Photo by Marie

Search Vacation Homes in Ridgely

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 95 Vacation Homes in Ridgely with updated reviews, rates, and availability.

Walk to Everything House
10.0 out of 10, Exceptional, (69)
"We enjoyed this lovely historic home that is a short walk to attractions in St Michaels. It has a nice patio out back and is very close to a coffee shop."
Walk to Everything House
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
10.0 out of 10, Exceptional, (5)
"Our stay here with Brenda was amazing! She was very pleasant and professional! She even suggested a few things for us to do in the area. The home had everything we could have needed and wanted. The place looks even better in person than the pictures! We can’t wait to book again!"
The price is SAR 657
SAR 1,245 total
includes taxes & fees
24 Sep - 25 Sep
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
River Front, Private Single Family Home
10.0 out of 10, Exceptional, (4)
"We loved the house with all the amenities and especially the expansive yard, bay view, hot tub and fire ring. "
River Front, Private Single Family Home
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (29)
"Perfect for a 3 day visit! "
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Dollhouse in Central Historic St Michaels
9.6 out of 10, Exceptional, (44)
"This is a lovely historic home that is close to town. It's nicely decorated, has a screened deck out back, and makes for a comfortable stay."
Dollhouse in Central Historic St Michaels
Grasonville Home w/ Private Pool on the Water
10.0 out of 10, Exceptional, (16)
"We had a great stay! Scott was a fabulous host and answered all of our questions. The location was perfect and the home was well equipped for all of our needs. Will definitely be back!"
Grasonville Home w/ Private Pool on the Water
Peaceful Queenstown Home w/ Deck & Grill!
9.6 out of 10, Exceptional, (4)
"I came to the area to celebrate the holiday with friends and made the decision to stay at this property in lieu of a hotel for the privacy and comfort of a home versus a room. It was a great decision as I thoroughly enjoyed the property and the amenities were just as advertised. Great experience, thanks. "
Peaceful Queenstown Home w/ Deck & Grill!
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
10.0 out of 10, Exceptional, (21)
"Perfect choice for our group. 2 adult couples in the house and our son, his wife and 2 small children in the detached suite. Impressive water pressure in the shower!!! Wish we had time to stay longer. Quiet neighborhood, very relaxing. "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
10.0 out of 10, Exceptional, (1)
"This was the most peaceful and perfect property. I felt like I was on vacation and able to relax! We would definitely return if we are in the area again."
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
10.0 out of 10, Exceptional, (45)
"We had a wonderful stay at Nauti or Knot. The property was beautiful, spacious, clean and as described. The amenities were plentiful and thoughtful. Diane was easy to reach with any questions. We would love to stay here again! Five stars!"
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16
St. Michaels Waterfront Home
9.6 out of 10, Exceptional, (24)
"The whole family loved our stay here. From fishing and crabbing off the dock, to watching the sunrise over the water. We had a great long weekend here and will be certain to come back."
St. Michaels Waterfront Home
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
9.8 out of 10, Exceptional, (9)
"Our stay was amazing. The house is beautiful. The views and peaceful location were completely used. We had many fun game nights and dinners around the table, the kitchen easily provided many happy meals. The gas grill, the fire pit were easy to use. The kayaks were a lot of fun. Sitting on the dock enjoying the peaceful quiet mornings was rejuvenating. The pool chairs and umbrellas were really nice. A ping pong table in the garage was a ton of fun too. The extra fridge/freezer was handy and the...
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
Waterfront Paradise on the Eastern Shore of Chesapeake Bay
10.0 out of 10, Exceptional, (61)
"What an amazing place... the sunsets, the house, the pool, the amenities... absolutely everything was perfect! The owner was super helpful! "
Waterfront Paradise on the Eastern Shore of Chesapeake Bay
Hidden gem with water and golf course views! Bike ride to downtown!
10.0 out of 10, Exceptional, (29)
"We had a wonderful time! The house was described perfectly. It was clean and comfortable and everything we needed it to be to enjoy our time! "
Hidden gem with water and golf course views! Bike ride to downtown!
Downtown St. Michaels | Bikes | Kayaks | Private Pier
9.8 out of 10, Exceptional, (23)
"Gorgeous home, wonderfully stocked and close to restaurants and shops. Love the bikes and all the thoughtful touches in the home. Would definitely come back."
Downtown St. Michaels | Bikes | Kayaks | Private Pier
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
9.4 out of 10, Exceptional, (25)
"This house was a very good fit for our family gathering. Well equipped kitchen helped for the T-day meal preps. Weather did not cooperate to allow much use of the wonderful yard. Very private location. Walkable to town but more than a mile each way."
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
9.8 out of 10, Exceptional, (8)
"It was comfortable, and the dog adjusted well. The Train took a bit to get use to, but it was all good."
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
Waterfront Sunset Bayview: sleeps 6
10.0 out of 10, Exceptional, (9)
"The house was beautiful. Very clean. Had cookware for all your needs. We loved sitting on the dock to watch the sunset. The owner answered any questions I had very promptly. I would love to come back with our boat."
Waterfront Sunset Bayview: sleeps 6
HGTV quality private guest suite, country getaway
10.0 out of 10, Exceptional, (3)
"The Zen Den guest suite was amazing! Spacious, clean and comfortable with outstanding accoutrements. We had the pleasure of being able to meet the property managers (Tammy and Justin) who were super friendly and gracious. Definitely a return trip in our future!"
HGTV quality private guest suite, country getaway
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels
10.0 out of 10, Exceptional, (14)
"We frequently visit the eastern shore and this was a wonderful long weekend. Great location and excellent house: clean, great amenities and beautiful location. "
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels
Don't see what you're looking for?
See all available properties in Ridgely
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Ridgely

Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, (87)
"All as advertised Wonderful option to a hotel"
The price is SAR 525
SAR 1,313 total
includes taxes & fees
26 Sep - 27 Sep
Cass-Away Luxury Houseboat
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
10.0 out of 10, Exceptional, (5)
"Our stay here with Brenda was amazing! She was very pleasant and professional! She even suggested a few things for us to do in the area. The home had everything we could have needed and wanted. The place looks even better in person than the pictures! We can’t wait to book again!"
The price is SAR 657
SAR 1,245 total
includes taxes & fees
24 Sep - 25 Sep
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (29)
"Ideal vacation for family of 22. It suited everyone."
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.