Holiday Homes in Chestertown
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Chestertown holiday homes
Holiday Home in Smyrna
Amazing Modern house with a full kitchen and parking9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
Laurie S.
The price is €295
includes taxes & fees
2 Mar - 3 Mar
Holiday Home in Arnold
Large 2 bedroom house with private parking in a nice neighborhood9.4 out of 10, Exceptional, (36 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
Traci L.
The price is €270
includes taxes & fees
2 Mar - 3 Mar
Holiday Home in Grasonville
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
Joe C.
The price is €355
includes taxes & fees
2 Mar - 3 Mar
Holiday Home in Stevensville
Relax on Kent Island in a 4 Bedroom Home w/Waterview!9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
Stephanie S.
The price is €204
includes taxes & fees
2 Mar - 3 Mar
Holiday Home in Historic District
Historic Row Home | Hot Tub - 1 Block from Gate 1!10.0 out of 10, Exceptional, (5 reviews)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
Tracie B.
The price is €598
includes taxes & fees
2 Mar - 3 Mar
Holiday Home in Stevensville
Charming Coastal/Country Home w/3 Acres & Sauna!9.6 out of 10, Exceptional, (33 reviews)
"Great stay, would do it again."
Brandon D.
The price is €216
includes taxes & fees
4 Mar - 5 Mar
Holiday Home in Aberdeen
Charming 2-bedroom house in Aberdeen with WiFi and AC8.0 out of 10, Very good, (12 reviews)
"Pleasant stay"
Yommali G.
The price is €82
includes taxes & fees
2 Mar - 3 Mar
Holiday Home in Fells Point
Hidden Fells Point Gem / Private Courtyard Patio9.6 out of 10, Exceptional, (94 reviews)
"Lenny & his housekeeper Elviea were exceptionally helpful, funny and a delight to be with! I spent two weeks here & it was the best place I've ever stayed compared to my stays in Korea, Ireland & several other US cities.
Highly recommend!"
Edward J.
The price is €184
includes taxes & fees
2 Mar - 3 Mar
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.
Find holiday rentals that suit your style
Private holiday homes
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Chestertown Hotel Reviews
Hampton Inn & Suites Edgewood/Aberdeen-South
10/10 Excellent
Find out more about Chestertown
Chestertown Holiday Homes information
Number of reviews | 484 |
|---|---|
Accommodation | 486 Holiday Homes |
Lowest Price | €82 |
Highest Price | €1,031 |