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Search Farmstay in Chestertown from CA $279

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
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Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Chestertown Farmstay

Charming 4-bedroom Farmhouse with Large In-Ground Swimming Pool and River View
Exterior

Charming 4-bedroom Farmhouse with Large In-Ground Swimming Pool and River View

10.0 out of 10, Exceptional, (3)
"Nice property - highly recommended "
Charming 4-bedroom Farmhouse with Large In-Ground Swimming Pool and River View
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Exterior

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

10.0 out of 10, Exceptional, (12)
"Lovely place to be. Very clean relaxing both inside and out. It was an amazing stay"
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Relax in Style at This Airy 3BR/2BA Retreat with Outdoor Oasis
Outdoor dining

Relax in Style at This Airy 3BR/2BA Retreat with Outdoor Oasis

Relax in Style at This Airy 3BR/2BA Retreat with Outdoor Oasis
Historic Lansdowne Manor Sleep 8
Exterior

Historic Lansdowne Manor Sleep 8

9.8 out of 10, Exceptional, (9)
"We had a wonderful stay at this beautiful old Manor house before and after my daughter‘s wedding. The rooms were great. The dinning room was breathtaking. We especially loved the kitchen area. Alex, the owner was very helpful and greeted us when we arrived. "
The price is CA $279
CA $327 total
includes taxes & fees
Sep 3 - Sep 4
Historic Lansdowne Manor Sleep 8
Blue Heron Farm Waterfront Chalet
Exterior

Blue Heron Farm Waterfront Chalet

Blue Heron Farm Waterfront Chalet
Watch Deer from a Farm Cottage
Exterior

Watch Deer from a Farm Cottage

10.0 out of 10, Exceptional, (4)
"Tracy's place was perfect for that quick, relaxing getaway for our family. The house had everything we needed and when we wanted to get outside, there was plenty of space to play and it was awesome to see all of the animals. Tracy was also very attentive and a wonderful host!"
Watch Deer from a Farm Cottage
The Colonial Farmhouse
Exterior

The Colonial Farmhouse

10.0 out of 10, Exceptional, (6)
"We had an amazing time at this beautiful home. The house and the property are exquisite. Loved the fenced in pool! We would highly recommend this home!"
The Colonial Farmhouse
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.
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Top Chestertown Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Property was well maintained, very close to shopping and dining. Everything within walking distance. Was a great time."
Ted 3-night trip
Posted 2 days ago
Historic Inns of Annapolis