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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Jamestown

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Interior

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10.0 out of 10, Exceptional, (49)
"Beautiful views of the lake, clean and comfortable beds. Overall perfect quiet retreat for me. Will be back again!"
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Property grounds

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

10.0 out of 10, Exceptional, (180)
"This is a phenomenal property to stay at. Plenty of space and comfortable.beds. I loved the pool table downstairs and we used the fire pit to make s'mores.Jamestown Marina is just a couple of minutes away which was great for us.We've already booked again in September."
The price is AU$547
includes taxes & fees
25 Aug - 26 Aug
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Serene Cottage on 18 Acres Close to Lake Cumberland
Interior

Serene Cottage on 18 Acres Close to Lake Cumberland

10.0 out of 10, Exceptional, (2)
"Our whole stay was effortless! From communication with Jamie, property location, access and matching expectations as advertised. What a delight to, for once, not be unpleasantly surprised by VRBO. We will definitely consider this place in the future. "
The price is AU$436
includes taxes & fees
24 Aug - 25 Aug
Serene Cottage on 18 Acres Close to Lake Cumberland
Lake Front Home with community boat ramp. Private, close to marinas and town.
Interior

Lake Front Home with community boat ramp. Private, close to marinas and town.

9.6 out of 10, Exceptional, (231)
"It rained a lot, but we still had a great time. The property was just as advertised with an amazing view!"
Lake Front Home with community boat ramp. Private, close to marinas and town.
Walk to Dale Hollow Lake: Updated Cottage w/ Deck!
TV, fireplace

Walk to Dale Hollow Lake: Updated Cottage w/ Deck!

8.8 out of 10, Excellent, (11)
"Nice house. Convenient location. Will definitely stay again."
Walk to Dale Hollow Lake: Updated Cottage w/ Deck!
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm
Outdoor dining

Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm

10.0 out of 10, Exceptional, (148)
"This place was perfect foe our family of 4. We absolutely loved it!!"
The price is AU$364
includes taxes & fees
15 Sept - 16 Sept
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm
Guest Favorite! Super Clean! Close to Everything!
Terrace/patio

Guest Favorite! Super Clean! Close to Everything!

10.0 out of 10, Exceptional, (9)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
The price is AU$380
includes taxes & fees
3 Sept - 4 Sept
Guest Favorite! Super Clean! Close to Everything!
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Property grounds

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

10.0 out of 10, Exceptional, (11)
"Great experience, very cute home. Would love to visit again! "
The price is AU$692
includes taxes & fees
3 Sept - 4 Sept
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Marina

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

10.0 out of 10, Exceptional, (20)
"Absolutely loved our short time in this home! Very clean and well furnished! We hope to stay again soon!"
The price is AU$616
includes taxes & fees
27 Aug - 28 Aug
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
This charming cozy cottage has a private hot tub, deck for fishing.
Property grounds

This charming cozy cottage has a private hot tub, deck for fishing.

9.8 out of 10, Exceptional, (152)
"This was our anniversary, the place was well maintained and the manager was nice and accommodating "
This charming cozy cottage has a private hot tub, deck for fishing.
Restful Rustic Farmhouse on Lake Cumberland
Terrace/patio

Restful Rustic Farmhouse on Lake Cumberland

9.4 out of 10, Exceptional, (10)
"This house and location was perfect for 8 adults and 2 children. Tremendous room to spread out and find some peace, huge wrap around porch and all the essentials in the kitchen. Located just a few miles from the Jamestown Marina. Joe went out of his way to communicate, even coordinating the pick up of a few things that we left behind. Highly recommend!"
The price is AU$1,151
includes taxes & fees
3 Sept - 4 Sept
Restful Rustic Farmhouse on Lake Cumberland
Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp
Property grounds

Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp

10.0 out of 10, Exceptional, (5)
"We had a lovely stay at Jo’s Cottage. We enjoyed grilling out and hanging out on the deck. The cottage was very clean and well appointed. The location was quiet and conveniently located, just a short walk to the boat ramp."
Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp
Pet-Friendly Somerset Cottage Near Boat Ramps!
Terrace/patio

Pet-Friendly Somerset Cottage Near Boat Ramps!

8.4 out of 10, Very good, (6)
"Will be back in 2025. Gotta find an area to swim and bank fish. House was cute and fully loaded. All you need is clothes and food.Nice the firewood was there. Campground hostswere really mice "
Pet-Friendly Somerset Cottage Near Boat Ramps!
Dale Hollow Cottage w/ Covered Porch & Lake Views!
Fridge, microwave, stovetop, dishwasher

Dale Hollow Cottage w/ Covered Porch & Lake Views!

10.0 out of 10, Exceptional, (15)
"Beautiful property and the host thought of every detail a guest might need. Thank you for a wonderful stay!"
Dale Hollow Cottage w/ Covered Porch & Lake Views!
Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11
Exterior

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11
Quiet & Private Cabin ~ 5 Mi to Dale Hollow Lake!
House (2 Bedrooms) | Interior

Quiet & Private Cabin ~ 5 Mi to Dale Hollow Lake!

3.0 star property
Quiet & Private Cabin ~ 5 Mi to Dale Hollow Lake!
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Smart TV

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

9.4 out of 10, Exceptional, (29)
"Great one night get away. Home was very clean and set up for all our needs. Tucked in the woods and very private. Little trick on getting the boat in and out but it all worked out. "
The price is AU$646
includes taxes & fees
3 Sept - 4 Sept
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Lake Cumberland Area Cabin - 4 Mi. to Lake!
Dining

Lake Cumberland Area Cabin - 4 Mi. to Lake!

3.0 star property
Lake Cumberland Area Cabin - 4 Mi. to Lake!
Somerset Cabin, Close to Lake Access!
Exterior

Somerset Cabin, Close to Lake Access!

3.0 star property
Somerset Cabin, Close to Lake Access!
Newly remodeled, handicap accessible overlooking pool , play area
Fridge, microwave, oven, stovetop

Newly remodeled, handicap accessible overlooking pool , play area

10.0 out of 10, Exceptional, (9)
"We just returned from a weekend stay. Property was just as described and location was perfect for our boating trip at Conley Bottom. Would stay here again!"
Newly remodeled, handicap accessible overlooking pool , play area
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

Timber Pointe Resort

Timber Pointe Resort

10/10 Excellent
"Very clean. Fun environment both for adults and kiddos :) family owned. We will be back for sure!"
Sherry 1-night trip
Posted 4 days ago
Timber Pointe Resort

Frequently asked questions

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.