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Preston Holiday Rentals

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    1 / 21
    Preston
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 16
    Preston
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    The following rentals are within 25 kilometres of Preston, Maryland.

    1 / 55
    3 of 5 bubbles (5) Average
    Trappe
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 8
    Cambridge
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Parking
    • Satellite TV
    • Terrace
    • Washer
    • Private Garden
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Modern home that has accommodations for more than 10+, with 2 full living room areas, 3 and half baths, Xfinity cable, with flat screen TVs in each of 5 bedrooms. Master with 50", mini fridge, sofa,loveseat, and ensuite master bath. Home is minutes away from some of the finest Eastern Shore Seafood... View all property information
    Location Information
    Cambridge, Maryland 21613
    1 / 15
    Easton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Washer
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    4+ acres on Shipshead Creek off of St. Michaels road. Fully furnished (2 king and 4 twin beds), heated pool, deep water dock, tennis court,and pet friendly. Boat, Jet Ski, Paddle Board, Kayak, Canoe, and Bike rentals can be arranged-Inquire if interested The Space Pet Friendly waterfront... View all property information
    Location Information
    Easton, Talbot County 21601
    1 / 29
    5 of 5 bubbles (1) Excellent
    Trappe
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Patio
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Martins Point is a late 18th Century house and cottages on Maryland's historic Eastern Shore where the Underground Railroad once passed through the property. It is located on a secluded finger of land, surrounded by water on three sides, a place to unwind, immerse yourself in the natural beauty of... View all property information
    Location Information
    Trappe, Talbot County 21673
    5 of 5 bubbles Reviewed 13 May 2016
    A group of 11 older adults with Eastern Shore roots was looking for a place to hold a reunion, and luckily we found Martins Point. The property is beautifully kept, with the main...
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    1 / 39
    5 of 5 bubbles (8) Excellent
    Cambridge
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Amenities & Details
    • Porch
    • DVD Player
    • Parking
    • Waterfront
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Cottage at Heron Cove is a cozy home situated on a scenic peninsula with water views from every window. Awake each morning to watch the sun glisten off the gentle waters. Explore ten acres of land and 1000 feet of shoreline. Relax on the wrap around screened in porch. Fish and crab from your... View all property information
    Location Information
    Cambridge, Maryland 21613
    1 / 16
    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Washer
    • Terrace
    • Parking
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located on the beautiful Eastern Shore of Maryland, Cambridge has been named one of the best ten small towns in the U.S. and is a boater's dream! The house has four private suites, full gourmet kitchen, three sitting areas, and two car garage. Check out the Dorchester County Tourism page for... View all property information
    Location Information
    Cambridge, Maryland 21613
    1 / 21
    4.5 of 5 bubbles (5) Very good
    Cambridge
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This charming waterfront cottage on 6.5 private acres sits among swans and eagles on Marylands beautiful Eastern Shore. This professionally deorated cottage is packed with modern ammenities and charm. Saltwater Pool, Dock with seating, boat slip, water and electric; canoes and kayaks, woodburning... View all property information
    Location Information
    Cambridge, Maryland 21613
    1 / 20
    5 of 5 bubbles (2) Excellent
    Cambridge
    8 Bedrooms, 6 Bathrooms, Sleeps 23 | Quick View
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    Amenities & Details
    • Washer
    • Terrace
    • Waterfront
    • Balcony
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Fishing cove is an 8 bedroom, 6 bath waterfront house tucked away in a lush pine forest that we rent on a monthly, weekly or weekend basis. Our waterfront vacation rental home on Maryland's Eastern Shore is on a very private cove with its own pier. The house is wheelchair accessible and the main... View all property information
    Location Information
    Cambridge, Maryland 21613
    5 of 5 bubbles Reviewed 13 December 2016
    We had 14 people for thanksgiving..house had everything we needed! The kitchen was fully stocked with all the necessary cooking implements. And the 2 refrigerators were very...
    5 of 5 bubbles Reviewed 5 December 2016
    Our church group (11 men of all ages) had a most excellent weekend at this house and would be delighted to return some day. With only one person per bed, though, the max...
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    1 / 31
    Cambridge
    8 Bedrooms, 6 Bathrooms, Sleeps 22 | Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Experience the best of beautiful Cambridge when you book this magnificent 8-bedroom, 6-bathroom vacation rental house that comfortably sleeps 22. Featuring a splendid waterfront location on a private lane, along with a private outdoor pool, this home promises a memorable retreat! The moment you... View all property information
    Location Information
    Cambridge, Maryland 21613
    1 / 40
    Trappe
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Great setting for a getaway relaxing weekend in a waterfront setting with a private beach. A variety of places to visit in the area, and fun outdoor activities. Two night minimum stay on weekends please. Swimming, fishing and lots of sunbathing. Amazing sunsets! This room is the master bedroom... View all property information
    Location Information
    Trappe, Talbot County 21673
    1 / 35
    5 of 5 bubbles (15) Excellent
    Cambridge
    7 Bedrooms, 7 Bathrooms, Sleeps 28 | Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Internet Access
    • Hot Tub
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Captains Quarters on the Bay is a wonderful waterfront home with over 6,000+ Sq. Ft. of Living Space. Designer Appointed with All New Furnishings.7 Bedrooms with 6 Full Bathrooms, some with Jacuzzi/Whirlpool Baths. Gourmet Kitchen with Six Burner Stovetop and Triple Ovens. Large Game Room with... View all property information
    Location Information
    Cambridge, Maryland 21613
    4 of 5 bubbles Reviewed 30 April 2016
    Lovely setting & a great location for sure. Nice big comfortable house. Great spot for big family reunion. This was our 2nd time we stayed here. Loved our first visit a couple...
    5 of 5 bubbles Reviewed 3 August 2012
    I would not change a single thing. Our family enjoyed the six day stay at this awesome place. The amenities were great, the location was central to other sights, and the...
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    1 / 28
    5 of 5 bubbles (4) Excellent
    Cambridge
    5 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This beautifully designer furnished waterfront home is located in a very private setting overlooking the Chesapeake Bay and Little Choptank River. The property features magnificent water views, a private dock, fire pit, a large fenced swimming pool, large deck (partially covered), playground and... View all property information
    Location Information
    Cambridge, Maryland 21613
    1 / 41
    Trappe
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Great setting for a getaway relaxing weekend in a waterfront setting with a private beach. A variety of places to visit in the area, and fun outdoor activities. Two night minimum stay on weekends please. Swimming, fishing and lots of sunbathing. Amazing sunsets! This room is the master bedroom... View all property information
    Location Information
    Trappe, Talbot County 21673
    1 / 22
    Cambridge
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Waterfront
    • Balcony
    • Washer
    • Grill
    • DVD Player
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    From the hosts that have maintained a five star ratings on our cottage vacation rental, we would like to invite you to enjoy a special vacation in our four bedroom 3 full bath luxury estate home in the heart of the Chesapeake Bay. The house has just undergone a complete remodeling and... View all property information
    Location Information
    Cambridge, Maryland 21613
    1 / 34
    Trappe
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Great setting for a getaway relaxing weekend in a waterfront setting with a private beach. A variety of places to visit in the area, and fun outdoor activities. Two night minimum stay on weekends please. Swimming, fishing and lots of sunbathing. Amazing sunsets! This room is the master bedroom... View all property information
    Location Information
    Trappe, Talbot County 21673