Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Our top choices for Jamestown holiday homes
1. Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.
Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.Jamestown
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay with our family of 5! The host was very attentive and the cabin had nearly everything we could've needed or wanted."
A P.
The price is HK$1,138
HK$3,597 total
includes taxes & fees
30 Nov - 1 Dec
2. Charming 3-bedroom house with AC in peaceful Jamestown
Charming 3-bedroom house with AC in peaceful JamestownJamestown
The price is HK$1,059
HK$2,182 total
includes taxes & fees
21 Nov - 22 Nov
3. The Mason Apartment-Cozy Getaway
The Mason Apartment-Cozy GetawayLivingston
10.0 out of 10, Exceptional, (8 reviews)
"This was our second time staying here and it was just as perfect as the first. "
Kristy K.
The price is HK$472
HK$1,091 total
includes taxes & fees
16 Nov - 17 Nov
4. Mema and Pa’s Place
Mema and Pa’s PlaceByrdstown
10.0 out of 10, Exceptional, (26 reviews)
"Great stay!"
Suzanne B.
The price is HK$1,165
HK$1,808 total
includes taxes & fees
16 Nov - 17 Nov
5. The Officer-Chic 1 bedroom on the Historic Square
The Officer-Chic 1 bedroom on the Historic SquareLivingston
The price is HK$572
HK$1,205 total
includes taxes & fees
23 Nov - 24 Nov
6. Hideaway 27
Hideaway 27Helenwood
10.0 out of 10, Exceptional, (48 reviews)
"Great place to stay"
Cheryl C.
The price is HK$805
HK$1,799 total
includes taxes & fees
16 Nov - 17 Nov
7. Speakeasy-2 bedroom/2 bath- on the Downtown Square
Speakeasy-2 bedroom/2 bath- on the Downtown SquareLivingston
10.0 out of 10, Exceptional, (6 reviews)
"Would definitely recommend and stay here again!"
Jennifer S.
The price is HK$716
HK$1,580 total
includes taxes & fees
16 Nov - 17 Nov
8. Woodland Nook
Woodland NookAlpine
8.8 out of 10, Excellent, (3 reviews)
"The road getting to cabin was treacherous and difficult to find so definetly get good directions from host. Also the steps going up to second level is straight up like a ladder and very narrow just fyi. Cabin is decorated pretty and was very clean. "
Anonymous traveller
The price is HK$1,726
HK$3,079 total
includes taxes & fees
16 Nov - 17 Nov
9. Paradise at Dale Hollow Lake - Family-friendly, pet-friendly, party-ready!
Paradise at Dale Hollow Lake - Family-friendly, pet-friendly, party-ready!Byrdstown
9.8 out of 10, Exceptional, (204 reviews)
"Had a great time. Really excellent vacation experience."
Jessica R.
The price is HK$989
HK$2,497 total
includes taxes & fees
16 Nov - 17 Nov
10. 🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!Crossville
9.6 out of 10, Exceptional, (154 reviews)
"Great stay!"
Crystal S.
The price is HK$785
HK$1,952 total
includes taxes & fees
18 Nov - 19 Nov
11. Fairfield Glade condo with King size bed, pet friendly and WiFi
Fairfield Glade condo with King size bed, pet friendly and WiFiCrossville
9.4 out of 10, Exceptional, (99 reviews)
"Great property for our needs. We didn’t spend much time in it between rounds of golf, but when we were there it was relaxing, convenient, and felt like home. Place was clean, tv worked, and the fridge kept the “sodas” cold."
Jay M.
The price is HK$785
HK$1,960 total
includes taxes & fees
16 Nov - 17 Nov
12. 🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showersCrossville
9.4 out of 10, Exceptional, (226 reviews)
"Much better than a hotel room! Amenities of staying at home. Comfortable and convenient to Fairfield Glades golf courses."
David
The price is HK$785
HK$1,952 total
includes taxes & fees
18 Nov - 19 Nov
13. 2 bedroom 1.5 bath in Fairfield Glade near the community center!
2 bedroom 1.5 bath in Fairfield Glade near the community center!Crossville
9.0 out of 10, Wonderful, (40 reviews)
"This was the perfect stay for a long golf weekend. Host Gabby was exceptional with her communication and was very helpful in making our stay a good one. Will definitely try and book this again for our golf trip next year. Top notch."
Ryan B.
The price is HK$745
HK$1,820 total
includes taxes & fees
24 Nov - 25 Nov
14. END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroomCrossville
9.4 out of 10, Exceptional, (191 reviews)
"Great stay as always! Will definitely be back soon!"
Denise W.
The price is HK$785
HK$1,952 total
includes taxes & fees
16 Nov - 17 Nov
15. Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!Crossville
9.4 out of 10, Exceptional, (220 reviews)
"Host was great!!Property could use some updating, but good value."
Kathy H.
The price is HK$785
HK$1,952 total
includes taxes & fees
16 Nov - 17 Nov
16. Bigfoots Lodge by the Lake - Dale Hollow Cabin with Sauna, Fire Pit, and Game Room
Bigfoots Lodge by the Lake - Dale Hollow Cabin with Sauna, Fire Pit, and Game RoomByrdstown
The price is HK$4,216
HK$7,570 total
includes taxes & fees
16 Nov - 17 Nov
17. Avery Acres
Avery AcresAlbany
9.6 out of 10, Exceptional, (7 reviews)
"Perfect location, very nice home,"
Josh W.
The price is HK$902
HK$1,773 total
includes taxes & fees
16 Nov - 17 Nov
18. Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake CumberlandAlbany
9.4 out of 10, Exceptional, (3 reviews)
"Great place to stay. Easy access to lake. Was everything we hoped it would be."
Eric G.
The price is HK$1,216
HK$2,378 total
includes taxes & fees
16 Nov - 17 Nov
19. 2-bedroom house in peaceful Hilham with WiFi, AC
2-bedroom house in peaceful Hilham with WiFi, ACHilham
10.0 out of 10, Exceptional, (11 reviews)
"Communication was wonderful with this host. "
Christy C.
The price is HK$1,012
HK$2,198 total
includes taxes & fees
16 Nov - 17 Nov
20. Relaxing Country Getaway, 3BR/2Bath
Relaxing Country Getaway, 3BR/2BathStearns
10.0 out of 10, Exceptional, (16 reviews)
"This property is beautiful and centrally located to many fun activities. Vicki was so easy to work with and gave many ideas on where to eat and fun things to do. I thoroughly enjoyed our stay!"
Kimberly K.
The price is HK$934
HK$2,041 total
includes taxes & fees
16 Nov - 17 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 Jamestown
Explore the rugged beauty of Big South Fork National River and Recreation Area, where hiking trails lead to hidden waterfalls and scenic overlooks. History buffs can step back in time at the York Grist Mill, while outdoor enthusiasts enjoy fishing and kayaking on nearby Pickett Lake.
