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.

Holiday villas in Ridgely, MD

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
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 30 Rentals in the Ridgely Area
loading...
From
€87
Per Night
Ridgely
5 Bedrooms, 4 Bathrooms, Sleeps 13
35 photos Details
Make Enquiry

The following rentals are within 40 kilometers of Ridgely, Maryland.

From
€198
Per Night
Rock Hall
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (2) Make Enquiry
Make Enquiry
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...
See all reviews
From
€71
Per Night
Trappe
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
31 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 26 August 2014
Beautiful home and view of the bay. Private beach was amazing. Perfect for a group of friends or a couple looking to get away. I will definitely be staying here again!
5 of 5 stars Reviewed 14 August 2014
Our stay was incredible!! The house was spotless and offered every convience one could want! If it wasn't there all you had to do was ask for it and he provided it or informed you...
See all reviews
From
€111
Per Night
Chestertown
3 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
11 photos Details
Reviews (1) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 30 August 2014
what a beautiful area of md. to stay at for an relaxing get away.the beautiful sun sets and sunrise.
See all reviews
From
€356
Per Night
St. Michaels
3 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
13 photos Details
Reviews (5) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 10 September 2014
The home was absolutely beautiful. Right around the corner from the town. Perfect location! We had been to St. Michaels 3 times before this trip and now we finally found our...
5 of 5 stars Reviewed 19 August 2014
Very comfortable, well furnished and equipped house with both modern and historical features. We took advantage of the great location to walk to tourist sites, restaurants and...
See all reviews
From
€296
Per Night
St. Michaels
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details
Reviews (1) Make Enquiry
From
€198
Per Night
Rock Hall
3 Bedrooms, 2 Bathrooms, Sleeps 7
17 photos Details
Reviews (3) Make Enquiry
From
€95
Per Night
Chestertown
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
28 photos Details
Reviews (2) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 10 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...
See all reviews
From
€78
Per Night
Chestertown
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
10 photos Details
Reviews (4) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 26 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...
5 of 5 stars Reviewed 9 June 2014
My wife and I had a wonderful stay at Francesca's apartment in Chestertown. We were in town just for a quick weekend wedding, and it was the perfect place for us to stay. Like...
See all reviews
From
€142
Per Night
Rock Hall
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
Make Enquiry
Get the List
From
€79
Per Night
Greensboro
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
28 photos Details
Make Enquiry
From
€138
Per Night
Rock Hall
3 Bedrooms, 3 Bathrooms, Sleeps 9
10 photos Details
Make Enquiry
From
€198
Per Night
Oxford
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Make Enquiry
From
€233
Per Night
Chestertown
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
12 photos Details
Make Enquiry
From
€205
Per Night
Chestertown
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
Make Enquiry
From
€1,186
Per Night
Oxford
Studio, 3 Bathrooms, Sleeps 6
7 photos Details
Make Enquiry
From
€198
Per Night
Easton
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Make Enquiry
From
€600
Per Night
St. Michaels
6 Bedrooms, 6 Bathrooms, Sleeps 12
Bookings
38 photos Details
Make Enquiry
From
€150
Per Night
St. Michaels
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
Reviews (1) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 19 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
€285
Per Night
St. Michaels
7 Bedrooms, 4 Bathrooms, Sleeps 11
12 photos Details
Reviews (1) Make Enquiry
Make Enquiry
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
From
€119
Per Night
St. Michaels
2 Bedrooms, 2 Bathrooms, Sleeps 5
20 photos Details
Reviews (12) Make Enquiry
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
€395
Per Night
Trappe
8 Bedrooms, 6 Bathrooms, Sleeps 16
29 photos Details
Make Enquiry
From
€158
Per Night
Magnolia, DE
6 Bedrooms, 3 Bathrooms, Sleeps 17
29 photos Details
Make Enquiry
From
€221
Per Night
St. Michaels
3 Bedrooms, 3 Bathrooms, Sleeps 6
9 photos Details
Make Enquiry
From
€904
Per Night
St. Michaels
6 Bedrooms, 5 Bathrooms, Sleeps 12
16 photos Details
Make Enquiry
From
€356
Per Night
Grasonville
4 Bedrooms, 3 Bathrooms, Sleeps 10
12 photos Details
Make Enquiry
From
€564
Per Night
St. Michaels
5 Bedrooms, 4 Bathrooms, Sleeps 8
11 photos Details
Make Enquiry
From
€4,150
Per Week
St. Michaels
5 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details
Make Enquiry
From
€1,130
Per Night
St. Michaels
6 Bedrooms, 7 Bathrooms, Sleeps 12
16 photos Details
Make Enquiry
From
€4,348
Per Week
St. Michaels
5 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details
Make Enquiry
Go to map view
Book Online(17)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (9)
  • Suitable for children (17)
  • Pet friendly (13)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (25)
  • Internet (24)
  • Other outdoor space (24)
  • Grill (22)
  • Washer/Dryer (20)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities