Holiday Homes in Jamestown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Jamestown holiday homes

Terrace/patio

Luxury Escape: Hot Tub, King Bed, Ranch View

Luxury Escape: Hot Tub, King Bed, Ranch View
Jamestown
Luxury Escape: Hot Tub, King Bed, Ranch View
Exterior

Honeymoon View: Modern Luxe, Hot Tub & King Bed

Honeymoon View: Modern Luxe, Hot Tub & King Bed
Jamestown
Honeymoon View: Modern Luxe, Hot Tub & King Bed
Fridge, microwave, oven, stovetop

Boating Mecca: Near Dale Hollow Lake & Golf!

Boating Mecca: Near Dale Hollow Lake & Golf!
Burkesville
10.0 out of 10, Exceptional, (92 reviews)
"super clean with everything you need for a great stay...super friendly hosts!!!"
United States
Barney H.
The price is €166
includes taxes & fees
3 May - 4 May
Boating Mecca: Near Dale Hollow Lake & Golf!
Interior

Cozy 1-bedroom house in charming Allardt with AC, WiFi

Cozy 1-bedroom house in charming Allardt with AC, WiFi
Allardt
10.0 out of 10, Exceptional, (16 reviews)
"The cabin is clean and cozy. A nice quiet place to stay."
United States
Diane M.
The price is €112
includes taxes & fees
4 May - 5 May
Cozy 1-bedroom house in charming Allardt with AC, WiFi
Golf

🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
Crossville
9.4 out of 10, Exceptional, (203 reviews)
"Great place to stay with my family. "
United States
Dan E.
The price is €211
includes taxes & fees
11 May - 12 May
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
Terrace/patio

Hideaway 27

Hideaway 27
Helenwood
10.0 out of 10, Exceptional, (43 reviews)
"This was an absolutely beautiful and cozy stay! I definitely will stay again!"
United States
Shannon P.
The price is €219
includes taxes & fees
4 May - 5 May
Hideaway 27
Property grounds

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
9.6 out of 10, Exceptional, (198 reviews)
"Great location, easy to find. Quiet neighborhood.The condo was clean and spacious. Perfect for our two nights in Fairfield Glades. We would definitely recommend!!"
United States
Jeree C.
The price is €211
includes taxes & fees
4 May - 5 May
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
Interior

🌟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, (138 reviews)
"Excellent stay all around. Clean, comfortable amd everything worked.Easy access to everywhere local. "
United States
Sam S.
The price is €211
includes taxes & fees
10 May - 11 May
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
Property grounds

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
9.2 out of 10, Wonderful, (34 reviews)
"By far the best we have stayed at to date"
United States
Sue P.
The price is €197
includes taxes & fees
12 May - 13 May
2 bedroom 1.5 bath in Fairfield Glade near the community center!
Interior

The Officer-Chic 1 bedroom on the Historic Square

The Officer-Chic 1 bedroom on the Historic Square
Livingston
The price is €142
includes taxes & fees
3 May - 4 May
The Officer-Chic 1 bedroom on the Historic Square
Property grounds

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 bedroom
Crossville
9.4 out of 10, Exceptional, (166 reviews)
"Clean place, great location. "
United States
Michael W.
The price is €211
includes taxes & fees
3 May - 4 May
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Smart TV

Fairfield Glade condo with King size bed, pet friendly and WiFi

Fairfield Glade condo with King size bed, pet friendly and WiFi
Crossville
9.8 out of 10, Exceptional, (74 reviews)
"Clean, comfortable "
United States
Christy
The price is €211
includes taxes & fees
3 May - 4 May
Fairfield Glade condo with King size bed, pet friendly and WiFi
Exterior

Mema and Pa’s Place

Mema and Pa’s Place
Byrdstown
10.0 out of 10, Exceptional, (16 reviews)
"Property was clean and quiet. "
United States
Jeremy F.
The price is €190
includes taxes & fees
2 May - 3 May
Mema and Pa’s Place
Interior

Big Brimstone Cabin W/ Mountain Views for Miles

Big Brimstone Cabin W/ Mountain Views for Miles
Helenwood
9.6 out of 10, Exceptional, (88 reviews)
"Our host was super and very responsive..The cabin is well stocked with everything you could need..Definitely would book again!"
United States
Lisa T.
The price is €281
includes taxes & fees
12 May - 13 May
Big Brimstone Cabin W/ Mountain Views for Miles
Fridge, microwave, oven, stovetop

2-bedroom house in peaceful Hilham with WiFi, AC

2-bedroom house in peaceful Hilham with WiFi, AC
Hilham
10.0 out of 10, Exceptional, (6 reviews)
"Such a wonderful location. The home was clean and so charming. We will definitely be back!! "
United States
michelle w.
The price is €252
includes taxes & fees
1 May - 2 May
2-bedroom house in peaceful Hilham with WiFi, AC
Interior

Relaxing Country Getaway, 3BR/2Bath

Relaxing Country Getaway, 3BR/2Bath
Stearns
9.6 out of 10, Exceptional, (5 reviews)
"Clean and tidy house. All the necessities and close to the train station - we were there for the polar express. We saw a few dogs and cats - all friendly. "
United States
Whitney S.
The price is €224
includes taxes & fees
5 May - 6 May
Relaxing Country Getaway, 3BR/2Bath
Outdoor dining

Freshly Remodeled House! Overlooks Dale Hollow!

Freshly Remodeled House! Overlooks Dale Hollow!
Byrdstown
10.0 out of 10, Exceptional, (11 reviews)
"Was our second stay here, and we loved it. There was plenty of room for all of us and our favorite part was sitting on the back deck enjoying the views. Looking forward to staying here again."
United States
Julie N.
The price is €365
includes taxes & fees
5 May - 6 May
Freshly Remodeled House! Overlooks Dale Hollow!
Smart TV

The Mason Apartment-Cozy Getaway

The Mason Apartment-Cozy Getaway
Livingston
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay and really enjoyed how easy our transportations were. "
United States
Robyn W.
The price is €142
includes taxes & fees
3 May - 4 May
The Mason Apartment-Cozy Getaway
Living area

Speakeasy-2 bedroom/2 bath- on the Downtown Square

Speakeasy-2 bedroom/2 bath- on the Downtown Square
Livingston
10.0 out of 10, Exceptional, (2 reviews)
"very cozy well decorated nice towels and rugsexcellent good price will stay again"
United States
Scott K.
The price is €179
includes taxes & fees
3 May - 4 May
Speakeasy-2 bedroom/2 bath- on the Downtown Square
Property grounds

Charming 3-bedroom house in Pioneer with WiFi and AC

Charming 3-bedroom house in Pioneer with WiFi and AC
Pioneer
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay here for the No Business 100 trail race. The beds were comfortable, the kitchen had everything we needed and there was great outdoor space."
United States
Ashlee M.
The price is €279
includes taxes & fees
7 May - 8 May
Charming 3-bedroom house in Pioneer with WiFi and AC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jamestown Hotel Reviews

Holiday Inn Express & Suites Crossville by IHG

Holiday Inn Express & Suites Crossville by IHG

10/10 Excellent
"The whole experience was delightful! Highly recommended this hotel. The best in Crossville by far !"
Ron 3-night trip
Posted 12 hours ago
Holiday Inn Express & Suites Crossville by IHG

Find out more about Jamestown

Jamestown Holiday Homes information

Number of reviews
1,079
Accommodation
102 Holiday Homes
Lowest Price
€112
Highest Price
€365