Holiday Homes in Jamestown

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Jamestown

Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!
Welcome to Lakeside Inn at Dale Hollow, where the name says it all.

Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!

9.8 out of 10, Exceptional, (18)
"Great place to stay if fishing dale hollow. Convenient parking and close to boat ramps and tackle shops. "
Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!
5 Star! Direct Access to Brimstone Recreation Pet Friendly Game Room
Enjoy cooking in this kitchen with a central island, stove, and microwave above the oven.

5 Star! Direct Access to Brimstone Recreation Pet Friendly Game Room

9.4 out of 10, Exceptional, (24)
"We stayed for the weekend to ride at brimestone. The house was at a perfect location and easy access! The house was clean and very homey. We definitely are coming back! "
5 Star! Direct Access to Brimstone Recreation Pet Friendly Game Room
Gorgeous new 3 bdr house right by entrance to Dale Hollow Lake State Resort Park
Step into a cabin surrounded by lush greenery and a well-maintained gravel area.

Gorgeous new 3 bdr house right by entrance to Dale Hollow Lake State Resort Park

10.0 out of 10, Exceptional, (8)
"The location and house were excellent for our needs. We would definitely book this rental again"
Gorgeous new 3 bdr house right by entrance to Dale Hollow Lake State Resort Park
Cozy 2-bedroom house in Jamestown with AC, WiFi
Kitchen features a refrigerator, dark countertops, and cabinetry, with a window and tile flooring.

Cozy 2-bedroom house in Jamestown with AC, WiFi

10.0 out of 10, Exceptional, (3)
"We had an amazing stay. Host was quick to respond, although we didn't really need anything. For the most part we had a great stay. I was surprised that it was duplex not a house,but it didnt effect our stay. Would definitely stay again!!"
The price is NZ$362
includes taxes & fees
11 Aug - 12 Aug
Cozy 2-bedroom house in Jamestown with AC, WiFi
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Enjoy a balcony with lush views and a patio area with a garden.

END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom

9.4 out of 10, Exceptional, (143)
"Quiet location, close to all of the amenities of the area. I loved my stay, and plan to make it an annual get away."
The price is NZ$380
includes taxes & fees
17 Aug - 18 Aug
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Home Near Dale Hollow Lake: Deck & Fire Pit
Enjoy meals and gatherings in this spacious living area with a dining table and central island.

Home Near Dale Hollow Lake: Deck & Fire Pit

9.6 out of 10, Exceptional, (7)
"Host was awesome to deal with. Added and extra night without hesitation and made the process easy. "
Home Near Dale Hollow Lake: Deck & Fire Pit
The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater
Relax in a cozy semi-circle of lounge chairs, facing a warm fireplace.

The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater

10.0 out of 10, Exceptional, (11)
"The home was amazing. Considering returning next summer with a few families. "
The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater
Boating Mecca: Near Dale Hollow Lake & Golf!
Relax on the covered deck with two comfortable rocking chairs.

Boating Mecca: Near Dale Hollow Lake & Golf!

10.0 out of 10, Exceptional, (78)
"Everything was top notch. We will definitely stay here again for future trips. "
The price is NZ$294
includes taxes & fees
19 Aug - 20 Aug
Boating Mecca: Near Dale Hollow Lake & Golf!
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip
Enjoy a serene view of the surrounding landscape from this outdoor deck.

Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip

9.8 out of 10, Exceptional, (76)
"Second time we have stayed here. First time since the upgrades and the place is real nice. We stayed there for a golf trip to Dale Hollow golf course and it is literally by hole 11. Todd is great to work with. I would highly recommend this place. "
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip
Peaceful Days at The Barn in Alpine
Relax in this inviting living space with a modern kitchen, comfortable sofa, and casual dining area.

Peaceful Days at The Barn in Alpine

10.0 out of 10, Exceptional, (9)
"Wonderful place to stay and meet up with old friends"
The price is NZ$433
includes taxes & fees
19 Aug - 20 Aug
Peaceful Days at The Barn in Alpine
Dale Hollow Lake getaway tucked in the woods, one minute from the lake!
Welcome to this cozy home with a front porch, complete with a bench and table, perfect for relaxing.

Dale Hollow Lake getaway tucked in the woods, one minute from the lake!

10.0 out of 10, Exceptional, (54)
"This is our second time staying here. Great communication with the host and flexibility. Great location and well-furnished place! Car port and grills on the back deck with a great view of the woods make for nice evenings after a day of fishing. With any luck we'll be back next year!"
Dale Hollow Lake getaway tucked in the woods, one minute from the lake!
Mema and Pa’s Place
Surrounded by lush greenery, this charming house features a cozy porch with hanging flower baskets and a beautifully manicured lawn.

Mema and Pa’s Place

10.0 out of 10, Exceptional, (13)
"Memaw’s and Pa’s place was very clean and comfortable. Access to the marinas was very easy and close by. The bed was very comfortable and the kitchen well stocked. I would definitely recommend staying here. "
The price is NZ$371
includes taxes & fees
17 Aug - 18 Aug
Mema and Pa’s Place
Charming 3-bedroom house with WiFi, AC just 2 miles from Dale Hallow lake
Compact kitchen with a refrigerator, stove, microwave, and sink, along with a trash bin and countertop storage.

Charming 3-bedroom house with WiFi, AC just 2 miles from Dale Hallow lake

10.0 out of 10, Exceptional, (1)
"Lovely little home; convenient to Albany, KY and Byrdstown, TN."
Charming 3-bedroom house with WiFi, AC just 2 miles from Dale Hallow lake
2-bedroom house in peaceful Hilham with WiFi, AC
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

2-bedroom house in peaceful Hilham with WiFi, AC

10.0 out of 10, Exceptional, (1)
"LOVED, LOVED this home!! Perfect for me, my husband and our two boys. The place is so adorable and very clean. It also had everything we needed. The family games are a plus! Enjoyed having coffee on the back porch in the mornings and our cocktails on the front porch in the evenings. Bonus was watching the boys catch lightening bugs in the evenings. They also loved walking down to the creek looking for bugs. Highly Recommend!!"
The price is NZ$490
includes taxes & fees
13 Aug - 14 Aug
2-bedroom house in peaceful Hilham with WiFi, AC
Hideaway 27
Experience a warm and inviting atmosphere in this cozy retreat, featuring a comfortable bed, flat-screen TV, and natural ambiance.

Hideaway 27

10.0 out of 10, Exceptional, (29)
"The place was very cozy and close to town"
The price is NZ$412
includes taxes & fees
10 Aug - 11 Aug
Hideaway 27
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
Relax by the pool surrounded by a white picket fence and lounge chairs.

Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view

9.6 out of 10, Exceptional, (110)
"Once again a Great family vacation. Plenty of parking for vehicles and boats. Close to marinas the pool was a great plus for the grandkids and house was perfect for all of us."
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
Freshly Remodeled House! Overlooks Dale Hollow!
Relax on the covered deck with a fire feature and comfortable wicker furniture.

Freshly Remodeled House! Overlooks Dale Hollow!

2.0 star property
10.0 out of 10, Exceptional, (7)
"This cottage was very nice.clean wonderful view of dale hollow lake.we had everything that we needed.host was very helpful.will stay again in the future."
The price is NZ$744
includes taxes & fees
25 Aug - 26 Aug
Freshly Remodeled House! Overlooks Dale Hollow!
Cozy Cabin with private back yard, located 5 min away from Dale Hollow Lake
Relax in a cozy cabin-style space with a comfortable sofa, nautical-themed pillows, and a rustic wooden wall.

Cozy Cabin with private back yard, located 5 min away from Dale Hollow Lake

9.2 out of 10, Wonderful, (37)
"We really enjoyed our stay. The cabin was the perfect size for us. Loved the big yard for the dogs, a quiet neighborhood we were able to enjoy the quiet time away from home. "
Cozy Cabin with private back yard, located 5 min away from Dale Hollow Lake
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
Welcome to Fairfield Glade, a beautifully maintained garden area.

Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

9.6 out of 10, Exceptional, (184)
"Came for a golf trip. Just what we needed "
The price is NZ$373
includes taxes & fees
11 Aug - 12 Aug
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
Big Brimstone Cabin W/ Mountain Views for Miles
Step into this cozy cabin, featuring a central staircase and a welcoming bench near the entrance.

Big Brimstone Cabin W/ Mountain Views for Miles

9.4 out of 10, Exceptional, (80)
"Mountain feel..close to town. Beautiful and clean cabin! We enjoyed our stay! Host was fabulous as well! Thanks much. "
The price is NZ$574
includes taxes & fees
10 Aug - 11 Aug
Big Brimstone Cabin W/ Mountain Views for Miles
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 Jamestown Hotel Reviews

Baymont by Wyndham Crossville

Baymont by Wyndham Crossville

10/10 Excellent
"The elevator wasn't working I checked in, I was told it's been down for 15 weeks and will take another 15 weeks to have a new one put in. I was on the third floor!"
Janice 1-night trip
Posted 1 day ago
Baymont by Wyndham Crossville