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Holiday Homes and Apartments Ridgely, MD and nearby

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    From
    $154
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    1 / 22
    5 of 5 stars (1) Excellent
    Ridgely
    5 Bedrooms, 5 Bathrooms, Sleeps 13
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    The following rentals are within 40 kilometres of Ridgely, Maryland.

    From
    $203
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    1 / 11
    4 of 5 stars (2) Very good
    Chestertown
    3 Bedrooms, 1 Bathroom, Sleeps 7
    other travellers have booked this property
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    From
    $139
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    1 / 10
    5 of 5 stars (6) Excellent
    Chestertown
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travellers have booked this property
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    From
    $168
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    1 / 28
    5 of 5 stars (2) Excellent
    Chestertown
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • TV
    • Water Views
    • Watersports Nearby
    • Air Conditioning
    • Refrigerator
    • Internet Access
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This cozy one-bedroom house is a wonderful spot for a weekend getaway or as a base to discover the culture, history and cuisine of Maryland's Eastern Shore. Enjoy nature, birds - bald eagles, ospreys, blue herons - stunning sunsets and more by the bay. The one-bedroom house includes full kitchen,... View all property information
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    Location Information
    Chestertown, Maryland 21620
    5 of 5 stars Reviewed 11 June 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...
    5 of 5 stars Reviewed 10 June 2014
    I stayed at Francesca's lovely Bayview cottage on the Chesapeake Bay in Tolchester, Maryland this weekend. The cottage is delightful, with porches on three sides, comfy beds, and...
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    $126
    / Night
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    1 / 40
    4 of 5 stars (4) Very good
    Trappe
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Internet Access
    • DVD Player
    • Watersports Nearby
    • Private Fishing...
    • TV
    • Waterfront
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful, serene waterfront home on the Chesapeake Bay. One hour from the Atlantic Ocean (Ocean City, Assateague Island) and Annapolis, One and a half hours from Washington DC and Baltimore. Many nearby places worth visiting, including picturesque St. Michaels and the Blackwater Wildlife Refuge... View all property information
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    Location Information
    Trappe, Talbot County 21673
    4 of 5 stars Reviewed 24 July 2015
    We had a blast. The property, although the actual house could use a bit of updating, is GORGEOUS. We did notice that the home definitely housed a pet or two but did not smell...
    1 of 5 stars Reviewed 8 July 2015
    I never write a review for good or bad experiences but I could not let this one go. Dimitri was very friendly in the exchange of information before arriving to the house. The only...
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    $293
    / Night
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    Stevensville
    2 Bedrooms, 1 Bathroom, Sleeps 6
    other travellers have booked this property
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Stevensville, Kent Island 21666
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    $154
    / Night
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    Greensboro
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
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    Overview
    Amenities & Details
    • Watersports Nearby
    • Waterfront
    • Wi-Fi
    • Ocean Views
    • Water Views
    • TV
    • Air Conditioning
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    HOME ON THE RIVER: A view of Choptank River (read James Michener's 'Chesapeake') from all rooms in airy 2 bedroom waterfront apartment with full kitchen & bath. Separate entrance, patio, dock with canoe and kayaks. Peaceful setting within 2 miles of town and relatively close to Washington D.C.,... View all property information
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    Location Information
    Greensboro, Maryland 21639
    From
    $414
    / Night
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    1 / 12
    4.5 of 5 stars (3) Very good
    Chestertown
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    other travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Fireplace
    • Water Views
    • DVD Player
    • Deck
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Chestertown, Maryland 21620
    3 of 5 stars Reviewed 18 October 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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    $351
    / Night
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    1 / 17
    5 of 5 stars (3) Excellent
    Rock Hall
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Stereo System
    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Rock Hall, Maryland 21661
    From
    $421
    / Night
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    1 / 20
    5 of 5 stars (1) Excellent
    Easton
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other traveller has booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Water Views
    • Satellite TV
    • Dryer
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Exclusive 2 bedroom upstairs waterfront apartment with private entrance located 20 minutes from historic Easton and St. Michaels and 30 minutes from Oxford. Enjoy the sunrise each morning on your own private deck overlooking one of the most peaceful and unique surroundings the Eastern Shore has to... View all property information
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    Location Information
    Easton, Talbot County 21601
    5 of 5 stars Reviewed 26 July 2015
    This was beyond what I could of hoped for in every way. I actually think the photos on the listing do not do it justice. The property was so tranquil and beautiful. The owner is...
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    $351
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    1 / 15
    4 of 5 stars (2) Very good
    Rock Hall
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Rock Hall, Maryland 21661
    4 of 5 stars Reviewed 17 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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    From
    $252
    / Night
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    Rock Hall
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travellers have booked this property
    Overview Make Enquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • 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
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    Location Information
    Rock Hall, Maryland 21661
    From
    $1,201
    / Night
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    1 / 29
    Trappe
    8 Bedrooms, 6 Bathrooms, Sleeps 16
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Private Fishing...
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Martins Point is a late 18th Century house and cottages on Maryland's historic Eastern Shore where the Underground Railroad once passed through the property. It is located on a secluded finger of land, surrounded by water on three sides, a place to unwind, immerse yourself in the natural beauty of... View all property information
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    Location Information
    Trappe, Talbot County 21673
    From
    $982
    / Night
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    Easton
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Ocean Views
    • Watersports Nearby
    • Air Conditioning
    • Waterfront
    • Private Outdoor...
    • Water Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    4+ acres on Shipshead Creek off of St. Michaels road. Fully furnished (2 king and 4 twin beds), heated pool, deep water dock, tennis court,and pet friendly. Boat, Jet Ski, Paddle Board, Kayak, Canoe, and Bike rentals can be arranged-Inquire if interested The Space Pet Friendly waterfront... View all property information
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    Location Information
    Easton, Talbot County 21601
    From
    $842
    / Night
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    1 / 29
    Magnolia, DE
    6 Bedrooms, 3 Bathrooms, Sleeps 17
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Water Views
    • Fireplace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy a week at this OCEAN BLOCK 6 bedroom home sleeping 17 people. Just steps to the board walk and downtown, this home will serve as your base in S. Rehoboth where you can enjoy the public, guarded beach and all that downtown Rehoboth has to offer including a fantastic range of restaurants and... View all property information
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    Location Information
    Magnolia, Delaware 19960
    From
    $330
    / Night
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    Rock Hall
    3 Bedrooms, 1 Bathroom, Sleeps 8
    other traveller has booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Washer
    • Patio
    • Refrigerator
    • Grill
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    Location Information
    Rock Hall, Maryland 21661
    From
    $771
    / Night
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    1 / 23
    2 of 5 stars (1) Poor
    Stevensville
    4 Bedrooms, 4 Bathrooms, Sleeps 14
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Deck
    • Stereo System
    • Boat Available
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Stevensville, Kent Island 21666
    2 of 5 stars Reviewed 5 August 2015
    Let me start off by saying the house was very accommodating for a large party. Myself and some friends rented this location for "guys" weekend. Twelve of us stayed at the house...
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    From
    $771
    / Night
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    1 / 23
    Stevensville
    4 Bedrooms, 4 Bathrooms, Sleeps 14
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Internet Access
    • DVD Player
    • Stereo System
    • Deck
    • Satellite TV
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Stevensville, Kent Island 21666
    From
    $631
    / Night
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    1 / 12
    Grasonville
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Boat Available
    • Stereo System
    • Waterfront
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Grasonville, Maryland 21638
    From
    $631
    / Night
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    1 / 12
    5 of 5 stars (1) Excellent
    Grasonville
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Boat Available
    • Air Conditioning
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Enquiry
    Location Information
    Grasonville, Maryland 21638
    5 of 5 stars Reviewed 12 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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