Vacation Rentals in Ocean City, Maryland, Ocean Pines, Maryland, Fenwick Island, Delaware, and Bethany Beach, Delaware
Ocean Pines Vacation Rentals by Coldwell Banker Vacations

Ambleside Court 9

9 Ambleside Court
Ocean Pines, MD

Ambleside Court 9

This 3 bedroom 2 bath single level home is located in North Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Mini-week options offered with this property Ambleside Court 932 FullOcean Pines, MDFridayView Rates



Beaconhill Road 68

68 Beaconhill Road
Ocean Pines, MD

Beaconhill Road 68

Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool.. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours, contact the Ocean Pines Association directly at 410.641.7717.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Beaconhill Road 683 plus Den2 Full & 1 HalfOcean Pines, MDSaturdayView Rates



Bimini Beach Hideaway

16 Bimini Lane
Ocean Pines, MD

Bimini Beach Hideaway

Welcome to Bimini Beach House nestled in a quiet cul-de-sac in the residential community of Ocean Pines, Maryland. The property offers sleeping for 10 and includes all new furniture, mattresses, light fixtures, fresh paint and bedding for the 2021 season as well as a loft area complete with games, puzzles, books and gaming rockers. Enjoy home cooked meals in a fully stocked kitchen with appliances and cooking ware. Off to the side of the dining area is an enclosed deck with a picnic table perfect for enjoying steamed crabs. As part of the rentals for 2021, a parking permit for the Ocean Pines Beach Club on 50th street and coastal highway in Ocean City, MD will now be included. The Ocean Pines Beach Club is an oceanfront club and features a restaurant with a variety of menu options, a bar with friendly bartenders, live music and DJ, a pool with lifeguards, restrooms, volleyball, and corn hole games for families to enjoy. Pool passes for the Beach Club and the 4 additional Ocean Pines pools are available for purchase online through the Ocean Pines Association (www.oceanpines.org) or 410-641-7717.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Bimini Beach Hideaway43 FullOcean Pines, MDSaturdayView Rates



Borderlinks 12

438 Ocean Parkway
Ocean Pines, MD

Borderlinks 12

Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool.. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours, contact the Ocean Pines Association directly at 410.641.7717.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Mini-week options offered with this property Borderlinks 123 plus Den2 FullOcean Pines, MDSundayView Rates



Stop And Relax

4 Bridgewater Road
Ocean Pines, MD

Stop And Relax

3 bedroom, 2 bath, single level home is located in South Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details. Worcester County Rental License #1063


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Stop And Relax3 plus Den2 FullOcean Pines, MDSaturdayView Rates



Clubhouse Drive  1

1 Clubhouse Drive
Ocean Pines, MD

Clubhouse Drive 1

3 bedroom, 2 ½ bath, Multi-level Bayfront home. Located in North Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Clubhouse Drive 13 plus Den2 Full & 1 HalfOcean Pines, MDSaturdayView Rates



Dove Lane  8

8 Dove Lane
Ocean Pines, MD

Dove Lane 8

2 level canal front home. First level includes living room, dining room, kitchen, primary bedroom with large deck and screened in porch. Second level has 2 bedrooms with hall bath, den with 2 twin beds and loft sitting area. 2 car garage. Located in North Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Dove Lane 83 plus Den plus Loft2 Full & 1 HalfOcean Pines, MDSaturdayView Rates



Drawbridge Rd 38

38 Drawbridge Rd.
Ocean Pines, MD

Drawbridge Rd 38

4 bedroom, 2 bath canal front single level home. Located in North Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Drawbridge Rd 3842 FullOcean Pines, MDSaturdayView Rates



Fantail Getaway

7 Fantail Court
Ocean Pines, MD

Fantail Getaway

4 bedroom, 3 bath, 2 level home on wooded lot with screened porch. Located in North Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.Worcester County Rental License #173


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Fantail Getaway4 plus Den3 FullOcean Pines, MDSaturdayView Rates



Grandport Rd  36

36 Grandport Road
Ocean Pines, MD

Grandport Rd 36

Canal front 4 bedroom, 2.5 bath home. There is a primary bedroom and 1 bedroom on the 1st floor and 2 large bedrooms on the 2nd floor. Quick and easy access to St. Martin River via boat. 25' dock available for your boat/ jet skis. 4 Smart TVs and internet available. Parking permit for the Ocean Pines Beach Club provided (located on 49th Street and Coastal Highway in Ocean City). Pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. No pets, please. Worcester County Rental License #743


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Grandport Rd 3642 Full & 1 HalfOcean Pines, MDSaturdayView Rates



Harborview 17

17 Harborview Drive
Ocean Pines, MD

Harborview 17

Located on the St. Martin River, the house has waterfront views from the wrap around deck, screened porch and living room. The living room as a cathedral ceiling with skylights and a full brick wood burning fireplace. All furniture was bought in the summer of 2019 with a beach theme. The kitchen and 2 baths were remodeled in the summer of 2019. New tile (wood plank look) was installed throughout the kitchen and baths. Carpet is in the living room, up the stairs and in 3 bedrooms. The kitchen boasts new granite countertops, stainless appliances and a deep stainless sink. Bathrooms have new fixtures. Second floor bath has a new tub, while the first floor has a tiled shower and a handicap height toilet. The house sleeps 7 at this time.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Harborview 1732 FullOcean Pines, MDSaturdayView Rates



Harborview 36

36 Harborview Drive
Ocean Pines, MD

Harborview 36

This lovely waterfront home has plenty of room for everyone with 3 bedrooms, 2.5 bathrooms and an open kitchen/living area. The fully equipped eat-in kitchen and sitting area offer full views of the water with direct access onto a large deck with expansive views of the St Martin River. The first floor primary bedroom has a queen sized bed, its own sitting area, TV and bathroom. The first floor sunroom has windows that wrap around 3 sides with water views. It has a pullout sofa, two chairs, a game table, lots of board games, and a smart TV. The living room has vaulted ceilings and direct water views. There is a queen sized sofa bed, TV, VCR and 3 chairs in the living space. A half bath is directly off the living room/kitchen area. The 2nd floor has 2 bedrooms, laundry area and full hallway bathroom. Bedroom #2 has two single beds and gorgeous views of the water. Bedroom #3 sleeps four with two twin beds and one twin bunk bed. Enjoy the views of the water from the deck and from your own private sandy “beach”. The deck also has a table that seats four, and five super comfortable Adirondack chairs where you can relax and take in the boats, birds and other wildlife on the river. There is also a dock that is great for fishing and crabbing. The outdoor shower and grill are located on the back patio next to the driveway, which fits five cars. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.Worcester County Rental License #467


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Harborview 3632 Full & 1 HalfOcean Pines, MDSaturdayView Rates



Heron Isle Court 13

13 Heron Isle Court
Ocean Pines, MD

Heron Isle Court 13

This 5 bedroom 3 1/2 bath multi-level house is in South Ocean Pines. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.Worcester County Rental License #799


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Heron Isle Court 135 plus Den3 Full & 1 HalfOcean Pines, MDSaturdayView Rates



King Richard 24

24 King Richard Road
Ocean Pines, MD

King Richard 24

4 bedroom, 2 bath single level home on a wooded lot. Located in South Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.Worcester County Rental License #1136


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
King Richard 2442 FullOcean Pines, MDSaturdayView Rates



Dolphins Chance

66 Lookout Point
Ocean Pines, MD

Dolphins Chance

Enjoy your vacation at Dolphin's Chance! This is a multi-level home located bay front in North Ocean Pines.Worcester County Rental License #640


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Dolphins Chance3 plus Loft2 Full & 1 HalfOcean Pines, MDSundayView Rates



Martinique 25

25 Martinique Circle
Ocean Pines, MD

Martinique 25

3 bedroom, 2 bath multi-level single family home with first floor primary, on a wooded lot. Located in South Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.Worcester County Rental License #632


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Martinique 2532 FullOcean Pines, MDSaturdayView Rates



Newport Dr 82

82 Newport Drive
Ocean Pines, MD

Newport Dr 82

This lovely home has plenty of room for everyone with 6 bedrooms, 3.5 bathrooms, and an upscale kitchen with gorgeous tiled flooring, granite counter tops, and stainless-steel appliances. The eat-in kitchen and the sitting area offers full views of the water with direct accesst onto a large 2nd floor deck that wraps around from the kitchen area to the living room with 2-story windows. Two elegant primary bedroom suites on the first and second floors have beautiful attached tiled bathrooms. First floor has a game room with a ping pong table, card table, and large sectional for the big screen TV, and a family room with TV, bar area, sofa and 2 chairs. The 3rd floor has 4 bedrooms, 3 bedrooms with private sink/vanity in room, and full hallway bathroom. Enjoy the views of the water and golf course from the decks, or the 3-season room with a large hot tub. The large lower waterfront deck is great for lounging in the sun or grilling out back. Relax on the 2nd floor deck or in the 3-season room with a morning coffee or cool drink in the afternoon as the boats and golfers pass by. Bring your boat, tour the open bay and ocean waters, and then dock at the house. 5 car parking. Worcester County Rental License #894


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Newport Dr 826 plus Den3 Full & 1 HalfOcean Pines, MDSaturdayView Rates



Ocean Parkway 56

56 Ocean Parkway
Ocean Pines, MD

Ocean Parkway 56

Beautifully decorated three bedroom two full bath home in Ocean Pines. Three season room with spacious deck and sectional seating. Outdoor barbecue on Deck behind home. Home comes with Ocean Pines Beach Club parking pass, Wi-Fi, full size washer and dryer. Fully equipped kitchen renovated in 2019. Wonderful shaded wooden lot. Very private. Parking for four cars. Sofa bed in living room. Very convenient to all the Ocean Pines amenities. This home is immaculately kept and maintained. No smoking or pets please.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Ocean Parkway 5632 FullOcean Pines, MDSaturdayView Rates



Ocean Parkway 289

289 Ocean Parkway
Ocean Pines, MD

Ocean Parkway 289

Enjoy your beach vacation in this single level house located in North Ocean Pines.Worcester County Rental License #649


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Mini-week options offered with this property Ocean Parkway 2894 plus Den2 FullOcean Pines, MDFridayView Rates



Raft Road 12

Raft Road 12
Ocean Pines, MD

Raft Road 12

3 Bedroom, 2 Bath single level house on a wooded lot with screened in porch, located in Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details. Worcester County Rental License #3466


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Raft Road 1232 FullOcean Pines, MDSaturdayView Rates



Seafarer  7

7 Seafarer Lane
Ocean Pines, MD

Seafarer 7

3 bedroom, 2.5 bath, 2 story home is located in North Ocean Pines on quiet neighborhood street. Property is located near White Horse park and Huntington Park which have great playgrounds for families. The Ocean Pines Community Center is less than a mile away and provides many community events, such as an excellent farmer's market featuring local produce and crafts and Monday night movies in the park. Pets are welcome in our home, and there is even a fenced yard for them. Guest acknowledges pet addendum as part of the agreement. Owner allows up to two pets (dog or cat) to occupy property during rental period. Huntington Park is less than a quarter of a mile away and provides a wonderful open area for pets to exercise. Enjoy grilling on the screened-in porch or relaxing in the sunroom. The kitchen is well equipped for all cooking and baking, or the many wonderful restaurants of Ocean City are just a short drive over the bay. Our Ocean Pines property offers a parking permit for the Ocean Pines Beach Club ($60.00 CASH DEPOSIT REQUIRED), located on 49th Street and Coastal Highway in Ocean City where you will find bathrooms, hot showers and a small bar and restaurant right on the beach. Pool passes are available for purchase to any of the 5 pools at Ocean Pines through the Ocean Pines Association. For more information on available package options, pricing, and pool hours, contact the Ocean Pines Association directly at 410-641-7717. Worcester County Rental License #820


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Seafarer 732 Full & 1 HalfOcean Pines, MDSaturdayView Rates



Salt Grass Cove 13

13 Saltgrass Rd.
Ocean Pines, MD

Salt Grass Cove 13

This property offers a million dollar view and the best of two worlds. The peaceful natural beauty of Salt Grass Cove, with unobstructed panoramic views of the cove, the bay and the Ocean City skyline, and access to beach parking at the Ocean Pines Beach Club (located @49th Street in Ocean City). The owner has purchased 1 guest parking pass. For information regarding the cost of additional pool passes, golf and tennis, call the Ocean Pines Association at 410-641-7717. Worcester County Rental License #953 This well decorated townhome offers comfort and modern conveniences. The original owner has maintained this home in mint condition. The open floor plan includes a living room, dining room, a two piece bathroom, full kitchen with large island with seating leading to a well-appointed deck with an aluminum bar set. The upper level offers a large primary suite with king bed, ensuite with a shower and jacuzzi and a private balcony. The second bedroom has a full bath and a queen bed. The downstairs suite has two queen beds and an attached full bath. This home is located close to shopping, restaurants, Ocean City outlet mall, boardwalk, and a short drive to Assateague Wildlife Park, home of the famous wild ponies. The park has a Wildlife Education Centre for children and adults.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Mini-week options offered with this property Salt Grass Cove 1333 Full & 1 HalfOcean Pines, MDFridayView Rates



Sandyhook Rd  74

74 Sandyhook Road
Ocean Pines, MD

Sandyhook Rd 74

5 bedroom, 3 bath, 2 story home with den. Wooded lot with large screened porch. Located in North Ocean Pines. All 3 bathrooms newly renovated for 2021 season with upgraded plumbing and new bathtub/showers and vanities. Satellite TV (Dish) with Starz and Showtime included. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details. Worcester County Rental License # 29


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Sandyhook Rd 745 plus Den3 FullOcean Pines, MDSaturdayView Rates



Saint Martins Lane 7

7 Saint Martins Lane
Ocean Pines, MD

Saint Martins Lane 7

Welcome to #7 Saint Martins Lane! This 3-bedroom, 2-bath, single level home is located in the beautiful community of Ocean Pines, MD. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. No smoking, No pets, please.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Saint Martins Lane 73 plus Den2 FullOcean Pines, MDSaturdayView Rates



Boaters Paradise

74 Teal Circle
Ocean Pines, MD

Boaters Paradise

Beautifully landscaped wooded home located on the canal with quick and easy access to the St. Martins River. Bring your boat/jet skis with 2 areas of dock, 33 foot and 51 foot. Dock includes fish cleaning table with sink and dock ladder. Large waterfront area with lounge chairs, picnic table, and shaded hammock as you relax and enjoy the wildlife and boats pass by. Enjoy grilling your catch in a private wooded area with bistro tables for dining in the shade. Enjoy the water views from the living room, 3-season room, and a cozy screened in porch too! Spacious and bright living/dining room area with vaulted ceilings and coastal decor. The 2nd floor has one bedroom with water view, Den/office with wooded viewand the Full Bath with tub/shower combo. The 1st floor bedroom has wooded views. The 1st floor also has fully equipped open kitchen, laundry room, and half bathroom. Also included are 2 kayaks, 1 paddleboard, 4 adult bikes, beach chairs, 2 umbrellas, surfboard 7'6", 2 boogie boards, fishing rods and tackle and tennis racquets.(all to be used at guests own risk and are not guaranteed) High speed internet 200 mbps, 2 TVs with cable and Roku streaming devices, DVD player, and WII with games. Parking on site with space for 4 cars and a boat trailer. Beach Club (49th St.) parking pass is included in your stay. Pool passes to the 4 Ocean Pines pools are available for purchase, contact Ocean Pines Assoc. 410-641-7717. No smoking, garage not for parking, no side street parking for cars or boat trailer, boat lift not for guest use. Non-smokers only, absolutely no smoking of any kind including vaping anywhere in or on any of the property.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Boaters Paradise2 plus Den1 Full & 1 HalfOcean Pines, MDSaturdayView Rates



White Horse 27

27 White Horse Drive
Ocean Pines, MD

White Horse 27

The White Horse Drive house offers a lovely brick front porch with seating upon entry. Also, an enclosed screen deck with wicker furnishings. Wonderful floor plan offering large bedrooms and open living room. This property backs up to White Horse Park where events such as the Farmers Market, Concerts in the Park, and a large playground are directly behind this property. Absolute great location for families. This is a ranch style home so easy access into the property. For the 2021 rental year, the kitchen has been updated with a new range. Also, a garage to store bikes, beach gear, and kayaks.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
White Horse 2732 FullOcean Pines, MDSaturdayView Rates



White Sail 13

13 White Sail Circle
Ocean Pines, MD

White Sail 13

4 bedroom, 3 bath canal front 2 story home. Located in North Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details.Worcester County Rental License #745


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
White Sail 134 plus Loft3 FullOcean Pines, MDSaturdayView Rates



Windjammer 156

156 Windjammer Road
Ocean Pines, MD

Windjammer 156

Welcome to Windjammer 156! This 3-bedroom, 2-bath, single level home is located in the beautiful community of Ocean Pines, MD. Great location for families. Enter unit into large open living room – kitchen/ dining to the right & screened porch just off dining area. Small hallway with bunk room on the left, hall bath on the right. Queen bedroom on left just past the bunk room & nice size primary bedroom across the hall on the right. Property is in great condition, nicely furnished with TV’s in every bedroom. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. No pets, please.


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Windjammer 15632 FullOcean Pines, MDSaturdayView Rates



Wood Duck Drive 4

4 Wood Duck Drive
Ocean Pines, MD

Wood Duck Drive 4

Large waterfront 4 bedroom house located on deep water with boat dock on a quiet cul-de-sac. Huge great room with 20' ceiling and wall of windows overlooking the bay. Panoramic view across the bay to Ocean City and down Manklin Creek. Large kitchen with granite countertops and new cabinets. Dine in the large great room, the screened porch, or on the deck overlooking the bay. At night, the kids can enjoy playing games or watching TV in their own space in the large, open loft. Shopping, restaurants, library, swimming pools, and tennis, all within 2 miles. Great community for biking and jogging. Close proximity to Ocean City and Assateague Island. Ample storage in the garage for your vacation items. Located in South Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details. Worcester County Rental License #930


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Wood Duck Drive 44 plus Loft3 FullOcean Pines, MDSaturdayView Rates



Yacht Club Dr 934

934 Yacht Club Dr
Ocean Pines, MD

Yacht Club Dr 934

3 Bedroom, 2 Bath townhouse on a wooded lot with back deck, located in Ocean Pines. No pets, please. Our Ocean Pines properties offer options to purchase a parking permit for the Ocean Pines Beach Club (located on 49th Street and Coastal Highway in Ocean City) and pool passes to the 4 Ocean Pines community pools and the Ocean Pines Beach Club pool. Pool passes and parking permits are available for purchase through the Ocean Pines Association. For more information on available package options, pricing, and pool hours contact the Ocean Pines Association directly at 410-641-7717. Some Ocean Pines rental properties may include parking and/or pool passes, see special comments on individual property listing for details. Worcester County Rental License #3479


 Property NameBedroomsBathsCity/StateCheck-in Check-outRates
Yacht Club Dr 93432 Full & 1 HalfOcean Pines, MDSaturdayView Rates


Click Here for more Coldwell Banker Vacation Rentals!

About the Area:

Ocean Pines, Maryland is a large residential and family vacation community just seven miles west of Ocean City, Maryland. Whether you are looking for a large vacation home for everyone in your party, or a condo on the bay, Coldwell Banker Vacations will have the perfect Ocean Pines accommodations for your family.

Golf enthusiasts can enjoy the 20 plus championship golf courses, some literally in your rental property's back yard! Ocean Pines also offers swimming pools, bike trails, fishing and parks to please everyone.

Ocean Pines is convenient to local area attractions like historic Berlin, MD and the wild ponies of Assateague Island State and National Seashores. Lots of local flair and attractions abound with plenty of shopping, restaurants and activities to make everyone’s vacation a memorable one.