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Rock Hall Vacation Rentals

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    1 / 17
    5 of 5 bubbles (3) Excellent
    Rock Hall
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    4 of 5 bubbles (2) Very good
    Rock Hall
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (1) Excellent
    Rock Hall
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Rock Hall
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Rock Hall, Maryland 21661
    1 / 21
    Rock Hall
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Rock Hall, Maryland 21661
    1 / 23
    Rock Hall
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Rock Hall, Maryland 21661
    1 / 18
    Rock Hall
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Rock Hall, Maryland 21661
    1 / 16
    Rock Hall
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Rock Hall, Maryland 21661
    1 / 23
    Rock Hall
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Rock Hall, Maryland 21661
    1 / 10
    Rock Hall
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • ?
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    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 21661
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    1 / 13
    Rock Hall
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Rock Hall, Maryland 21661
    1 / 20
    Rock Hall
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Rock Hall, Maryland 21661
    1 / 24
    Rock Hall
    Studio, 2 Bathrooms, Sleeps 5 | Quick View
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    Rock Hall, Maryland 21661
    1 / 15
    Rock Hall
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    Rock Hall, Maryland 21661
    1 / 24
    Rock Hall
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Rock Hall, Maryland 21661
    1 / 24
    Rock Hall
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    Rock Hall, Maryland 21661
    1 / 24
    Rock Hall
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Rock Hall, Maryland 21661
    1 / 24
    Rock Hall
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Rock Hall, Maryland 21661
    1 / 20
    Rock Hall
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Location Information
    Rock Hall, Maryland 21661

    The following rentals are within 15 miles of Rock Hall, Maryland.

    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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    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 21666
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    1 / 10
    5 of 5 bubbles (6) Excellent
    Chestertown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
    • Balcony
    • Parking
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This artistic, light-filled one-bedroom apartment is located in historic Chestertown, MD. The space includes kitchen/living room combo, bedroom with queen size bed, bathroom with shower and tub. An outdoor deck with cafe table and chairs is a nice place to sit on a sunny day. It is perfect for a... View all property information
    Location Information
    Chestertown, Maryland 21620
    5 of 5 bubbles Reviewed August 27, 2015
    Absolutely the best deal for me in Chestertown. Came back to visit family and friends, and luckily this place was available. Home away from home, roomy, and I was able to work and...
    5 of 5 bubbles Reviewed November 12, 2014
    Would definitely stay again or recommend to friends. Off the beaten path but a stone's throw from everything. Clean, nicely furnished with an eye for the aesthetic. Simple and...
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    1 / 14
    4.5 of 5 bubbles (3) Very good
    Chestertown
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Patio
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located close to both Chestertown (15 minutes) and Rock Hall (30 minutes), MD this quiet, simple but energetic space is an ideal gathering place for families and friends. Stay here and relax the entire visit or explore the many activities, restaurants and cultural venues available in the Kent... View all property information
    Location Information
    Chestertown, Maryland 21620
    3 of 5 bubbles Reviewed October 17, 2014
    If the unit is under construction, do not rent it. We should have been notified of the construction and given the opportunity to cancel.
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    1 / 16
    5 of 5 bubbles (1) Excellent
    Chestertown
    4 Bedrooms, 9 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    • Patio
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This gorgeous home is located directly on the Chester River in Chestertown, Md, on the Eastern shore. There are 5 bedrooms, one down and four on the second floor. On the main floor there is a great room that is part kitchen, part TV area and part dining room. Off of this room is a lovely living... View all property information
    Location Information
    Chestertown, Maryland 21620
    5 of 5 bubbles Reviewed June 7, 2016
    Our group - kids and adults - thoroughly enjoyed our stay here. We loved being right on the water and enjoyed the beautiful view. The house was very clean and spacious. It was...
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    1 / 11
    4 of 5 bubbles (2) Very good
    Chestertown
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    A 3 bedroom house on the Chester River with amazing sunsets over the dock. Fully equipped, with central air conditioning, dishwasher, washer, dryer and parking - also free use of kayaks to enjoy the Chester River. An ideal property for those dropping off, picking up, or just visiting a student at... View all property information
    Location Information
    Chestertown, Maryland 21620
    3 of 5 bubbles Reviewed August 15, 2015
    The sunsets are magnificent. The house is comfy, but showing some deferred maintenance like grass growing from the gutters, green stuff on the exterior, landscaping so very...
    5 of 5 bubbles Reviewed August 29, 2014
    what a beautiful area of md. to stay at for an relaxing get away.the beautiful sun sets and sunrise.
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    1 / 28
    5 of 5 bubbles (3) Excellent
    Chestertown
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Private Yard
    • Patio
    • Parking
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Quaint, modest one-bedroom cottage near the Chesapeake Bay. Relax and discover the culture, history, nature & cuisine of Maryland's Eastern Shore. Perfect for families, couples and friends. Guests can enjoy great views of the bay and sunsets from the owner's property, which is adjacent to... View all property information
    Location Information
    Chestertown, Maryland 21620
    5 of 5 bubbles Reviewed September 8, 2016
    We have been at this rental for 5 nights now, so thought we would review before we leave the day after tomorrow. The accommodation is set amongst trees near the owners home, with...
    5 of 5 bubbles Reviewed June 10, 2014
    My husband and I were lucky enough to stay in a charming little guest house on the Bay (Tolchester area of Chestertown, MD). House is almost right on the water, very clean, very...
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    1 / 22
    5 of 5 bubbles (1) Excellent
    Chestertown
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Air Conditioning
    • Grill
    • Parking
    • Outdoor Dining Area
    • Private Yard
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Modern, Cozy 2-Bedroom Cottage with sleeping loft. Views of the Chesapeake Bay from house and wraparound deck. Perfect destination for a couples getaway, family trip or friends gathering to enjoy the Bay & Sunsets. Located in the scenic, serene environs of the Eastern Shore of Maryland in... View all property information
    Location Information
    Chestertown, Maryland 21620
    5 of 5 bubbles Reviewed September 24, 2015
    I took my mother here for a getaway birthday weekend. I wanted somewhere we could relax but also be inspired by our surroundings. This quaint cottage was perfect. Nestled close to...
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    1 / 19
    Cape Saint Claire
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
    • Private Yard
    • Wi-Fi
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    located in a safe residential neighborhood with free parking. We are close to shopping, restaurants and the Chesapeake Bay; just minutes drive to the naval academy and downtown Annapolis. Our space is super clean, super spacious, and super comfortable! We are committed to providing you a great... View all property information
    Location Information
    Cape Saint Claire, Maryland 21409
    1 / 7
    Chestertown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A delightful one-bedroom apartment located in historic Chestertown. Close to Washington College & Heron Point. Apartment accommodates 2 guests. It is the perfect place for enjoying this historic, artistic town on Maryland's Eastern Shore. The space includes kitchen/living room combo, bedroom with... View all property information
    Location Information
    Chestertown, Maryland 21620
    1 / 34
    5 of 5 bubbles (21) Excellent
    Centreville
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Porch
    • Satellite TV
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    • Waterfront
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This house is on the estate of John Raskob, builder of the Empire State Building. The four-bedroom, two-bath house is one of seven that Raskob built for his farm employees. Now it has its own dock and swimming pool fronting on Grove Creek, with access to the two-mile-wide Chester River and... View all property information
    Location Information
    Centreville, Maryland 21617
    1 / 12
    Stevensville
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Watch the beautiful sunrise and sunset from the privacy of the guest house. House has separate entrance for your privacy. 3 bedrooms and 2 full bath - with a spa bath in the master bath. Ample living room with ample dining and kitchen areas. Guests can enjoy their home cooking as kitchen is fully... View all property information
    Location Information
    Stevensville, Kent Island 21666
    1 / 26
    5 of 5 bubbles (1) Excellent
    Stevensville
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Waterfront
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    • 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 21666
    5 of 5 bubbles Reviewed May 10, 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 / 35
    5 of 5 bubbles (13) Excellent
    Chester
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Satellite TV
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    • Secure Parking
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Swan Cove Condominiums at Kent Narrows(#49064) with private beach and views of the Chesapeake bay! - Brand new luxury condominium with 3000 sq ft, 4 bedrooms, 3 ½ bathrooms, one large family room with open kitchen, one large sunny living room and dinning area. There are 2 king size bed, 2 queen... View all property information
    Location Information
    Chester, Kent Island 21619
    5 of 5 bubbles Reviewed January 11, 2016
    My family used this home for 10 days over Christmas and New Year. It was just perfect. Plenty of room for our Christmas tree, decorations and packages. Spotlessly clean bedrooms...
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    1 / 21
    5 of 5 bubbles (3) Excellent
    Chester
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Patio
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Washer
    • Grill
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Waterfront Rancher on 3 acres, centrally located between Washington DC, St. Michaels, Annapolis, and Baltimore. 4 Bed/2 Bath home with central air sleeps 8. This home has been in our family for over 50 years and is a special place. Over the years there have been many updates to the home. The... View all property information
    Location Information
    Chester, Kent Island 21619
    5 of 5 bubbles Reviewed January 6, 2016
    We have stayed in this home several times and will return in July. It is a wonderful house with a private master suite at one end, two bedrooms with a 2nd bath at the other.The...
    5 of 5 bubbles Reviewed July 29, 2013
    First I would like to say thanks, to Harry, and Scott. They were the best host, I've encountered. They have a property, they can be proud of. The house was just excellent. The...
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