayside-Non Waterfront
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 2
  • Baths: 2
  • Pets: No
  • Parking Spots: 1

Totally renovated condo in pristine condition. Grab a book or enjoy your favorite beverage on the large deck with panoramic bay views. Spend the day in your pool or at the beach, it's your choice. (Wifi) provided. Close to shopping and many restaurants, Bull on the Beach, Liquid Assets, Kirby's, R... Read more »

8 people are interested in this property!

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  • Location: Ocean City-Bayfront
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 1
  • Beds: Q,Qss,Dss
  • Baths: 1
  • Pets: No
  • Parking Spots: 1

Location! Location! Location! Newly renovated with new bathroom and HVAC sustem, New mattresses in 2020 Bay front condo with spectacular sunsets. Enjoy the views, outdoor swimming pool, waterfront grounds of the building. Sit right on the water's edge to fish and crab. This property is just the perf... Read more »

4 people are interested in this property!

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  • Location: Ocean City-Bayfront
  • Property Type: Condo
  • Sleeps: 6
  • Bedrooms: 1
  • Beds: D, D, Q - sofa
  • Baths: 1
  • Pets: No
  • Parking Spots: 1