- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Find vacation rentals that suit your style
Our top choices for Ridgely vacation homes




1. Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MDDenton
10.0 out of 10, Exceptional, (15 reviews)
10/10
Exceptional
(15 reviews)
"The house was perfect, welcoming and comfortable, will be coming back again"
"The house was perfect, welcoming and comfortable, will be coming back again"Dallas S.
The price is CA $318
CA $318
CA $495 total
includes taxes & fees
Dec 1 - Dec 2




2. Family Retreat at Lansdowne Manor
Family Retreat at Lansdowne ManorCentreville
10.0 out of 10, Exceptional, (14 reviews)
10/10
Exceptional
(14 reviews)
"We had an amazing stay for a wedding weekend! Beautiful grounds, beautiful house, lots of room for kids and dogs. Would definitely stay again! "
"We had an amazing stay for a wedding weekend! Beautiful grounds, beautiful house, lots of room for kids and dogs. Would definitely stay again! "Emily C.
The price is CA $338
CA $338
CA $407 total
includes taxes & fees
Nov 16 - Nov 17




3. Turnbridge Manor
Turnbridge ManorDenton
9.8 out of 10, Exceptional, (18 reviews)
9.8/10
Exceptional
(18 reviews)
"Beautiful home. Plenty of space inside with great outdoor spaces. Very clean and easy to contact host. Family friendly-would highly recommend!"
"Beautiful home. Plenty of space inside with great outdoor spaces. Very clean and easy to contact host. Family friendly-would highly recommend!"Jessica H.
The price is CA $565
CA $565
CA $893 total
includes taxes & fees
Dec 1 - Dec 2




4. Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Cozy 1-bedroom in-law suite in lovely Chestertown with ACChestertown
8.0 out of 10, Very good, (1 review)
8.0/10
Very good
(1 review)
"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...
"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...Miriam G.
The price is CA $280
CA $280
CA $392 total
includes taxes & fees
Nov 19 - Nov 20




5. Family Friendly Cozy 3 Bedroom Duplex
Family Friendly Cozy 3 Bedroom DuplexGrasonville
The price is CA $381
CA $381
CA $439 total
includes taxes & fees
Nov 24 - Nov 25
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.
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.
Learn more about Ridgely
Experience Ridgely: its food, natural setting, and more!

Top reviews in Ridgely




Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
10/10 Excellent
This was a great place to stay! Very clean and friendly staff!
This was a great place to stay! Very clean and friendly staff!
justin




Hampton Inn Easton
Hampton Inn EastonEaston
10/10 Excellent
Good place all in all
Good place all in all
Wahid




Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
10/10 Excellent
Clean room excellent breakfast and excellent front desk
Clean room excellent breakfast and excellent front desk
Vito




Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
10/10 Excellent
Good place
Good place
Uri




The Tidewater Inn
The Tidewater InnEaston
8/10 Good
It's an older property, so the building showed a bit of its age, and the room and bathroom were small. However, the room was clean and the beds were very comfortable. Enjoyed our one night stay and pre-dinner drink at the Tavern. Location is perfect in the heart of town.
It's an older property, so the building showed a bit of its age, and the room and bathroom were small. However, the room was clean and the beds were very comfortable. Enjoyed our one night stay and pre-dinner drink at the Tavern. Location is perfect in the heart of town.
Anonymous traveller




The Wildset
The WildsetDowntown St. Michaels
10/10 Excellent
Our stay at the Wildset was amazing! The room was beautiful and clean. The staff were available at all hours and did the most to ensure our stay was special. The hotel has lots of small touches that truly make the experience like bikes, a cafe with coffee and drinks, and smore's kits in the evenings.
Our stay at the Wildset was amazing! The room was beautiful and clean. The staff were available at all hours and did the most to ensure our stay was special. The hotel has lots of small touches that truly make the experience like bikes, a cafe with coffee and drinks, and smore's kits in the evenings.
Mairi




Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
8/10 Good
Close to the water, easy access off highway. Staff very helpful and friendly. View from the balcony was directly over the water. Hotel a little dated but clean, fairly spacious and comfortable. We would stay there again.
Close to the water, easy access off highway. Staff very helpful and friendly. View from the balcony was directly over the water. Hotel a little dated but clean, fairly spacious and comfortable. We would stay there again.
Joe




Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
8/10 Good
Communicate with reception is quite a pleasure.
Communicate with reception is quite a pleasure.
Robin




Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
10/10 Excellent
Bon service
Bon service
Sébastien



