Book a Chestertown Cottage
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 cottages
1. Idyllic Pasadena Retreat With Garden + Hot Tub!
Idyllic Pasadena Retreat With Garden + Hot Tub!Green Haven
The price is NZ$847
includes taxes & fees
8 Oct - 9 Oct
2. Chesapeake Cottages- 2 Quaint Waterfront Retreats
Chesapeake Cottages- 2 Quaint Waterfront RetreatsPasadena
9.6 out of 10, Exceptional, (24 reviews)
"Excellent Property"
Buu T.
The price is NZ$1,114
includes taxes & fees
21 Sept - 22 Sept
3. Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Your Annapolis Waterfront retreat for a weekend or any-day getaway!West Annapolis
10.0 out of 10, Exceptional, (93 reviews)
"Lovely location and Jim was very helpful all the way around!"
Jill R.
The price is NZ$857
includes taxes & fees
5 Oct - 6 Oct
4. Secluded Cozy Cottage in Historic Downtown
Secluded Cozy Cottage in Historic DowntownHistoric District
9.6 out of 10, Exceptional, (22 reviews)
"The host was amazing, the house was perfect and well equipped, and the location was amazing!!! "
Tim G.
The price is NZ$1,482
includes taxes & fees
22 Sept - 23 Sept
The price is NZ$538
includes taxes & fees
21 Sept - 22 Sept
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
Apartments
Private holiday homes
Save an average of 15% on thousands of hotels when you're signed in
Top Chestertown Hotel Reviews
Historic Inns of Annapolis
10/10 Excellent
Find out more about Chestertown
Chestertown Cottages information
Number of reviews | 115 |
|---|---|
Accommodation | 63 Cottages |
Lowest Price | NZ$538 |
Highest Price | NZ$1,482 |