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Holiday Rentals and Homes in Pittsville, MD

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    The following rentals are within 25 kilometers of Pittsville, Maryland.

    Millsboro, DE
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    Selbyville, DE
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Selbyville, DE
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Berlin
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Hot Tub
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    • Sauna
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    About this property
    Glen Riddle Gated Community located on two golf courses 2 miles from Ocean City, MD. Large swimming pool, Clubhouse w/ fitness room, pool table, table tennis, kids play room, 2 tennis courts, and sauna. Marina with boat slip. Great place to ride bikes. Close to Tanger Outlet, Casino,and many... View all property information
    Location Information
    Berlin, Maryland 21811
    1 / 36
    4 of 5 stars (1) Very good
    Selbyville, DE
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    MINI-WEEKS! / View: Bay / Sleeps: 8 / 3BR + den, 3.5BA townhome About this home: Just a short drive to the beaches of Fenwick Island, Delaware, and Ocean City, Maryland, this spacious Bayville Shores three story 3-bedroom (and den), 3.5-bath Bayfront townhome features fantastic... View all property information
    Location Information
    Selbyville, Delaware 19975
    1 / 27
    Berlin
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    About this property
    72 Newport Drive, Ocean Pines, MD 21811 Spacious decks and yard outside, perfect for relaxing. Overlooks the Golf Course. Dog friendly. Bring your Canine Kids on Vacation. Enjoy rest and relaxation in this dog-friendly 3 BR, 2 BA home in beautiful Ocean Pines. 72 Newport Drive is just a 10 minute... View all property information
    Location Information
    Berlin, Maryland 21811
    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    About this property
    Two story home in a beach community, Ocean Pines, Berlin Md, just outside Ocean City Md. 4 miles to restaurants, outlet stores, beaches and lakes. King, Queen, double/twin bunk, twin, 2 sleepers. Open floor plan, deck, with BBQ, WI-FI and flat screens. Parking off street for 4 cars. Perfect... View all property information
    Location Information
    Ocean Pines, Maryland 21811
    1 / 14
    5 of 5 stars (12) Excellent
    Berlin
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Porch
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Internet Access
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    About this property
    Across the bay from Ocean City, MD., Back Bay Bungalows is a two acre peninsula with great views and deep water access to the bay. This unit has great waterfront views and access. Our property features a boat ramp, two fishing and crabbing piers, kayaks, volleyball/badminton court, hammocks, sandy... View all property information
    Location Information
    Berlin, Maryland 21811
    5 of 5 stars Reviewed 19 September 2015
    It is clear that the owner really cares about the Back Bay Bungalows. The cottages are charming, well equipped, modern, and clean. The grounds and surrounding bay access draw you...
    5 of 5 stars Reviewed 11 June 2015
    The location of this property is perfect to get to busy Ocean City if you want it, or any regular grocery shopping and outlet stores. For me it was the quiet and views just from...
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    1 / 18
    4 of 5 stars (1) Very good
    Salisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Porch
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    About this property
    This four bedroom three bath colonial with it's years of charm will warm your heart. The property sits on 4 acres of wooded trees and stream . Relax on the 40 ft sun room or walk to the pond, sit on the deck and watch the sunsets. I am certain that when you choose my home on the beautiful Eastern... View all property information
    Location Information
    Salisbury, Maryland 21801
    4 of 5 stars Reviewed 4 August 2015
    PROS: Great location for the USSSA World Series events in July. 30 min drive to the beach and boardwalks. Good food options nearby (eVolution Brewery) House was comfortable...
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    1 / 36
    5 of 5 stars (1) Excellent
    Frankford, DE
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Sleeps: 8 / 4BR + loft, 2.5BA townhome About this home: Located on a corner lot in the new community of Forest Landing, this spacious 4-bedroom (and loft), 2.5-bath duplex home features a first floor master bedroom with a spacious master bath complete with dual vanity and large tiled... View all property information
    Location Information
    Frankford, Delaware 19945
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    Selbyville, DE
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    View: Canal / Sleeps: 12 / 6BR, 3BA single family home About this home: On the canal, this remodeled two-story 6-bedroom, 3-bath Cape Windsor vacation home is just a 1.4-mile drive to the beaches, restaurants, shops and amusements of Fenwick Island, Delaware, and Ocean City,... View all property information
    Location Information
    Selbyville, Delaware 19975
    1 / 22
    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    RENTALS HAVE STARTED FOR 2016. RESERVE YOUR FAVORITE WEEK NOW. Come away to your home away from home! Rent this immaculate, charming, and tastefully decorated single family home in Ocean Pines, Maryland--a beach resort just across the bay from Ocean City. Nestled in a tranquil wooded lot, this... View all property information
    Location Information
    Ocean Pines, Maryland 21811
    1 / 28
    Frankford, DE
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Location: Less Than 2 Miles to the Beach & Canal - No Amenity Fees / View: Wooded/Community / Sleeps: 8 / 3BR, 2BA single family home About this home: In the community of Clearwater (with its outdoor pool and tennis courts), this 3-bedroom, 2-bath vacation getaway features the... View all property information
    Location Information
    Frankford, Delaware 19945
    Selbyville, DE
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Please note : This property has a 3PM checkin and 10AM checkout time. Please note these Check-in Day Requirements for this property: Jun 20 - Aug 21 : Saturday check-in required, Saturday check-out required.; Please note: Linens are not included with this property. Linens are available upon... View all property information
    Location Information
    Selbyville, Delaware 19975
    1 / 34
    Ocean Pines
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Porch
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    • Satellite TV
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    • Internet Access
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    About this property
    Welcome to the beach house at 241 Charleston Rd. in beautiful Ocean Pines, Maryland! Situated at the point of a natural peninsula and nestled in marshland, 241 Charleston is in complete seclusion overlooking the spectacular Ocean City skyline. Jet Ski to Seacrets, kayak, crab, fish, or simply... View all property information
    Location Information
    Ocean Pines, Maryland 21811
    1 / 20
    Selbyville, DE
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
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    • Pet-friendly
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    About this property
    *Hurry make your Reservations now!* Special offer: $350/night May Imagine basking on the beach, paddling in the kayaks, washing off in your heated and lit outdoor shower, catching seafood right off your backyard deck and cooking them in your stocked kitchen, followed by a restful lounge on... View all property information
    Location Information
    Selbyville, Delaware 19975
    1 / 30
    Selbyville, DE
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • Patio
    • Waterfront
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Upscale Custom Built Waterfront Home in Fenwick Island Waterfront Home Features. Open Floor Plan, Large L Shaped Living Room with Fireplace, Dining Room Off Kitchen, Granite Counter Tops and Stainless Steel Appliances, Screened in Porch off the Dining Area Overlooking the Bay. Nothing Blocking... View all property information
    Location Information
    Selbyville, Delaware 19975
    Berlin
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Excellent location for families or vacation groups who want to be close enough to the beach without the crowd and noise. 5 minutes drive to the boardwalk, 5 minutes drive from Assateague Island with its famous wild ponies. Ideal for families, vacation groups, Business conferences. Tastefully... View all property information
    Location Information
    Berlin, Maryland 21811
    1 / 10
    5 of 5 stars (2) Excellent
    Selbyville, DE
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
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    • Shared Outdoor Pool...
    • Internet Access
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    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Great for Golf Outings! Large 5 bedroom home is located in a great neighborhood with many amenities. Our house sleeps 12 and is comfortably situated on a large lot with a spacious deck that backs to one of serveral neighborhood lakes. Take the short drive to the beach or relax by the pool, workout... View all property information
    Location Information
    Selbyville, Delaware 19975
    Berlin
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Patio
    • Balcony
    • Internet Access
    • Shared Indoor Pool
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
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    About this property
    Lovely and spacious home in waterfront resort overlooking Assateague Island and Bay. Many resort amentities include indoor and outdoor pools, tennis courts, basketball, clubhouse with fitness center, game room and meeting area, playground, crabbing pier, kayak docks and stocked fishing lake. View all property information
    Location Information
    Berlin, Maryland 218112690
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    1 / 16
    Selbyville, DE
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    2 Bedroom 1.5 bath town home located within 10 minutes of the beach. Sleeps 4. Pool, tennis and playgrounds steps from your door. This Lake Front Beach Resort Townhouse is located in Mallard Lakes just one mile from the beaches in Fenwick. A little further away is Bethany or for higher energy,... View all property information
    Location Information
    Selbyville, Delaware 19975
    1 / 36
    Selbyville, DE
    3 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    View: Bay / Sleeps: 11 / 3BR, 3.5BA townhome About this home: Newer 3-bedroom, 3.5-bath bayfront townhome features decks off all three bedrooms to take in the views across the Assawoman Bay. The ocean is just 2.5 miles away and you are just far enough from the hustle and bustle of the... View all property information
    Location Information
    Selbyville, Delaware 19975
    1 / 11
    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    About this property
    Rent this charming and immaculate single family home in Ocean Pines, Maryland--a beach resort community just 5 miles from Ocean City, Maryland. Ocean Pines offers many amenities with five swimming pools (including the Ocean Pines Beach Club in Ocean City), golf course, marinas, hiking trails,... View all property information
    Location Information
    Ocean Pines, Maryland 21811
    1 / 25
    5 of 5 stars (4) Excellent
    Selbyville, DE
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
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    About this property
    You have found the ideal Fenwick Island vacation rental in this quaint, but spacious home. Especially if your dream vacation includes a boat! It is located on the Delaware/Maryland border one mile from the beach. With direct bay access, you have the best of both worlds in beaches, shopping,... View all property information
    Location Information
    Selbyville, Delaware 19975
    5 of 5 stars Reviewed 12 May 2014
    We could have not ask more for a weekend get-away. The home is not only beautifully decorated but comfortable. We just hope to return again soon!
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    1 / 26
    Frankford, DE
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Short Bike Ride To Canal & Bethany Beach, No Amenity Fees/ Sleeps:8 / View:Community / 3BR, 2.5BA townhome About this home: Walking distance to the community pool, this 3-bedroom, 2.5-bath townhome is located in the community of Bethany Breeze. All bedrooms are on the second floor. Central air... View all property information
    Location Information
    Frankford, Delaware
    1 / 26
    Frankford, DE
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Location:Short Bike Ride To Canal & Bethany Beach, No Amenity Fees / View:Community / Sleeps:8 / 3BR, 2.5BA townhome About this home: This 3-bedroom, 2.5-bath corner town home is located in the community of Bethany Meadows. The first level consists of a half bath, eat-in kitchen, open dining and... View all property information
    Location Information
    Frankford, Delaware
    1 / 6
    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    About this property
    Nestled in the pines! This home is immaculate with everything you could need or want during your vacation stay. This 3 br 2 ba home has a private back yard with deck. Sleeps 6.Charcoal grill is available. Enjoy fun family times on the 400 sq.ft. screened in front porch..with hammock and outdoor... View all property information
    Location Information
    Ocean Pines, Maryland
    1 / 25
    Frankford, DE
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Location:Short Bike Ride To Canal & Bethany Beach, No Amenity Fees/ View:Community / Sleeps:8 / 3BR, 2.5BA townhome About this home: This 3-bedroom, 2.5-bath corner townhome is located in the community of Bethany Meadows. It is nicely decorated in a very 'beachy' decor. There is a spacious... View all property information
    Location Information
    Frankford, Delaware 19930
    1 / 24
    1 of 5 stars (1) Terrible
    Frankford, DE
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Location:Short Bike Ride To Canal & Bethany Beach, No Amenity Fees / View:Community / Sleeps:7 / 3BR, 2.5BA townhome About this home: This 3-bedroom, 2.5-bath corner townhome - approximately 1,700 square feet - is located in the community of Bethany Meadows. The first level consists of a half... View all property information
    Location Information
    Frankford, Delaware 19970
    1 / 37
    Frankford, DE
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    View: Wooded / Sleeps: 8 / 4BR, 2.5BA townhome About this home:   Enjoy your vacation in this 4-bedroom, 2.5-bath duplex home. Enjoy all the comforts of home and then some. Located in the charming community of Forest Landing, you are approximately 3 miles from the beach and less... View all property information
    Location Information
    Frankford, Delaware 19945
    1 / 9
    Frankford, DE
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    About this property
    This adorable two bedroom two bath home is so relaxing and peaceful. Our neighborhood is quiet, it includes a swimming pool and tennis. The house is one mile and a half from the beach. We have beach chairs,umbrellas and bikes so that you do not have to bring them from home. This home is a perfect... View all property information
    Location Information
    Frankford, Delaware 19945
    1 / 7
    Selbyville, DE
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    First floor unit, 2 bedroom and 1half bathroom (shower, no bathtub), full kitchen, dining/ living room combo and access to washer / dryer. Cleaning, TV and Internet included in this charming bayside community 'weekend-away' paradise. Access to bay canal out back yard great for launching kayaks... View all property information
    Location Information
    Selbyville, Delaware 19975
    1 / 13
    Selbyville, DE
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Enjoy peace and quiet and views of canal at this beautiful Cape Cod 5 bedroom home located in Keenwick Sound, just 3 miles from the beaches of Fenwick Island,DE and Ocean City, MD. Community swimming pool is within walking distance. Go crabbing and fishing in back yard on private dock over canal... View all property information
    Location Information
    Selbyville, Delaware 19975
    1 / 25
    Ocean Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautifully decorated and located in the much sought after Ocean Pines Community * 5 Pools... including 1 indoor Pool and 1 Direct Ocean Front Pool, Tennis, Golf, Playground, Basketball, Hiking Trails and quite Simply a Wonderful Community Located only 5 Miles to the Beach. This Gem offers you an... View all property information
    Location Information
    Ocean Pines, Maryland 21811