Jamestown Vacation Rentals

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Browse Select Jamestown Vacation Homes

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

10.0 out of 10, Exceptional, (146)
"Great Experience on the property and on the Lake!! "
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

Cumberland Haven! One mile to Cumberland Point boat ramp and park.

9.8 out of 10, Exceptional, (8)
Cumberland Haven! One mile to Cumberland Point boat ramp and park.

Historic Union Chapel Elementary School near Cumberland River & Lake

10.0 out of 10, Exceptional, (35)
"Very nice accommodation not far from Jamestown the owner greeted me when i arrived and coffee and snacks were available I would recommend this great opportunity for anyone that is going to Jamestown "
The price is CA $138
CA $182 total
includes taxes & fees
Aug 13 - Aug 14
Historic Union Chapel Elementary School near Cumberland River & Lake

LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

10.0 out of 10, Exceptional, (2)
"Everglow Hollow was great! We stayed for a long weekend and it was the perfect place to relax, while not being too far away from Lake Cumberland. Host also responded to questions right away and were very helpful. "
The price is CA $98
CA $250 total
includes taxes & fees
Aug 11 - Aug 12
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

Cumberland Lake House

Cumberland Lake House

Near Lake Cumberland: Monticello Home w/ Gazebo!

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this cute bungalow! It was cozy, clean, and conveniently located—just a quick 10-minute drive to either Conley Bottom or Monticello. The street was quiet and peaceful, perfect for a relaxing getaway. Would definitely stay again!"
Near Lake Cumberland: Monticello Home w/ Gazebo!

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

10.0 out of 10, Exceptional, (116)
"First impression was wow. Very clean, beautiful location and a great game room. Very accommodation owners."
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

3 miles from Wolf Creek Dam! Boat and camper parking available

9.6 out of 10, Exceptional, (27)
"The property is beautiful. The place is cozy and clean."
3 miles from Wolf Creek Dam! Boat and camper parking available

Charming 3BR house 2 mi to Dale Hollow Lake boat ramp and Sulphur Creek Resort

10.0 out of 10, Exceptional, (3)
"Great stay in immaculate property. "
Charming 3BR house 2 mi to Dale Hollow Lake boat ramp and Sulphur Creek Resort

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

Spectacular 3BR Home Close To Beautiful Lake Cumberland!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean and in a great location to get to the lake. We enjoyed the stay!"
Spectacular 3BR Home Close To Beautiful Lake Cumberland!

Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community

9.6 out of 10, Exceptional, (49)
"Easily accessible and the hosts are great communicators for everything. "
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community

Charming 5-bedroom/3-bath home with easy access to Lake Cumberland

10.0 out of 10, Exceptional, (1)
"Jenn was super responsive and gave us plenty of info on fishing/boating access in the area. The house was a great size with a cute unique layout. Huge deck for plenty of outside hang time and close to a boat ramp to easily drop my canoe in. Just a few minutes from the State Park too! "
The price is CA $347
CA $693 total
includes taxes & fees
Aug 17 - Aug 18
Charming 5-bedroom/3-bath home with easy access to Lake Cumberland

BRAND NEW 3 Bedroom Modern Barndominium at Lake Cumberland .5 mi to boat launch!

10.0 out of 10, Exceptional, (3)
"Property is nice. "
BRAND NEW 3 Bedroom Modern Barndominium at Lake Cumberland .5 mi to boat launch!

Lake House near Green River Lake and minutes from several marinas.

9.2 out of 10, Wonderful, (87)
"Great stay. "
Lake House near Green River Lake and minutes from several marinas.

Prather Place, Spacious, Deck And View, Entertaining Basement, Minutes to Marina

10.0 out of 10, Exceptional, (145)
"Excellent place for vacation."
Prather Place, Spacious, Deck And View, Entertaining Basement, Minutes to Marina

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 CA $110
CA $241 total
includes taxes & fees
Aug 11 - Aug 12
Boating Mecca: Near Dale Hollow Lake & Golf!

"Eagle's Cliff" at Lake Cumberland. Relaxing Beautiful Front Porch Lake View!

9.2 out of 10, Wonderful, (14)
"Our absolute only complaint is no washer or dryer. The place is clean,nice,cozy, great location. We will stay again and recommend this place to others. "
"Eagle's Cliff" at Lake Cumberland. Relaxing Beautiful Front Porch Lake View!

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

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!
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