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Holiday Rentals in Friendship

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    All 66 Rentals in Friendship
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    The following rentals are within 30 kilometers of Friendship.
    *BOOK NOW* Beautiful Cottage in historic Annapolis1 / 25
    (18)Excellent
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    St. Michaels Waterfront Home W/Dock for 2 boats1 / 18
    (1)Excellent
    Neavitt
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Walk to Shops/Eateries Charming Cottage. Dogs Wel.1 / 50
    (2)Excellent
    Annapolis
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    We stayed at the cottage for an extended period of time and it was very enjoyable. The house itself was well put together and had everything that we could have needed. The...
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    About this property
    This City-inspected vintage cottage in Upper Eastport, located on a cul de sac, is a short walk to the Historic Harbor & just blocks from Spa Creek. History, waterfront, rooftop restaurants, wine bars, sailing, kayaking and more. We have everything here in Annapolis - USNA, sailing, culture,...
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    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Charming and Spacious Annapolis Victorian1 / 24
    (4)Excellent
    Annapolis
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Air Conditioning
    • Parking
    • Grill
    • Wi-Fi
    • Washer
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2017
    We rented this house for the Sailboat Show. The location was awesome because we could walk to several restaurants and pretty much anything we needed. The owner met us and...
    Reviewed 21 October 2015
    Our group of 6 couples rented this lovely home during the Annapolis, MD Annual Powerboat Show. Having stayed in hotels for prior boat shows, we wanted to have the freedom and...
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    About this property
    The Perfect House for a Navy Football Game Weekend!! This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. With six bedrooms (two queen beds, three fulls and two twins) the house could comfortably sleep up to 12. Additional rooms...
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    Annapolis, Maryland 21405
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    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
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Saint Leonard, Calvert County 20685
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cottage 2 at Grandview Pleasure Point1 / 9
    (1)Excellent
    Bozman
    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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    Family home one minute work away from Navy Stadium1 / 18
    (1)Excellent
    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Balcony
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    We Loved this Home. It felt like home, we were able to entertain and spend time with our Family and Friends. We stayed in the Cozy Cottage next door to this house, this was...
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    About this property
    A stones throw to the stadium and downtown shuttles. Walk the Poplar Trail to the Annapolis Uptown eateries on West Street. Stay here and add on 301 for your large groups or multiple families! 3 Bedrooms, 4 1/2 bath, Sleeps 6-8 Master (sleep 2) King - Private Bath Bedroom 2 (sleep 2) Queen –...
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    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Spacious, Modern Condo nr. Navy Stadium, downtown & Mall . Easy access route 501 / 6
    (2)Excellent
    Annapolis
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Terrace
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • DVD Player
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2014
    We really enjoyed our stay at your condo. It was roomy and felt like home. It is in a very nice condo community which was very quiet. It was nice being able to cook and see into...
    Reviewed 12 November 2013
    My family of four stayed there for the weekend. We were there to watch the Navy-Hawaii football game. We could not find any hotel rooms in/around Annapolis that could host a...
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    About this property
    Large, open third floor condominium with cathedral ceilings. Kitchen appliances and counter tops new in 2016. Kitchen well stocked for cooking. Quiet building. Large master bedroom has queen bed. 2nd bedroom has double bed. Large loft has two single beds. Although the condo can accommodate 6 for...
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    Location Information
    Annapolis, Maryland 21401
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Annapolis
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Known as the “Athens of America,” Annapolis is a city abundant with history and culture. This former capital of the United States has a little something for every interest and taste, whether you're a history buff, a sports enthusiast, or someone simply looking for a peaceful retreat!   Have the...
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    Location Information
    Annapolis, Maryland 21403
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    C/ean & Cozy1 / 10
    (1)Excellent
    Annapolis
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2017
    Very nice, clean, comfortable. Hostess was very accomodating. Would plan on staying there again if another trip to the area is warranted
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    About this property
    Our home is a 5 bedroom quality built home. This room is an office converted in to an extra bedroom space for guests to enjoy. It is located on the main level just inside the main entrance. It had double french doors which lock for privacy. Its a clean and cozy space and an expensive way to travel....
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    Location Information
    Annapolis, Maryland 21409
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    • Air Conditioning
    • Internet Access
    • Patio
    • Washer
    • Cable/satellite TV
    • Grill
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    This amazing beach house has everything. The location and views are awesome. You literally step off the deck into the shells and sand onto your own beach and swimming area...
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    About this property
    Escape your everyday hustle and bustle and discover a hidden treasure right on the Chesapeake Bay sands at this 4-bedroom, 1-bathroom St. Leonard vacation rental cottage. With comfortable accommodations to sleep 8, 1,200 square feet of well-appointed living space and easy access to surrounding...
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    Location Information
    Saint Leonard, Calvert County 20685
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Gorgeous Hideaway: Spacious, Private, Huge Patio, Near DC1 / 12
    (3)Excellent
    Clinton
    5 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • Wi-Fi
    • Patio
    • Grill
    • Cable/satellite TV
    • Parking
    • Washer
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2017
    What can I say? We were wanting for nothing. The house is beautiful, spacious, clean, and so well-equipped. We enjoyed the house so much, it was hard to get everyone out each...
    Reviewed 14 October 2017
    We had a wonderful family reunion and vacation in the DC area and having a beautifully stunning and huge house to come back to after sightseeing added greatly to the experience...
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    About this property
    Spectacular, luxurious home within easy access to D.C. and the National Harbor. Spacious, bright, and gorgeous inside & outside. Chef's kitchen, open floor plan, game room with ping pong table, and a grand patio with BBQ grill and massive fire pit. Ideal for families and responsible groups seeking...
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    Clinton, Maryland 20735
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 20
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    Washington Beltway Resort1 / 14
    (1)Terrible
    Largo
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located right close to highway 95/495 Washington Beltway. Easy access to everywhere in Washington Metropolitan area. Driving to U.S Capitol hill is straight from the house and no turn.This is a newly remodeled home located in one of the prime area of Washington metropolitan. The house is close to...
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    Largo, Maryland 20721
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Uptown Vacation Rental home1 / 14
    (1)Terrible
    Largo
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Washington Paradise' is a sparkling clean, peaceful setting where you can relax in our beautiful, warmly decorated 3 bedroom, 2.5 bath home away from home. Located in a very quiet spot in Hyattsville, MD nestled away from the main highway 495 and central Avenue, (this road runs straight to...
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    Largo, Maryland 20785
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Tilghman Island Cottage for Six - Near Marina and Knapps Narrows Drawbridge1 / 20
    (6)Excellent
    Tilghman
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Waterfront
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2016
    We had an absolutely wonderful time. The cottage was clean and well appointed. We would definitely go back!
    Reviewed 8 October 2015
    Tilghman Cottage (the Roost) is a lovely place that makes you feel comfortable in every possible way. The house is very clean, bright, cosy, and yet spacious, fully equipped...
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    About this property
    Enjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' Available for both short and long-term rentals, the cottage is located on a quiet residential street across from a marina...
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    Tilghman, Talbot County 21671
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 15 November 2014
    Just as described- walk to boardwalk and shops. Owner right next door, he's thought of everything. Lovely getaway destination.
    Reviewed 8 July 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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    North Beach, Calvert County 20714
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Beautiful Eastport Home, Walk to Naval Academy1 / 15
    (2)Excellent
    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Terrace
    • Air Conditioning
    • Patio
    • Balcony
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2016
    Beautifully decorated. Walking distance to Naval Academy. Plenty of sleeping space. Private outdoor space.
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    About this property
    Walk to the city docks and naval academy in this new (2014) luxury townhouse. The king bedroom suite also has a pullout twin bed for parents with small children. Enjoy the grand piano or relax by the gas fireplace. Cookout on the sunny patio. Visit local pubs and restaurants or just walk to...
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    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Upper Marlboro
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Patio
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean, comfortable private rooms and baths in quiet Pet Friendly (P/F) Cul de Sac. Located in an established golf community. Great location. Only 15 miles from DC capitol and 1 hr from Baltimore harbor. 40 mins from casinos. Large home with owners on premises.Backs up to a nature reserve with...
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    Upper Marlboro, Maryland 20772
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Bowie
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • DVD Player
    • Terrace
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxurious condo has 2 bedrooms, 2 bathrooms, and enough sleeping arrangements for up to 6 guests to spread out throughout an impressive 1008 square feet of living space; an ideal place for a family or a group of friends looking for a cosmopolitan getaway. Situated in Bowie Town Center,...
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    Location Information
    Bowie, Maryland 20716
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Main House at Grandview at Pleasure Point1 / 34
    (10)Excellent
    Bozman
    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 14 November 2016
    We thoroughly enjoyed our stay in one of the little cottages on the property. We arrived late Friday night and the property sign was not lit up, so it took a while to find it...
    Reviewed 9 June 2015
    Perfectly situated on the water. The views are amazing, as is the pool. There is a huge lawn which is perfect for children of all ages. A short drive to St. Michael's, which is...
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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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    Wittman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Patio
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shipwright Cottage is a fully-renovated 2 bedroom, 1 1/2 bath house that is a perfect getaway for couples or small families. Upstairs features two sleeping areas - a bedroom with two extra long twin beds that can be combined to make a king and an open, loft-style bedroom with a queen bed and...
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    Wittman, Talbot County 21676
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bowie
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Cable/satellite TV
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, comfortable single-family house located in the exclusif and upscale dunbarton community. Easy access to many attractions including Six Flags, HurrIcane Harbor, golf courses, walking paths, Forest PARK national preserve, the redskins FEDEX FIELD, historicDC, FAMOUS MAGIC JOHNSON'S...
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    Location Information
    Bowie, Maryland 20721
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Saint Leonard
    1 Bedroom, Sleeps 2 Quick View
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    • Waterfront
    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Saint Leonard, Calvert County 20685
    Holiday Rental House - 1 Bedroom, Sleeps 2
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    Halos'Haven Vacation Rental1 / 15
    (1)Excellent
    McDaniel
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2017
    Stayed this weekend with 10 friends and loved every minute of it. The land and house are gorgeous! I love the town of st Michaels but the house was so amazing we never...
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    About this property
    Halo's Haven is a true piece of Heaven!! Bring your boat and your bathing suit. Twenty picturesque acres on a beautiful point of land off of the Chesapeake Bay near historic St. Michael's, Maryland. This property is beautifully landscaped, has a waterfront pool, pool house with bathroom, boat dock...
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    Location Information
    McDaniel, St. Michaels 21647
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Outdoor Dining Area
    • DVD Player
    • Balcony
    • Washer
    • Parking
    • Porch
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOUSE This fully renovated, circa 1890 ,Victorian house is located in the middle of the Eastport peninsula . The house is within walking distance, or a three minute taxi ride, to downtown historic Annapolis and the US Naval Academy, as well as shopping, several marinas, theater, numerous...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Annapolis
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfort & Style: Enjoy stunning Chesapeake Bay Views, Beach, Pier, Boat Slips, Park, Water Access, Fire Pit, Patio Heater and more! Charming cottage & detached studio/game room (both upgraded in 2013) offer gourmet kitchen with new stainless steel appliances, a second full kitchen in garden...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 20
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    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
    • DVD Player
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We bought and renovated this rowhouse in 2007 for a second home for friends and family to stay when they visited and it eventually evolved into one of the most popular rental properties in all of Historic Annapolis. A former ' Home of the Week' in the Capital Gazette it is also one of the most...
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    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Beautiful Murray Hill Home (Annapolis)1 / 30
    (3)Very good
    Annapolis
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Reviewed 21 June 2015
    Owner has everything imaginable in the home that you would ever need for a vacation getaway. The house has lots of room so you have your privacy when needed. Beautiful...
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    About this property
    Our beautifully-appointed home pays homage to the Colonial Period. It comfortably sleeps eight guests with four bedrooms and 2.5 baths. It boasts elegant dining and living rooms. Enjoy the quiet street and an easy stroll to downtown Annapolis. We have taken great care and paid pain-staking...
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    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Walk to historic City Dock, waterfront restaurants, U.S. Naval Academy. Open, sunny floor plan ideal for entertaining. Craftsman style 3 BRM + den + office + front porch swing + screened back porch + game room + ample parking. Well-furnished. Sleeps 6-8 comfortably or up to 10 with available...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Annapolis
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Best location in Eastport ,We restored this lovely victorian house over the past sixteen years. The upstairs is modern and has all the great amenities that a renovated building provides. anderson windows to keep the place warm and toasty. Seperate heating/air conditioning controls.Wooden floors,...
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    Location Information
    Annapolis, Maryland 21403
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Annapolis
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Relax and unwind at this 2-bedroom, 1-bathroom vacation rental cottage in Annapolis. Nestled supremely within a short distance from the hustle and bustle of Maryland's capital city, this cozy cottage offers both exciting restaurants and shops, as well as numerous marine water activities at the...
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    Location Information
    Annapolis, Maryland 21403
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 September 2016
    Location quiet with good views.Disappointed that house was advertised with hot tub which was one of the main reasons this home was selected, and there was no hot tub. Owner...
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    About this property
    The ultimate Maryland retreat awaits you when you stay at this beautiful 3-bedroom, 3.5-bathroom vacation rental home on Oyster Creek. Up to 9 lucky guests will enjoy incredible views of the Chesapeake Bay and unbeatable maritime location close to the beach, boating, and fresh seafood. Whether you...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    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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    Annapolis
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    About this property
    Your family will thank you for choosing this Severn River Waterfront Retreat for Vacation! From the moment you enter this 5 bedroom home you will appreciate the spectacular views of the Severn River. Four of the five bedrooms view the Severn River, so your family will love waking up to views of...
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    Location Information
    Annapolis, Maryland 21032
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Shady Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    If mesmerizing waterfront views, tidy and comfortable accommodations, and a private backyard are what you are longing for, then escape to this 2-bedroom, 1.5-bathroom vacation rental house in Shady Side, Maryland! With access to a private pier and dock, this quaint cottage that comfortably sleeps 5...
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    Shady Side, Maryland 20764
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Annapolis
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    About this property
    The Yellow House is a magnificent Waterfront Property, with interior and exterior appointments, that are truly outstanding-76 five Star reviews can be viewed on our sister site-vacation rentals by owner dot com. 230476 With its magazine worthy gardens, and spacious 6 bedrooms, designed and...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Fall fun! Near pumpkin patches, corn mazes, haunted trails, festivals & more!1 / 28
    (1)Excellent
    Huntingtown
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    We can't get enough of this place! Been coming here since 2016 just to get away. Love the changes each season brings! The park and the town center have everything u need. The...
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    Chesapeake camping. Stay warm inside & out. 40 mi from DC or Ammap. One mi to river & 10 mi to Beaches. 31' camper trailer with 2 bedrooms, private site, with hookups on small farm. Full bathroom, queen bed, full bed with single bunk. Living & dining convert to sleepers and has full kitchen area. 3...
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    Location Information
    Huntingtown, Calvert County 20639
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cozy Townhome1 / 19
    (2)Excellent
    Capitol Heights
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed 16 May 2017
    Anthony's place was perfect for our trip to D.C. We were a family of 7 attending my nephews graduation at Howard. The 3-level condo is about 30mins from D.C. and close to...
    Reviewed 20 November 2016
    I stayed in this very clean and spacious townhome while on business in DC. It's located about 30 min. drive from downtown. Anthony is an exceptional host, so you really get your...
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    Gem in the Right outside DC! Town home 3BD/2.5BR with one care garage. Lovely kitchen with stainless steel appliances. Large open living room dining room areas, a great space for hosting. Full size state of the art washer and dryer. Easy drive into downtown Washington, NOVA and National Harbor. Few...
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    Capitol Heights, Maryland 20743
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Edgewater
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    This 2000 square foot apartment is in a beautiful, gated resort marina. The apartment is completely new with high end kitchen and bathrooms, cathedral ceilings and an amazing view all the way down the South River. The marina offers all kinds of activities including a waterfront restaurant, Jet...
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    Location Information
    Edgewater, Maryland 21037
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Annapolis Waterfront very near USNA1 / 19
    (1)Excellent
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2017
    A clean, peaceful retreat with spectacular views; that is exceptionally stocked!I had no need to buy anything! At one point, I asked the owner if/or where the hand mixer was...
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    About this property
    Waterfront timber frame large cottage in Annapolis, MD. Private, wooded setting with excellent views. Please inquire to the property owner for rates and quote. This house is an energy efficient 9 year old house perched atop a small bluff overlooking picturesque Mill Creek and an...
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    Location Information
    Annapolis, Maryland 21409
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Largo
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Washington Paradise' is a sparkling clean, peaceful setting where you can relax in our beautiful, warmly decorated 3 bedroom, 2.5 bath home away from home. Located in a very quiet spot in Hyattsville, MD nestled away from the main highway 495 and central Avenue, (this road runs straight to...
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    Location Information
    Largo, Maryland 20785
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Capitol Heights
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a nice, clean 2-bedroom detached home with great amenities located in close-in suburban Washington DC metro area. The home has a large fenced back yard suitable for kids to play or for your bring-along pets. There is off-street parking, including a driveway with covered car port. Front...
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    Location Information
    Capitol Heights, Maryland 20743
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Annapolis
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Our home is in a very nice, safe neighborhood (two blocks to firehouse and 2 blocks to police station) within walking distance to historic downtown Annapolis. It is also less than a block to the Navy football stadium and easily walkable to grocery store, pharmacy, liquor store and...
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    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Annapolis
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This is the newly renovated 780 sf studio unit that is on the ground floor of a main house that is similarly titled and on the same property. Striking and dramatic 8700 - 9000 sf contemporary, new loft style renovation of the main house with exposed structure and mechanical systems that serves as...
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    Location Information
    Annapolis, Maryland 21401
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedroom Family Home Near Nation's Capital1 / 13
    (1)Excellent
    Clinton
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 8 July 2017
    My family and I recently stayed in Rodolfo Dizon's rental property and we really enjoyed our stay. We had a wheelchair and my aunt was able to go all over the house with no...
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    About this property
    Sits on a gated 7.5 acres flat land. Makes you feel living in the country and yet so close to the city. Easy 30 minutes drive or less to Washington DC, National Harbor, MGM Casino, Tanger outlets, Old Town Alexandria, Andrews/Bolling Airforce bases, and many more. Adjacent to the property was a...
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    Location Information
    Clinton, Maryland 20735
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Charming Townhouse - Steps to City Dock and USNA1 / 7
    (1)Terrible
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shellback house is a three bedroom, one and 1/2 bath historic townhouse in the heart of Downtown Annapolis with a private garden. The house has views of Ego Alley (Annapolis Waterfront) from the front stoop and the master bedroom. BOOK NOW FOR 2015 LEGISLATIVE SESSION AT STIPEND RATES! Please...
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    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Edgewater
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    This beautiful 4 bedroom apartment is in a gated marina with views looking straight down the river. This is a second floor apartment with a loft and brand new gourmet kitchen, full laundry facilities and plenty of parking. The marina has two small beaches and a great restaurant and bar on the...
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    Location Information
    Edgewater, Maryland 21037
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Annapolis
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    About this property
    Charming Annapolis home, just 150 feet from the water, with floor to ceiling windows overlooking the expansive waters of the Chesapeake Bay. Water views from almost every room. Features 4 bedrooms and 4 bathrooms with luxury upgrades, viking kitchen appliances, comfortable couches for sleeping...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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