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Winter Rentals

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12 properties were found meeting your search criteria.

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10503 Racetrack Road Unit 1
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 choice for fishing, hunting and golf groups as well as families who prefer more comfortable shelter than traditional camping allows. Coin operated laundry facility on site. Bed sizes: 1 PYD Bunk (1 twin & 1 Full), 1 Trundle bunk (3 twins).
        
Location: Berlin

Property Type: Cabin

Sleeps: 6   Bedrooms: 2

Baths: Efficiency   Half: 1 

Pets: No  

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35 Bramblewood Drive - Website
 Winter rental rate $1350 per/month: 5 month minimum. Includes minimum water, basic cable and internet. NO PETS. Security deposit is $1000.00.This furnished 2 story home offers 1800 Sqft. of living space. Featuring 4 bedrooms, 2 bathrooms, central air & gas heat, deck and storage shed. Bed sizes: 2Qs and 4Ts
        
Location: Ocean Pines - Wooded

Property Type: Single Family Home

Sleeps: 8   Bedrooms: 4

Beds: 2 Q's, 4 T's

Baths: 2  

Pets: No   Parking Spots: 3

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Angelfish 303 - 14 133rd St Ocean Block
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 course the bus runs up and down the highway 24/7, from the MD/DE line to the inlet and back. Linens and Towels are provided for all rentals. Just bring along you paper products and soaps. This property does not rent to high school seniors or groups.
        
Location: Ocean City-Ocean Block

Property Type: Condo

Sleeps: 6   Bedrooms: 2

Beds: Q, D, Dss

Baths: 2  

Pets: No   Parking Spots: 2

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Bramblewood 92 - Non Group Rental
Winter rental rate $1350 per/month: 5 month minimum. Includes minimum water, basic cable and internet. NO PETS. Security deposit is $1000.00.Recent upgrades for the 2016-2017 season include a gas grill, new carpeting throughout, new flooring in the kitchen, new refrigerator, stove, dining room table, and decor. Home has digital flat screens in all rooms. Charming single family home with loft. Reward yourself with a quiet vacation away from hustle and bustle. Only a short drive to the beach, shopping and fun.This 3 bedroom/2 bath home is ideally located, nestled in the woods by the north gate e...more info
        
Location: Ocean Pines - Wooded

Property Type: Single Family Home

Sleeps: 8   Bedrooms: 3

Beds: Q, Q, Q, Q-sofa

Baths: 2  

Pets: No   Parking Spots: 2

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Drazin's Dockside - Non Group Rentals
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 day at the beach. Take in the water views from one of three locations in the oversized back yard: the screen porch, back deck, or waterfront chairs. Kick your feet up and swing in the hammock while the kids play. Spend an evening at home and watch a movie from the video library. Dine in and cook a dinne...more info
        
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

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Getaway on the Green - Non Group Rental
Spacious 4- bedroom, 3.5 bath Townhome (2800 sq ft) 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, Great Room, 3-Season Room, deck, and separate master Suite. Upstairs Bedroom Suite with walk-in closet, bathroom, and sitting room Loft overlooking the Great Room. Downstairs has recreation Room, two Bedrooms, Laundry, Bathroom, and the Garage. Beds for 8. Bed sizes are 1 K...more info
        
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

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Hook, Wine & Sinker - Non Group Rental
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 8. Bring your boat, and spend the day navigating miles of open waters with unforgettable views of the Ocean City skyline. The fully equipped kitchen makes it easy to plan a nice family meal, and the living room is perfectly situated to take in the great views. The entire third floor is dedicated to the Master Bedroom and features a private sitting room and a large...more info
        
Location: Ocean Pines - River Front

Property Type: Single Family Home

Sleeps: 8   Bedrooms: 4

Beds: K, Q, 2F

Baths: 2   Half: 1 

Pets: No   Parking Spots: 4

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Seas the Day 1, 78th St. Ocean Block
Winter rental rate $1000.00 per month. Pet 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 stores. This unit features a fully equipped kitchen, TV, large deck with some views of the ocean and the bay. Within 200 feet to the beach. Linens and towels are provided for full week reservations only. UNIT RENTS ON A SATURDAY - SATURDAY BASIS DURING PRIME TIME. Mini-weeks and weekends are accepted in...more info
        
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

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Seas the Day 2, 78th St. Ocean Block
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 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 stores. This unit features a fully equipped kitchen, TV, large deck with some views o...more info
        
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

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Seaside Village - Non Group Rental
Winter rental rate $1500 per/month: 5 month minimum. Includes minimum water, basic cable and internet. NO PETS. Security deposit is $1000.00.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 arrangements for 11. Invite the entire family for an experience that’ll last a life time. Located within walking distance to the Tanger Outlets and multiple restaurants like Outback Steak House, Applebee’s, and Hooper’s Crab House-which is also home...more info
        
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

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Small - 102 Newport Drive - Website
Winter rental rate $1350 per/month: 5 month minimum. Includes minimum water, video streaming, internet and trash service. NO PETS. Security deposit is $1000.00 This waterfront rancher is completely furnished and features 3 bedrooms, 2 bathrooms, central air and heat, sunroom, deck and floating dock. The home is located at the end of the canal, so the water is very shallow. No cable, video streaming only. Bed sizes: Q, 2T, 2T or 1K.
        
Location: Ocean City-Wooded

Property Type: Single Family Home

Sleeps: 6   Bedrooms: 3

Baths: 2  

Pets: No  

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Tiki 1 - 83rd St. Ocean Block
Winter rental rate $1000.00 per month. Rent 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 enclosed shower so that everyone can rinse off salt and sand. You will also find plenty of ground-level storage for your beach items.All of the comforts of home await you at Tiki: a well-equipped kitchen, full-sized washer and dryer, TV with VCR and DVD players. Walking distance to Rope Walk and Hooked ...more info
        
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
HILEMAN REAL ESTATE
Toll Free: 800-337-7368   |   Local: 410-208-9200   |   Fax: 410-208-9562
8202 Coastal Hwy., Ocean City, MD 21842  |  Office Number: (800) 337-7368
11065 Cathell Rd., Berlin, MD 21811  |  Office Number: (800) 337-7368
118 N. Division Street Suite 302, Salilsbury, Md 21801  |  Office Number: (443) 497-3128