Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

10.0 out of 10, Exceptional, (163)
"Enjoyed our time relaxing and spending time together away from responsibilities. Quiet and comfy. "
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

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

10.0 out of 10, Exceptional, (130)
"We stayed here with family while our son was in a bass fishing tournament. The home has a wonderful view of the lake, kitchen well stocked, very comfortable beds, but what stood out above all of that was the cleanliness. Everyone slept well. My wife and I stayed in the en suite master and the bed was very comfortable! The shower was great and the suite very spacious. The home was convenient to the lake and close to Jamestown. We took our grandson to the fish hatchery which was a great...
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

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

10.0 out of 10, Exceptional, (34)
"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

3 Bed Log Cabin Located 0.5 miles from Safe Harbor Jamestown #302

8.0 out of 10, Very good, (5)
"This cabin is cozy and comfortable. Very clean. The kids loved the loft area where they slept and it's close to everything in Jamestown. "
3 Bed Log Cabin Located 0.5 miles from Safe Harbor Jamestown #302

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

9.8 out of 10, Exceptional, (30)
"The property was excellent and the family had a great time "
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Pet friendly suite that overlooks Lake Cumberland's Safe Harbor Jamestown #107

2.0 star property
8.0 out of 10, Very good, (2)
"This was a very quiet relaxing spot. The view from the hotel room is gorgeous. The patio overlooking Lake Cumberland was so relaxing. Rent a boat or bring one it is a boaters dream come true. The office staff was great very friendly. House keeping was great. I would highly recommend this location. The areas around was great. All the parks and nature areas. The views are breath taking. We were only three hours away from home. A vacation we truly needed . "
Pet friendly suite that overlooks Lake Cumberland's Safe Harbor Jamestown #107

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

9.8 out of 10, Exceptional, (10)
"House has everything you need. It’s close distance to the marina. We enjoyed our stay."
The price is NZ$700
includes taxes & fees
4 May - 5 May
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

2.0 star property
10.0 out of 10, Exceptional, (3)
"Absolutely an amazing cabin and grounds. I will definitely be back! "
The price is NZ$474
includes taxes & fees
29 Apr - 30 Apr
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

Cumberland Get-A-Way located at entrance of State Park

10.0 out of 10, Exceptional, (14)
"The location was very convenient to the State Park Marina. The area was very pretty and felt secluded. Some of us took advantage of the fishing pond. We had a group of 19 and there was plenty of room for all. The only issue we had was the hot tub was not functioning, It would have been nice, but did not take away from our enjoyment of our weekend. We would definitely stay here again!"
Cumberland Get-A-Way located at entrance of State Park

Riverfront Cabin~Sleeps 18~Private River Boat Ramp~20 Min drive Lake Cumberland

Riverfront Cabin~Sleeps 18~Private River Boat Ramp~20 Min drive Lake Cumberland

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

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

Harbor Hilltop at Cumberland

10.0 out of 10, Exceptional, (11)
"This was a girls weekend "
The price is NZ$635
includes taxes & fees
23 Apr - 24 Apr
Harbor Hilltop at Cumberland

Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301

6.8 out of 10, (3)
"Enjoyed and was not disappointed."
Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301

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

9.8 out of 10, Exceptional, (146)
"Quite place to kick back and relax, says you can fish there is a private deck at the home, but there is so many turtles in the pond they have ate all the fish. But not the owners fault, just a heads up on the private fishing dock. "
This charming cozy cottage has a private hot tub, deck for fishing.

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

9.6 out of 10, Exceptional, (215)
"Nice and cozy. We enjoyed the beautiful view. Very clean and had everything you need to unplug and relax. "
Lake Front Home with community boat ramp. Private, close to marinas and town.

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

10.0 out of 10, Exceptional, (105)
"This cabin was fantastic and had everything you could possibly want for a weekend getaway. Plenty of inside and outside activities and a wonderful place to get away and unwind. David & Valarie were great hosts, being as welcoming, and responsive as you could ask for. We very much enjoyed our stay and will hopefully look to be back!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

10.0 out of 10, Exceptional, (2)
"Excellent bang for your buck! Truly a wonderful stay and great for the price! I will DEFINITELY be trying to come back again! Stay with confidence! "
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

10.0 out of 10, Exceptional, (19)
"We were very impressed with this property and with the hosts as well. It's in a very quiet area; it's surrounded by big beautiful trees. It looks exactly like the pictures. It's well decorated, well lit, very clean, and has super comfortable beds and big, beautiful showers. The outdoor space is absolutely perfect.There's a big fire pit and comfortable furniture and a generous sized hot tub. I enjoyed the little extras like plenty of available towels, and nightlights in appropriate places. My...
The price is NZ$709
includes taxes & fees
28 Apr - 29 Apr
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

Boating Mecca: Near Dale Hollow Lake & Golf!

10.0 out of 10, Exceptional, (69)
"Great little get away! Less than 10 min from the lake. To do some fishing or floating. 15mins to Burkesville and maybe 20 to Celina. House was very clean and a great set up for my son and I. Maybe just enough room for boat parking. Enjoyed the stay and would book again in the future."
The price is NZ$300
includes taxes & fees
20 Apr - 21 Apr
Boating Mecca: Near Dale Hollow Lake & Golf!

Cumberland River Cabin Rental

10.0 out of 10, Exceptional, (285)
"Had everything we needed, plus some. It was by far my favorite stay away from home!"
Cumberland River Cabin Rental
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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Other types of properties in Jamestown you may be interested in

Lake Cumberland State Resort Park

3.0 star property
8.8 out of 10, Excellent, (443)
"After having a shower water remains in the bath tub. Cleaning staff should be more careful about letting know the front desk."
The price is NZ$176
includes taxes & fees
20 Apr - 21 Apr
Lake Cumberland State Resort Park

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

10.0 out of 10, Exceptional, (130)
"We stayed here with family while our son was in a bass fishing tournament. The home has a wonderful view of the lake, kitchen well stocked, very comfortable beds, but what stood out above all of that was the cleanliness. Everyone slept well. My wife and I stayed in the en suite master and the bed was very comfortable! The shower was great and the suite very spacious. The home was convenient to the lake and close to Jamestown. We took our grandson to the fish hatchery which was a great...
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

Timber Pointe Resort

2.0 star property
10.0 out of 10, Exceptional, (5)
"A very pleasant stay"
The price is NZ$283
includes taxes & fees
27 Apr - 28 Apr
Timber Pointe Resort
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.

Frequently asked questions

Can I find holiday rentals in Jamestown?

Yes, there are holiday rentals close to the most popular sights in Jamestown, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Jamestown speak positively about the lakeside and restaurants in this destination. Make sure you have time to check out the waterfront and parks during your trip.

What are some of the best holiday rentals that Jamestown has to offer?

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY: This highly rated holiday home rental in Jamestown is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Jamestown are Pet friendly suite that overlooks Lake Cumberland's Safe Harbor Jamestown #107 and Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!.

How many holiday rentals are there in Jamestown?

With 34 Expedia holiday rentals, you're guaranteed to find just the right place for your Jamestown stay.

What’s there to see and do in Jamestown?

Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery are a couple of lovely local spots to get outside and enjoy nature. While here, Cumberland River and Jamestown Marina are other places worth a visit.

What’s a holiday rental in Jamestown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jamestown. Holiday rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.