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Saint Leonard Vacation Rentals

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    All 39 Rentals in Saint Leonard
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    New! Beachfront 4BR St. Leonard Cottage w/ Deck!1 / 24
    (1)Excellent
    Saint Leonard
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Saint Leonard
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Saint Leonard
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    The following rentals are within 40 kilometres of Saint Leonard.
    Best kept secret by the bay (Entire House)1 / 20
    (4)Excellent
    Fishing Creek, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Housekeeping Included
    • Ocean Views
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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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...
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    Fishing Creek, Maryland 21634
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Single family home1 / 8
    (1)Very good
    Coltons Point, MD
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 2018
    The home was sparkling clean, beautifully decorated, and comfortable. The host was very friendly and showed us around to help us get settled, even providing muffins and bananas...
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    About this property
    Come enjoy this beautiful, scenic and peaceful home on the Potomac River. Commune with nature and observe the wildlife, including deer and bald eagles. Go fishing from the pier. Eighteen private acres of natural forest and marshes. See the stars at night without the interference of city lights....
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    Coltons Point, Maryland 20626
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Old World Charm, Immaculate Potomac River Woodland Cottage, Polite Pets OK1 / 48
    (2)Excellent
    Piney Point, MD
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Grill
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    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2018
    Right down the street from Tall Timbers Marina where we kept our boat in a slip. Very convenient. Bathroom was very nice and stocked with plenty of towels. The kitchen was also...
    Reviewed April 1, 2018
    My husband and I rented this house for Christmas to get away from city. House was immaculate and decorated nice. It was very relaxing and quiet neighborhood. Lolly was very...
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    About this property
    Fully renovated cottage with immaculate interior and view from the most rooms of the Potomac River. We are not located on the river, but across the street on a very quiet road. A water access easement runs from our door step to the Potomac River bulkhead: night lights of Virginia, spectacular...
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    Piney Point, Maryland 20690
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Chesapeake Bay Waterfront on Hoopers Island with Private Beach1 / 32
    (2)Very good
    Fishing Creek, MD
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 3, 2018
    Jerry is a wonderful host and was flexible with our check-in time. The house was spotless when we arrived, and the kitchen and cookware was well stocked. The house resides a few...
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    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...
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    Fishing Creek, Maryland 21634
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Croom, MD
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful home in Upper Marlboro, MD. In a secluded quiet community with sprawling equestrian farms close by. Close enough to enjoy Downtown DC nightlife. GREAT for corporate travel, military families and hosting dignitaries or a family. Access to highway, major stores in safe and secure suburb...
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    Croom, Maryland 20772
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview1 / 36
    (3)Very good
    Wittman, MD
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 2016
    My family was looking for a vacation house that would meet the needs of the entire family. One of the reasons we picked this place was the picture and description of the beach...
    Reviewed October 27, 2015
    It was a long weekend, so packed our bikes up on Saturday rather fighting traffic on Friday evening. I guess it worked because our trip was fast and smooth. With the...
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    About this property
    Pool, Shoreline, Small Private Beach, Acreage, Lawn, Barbecue, and Nature. Winter 2018/19 - Special Arrive Mon/Leave Fri - $2500 - 4 nights Arrive Fri/Leave Mon - $2500 - 3 nights Spacious 6000+ square foot home. Up-to-date Gourmet Kitchen. Large and Open Common Spaces. Wall of Glass...
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    Wittman, Talbot County 21676
    Cabin Holiday Rental - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Croom, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This secluded southern Maryland property sits just 25 miles from the heart of DC and the historical sites of VA. Local attractions include the Jug Bay Wetland Sanctuary, and Merkle Wildlife Sanctuary. A public recreation area for fishing, canoeing, hiking, boating, and many other family...
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    Croom, Maryland 20772
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    St. Michaels Waterfront Home W/Dock for 2 boats1 / 18
    (1)Excellent
    Neavitt, MD
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    • Balcony
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2017
    VERY nice place and owner was excellent. Place building is old must has been well maintained. It is very clean and exceeded all our needs. Owner are excellent people!!
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    About this property
    Full renovations just completed on this newly-listed historic waterfront home. Sleeps five (1 King, 1 Queen, 1 Twin). Kick back, relax and enjoy the beautiful waterviews. Have crabs on the deck or cocktails on the dock. Features a new dock with 14 ft. and 16 ft. wide, deepwater boat slips. Bring...
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    Neavitt, Talbot County 21652
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    St George Island retreat, New Pool views of Potomac 1.3 hrs from Washington DC1 / 53
    (1)Excellent
    Piney Point, MD
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Parking
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2018
    Everything about the trip was perfect. The owner was very hospitable and provided everything we needed. Would rent again anytime!
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    About this property
    Winter of 2018/2019 Construction on our fabulous 28' x 16' swimming pool with views of the Potomac River. An amazing new screended in back deck giving you 800 square feet of living space with ceiling fans and dinning tables. Experience luxury, peace, and tranquility when you stay at this superb...
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    Piney Point, Maryland 20674
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Hoopers Island Studio, 360 Degrees WATER VIEWS1 / 38
    (4)Excellent
    Fishing Creek, MD
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 30, 2018
    This place was truly breathtaking. The drive from Cambridge, alone, is worth the trip. I was competing in an Ironman triathlon, and this place was easily one of the best finds...
    Reviewed January 16, 2018
    Memories of the peace, beauty and comfort of Fishing Creek, Maryland and of the sparkling, colorful Queen Anne Cottage that is Hoopers Island Haven warm my cold winter days! If...
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    About this property
    360 Degree Views, WATERFRONT Scenic, peaceful and spacious studio apartment located on the entire second floor of our property. AVAILABLE FOR 2 NIGHT STAY MINIMUM, sorry NO EXCEPTIONS 3rd person $25 extra per night *Ironman/Eagleman/Event/Holiday: 3 Night minimum Discounted weekly rates....
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    Fishing Creek, Maryland 21634
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Cottage 2 at Grandview Pleasure Point1 / 9
    (1)Excellent
    Bozman, MD
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is enhanced with coordinating spreads & dust ruffles, moldings, 2” wood blinds, valences, sofas, wing and lounge chairs and collectibles. All the cottages are fully furnished including solaria porch, gas fireplaces,...
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    Bozman, Talbot County 21612
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Stunning, Newer Chesapeake Waterfront Estate, Pool - 6/7 Bedrms 5 Baths1 / 31
    (12)Very good
    Cambridge, MD
    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Sauna
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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    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,...
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    Cambridge, Maryland 21677
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    Stunning Pond House in Coles Point1 / 32
    (1)Excellent
    Coles Point, VA
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Grill
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 2016
    Myself and a few friends ending up spending a enjoyable weekend at this home. I would highly recommend it to anyone looking to get a away from it all for a few days.
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    About this property
    This vacation getaway is on a private lot on a 16 acre pond perfect for canoeing and kayaking, opening to the Potomac River. You are welcome to use our canoe and kayaks during your stay. The house sleeps 10 people in beds, two bedrooms are on the main level (one bedroom with a queen bed and one...
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    Coles Point, Virginia 22469
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Seahorse Guest Cottage near the Bay, dog friendly1 / 17
    (5)Very good
    North Beach
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 15, 2014
    Just as described- walk to boardwalk and shops. Owner right next door, he's thought of everything. Lovely getaway destination.
    Reviewed July 8, 2013
    We absolutely fell in love with this quiet little cabin a block away from Chesapeake Bay. Gary, the owner, met us at the cabin and personally gave us a tour of the cabin and let...
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    About this property
    The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch with day bed, a full...
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    Location Information
    North Beach, Calvert County 20714
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Bozman, MD
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ambiance of each cottage is one of relaxed comfort. Fashionable cottage decor is enhanced with coordinating spreads & dust ruffles, moldings, 2” wood blinds, new sleep sofas, wing chairs and sleeper lounge chairs, as well as antiques, reproductions and other eclectic furnishings All the...
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    Bozman, Talbot County 21612
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cambridge, MD
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Balcony
    • Parking
    • Cable/satellite TV
    • Terrace
    • Washer
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Cambridge, Maryland 21613
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Main House at Grandview at Pleasure Point1 / 34
    (13)Excellent
    Bozman, MD
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 11, 2018
    This is our 4th year coming to the St. Michaels area for our anniversary. This was our first time staying at the grand view. We were in cottage 1B. PerfectLocation, quiet...
    Reviewed September 20, 2018
    What a terrific week we had . Young and old enjoyed our stay. Perfect weather and plenty of crabs made our visit special. Grandview is the perfect family vacation spot.
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    About this property
    Main House: Beautiful NEW kitchen... Featuring two interior eating/serving areas, custom french windows that open to a sitting area on the porch, 4 bedrooms & Enclosed Sleeping Porch 2 ½ baths, fireplace, 3 TV’s, DVD, cable, wireless internet, large living room, dinning room, screened porch,...
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    Bozman, Talbot County 21612
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Bozman, MD
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is enhanced with coordinating spreads & dust ruffles, moldings, 2” wood blinds, new sleep sofas, wing chairs and sleeper lounge chairs, as well as antiques, reproductions and other eclectic furnishings All the...
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    Bozman, Talbot County 21612
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Waldorf, MD
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet 2 bedroom fully furnished basement apartment located in beautiful St Charles, MD. Apartment has all the bells and whistles: separate entrance, brand new kitchen, berber carpeting, spacious rooms and breakfast bar. Property is a quick drive to University of Maryland Charles Regional Medical...
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    Waldorf, Maryland 20602
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cambridge, MD
    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
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Cambridge, Maryland 21613
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Lusby
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you traveling for business or just for vacation? If so my one bedroom in-law suite w/ a large walk in closet, spacious living room, one full bathroom w/ access to a washer/dryer should be a perfect fit. For vacation 15-20mins from local waterfront restaurants/bars. Local attractions include...
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    Location Information
    Lusby, Calvert County 20657
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All-Decked-Out Beach House is on the Western Shore of the Chesapeake Bay in the lovely Rose Haven/North Beach MD community. Fenced-in on a large corner lot directly across from Herrington on the Bay, 3 miles from Chesapeake Beach Bay Resort & Spa and 45 min. from DC this 3bed/1.5 bath offers...
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    Location Information
    North Beach, Calvert County 20714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fishing Creek, MD
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    Fishing Creek, Maryland 21634
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Year Round Estate on Bay / Fam. Reunions / Slps 281 / 35
    (15)Excellent
    Cambridge, MD
    7 Bedrooms, 7 Bathrooms, Sleeps 28 Quick View
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    • DVD Player
    • Waterfront
    • Internet Access
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    Cambridge, Maryland 21613
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 28
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    Woolford, MD
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Woolford, Maryland 21677
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cottage at Heron Cove, Chesapeake Bay, Cambridge1 / 50
    (10)Excellent
    Cambridge, MD
    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
    Kid friendly
    Smoking allowed
    Reviewed July 11, 2018
    If you enjoy fishin, crabbing, kayaking, smores by campfire, wildlife and peace and quite this is the place for couples and families.Additionally, close to town, supermarket...
    Reviewed January 20, 2018
    The Cottage has been our vacation get-away now for the last 6 years and we are planning to return again this year. Our children (one in college and one post college) still love...
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    About this property
    DEAL DIRECTLY WITH THE PROPERTY OWNER AND AVOID ANY ONLINE BOOKING FEES CHARGED BY HOMEAWAY, VRBO OR VACATIONRENTALS 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....
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    Location Information
    Cambridge, Maryland 21613
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Cambridge, MD
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the charming city of Cambridge while staying in this lovely colonial vacation rental house. With 3 bedrooms and 2.5 bathrooms, a group of 7 can unwind in 2,068 square feet of living space after adventures in the Cambridge area. Between 2 roomy living areas, a welcoming wraparound porch,...
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    Cambridge, Maryland 21613
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Cheltenham, MD
    6 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I live in the house, stay in the fourth bedroom on the first floor and have 4 cats, Noah, Mabaline, Rigby and Waverly You have use of the entire house •Plenty of room for families, for more people •Use of the kitchen •Driveway parking •Washer and Dryer •Rides to and from Metro 1 mile away •Ride...
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    Cheltenham, Maryland 20772
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 6
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    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
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    This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to...
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    Location Information
    North Beach, Calvert County 20714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Neavitt, MD
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 'Land of Pleasant Living' awaits your arrival at Blue Bird Cottage, a 2-bedroom, 2-bathroom Neavitt vacation rental house! Numerous amenities and spectacular peninsula location within walking distance to the water and marina provide up to 4 guests with a serene Maryland getaway. Venture to St....
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    Neavitt, Talbot County 21652
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Chesapeake Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay* This ground floor 1-bedroom, 1-bathroom Chesapeake Beach vacation rental apartment is perfect for a couples retreat. The newly renovated property is outfitted with everything you...
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    Chesapeake Beach, Calvert County 20732
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    36486 Wild Rose Circle1 / 45
    (1)Excellent
    Piney Point, MD
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    PET FRIENDLY* / 10% Military Discount** / View: Community / Sleeps: 15 / 5BR, 4BA single family home About this home: This spacious 5-bedroom, 4-bath single family home - approximately 3,800 square feet - is a great place to relax and enjoy your vacation. This lovely home sleeps 15 people (and...
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    Piney Point, Maryland 19975
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
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    Fishing Creek, MD
    7 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    • Terrace
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The historic Queen Anne Victorian vacation rental home is the perfect, quiet respite for friends and family. With 7 bedrooms, 2.5 baths, and views of the Chesapeake Bay from almost every window, this scenic home is perfect for up to 17 guests looking to getaway. Updates and amenities provide...
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    Fishing Creek, Maryland 21634
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 17
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    Piney Point, MD
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    View: Pond / Sleeps: 14 / 5BR , 4BA single family homeAbout this home: Experience this newer upscale, beachy two-story 5-bedroom, 4-bath coastal single family vacation home, located in the exceptionally-amenitied Bayside resort, just minutes to the Fenwick Island, Delaware, and Ocean City,...
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    Location Information
    Piney Point, Maryland 19975
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Piney Point, MD
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    View: Lake / Sleeps: 15 / 5BR, 4BA single family homeAbout this home: Be one of the first to vacation in 'Anchors Aweigh!' in The Shoals - Bayside resort's newest area! This two-story 5-bedroom, 4-bath coastal single family vacation home is just minutes to the beaches, restaurants and shops of...
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    Location Information
    Piney Point, Maryland 19975
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
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    36283 Sunflower Boulevard1 / 31
    (1)Excellent
    Piney Point, MD
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    PET FRIENDLY* / Sleeps: 10 / View: Community / 3BR, 3BA townhomeAbout this home: This spacious Bayside resort two-story 3-bedroom, 3-bath townhome - at approximately 1,800 square feet - offers just about everything you need for a relaxing vacation on the Delaware Coast. The first floor features...
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    Location Information
    Piney Point, Maryland 19975
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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