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 Wye Mills, 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}
    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
    Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
    18 Vacation Rentals in Wye Mills
    loading...
    Sort by

    The following rentals are within 25 kilometres of Wye Mills, Talbot County, Maryland.

    From
    $552
    / Night
    Payment Protection
    View Details
    Overview Reviews (5)
    From
    $460
    / Night
    Payment Protection
    View Details
    Overview Reviews (1)
    From
    $256
    / Night
    Payment Protection
    View Details
    1 / 11
    Stevensville, MD
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview
    From
    $135
    / Night
    Payment Protection
    View Details
    Overview
    From
    $307
    / Night
    Payment Protection
    View Details
    Overview
    From
    $931
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Private Outdoor...
    • Boat Available
    • Water Views
    • Washer
    • Fireplace
    • Waterfront
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Walk to the attractions of St. Michaels, MD, yet private and quiet on a point of land with 500' shoreline, Bay Cottage is your home on the Chesapeake Bay with a relaxing waterside pol, private harbor and pier, organic culinary gardens, fruit farm, wellness studio, and warm hospitalities. There are... View all property information
    Make Enquiry
    From
    $552
    / Night
    Payment Protection
    View Details
    Overview
    Amenities & Details
    • Watersports Nearby
    • Air Conditioning
    • Deck
    • Satellite TV
    • Private Fishing...
    • There Are Tennis...
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cranford on the Miles is a waterfront home located on 3+ acres, in St. Michaels. Fully renovated, with Wi-Fi, there is a Master Bedroom with king bed, sitting room, and private balcony; Second Bedroom with a double bed; Third Bedroom with both a double and twin bed; and a Den with a trundle bed... View all property information
    Make Enquiry
    From
    $233
    / Night
    View Details
    Overview Reviews (1)
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Water Views
    • Grill
    • Washer
    • Air Conditioning
    • Internet Access
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The historic and recently restored Thomas Blades House is a 2 bedroom, 1.5 bathroom vacation cottage that is a short walk from the harbor, all museums, parks, restaurants, town pool, library, churches and shops in St. Michaels. The house was built around 1850 by Thomas Blades, a young sailor.... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 18 August 2014
    Location location location! Walk to perhaps the cutest town ever! Friendly people ,dog loving community, sail boats, restaurants and such a lovely little town.. Perfection found!
    See all reviews
    From
    $368
    / Night
    View Details
    Overview Reviews (3)
    Amenities & Details
    • Private Outdoor...
    • Stereo System
    • Dryer
    • Satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This house is on the former 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 Chester River and Chesapeake... View all property information
    Make Enquiry
    From
    $429
    / Night
    View Details
    Overview Reviews (2)
    Amenities & Details
    • Dryer
    • Internet Access
    • Air Conditioning
    • Washer
    • Stereo System
    • Waterfront
    • Water Views
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The historic Thomas Harrison House is located on the harbor in the center of the town of St. Michaels. This Eastern Shore/Chesapeake Bay vacation rental has magnificent water VIEWS and can accomodate up to 12 people. The house is a short walk from all the museums, parks, restaurants, churches, and... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 27 September 2014
    Friends and family stayed at the home to watch my nephew get married on 9/20/14. I must say, the house was as much of the event as the wedding celebration. We went from 6 of us...
    5 of 5 stars Reviewed 23 July 2014
    Our daughter was married at the Tidewater Inn in Easton. We rented this lovely, large home the week before the wedding to have a place for the bride to relax while we spent time...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $221
    / Night
    View Details
    Overview Reviews (12)
    Amenities & Details
    • Refrigerator
    • Patio
    • Fireplace
    • Water Views
    • Internet Access
    • Waterfront
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The recently restored historic Washington Melson House is a 2 bedroom, 1.5 bathroom vacation cottage that is a short walk from the harbor, all museums, town pool, parks, restaurants, library, churches and shops in St. Michaels. The house was built around 1840 by Washington Melson, a sailor,... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 22 August 2014
    The pictures of this house do not lie. It is that nice. We parked our car and didn't need again until we left. Close to everything. Walk to the water , sit on the bench and...
    5 of 5 stars Reviewed 20 July 2014
    We fully enjoyed our relaxing stay in the sleepy little town of St. Michaels, and would definitely return when given the chance. The location is perfect - within a one block walk...
    See all reviews
    From
    $343
    / Night
    View Details
    Overview Reviews (2)
    Amenities & Details
    • Fireplace
    • Private Fishing...
    • Washer
    • DVD Player
    • Satellite TV
    • Dryer
    • Waterfront
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Enquiry
    5 of 5 stars Reviewed 29 July 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...
    See all reviews
    From
    $307
    / Night
    View Details
    Overview Reviews (1)
    Amenities & Details
    • Dryer
    • Waterfront
    • Private Outdoor...
    • Fireplace
    • Satellite TV
    • Stereo System
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Enquiry
    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...
    See all reviews
    From
    $705
    / Night
    View Details
    Overview
    Amenities & Details
    • Satellite TV
    • Dryer
    • Waterfront
    • Deck
    • Stereo System
    • Washer
    • Internet Access
    • 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
    Make Enquiry
    From
    $552
    / Night
    View Details
    Overview
    Amenities & Details
    • Fireplace
    • Hot Tub
    • Boat Available
    • DVD Player
    • Deck
    • Washer
    • Stereo System
    • Satellite TV
    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
    From
    $343
    / Night
    View Details
    Overview
    Amenities & Details
    • Dryer
    • Fireplace
    • Internet Access
    • Deck
    • Washer
    • Balcony
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You can tell right away, from the warm sage green exterior and the peaceful creekside setting, that this charming vacation cottage promises a fun, relaxing getaway. With a 180 degree expanse of spectacular Oak Creek waterfront, the River House at Royal Oak is the pefect choice for year 'round... View all property information
    Make Enquiry
    From
    $460
    / Night
    View Details
    Overview
    Amenities & Details
    • Waterfront
    • Deck
    • Dryer
    • Washer
    • Satellite TV
    • Stereo System
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Make Enquiry
    From
    $429
    / Night
    View Details
    1 / 14
    Stevensville, MD
    3 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Overview
    Amenities & Details
    • Ping Pong Table
    • Boat Available
    • Private Fishing...
    • Stereo System
    • Air Conditioning
    • Water Views
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on the Eastern shore of Maryland, Kent Island is a small area 13 miles long and 5 miles wide. The Bay Bridge spans the Cheasapeake bay from the Western shore to Kent Island. We are 4.5 miles north of the bridge in a charming old waterfront community called Love Point! Love Point is... View all property information
    Make Enquiry