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Our top choices for Charlestown holiday homes
1. 5-bedroom vacation home 5 minutes from historic Charlestown
5-bedroom vacation home 5 minutes from historic CharlestownPerryville
9.8 out of 10, Exceptional, (165 reviews)
"Family friendly, clean, quiet and great place to relax and watch the birds."
Teresa M.
The price is NZ$857
includes taxes & fees
19 Nov - 20 Nov
2. Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
Long Beach Wellness Retreat Sauna/Hot Tub/Cold PlungeCharlestown
10.0 out of 10, Exceptional, (6 reviews)
"Had a wonderful stay. They really thought of everything. Had everything we could have possibly needed. It's a beautiful place and it was very clean and cared for."
Laura K.
The price is NZ$722
includes taxes & fees
17 Nov - 18 Nov
3. Waterfront house with amazing views. Top of the Chesapeake
Waterfront house with amazing views. Top of the ChesapeakePerryville
10.0 out of 10, Exceptional, (116 reviews)
"Host was very communicative."
Lee Anne K.
The price is NZ$905
includes taxes & fees
16 Nov - 17 Nov
4. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and LeisureChesapeake City
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Property is not new, but everything was clean and well cared for. Evenings on the water were peaceful and relaxing. We enjoyed our stay and definitely intend to return."
John
The price is NZ$585
includes taxes & fees
16 Nov - 17 Nov
5. Charming 2-bedroom house in Aberdeen with WiFi and AC
Charming 2-bedroom house in Aberdeen with WiFi and ACAberdeen
7.2 out of 10, Good, (20 reviews)
"Nice place"
christine
The price is NZ$153
includes taxes & fees
16 Nov - 17 Nov
6. Amish Countryside Escape at Forest Edge Farm
Amish Countryside Escape at Forest Edge FarmNottingham
9.2 out of 10, Wonderful, (5 reviews)
"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "
jckglss6 G.
The price is NZ$375
includes taxes & fees
1 Dec - 2 Dec
7. Cozy 1-bedroom bungalow in quaint Darlington with AC
Cozy 1-bedroom bungalow in quaint Darlington with ACDarlington
10.0 out of 10, Exceptional, (12 reviews)
"Excellent host, property, and experience. We enjoyed our stay, and we will be back."
Kevin A.
The price is NZ$238
includes taxes & fees
16 Nov - 17 Nov
8. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing VibesElkton
9.8 out of 10, Exceptional, (7 reviews)
"Wonderful spot for five ladies to enjoy an evening away close to Chesapeake City"
Rebecca G.
The price is NZ$666
includes taxes & fees
16 Nov - 17 Nov
9. Bohemia Manor Farm
Bohemia Manor FarmChesapeake City
8.0 out of 10, Very good, (1 review)
The price is NZ$617
includes taxes & fees
15 Nov - 16 Nov
10. Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & HorsesNottingham
9.6 out of 10, Exceptional, (29 reviews)
"What a great stay and a beautiful farm. We really enjoyed visiting the animals and hiking to the vinery."
Anastasia T.
The price is NZ$417
includes taxes & fees
15 Nov - 16 Nov
11. Cozy Family Friendly 1 story 3-bedroom house in charming Betterton
Cozy Family Friendly 1 story 3-bedroom house in charming BettertonBetterton
The price is NZ$616
includes taxes & fees
30 Nov - 1 Dec
12. Bohemia Hideaway. Escape to a 14 acre peaceful retreat.
Bohemia Hideaway. Escape to a 14 acre peaceful retreat.Middletown
10.0 out of 10, Exceptional, (1 review)
"I was the first guest to stay at the Bohemia Hideaway and I was impressed. The place was spotless and brand new and beautifully decorated. The Owner left a care package filled with toiletries for personal use and every coffee flavor and tea flavor you could imagine. Even little honey packets. The scenery was beautiful. Tucked away and peaceful. Thank you for a wonderful stay."
Isabelle M.
The price is NZ$394
includes taxes & fees
26 Nov - 27 Nov
13. Elegant Family Stay • Quiet Neighborhood • Comfort
Elegant Family Stay • Quiet Neighborhood • ComfortNew Castle
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful well kept property with lots of room to relax."
Daniel J.
The price is NZ$678
includes taxes & fees
7 Dec - 8 Dec
14. Watch Deer from a Farm Cottage
Watch Deer from a Farm CottageBel Air
10.0 out of 10, Exceptional, (7 reviews)
"Pet friendly."
Claudia L.
The price is NZ$607
includes taxes & fees
10 Dec - 11 Dec
15. Waterfront Retreat w/ Hot Tub, Games & Views
Waterfront Retreat w/ Hot Tub, Games & ViewsWhiteford
9.8 out of 10, Exceptional, (30 reviews)
"We like the property, it's location, and views.."
Nazia M.
The price is NZ$2,701
includes taxes & fees
16 Nov - 17 Nov
16. Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & HorsesNottingham
9.6 out of 10, Exceptional, (25 reviews)
"Great rustic setting for a perfect weekend getaway!"
Emily D.
The price is NZ$431
includes taxes & fees
15 Nov - 16 Nov
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 Charlestown
Check out the local area in Charlestown as you venture to sights like Charlestown Town Hall.
