We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Galena, MD and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 15 Rentals in the Galena Area
    loading...
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 5
    Galena
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry

    The following rentals are within 40 kilometres of Galena, Maryland.

    From
    $156
    / Night
    Payment Protection
    View Details
    1 / 28
    5 of 5 stars (2) Excellent
    Chestertown
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    From
    $189
    / Night
    Payment Protection
    View Details
    1 / 11
    5 of 5 stars (1) Excellent
    Chestertown
    3 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $129
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (5) Excellent
    Chestertown
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Deck
    • TV
    • Watersports Nearby
    • Waterfront
    • Internet Access
    • There Are Tennis...
    • Air Conditioning
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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 air mattress can be set up in the living room for 2 additional guests. An outdoor deck with cafe... View all property information
    Make Enquiry
    Location Information
    Chestertown, Maryland 21620
    5 of 5 stars Reviewed 12 November 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...
    5 of 5 stars Reviewed 25 July 2014
    We enjoyed our stay in this very pleasant and bright apartment, walking distance to the visitor's center, the downtown with many shops and restaurants, and the Chester River. The...
    See all reviews
    From
    $124
    / Night
    Payment Protection
    View Details
    1 / 4
    4.5 of 5 stars (4) Very good
    Delaware City, DE
    1 Bedroom / 1 Bathroom / Sleeps 3
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • DVD Player
    • Deck
    • Air Conditioning
    • Internet Access
    • Refrigerator
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    LIFE ON THE CANAL IS GOOD! The Delaware City Guest House is a daily / extended stay rental. It is a fully furnished water front rental centrally located between Baltimore and Philadelphia and is close to the Univ. of Delaware, Delaware Park Casino and Dover Downs Casino. Your front deck will be a... View all property information
    Make Enquiry
    Location Information
    Delaware City, Delaware 19706
    4 of 5 stars Reviewed 12 May 2015
    We had a great time staying here. Close to everything but out of the way. Newark was minutes away. Route 1 is minutes away to places south and north. Great little charming town...
    5 of 5 stars Reviewed 29 October 2014
    Clean, well maintained house in a great location on Canal Street. Within 20 feet is the canal with all the sailboats docked, ready to go into the Delaware Bay. Close to the...
    See all reviews
    From
    $384
    / Night
    Payment Protection
    View Details
    1 / 12
    4.5 of 5 stars (3) Very good
    Chestertown
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    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
    Make Enquiry
    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.
    See all reviews
    From
    $326
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (3) Excellent
    Rock Hall
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (3) Make Enquiry
    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
    Make Enquiry
    Location Information
    Rock Hall, Maryland 21661
    From
    $326
    / Night
    Payment Protection
    View Details
    1 / 15
    4 of 5 stars (2) Very good
    Rock Hall
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    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
    Make Enquiry
    Location Information
    Rock Hall, Maryland 21661
    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...
    See all reviews
    From
    $234
    / Night
    Payment Protection
    View Details
    1 / 12
    Rock Hall
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    Rock Hall, Maryland 21661
    From
    $749
    / Night
    Payment Protection
    View Details
    1 / 4
    North East
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Private Fishing...
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Custom lighthouse with 4 bedrooms and 4 baths overlooking the Chesapeake Bay. Within one hour from Baltimore, MD, Wilmington DE, and Lancaster, PA. Perfect for large families, weddings, ect. View all property information
    Make Enquiry
    Location Information
    North East, Maryland 21901
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $326
    / Night
    Payment Protection
    View Details
    1 / 10
    North East
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Water Views
    • Waterfront
    • Dryer
    • Satellite TV
    • Washer
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come vacation in this brand-new home in beautiful Elk Neck and you will be glad you did! It is definitely a most gorgeous location and very peaceful, set back in the woods along the river. Elk Neck is approximately eight miles south of the town of North East, MD where there are many neat little... View all property information
    Make Enquiry
    Location Information
    North East, Maryland 21901
    From
    $248
    / Night
    Payment Protection
    View Details
    1 / 15
    Chestertown
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Washer
    • Wi-Fi
    • Housekeeping...
    • Satellite TV
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our Victorian cottage, built in the 1880s and upgraded to more modern standards, offers the best of both worlds: A bit of a rural feel, with a fenced-in side yard and back yard, a lovely porch swing, and ... easy strolling distance to the downtown historic Chestertown. Did you know that the... View all property information
    Make Enquiry
    Location Information
    Chestertown, Maryland 21620
    From
    $306
    / Night
    Payment Protection
    View Details
    1 / 9
    Rock Hall
    3 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    Rock Hall, Maryland 21661
    From
    $46
    / Night
    Payment Protection
    View Details
    1 / 4
    Elkton
    1 Bedroom / 2 Bathrooms / Sleeps 2
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Horse Riding Nearby
    • Children's Pool
    • Housekeeping...
    • Wi-Fi
    • Water Views
    • Swingset
    • Air Conditioning
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Cozy cute bedrooms in beautiful wooded setting, close to Fair Hill nature preserve, in Elkton, MD 21921. I have two bedrooms, one for 1 person and one is double bed 2 person with shared bathroom, shared kitchen, laundry corner, sun room, pesticide free gardens and eco conscious woods. Short term or... View all property information
    Make Enquiry
    Location Information
    Elkton, Maryland 21921
    From
    $390
    / Night
    View Details
    1 / 12
    5 of 5 stars (1) Excellent
    Perryville
    5 Bedrooms / 2 Bathrooms / Sleeps 13
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Waterfront
    • Satellite TV
    • Deck
    • Internet Access
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Feel yourself unwind as soon as you pull in the drive and take in the splendid water views from the decks of this private home on the North East River. Listen as the blue herons call while fishing in the shallows, and watch the bald eagles and ospreys circle in search of prey. The river's mood... View all property information
    Make Enquiry
    Location Information
    Perryville, Maryland 21903