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Holiday Rentals and Homes in Taylors Island, MD

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    The following rentals are within 25 kilometers of Taylors Island, Maryland.

    1 / 9
    Fishing Creek
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 20
    5 of 5 stars (3) Excellent
    Fishing Creek
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 29
    Lusby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 38
    5 of 5 stars (2) Excellent
    Fishing Creek
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
    • Patio
    • DVD Player
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 $50 extra per stay Ironman/Eagleman/Event/Holiday $75 extra per stay Discounted weekly rates.... View all property information
    Location Information
    Fishing Creek, Maryland 21634
    5 of 5 stars Reviewed 12 August 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 / 17
    Saint Leonard
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Private Garden
    • Air Conditioning
    • Internet Access
    • Satellite TV
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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 / 8
    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 / 22
    5 of 5 stars (6) Excellent
    Cambridge
    7 Bedrooms, 6 Bathrooms, Sleeps 28 | Quick View
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    • Private Outdoor...
    • Waterfront
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
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    • 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 stars 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 stars 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 / 30
    4.5 of 5 stars (12) Very good
    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • 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 stars Reviewed 12 July 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 stars Reviewed 1 April 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 / 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 / 5
    3 of 5 stars (1) Average
    Cambridge
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    Charming, historic home in the Neck District, Maryland's most beautiful, unspoiled area. This adorable east-facing 100-year-old home sits on a generous lot (over an acre) with forever waterviews, mature shade trees, flowering perennials, roses, large fenced vegetable garden, breezy patio, wide... View all property information
    Location Information
    Cambridge, Maryland 21613
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    1 / 10
    Saint Leonard
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Waterfront
    • Internet Access
    • Parking
    • Outdoor Dining Area
    • Air Conditioning
    • DVD Player
    • Satellite TV
    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 / 42
    5 of 5 stars (2) Excellent
    Cambridge
    5 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    • Air Conditioning
    • Internet Access
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Waterfront
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Swan Cove awaits your family vacation or group! It's also an ideal place for a most memorable wedding. This incredible, newly redesigned waterfront home with a private dock offers spectacular views with a large swimming pool, 4 kayaks, outdoor firepit (firewood is furnished), playground and a large... View all property information
    Location Information
    Cambridge, Maryland 21613
    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
    1 / 17
    Woolford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Garden
    • 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 / 27
    Port Republic
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Amenities & Details
    • Grill
    • Porch
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Waterfront
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Charming, well maintained unique log cabin perched high on the Calvert Cliffs of the Western Shore of the Bay in an exclusive private community. Best view on the Bay, only an hour’s drive from Washington DC, and 25 minutes north of Solomons Island. Relax under a virgin tree canopy while gazing... View all property information
    Location Information
    Port Republic, Calvert County 20676
    1 / 18
    4 of 5 stars (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 stars Reviewed 4 weeks ago
    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 stars Reviewed 13 June 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 / 11
    Lusby
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Air Conditioning
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Lovely year round rental cottage situated on almost one acre within a few minutes walk to one of the longest private beaches on the western shore of the Chesapeake Bay. Enjoy walking the mile beach to the historic Cove Point Lighthouse collecting sea shells or hunting for fossils, especially... View all property information
    Location Information
    Lusby, Calvert County 20657