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Compare 77 Cottages in Jamestown with updated reviews, rates, and availability.

Dining
Lake Front Home with community boat ramp. Private, close to marinas and town.
9.6 out of 10, Exceptional, (198)
"My husband & I stayed at this beautiful house for a week for our anniversary and it was absolutely wonderful! The view was beautiful and the house was spotless. Comfy furniture to relax after our days of sightseeing. The ride to the house was all paved and easy to maneuver, especially for us Floridians! Linda is awesome and communicated excellently. We went to Cumberland Falls (amazing!) and also the Cave Hill Winery among many other historical sites. Most were less than 30 min away. Lots to do...
Lake Front Home with community boat ramp. Private, close to marinas and town.
Terrace/patio
Boating Mecca: Near Dale Hollow Lake & Golf!
10.0 out of 10, Exceptional, (57)
"property was stellar and owners went above and beyond on every level"
Boating Mecca: Near Dale Hollow Lake & Golf!
Exterior
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
10.0 out of 10, Exceptional, (5)
"Property owner was very helpful, cabin was clean and had everything we needed. Great location!"
The price is $160
$389 total
includes taxes & fees
Jun 17 - Jun 18
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
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Fridge, microwave, oven, stovetop
Cozy cabin minutes from Lake Cumberland with room for your boat.
10.0 out of 10, Exceptional, (9)
"Loved this cabin. The cleanest and most well stocked we have stayed at around lake Cumberland. The bed was comfy and the cabin is new as described with everything you could need for the weekend. We visited the town creek falls in Monticello, launched our boat at Beaver creek and explored more waterfalls on the lake. It’s a great location for boating on the lake or hiking in Daniel Boone or Big South Fork with great hikes within a one hour drive. I loved the fire pit and outdoor area. Quiet...
Cozy cabin minutes from Lake Cumberland with room for your boat.
Property grounds
Relaxing Lakefront Getaway Near Marina, Park, & Town
10.0 out of 10, Exceptional, (134)
"A favorite for us when we’re visiting my family in Nancy & Somerset! Great location cute home just like the photos and has everything you need!"
The price is $125
$269 total
includes taxes & fees
May 28 - May 29
Relaxing Lakefront Getaway Near Marina, Park, & Town
Smart TV
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
9.8 out of 10, Exceptional, (24)
"Not good for a boat in the driveway"
The price is $200
$408 total
includes taxes & fees
May 28 - May 29
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
View from property
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, (8)
"Wonderful, relaxing, place to stay. Enjoyed every minute. Highly recommend"
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Smart TV, fireplace
Luxury Cottage with pool 2.1 miles from beautiful Lake Cumberland -#2
10.0 out of 10, Exceptional, (10)
"Lily Creek is absolutely beautiful. Deana goes way above and beyond anything I have experienced with vrbo rentals. The home was clean, the kitchen had everything we needed, and the living spaces were comfortable and spacious. It is minutes away from Jamestown Marina, which is perfect for easy ramp access. We absolutely hope to return next summer!"
Luxury Cottage with pool 2.1 miles from beautiful Lake Cumberland -#2
Fridge, microwave, oven, stovetop
DHL Lake View Escape - 1 mi from Marina!
10.0 out of 10, Exceptional, (13)
"Was very pleased with everything at this house. Grandkids loved the game room and we loved our space in livingroom. Very close to Wisdom Dock and we had a slip, made experience even better. I'll be back for sure!"
DHL Lake View Escape - 1 mi from Marina!
Beach
Unit B - 2 queen beds, 1 full bath, queen sleeper sofa, close to lake
9.4 out of 10, Exceptional, (21)
"Cute and little"
Unit B - 2 queen beds, 1 full bath, queen sleeper sofa, close to lake
Property grounds
MEMORIAL WEEKEND SPECIA!! BOOK SAT AND SUN GET MONDAY FOR FREE!!
10.0 out of 10, Exceptional, (4)
"This property was well decorated for a lake cottage. It was very clean and well kept The property owner was easily available for all questions."
The price is $109
$243 total
includes taxes & fees
Jun 2 - Jun 3
MEMORIAL WEEKEND SPECIA!! BOOK SAT AND SUN GET MONDAY FOR FREE!!
Cookware/dishes/utensils
Lake Cumberland Eclectic Retreat: Fire Pit + Views
9.8 out of 10, Exceptional, (10)
"House is perfect proximity to the lake! House was gorgeous, clean and the perfect get away!"
Lake Cumberland Eclectic Retreat: Fire Pit + Views
Smart TV, fireplace
Luxury Cottage with pool, 2.1 miles from beautiful Lake Cumberland
10.0 out of 10, Exceptional, (10)
"Great set up for larger group!"
Luxury Cottage with pool, 2.1 miles from beautiful Lake Cumberland
Fridge, microwave, stovetop, dishwasher
Dale Hollow Cottage w/ Covered Porch & Lake Views!
10.0 out of 10, Exceptional, (3)
Dale Hollow Cottage w/ Covered Porch & Lake Views!
Property grounds
Lake cottage on Lake Cumberland; 6m walk to water at Clearwater public boat ramp
10.0 out of 10, Exceptional, (2)
"This cottage was clean and the neighborhood was quiet. The boat ramp was not very convenient for us. I would stay there again. It was fascinating ready about joe!"
Lake cottage on Lake Cumberland; 6m walk to water at Clearwater public boat ramp
Property grounds
Situated on the banks of the Cumberland River minutes away Lake Cumberland
10.0 out of 10, Exceptional, (1)
"The location was beautiful! It was such a joy to sit outside around the fire pit."
The price is $512
$1,020 total
includes taxes & fees
Jun 13 - Jun 14
Situated on the banks of the Cumberland River minutes away Lake Cumberland
Property grounds
Restful Rustic Farmhouse on Lake Cumberland
8.8 out of 10, Excellent, (5)
"We booked last minute and were suprised to find this availability. 9 adults and 3 children had plenty of room to spread out. We weren't there long enough to cook and enjoy all the house had to offer, so I can't comment on the amenities. Joe was gracious to let us check in a little early. Responsive to all msgs. Would definitely book again with the hope to stay longer next time!"
The price is $550
$913 total
includes taxes & fees
May 29 - May 30
Restful Rustic Farmhouse on Lake Cumberland
Fridge, microwave, oven, stovetop
Newly remodeled, handicap accessible overlooking pool , play area
10.0 out of 10, Exceptional, (5)
"Nice, clean property!"
Newly remodeled, handicap accessible overlooking pool , play area
2 bedrooms, WiFi, bed sheets
Everglow Hollow- Adorable Tiny House near Lake Cumberland, KY. Pet Friendly!
10.0 out of 10, Exceptional, (1)
"I booked this cabin bc of the decor and it didn’t disappoint! I loved staying there! It was very quiet and peaceful. Just what I needed for my mental health retreat!!"
Everglow Hollow- Adorable Tiny House near Lake Cumberland, KY. Pet Friendly!
Exterior
Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11
Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11
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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.

Other property types in Jamestown

View from property
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, (8)
"Wonderful, relaxing, place to stay. Enjoyed every minute. Highly recommend"
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Exterior
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
10.0 out of 10, Exceptional, (5)
"Property owner was very helpful, cabin was clean and had everything we needed. Great location!"
The price is $160
$389 total
includes taxes & fees
Jun 17 - Jun 18
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Private kitchen | Fridge, microwave, oven, stovetop
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
9.8 out of 10, Exceptional, (55)
"The driveway and the house was really nice ! Had enough room to turn your boat around . The area was very quiet and relaxing . The home was decorated nicely . The walk way going in the back of the house did have some loose boards on path . We enjoyed our stay . Wish there were more restaurants in the area of the town but we made do . Our next trip back will be when the marina is in season though . Cause when we were there everything was closed , but we did enjoy putting our fishing boat in the...
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
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.

Jamestown Cottages information

Number of reviews
490
Accommodation
77 Cottages
Lowest Price
$109
Highest Price
$550

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What is there to do in Jamestown near my cottage?
The best travel accessory is a well-thought-out travel plan. Lake Cumberland State Resort Park is a terrific place to start your exploration of Jamestown.

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