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Vacation Rentals in Cambridge, MD and nearby

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    1 / 16
    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    1 / 42
    5 of 5 bubbles (2) Excellent
    Cambridge
    5 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    1 / 5
    3 of 5 bubbles (1) Average
    Cambridge
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    5 of 5 bubbles (6) Excellent
    Cambridge
    7 Bedrooms, 6 Bathrooms, Sleeps 28 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Waterfront
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Experience the lavish surroundings of Captain's Quarters. Whether your pleasure is sailing, fishing, water sports, relaxing by the pool and jacuzzi or nestling up on the veranda with a good book, Captain's Quarter's provides luxury around every corner. This unrivaled waterfront estate accommodates... View all property information
    Location Information
    Cambridge, Maryland 21613
    4 of 5 bubbles Reviewed April 30, 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 August 3, 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 / 30
    4.5 of 5 bubbles (12) Very good
    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Sauna
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fabulous, recently-built premier vacation home on 500 feet of Chesapeake waterfront. A gorgeous home; beach, dock, private pool, boats, bikes, porches & mile-wide view With 6 acres of property, wide water & sandy beaches, this private luxury vacation rental is minutes from Cambridge,... View all property information
    Location Information
    Cambridge, Maryland 21677
    5 of 5 bubbles Reviewed July 12, 2016
    Our family gathering was everything we hoped because of this vacation home. The house met the needs for the 13 of us, from 4 to 67 years old. We especially loved the different...
    4 of 5 bubbles Reviewed April 1, 2014
    We had a group of 9 women stay here for a crafting weekend. The house was perfect for us. We brought a few folding tables and were able to all be in the large open rooms together...
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    1 / 20
    Cambridge
    8 Bedrooms, 6 Bathrooms, Sleeps 23 | Quick View
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    • 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
    1 / 18
    4 of 5 bubbles (12) Very good
    Cambridge
    6 Bedrooms, 3 Bathrooms, Sleeps 18 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Patio
    • Waterfront
    • Washer
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    The Swan's Nest in Cambridge, Maryland, has all that the Chesapeake Bay has to offer: sun, sand, fishing, crabbing,and so much more. The spacious and lovingly restored farmhouse can accommodate 18 guests. The kitchen is fully equipped and a barbeque pit is just outside on the patio. Bring your... View all property information
    Location Information
    Cambridge, Maryland 21613
    5 of 5 bubbles Reviewed July 27, 2016
    We got married at Swan's Nest, and had our extended family stay at the house for about a week after the wedding including grandma and small children. Everyone loved it, and the...
    5 of 5 bubbles Reviewed June 13, 2016
    Swan's nest was everything and more for our wedding on June 4th. We rented the property Thursday-Monday and had family, friends and the entire wedding party stay the entire...
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    1 / 39
    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

    The following rentals are within 15 miles of Cambridge, Maryland.

    1 / 15
    Easton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • 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 / 55
    3 of 5 bubbles (5) Average
    Trappe
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    • Parking
    • Washer
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Beautiful, serene waterfront home on the Chesapeake Bay. One hour from the Atlantic Ocean (Ocean City, Assateague Island) and Annapolis, One and a half hours from Washington DC and Baltimore. Many nearby places worth visiting, including picturesque St. Michaels and the Blackwater Wildlife Refuge... View all property information
    Location Information
    Trappe, Talbot County 21673
    4 of 5 bubbles Reviewed July 23, 2015
    We had a blast. The property, although the actual house could use a bit of updating, is GORGEOUS. We did notice that the home definitely housed a pet or two but did not smell...
    5 of 5 bubbles Reviewed August 26, 2014
    Beautiful home and view of the bay. Private beach was amazing. Perfect for a group of friends or a couple looking to get away. I will definitely be staying here again!
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    1 / 29
    5 of 5 bubbles (1) Excellent
    Trappe
    8 Bedrooms, 6 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
    • ?
    • 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 May 13, 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 / 41
    Trappe
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Private Yard
    • 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 / 16
    Preston
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveler has booked this property
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    Amenities & Details
    • Secure Parking
    • Shared Indoor Pool
    • Private Yard
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Our home has a beautiful fire fly show in our historical wooded back yard. Always enjoy our wildlife our humming birds are the best. Go four leaf clover hunting. The deck is comfortable with lounge chairs for basting in the summer sun. We have goats that get loose... The horse that lives in our... View all property information
    Location Information
    Preston, Maryland 21655
    1 / 20
    Preston
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Yard
    • Air Conditioning
    • Secure Parking
    • DVD Player
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Beautiful 18 acres large deck over looks historical woods. Nature at its best... Hawks, rabbits, deer, all kinds of birds.... Our hummin birds are fabulous... WE have a complimentary canoe, bikes, we can set up a water slide for a fee also manicures and pedicures plus ear candling done on site for... View all property information
    Location Information
    Preston, Maryland 21655
    1 / 17
    Woolford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Private Yard
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Quiet Waterfront Retreat in Estate Setting - You will be staying in a charming, waterfront, 1-bedroom, carriage house located on a five-acre estate with surrounding tall pines and stately cedars. Your living quarters on the second floor, with private entrance and balcony, will overlook the pool and... View all property information
    Location Information
    Woolford, Maryland 21677
    1 / 34
    Trappe
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Yard
    • 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 / 40
    Trappe
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Private Yard
    • 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 / 9
    Royal Oak
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Balcony
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    You can tell right away, from the warm sage green exterior and the peaceful creekside setting, that this charming vacation cottage promises a fun, relaxing getaway. With a 180 degree expanse of spectacular Oak Creek waterfront, the River House at Royal Oak is the pefect choice for year 'round... View all property information
    Location Information
    Royal Oak, Talbot County 21662
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