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Vacation Rentals in Chester, MD and nearby

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    1 / 21
    5 of 5 stars (3) Excellent
    Chester
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 37
    5 of 5 stars (1) Excellent
    Chester
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    The following rentals are within 25 kilometres of Chester, Kent Island, Maryland.

    1 / 24
    5 of 5 stars (3) Excellent
    Annapolis, MD
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    1 / 25
    5 of 5 stars (8) Excellent
    Annapolis, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Porch
    • Grill
    • Parking
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. <BR>Sun Porch & Plenty of parking.<BR>A perfect place to relax and enjoy Annapolis, the property is available all year... View all property information
    Location Information
    Annapolis, Maryland
    5 of 5 stars Reviewed 17 July 2016
    My 2 friends and I stayed here for 6 weeks after graduating from the Naval Academy. The owners lived close and were very hospitable, inviting us over for a family 4th of July...
    5 of 5 stars Reviewed 9 November 2015
    Location permits walking to the USN Academy stadium and many other areas of interest. Bed was most comfortable, coffee and water and snacks provided and owner Was available...
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    1 / 6
    5 of 5 stars (2) Excellent
    Annapolis, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Terrace
    • Satellite TV
    • Parking
    • Wi-Fi
    • DVD Player
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Large, open third floor condominium with cathedral ceilings. Large master bedroom has queen bed. 2nd bedroom has twin beds. Large loft has queen size bed. Although the condo can accommodate 6 for sleeping, I will rent only to parties of 4 or fewer. Dining room can seat 8 + Washer and Dryer,... View all property information
    Location Information
    Annapolis, Maryland
    5 of 5 stars 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...
    5 of 5 stars 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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    1 / 10
    Annapolis, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    • Washer
    • Central Heating
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Fully renovated to perfection! Contractor owned home renovated floor to ceiling. Tall trees, water access, and a quaint and quiet neighborhood! 5-7 minutes from downtown/USNA/etc. Open concept main floor, perfect for large groups. We recently had a 25 person baby shower downstairs and easily fit... View all property information
    Location Information
    Annapolis, Maryland
    1 / 23
    Annapolis, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Patio
    • Terrace
    • DVD Player
    • Central Heating
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Annapolis, Maryland
    1 / 26
    Annapolis, MD
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
    • Washer
    • Internet Access
    • Patio
    • Balcony
    • Air Conditioning
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Come stay in this beautiful 3-bedroom, 3.5-bathroom single-family home on Oyster Creek – You’ll be able to enjoy fantastic views of the Chesapeake Bay from almost every single room! There’s enough room for 9 guests to comfortably sleep here, so it’s a great size for a family retreat. The... View all property information
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    Annapolis, Maryland
    1 / 15
    4 of 5 stars (2) Very good
    Rock Hall, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    The Cottage takes advantage of its unique environment with a large deck overlooking the extensive lawn and the tranquil waters of Spring Cove. The deck includes a dining set and barbeque grill.The first level includes a screened porch accessed through a first floor bedroom The Cottage is oriented... View all property information
    Location Information
    Rock Hall, Maryland
    4 of 5 stars Reviewed 16 September 2014
    My sisters and mother stayed three nights in this quaint house with great views of one of the marina's and cove area. The downstairs was perfect my mother, with a screened in...
    4 of 5 stars Reviewed 19 August 2014
    My family was looking for a relaxing getaway that would be an alternative to another week at the beach. We found the perfect spot at this cottage near Rock Hall. We rented with no...
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    1 / 30
    4.5 of 5 stars (3) Very good
    Annapolis, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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.<BR><BR>We have taken great care and paid pain-staking... View all property information
    Location Information
    Annapolis, Maryland
    4 of 5 stars 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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    1 / 15
    Annapolis, MD
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Terrace
    • Air Conditioning
    • Patio
    • Balcony
    • Wi-Fi
    • Secure Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Annapolis, Maryland
    1 / 25
    5 of 5 stars (5) Excellent
    Annapolis, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Private Garden
    • Washer
    • Grill
    • Porch
    • Outdoor Dining Area
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. <BR>Sun Porch & Plenty of parking.<BR>A perfect place to relax and enjoy Annapolis, the property is available all year... View all property information
    Location Information
    Annapolis, Maryland
    5 of 5 stars Reviewed 22 September 2015
    We were there for 2/C midshipmen Parent Weekend, and we loved it. It felt like home, it was very cozy, we could all do our own thing or be together. We went to a Navy football...
    5 of 5 stars Reviewed 6 July 2015
    I came down with a group of friends for a birthday weekend. This house could not have been more perfect! Beautiful decorations, fun upstair loft/bedroom, comfy accommodations, it...
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    1 / 17
    Annapolis, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
    • Grill
    • Private Garden
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    We bought and renovated this rowhouse in 2007 for a second home for friends and family to stay in and it eventually evolved into one of the most popular rental properties in all of Historic Annapolis. A former " Home of the Week" it is also one of the most photographed homes downtown. ( Oct... View all property information
    Location Information
    Annapolis, Maryland
    1 / 17
    5 of 5 stars (3) Excellent
    Rock Hall, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    • Patio
    • DVD Player
    • Porch
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This Spacious Home provides 3 Bedrooms and 2 bathrooms. Each room sleeps 2 people comfortably, and an old fashion cot is provided to sleep one more. This home is completely equipped with all the comforts of home. The Central location is in the heart of the Marina district, steps from Waterman’s... View all property information
    Location Information
    Rock Hall, Maryland
    1 / 9
    5 of 5 stars (1) Excellent
    Bozman, MD
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
    • Patio
    • Waterfront
    • Grill
    • Porch
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-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... View all property information
    Location Information
    Bozman, Talbot County
    1 / 12
    Rock Hall, MD
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    Enjoy the gentle tidal waters of the Chesapeake Bay and its tributaries from your private overlook. The Captain’s Quarters at Spring Cove is a crisp and contemporary second floor living space with great water views. An exterior stairway leads to an ample deck where you can enjoy breakfast and... View all property information
    Location Information
    Rock Hall, Maryland
    1 / 7
    5 of 5 stars (9) Excellent
    Bozman, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    • Satellite TV
    • Grill
    • Internet Access
    • Patio
    • Air Conditioning
    • Porch
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    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 queens, 1 double, daybed w/trundle, 5 twins) 2 ½ baths, fireplace, 3 TV’s, DVD, cable, wireless internet, large... View all property information
    Location Information
    Bozman, Talbot County
    5 of 5 stars 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 a...
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    1 / 24
    Annapolis, MD
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • Waterfront
    • Satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Waterfront Property (built in 2000) minutes outside Annapolis, Maryland. Expansive views of the river from this gated custom built home (2176 sq ft excluding basement) with 278' pier on private lot with your own 50' sandy beach. This comfortable home boasts 3-4 bedrooms (and Murphy bed in the... View all property information
    Location Information
    Annapolis, Maryland
    1 / 23
    Annapolis, MD
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Private Garden
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Annapolis, Maryland
    1 / 50
    5 of 5 stars (1) Excellent
    Annapolis, MD
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Satellite TV
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    • Housekeeping...
    • Patio
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Annapolis, Maryland
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    1 / 11
    Stevensville
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Come to our beautiful vacation home and enjoy the scenic view while having fun on the water. Love Point Bay Vacation Home is at the mouth of the Chester River, where it connects to the Chesapeake Bay on Maryland's Eastern Shore. You will feel right at home, yet free of your everyday stress. Leave... View all property information
    Location Information
    Stevensville, Kent Island
    1 / 10
    Annapolis, MD
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Annapolis, Maryland
    1 / 7
    Annapolis, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • DVD Player
    • Central Heating
    • Internet Access
    • Grill
    • Patio
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-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... View all property information
    Location Information
    Annapolis, Maryland
    1 / 24
    Annapolis, MD
    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
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    HOUSE<BR>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... View all property information
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    Annapolis, Maryland
    1 / 16
    Annapolis, MD
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • x
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    • x
    About this property
    *** 20% Off Summer Rates!! Was $162, now $129 *** 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... View all property information
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    Annapolis, Maryland
    1 / 9
    Rock Hall, MD
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
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    • Porch
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Charming 3 bed / 1 bath single family home with screened in front porch. Relax on the rocking chairs as you take in the charm of this lovely town on one of the prettiest streets in Rock Hall. Ample parking, large back yard with BBQ, tables and chairs to relax with family and friends after spending... View all property information
    Location Information
    Rock Hall, Maryland
    1 / 23
    Annapolis, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Waterfront
    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Comfortable Timber Frame deep waterfront home in Annapolis close to USNA. Private wooded setting with wonderful water views. 3 miles to Annapolis Historic district. Easy commute to Washington, DC and Baltimore, MD. Tastefully furnished and equipped. View all property information
    Location Information
    Annapolis, Maryland
    1 / 8
    Annapolis, MD
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    A unique apartment , private entrance,private off street parking. 5 minute walk to city dock, close to many restaurants, bank, convenience store,nightlife,cafes, bakery. Professionally decorated to make a lovely ,comfortable space .Bose cd players in every room. Gourmet kitchen with Continental... View all property information
    Location Information
    Annapolis, Maryland
    1 / 26
    5 of 5 stars (1) Excellent
    Stevensville
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Air Conditioning
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    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Have the ultimate Maryland getaway by staying at this remarkable Stevensville vacation rental home, surrounded by approximately 20 breathtaking acres of open space with picturesque Eastern Shore views. Whether you're in the mood for a relaxing escape in the great outdoors or a vacation filled with... View all property information
    Location Information
    Stevensville, Kent Island
    5 of 5 stars Reviewed 10 May 2016
    From the moment you ride up the driveway you already know you are in for a wonderful experience. From the cathedral ceilings to the beautiful decor this home welcomes you. The...
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    1 / 7
    Annapolis, MD
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
    • x
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    • x
    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... View all property information
    Location Information
    Annapolis, Maryland
    1 / 14
    Edgewater, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Edgewater, Maryland
    1 / 21
    Annapolis, MD
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Waterfront
    • Patio
    • Washer
    • Grill
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Annapolis, Maryland
    1 / 6
    Annapolis, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Our home is located in the Eastport section of Annapolis and just a short walk to Main street, the Historic District and the Naval Academy. We have a large back yard that's great for entertaining, plenty of off street parking and we're just across the street from the best view of the Chesapeake Bay... View all property information
    Location Information
    Annapolis, Maryland
    1 / 5
    Annapolis, MD
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    PROTECTED WATERS, GREAT ANCHORAGES... …gorgeous natural scenery, unique towns and villages, and a forgiving bottom make the Chesapeake an excellent choice for sailors, novice and expert alike. Historic Annapolis, the crown jewel of the Mid-Atlantic, is the best sailing destination on the East... View all property information
    Location Information
    Annapolis, Maryland
    1 / 40
    Annapolis, MD
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Waterfront
    • Satellite TV
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    • Grill
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    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Yellow House is a magnificent Waterfront Property, with interior and exterior appointments, that are truly outstanding- With its magazine worthy gardens, and spacious 6 bedrooms, designed and furnished with the highest level of comfort, and relaxation. For over 9 years now we have been... View all property information
    Location Information
    Annapolis, Maryland
    1 / 32
    Annapolis, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373878 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Our spacious home is 1.5 miles from downtown and a little over 1 mile to Navy Stadium.... View all property information
    Location Information
    Annapolis, Maryland
    1 / 6
    Annapolis, MD
    2 Bedrooms, Sleeps 1 | Quick View
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    Amenities & Details
    • Private Garden
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Charming and beautifully appointed two bedroom, one bath historical home in Annapolis. It has a beautiful backyard with charcoal grill and deck, convenient street parking, bus shuttle one block away, also walking distance to Navel Academy Stadium and downtown Annapolis. Live like a real... View all property information
    Location Information
    Annapolis, Maryland
    1 / 13
    Annapolis, MD
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    • Internet Access
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    NOTE: Always feel free to call me. If anyone should ask you to wire funds to an out of country bank do not do that. Some sites have been compromised. Beautiful upgraded home in Eastport is perfectly located in small Cul De Sac neighborhoods and features spacious parking in driveway for four... View all property information
    Location Information
    Annapolis, Maryland
    1 / 24
    4 of 5 stars (1) Very good
    Annapolis, MD
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A Peaceful Oasis Overlooking Annapolis Waterfront and easy walking distance to downtown. Check out this great video of the home and property: https://youtu.be/FBqOhPJZ-qU This incredible home has 100’ of floor-to-ceiling windows nestled in the tree canopy for expansive views of Weems Creek.... View all property information
    Location Information
    Annapolis, Maryland
    4 of 5 stars Reviewed 20 October 2015
    Myself and five coworkers rented this house for a meeting. As we are from different areas across the country we usually meet at hotels. I thought we would try something different...
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    1 / 24
    Annapolis, MD
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    • Balcony
    • Internet Access
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This spacious, airy and relaxing 3 bedroom Suisse Chalet sits on Mill Creek just off of the Chesapeake Bay and the Severn River. Located on Mulberry Hill Road, Annapolis, Maryland this beautiful and spacious Suisse Chalet is located 5 minutes from the United States Naval Academy, the community of... View all property information
    Location Information
    Annapolis, Maryland
    1 / 12
    5 of 5 stars (1) Excellent
    Grasonville, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Patio
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Baydreams vacation home, a unique waterfront vacation home situated near the Kent Narrows in Queen Anne's County, on the Eastern Shore of Maryland. Book the comfort and convenience of a 4 bedroom 3 bath home offering a unique lodging to the discriminating traveler that other... View all property information
    Location Information
    Grasonville, Maryland
    5 of 5 stars Reviewed 11 August 2015
    Baydreams backs onto a Chesapeake Bay inlet. The view from the back windows is beautiful and tranquil. We were particularly impressed with a close view of ospreys nesting behind a...
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    1 / 23
    2 of 5 stars (1) Poor
    Stevensville
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Grill
    • Washer
    • Patio
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful 4 Bedroom, 4 Bath Quiet Waterfront Property, 3 queen bedrooms, 1 twin beds, 4 baths, two stories, fantastic master bedroom with mater bath complete with Roman soaking tub. Deck off of the master bedroom. Formal living room, Family room, Glass Sunroom, eat in kitchen, this spacious comes... View all property information
    Location Information
    Stevensville, Kent Island
    1 / 11
    4.5 of 5 stars (2) Very good
    Claiborne, MD
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Private Outdoor...
    • Internet Access
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful like new waterfront home on the Chesapeake Bay, 5 minute drive to Historic St. Michaels. Minutes to many quaint watermen villages. Shared waterside pool, beach, kayaks, small boat, childrens playset. The property was designed to take advantage of the incredible views of the Chesapeake... View all property information
    Location Information
    Claiborne, Talbot County
    4 of 5 stars Reviewed 27 June 2015
    We were a group of two couples each with a young child. There was more than enough room for the 6 of us. The home is well located in Claiborne, about 5 min from downtown...
    5 of 5 stars Reviewed 10 October 2014
    Very new, very clean, very spacious, very comfortable. The family thoroughly enjoyed our stay here with plenty of room to spread out, a huge kitchen, meals on the deck and...
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