Search Vacation Homes in Jamestown
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 199 Vacation Homes in Jamestown with updated reviews, rates, and availability.

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!
10.0 out of 10, Exceptional, (2)

Boating Mecca: Near Dale Hollow Lake & Golf!
Boating Mecca: Near Dale Hollow Lake & Golf!
10.0 out of 10, Exceptional, (71)
The price is AED 309
AED 659 total
includes taxes & fees
12 May - 13 May

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
10.0 out of 10, Exceptional, (19)
The price is AED 617
AED 1,529 total
includes taxes & fees
28 Apr - 29 Apr

Little blue house on the lake
Little blue house on the lake
9.6 out of 10, Exceptional, (14)

Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view
9.6 out of 10, Exceptional, (104)

Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip
Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip
9.8 out of 10, Exceptional, (72)

6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
9.8 out of 10, Exceptional, (20)

Lake Cumberland Home 1/2 Mi to Beaver Creek Marina
Lake Cumberland Home 1/2 Mi to Beaver Creek Marina
9.2 out of 10, Wonderful, (62)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Jamestown

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY
10.0 out of 10, Exceptional, (130)
The price is AED 988
AED 2,357 total
includes taxes & fees
5 May - 6 May

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, (36)

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
10.0 out of 10, Exceptional, (164)
The price is AED 511
AED 1,288 total
includes taxes & fees
30 Apr - 1 May
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.
Recent reviews of Jamestown hotels
Recent reviews of Jamestown hotels

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
5/5 Excellent
Spring Break
"This was my family’s first VRBO stay and if the majority of owners are like this one, I don’t know how hotels are still in business. -Description was spot on, including where the local convienience store was if you needed dry wood-communication with the owner was above bar. She had a wealth of knowledge and was willing to share. We plan on making many more trips to Cumberland, and when we go. We already know where we will book our stay."
A verified traveler stayed at JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
Posted 5 days ago