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Vacation Rentals in Taylors Island, MD and nearby

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    Don't let other travelers get your favorite Taylors Island area vacation rental. You're so close to securing your perfect getaway. Book today.
    1 / 24
    Taylors Island
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    1 / 24
    Taylors Island
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    The following rentals are within 15 miles of Taylors Island, Maryland.

    1 / 29
    Lusby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 20
    5 of 5 bubbles (4) Excellent
    Fishing Creek
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Waterfront
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    • Ocean Views
    • Grill
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    • Pet-friendly
    • Child-friendly
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    About this property
    Hooper's Island is located between the Honga River and Chesapeake Bay on Marylands Eastern Shore. This unique island is a "MUST DO" on your bucket list. Especially noted for: Maryland's famous Blue Crabs and Breathtaking Sunsets!!! Hooper's Island is must do on your bucket list as you... View all property information
    Location Information
    Fishing Creek, Maryland 21634
    5 of 5 bubbles Reviewed October 3, 2016
    This rental property was amazing. My husband and I stayed for 5 days. We were in town for the Ironman race and wanted to find somewhere a bit away from all the crowds. Hoopers...
    5 of 5 bubbles Reviewed June 20, 2016
    This beautiful home offers everything, and more, one could ask for in a vacation rental. The view of the water is spectacular and we were able to enjoy those views in the comfort...
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    1 / 8
    5 of 5 bubbles (1) Excellent
    Lusby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Washer
    • Porch
    • Internet Access
    • Grill
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    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD.... View all property information
    Location Information
    Lusby, Calvert County 20657
    1 / 38
    5 of 5 bubbles (2) Excellent
    Fishing Creek
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    • x
    About this property
    360 Degree Views, WATERFRONT Scenic, peaceful and spacious studio apartment located on the entire second floor of our property. AVAILABLE FOR 3 NIGHT STAY MINIMUM, sorry NO EXCEPTIONS 3rd person $25 extra per night Ironman/Eagleman/Event/Holiday $75 extra per stay Discounted weekly rates.... View all property information
    Location Information
    Fishing Creek, Maryland 21634
    5 of 5 bubbles Reviewed August 12, 2014
    We came to this historic area to do some fishing. The house was well equipped with emphasis to detail. A great deal of creativity is evident once you step inside. You find...
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    1 / 9
    Fishing Creek
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious Historic Home. Wide open water views on both sides of the house! Come to discover 'Hoopers Hill'. Relax between waterfront sunrise and waterfront sunset. Gourmet kitchen, private beach, starry evening skies, and quiet reading spaces await. Shoreline crabbing, oystering and fishing too.... View all property information
    Location Information
    Fishing Creek, Maryland 21634
    1 / 39
    5 of 5 bubbles (8) Excellent
    Cambridge
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Porch
    • DVD Player
    • Parking
    • Waterfront
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    • 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 / 10
    Saint Leonard
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Waterfront
    • Internet Access
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    • Outdoor Dining Area
    • Air Conditioning
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Looking for a peaceful beach getaway? Located in quiet Long Beach overlooking Flag Harbor Yacht Haven marina, this cottage is a few minutes walk to the sandy beach along cliffs famous for fossils from the Miocene. The shallow water is safe for children to swim, and a favorite for fishermen and... View all property information
    Location Information
    Saint Leonard, Calvert County 20685
    1 / 20
    5 of 5 bubbles (2) Excellent
    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
    5 of 5 bubbles Reviewed December 13, 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 December 5, 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 / 18
    4 of 5 bubbles (12) Very good
    Cambridge
    6 Bedrooms, 3 Bathrooms, Sleeps 18 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Patio
    • Waterfront
    • Washer
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    • Internet Access
    • DVD Player
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    • 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 / 13
    Saint Leonard
    1 Bedroom, Sleeps 2 | Quick View
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    • Waterfront
    • Outdoor Dining Area
    • Internet Access
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    • Patio
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Come relax at this charming updated one bedroom bungalow. It overlooks the waters of Wells Cove, a tributary to the Patuxent River which is itself, a tributary to the Chesapeake Bay. This cottage is secluded from the main house, surrounded by water and a wild flower meadow. Somewhat secluded from... View all property information
    Location Information
    Saint Leonard, Calvert County 20685
    1 / 17
    Woolford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Yard
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • 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 / 17
    Saint Leonard
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The "Sweet Spot" on the Bay - this charming 2 BR 1 Bath Cottage with water views is located in a private waterfront community, Long Beach in St. Leonard, MD, just half a block to the beach (which has a nice big shade tree). This cozy little cottage is super comfy and fully furnished with linens... View all property information
    Location Information
    Saint Leonard, Calvert County 20685
    1 / 16
    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • 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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    • 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 / 8
    Cambridge
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
    • Balcony
    • Parking
    • Satellite TV
    • Terrace
    • Washer
    • Private Yard
    • 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 / 22
    Cambridge
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • 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 / 31
    Cambridge
    8 Bedrooms, 6 Bathrooms, Sleeps 22 | Quick View
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    • 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 / 19
    Fishing Creek
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Wi-Fi
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    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This lovely home offers all the comforts of home, including a covered porch where you can meditate, read, paint, bird watch and get away from it all, as the quiet natural beauty of the area makes it the perfect retreat! The house features spectacular views of the bay and sunsets from the first... View all property information
    Location Information
    Fishing Creek, Maryland 21634
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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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    • Private Outdoor...
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    • Waterfront
    • Air Conditioning
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    • 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 / 35
    5 of 5 bubbles (15) Excellent
    Cambridge
    7 Bedrooms, 7 Bathrooms, Sleeps 28 | Quick View
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    • Washer
    • Satellite TV
    • Waterfront
    • Air Conditioning
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    • Private Outdoor...
    • Hot Tub
    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 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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