Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

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

10.0 out of 10, Exceptional, (127)
"Was everything we were looking for. The view was amazing. The local was close to stores and restaurants. The home had everything we needed. "
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

9.8 out of 10, Exceptional, (29)
"The property was excellent and the family had a great time "
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

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

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

10.0 out of 10, Exceptional, (162)
"It was nice subtle place."
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

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$725
includes taxes & fees
16 Mar - 17 Mar
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

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

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

8.8 out of 10, Excellent, (3)
"We enjoyed our stay. The scenery was amazing. The cabin was clean. The only problem was that there was no stopper for the sink or a scrubber sponge to wash dishes. "
3 Bed Log Cabin Located 0.5 miles from Safe Harbor Jamestown #302

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

Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!

10.0 out of 10, Exceptional, (19)
"Will definitely stay here again "
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!

Charming 5-bedroom/3-bath home with easy walk to private slip on Lake Cumberland

Charming 5-bedroom/3-bath home with easy walk to private slip on Lake Cumberland

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

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$509
includes taxes & fees
17 Mar - 18 Mar
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

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

Kozy Haven Log Cabin Rentals

3.0 star property
9.6 out of 10, Exceptional, (31)
"Good stay ! Closer to the highway .. 🤗 "
The price is NZ$283
includes taxes & fees
15 Mar - 16 Mar
Kozy Haven Log Cabin Rentals

Cumberland River Cabin Rental

10.0 out of 10, Exceptional, (283)
"Great place"
Cumberland River Cabin Rental

Beautiful "Harborview at Lake Cumberland" overlooking Lee's Ford Marina.

Beautiful "Harborview at Lake Cumberland" overlooking Lee's Ford Marina.

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

9.8 out of 10, Exceptional, (145)
"We would like to stay there again because of all the amenities the manager was very friendly"
This charming cozy cottage has a private hot tub, deck for fishing.

Little blue house on the lake

9.6 out of 10, Exceptional, (13)
"A great weekend in a nice house. Exceeded expectations."
Little blue house on the lake

4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!

9.6 out of 10, Exceptional, (88)
"Check in was easy. Very nice place. Plenty of room to visit with family. Would be very enjoyable in the summer when the pool is open. My grandson enjoyed the basketball game. Two drawbacks. First, we had 5 people who needed to shower in the morning, hot water was nearly depleted by the third so the last two took cool showers. The other is the driveway is STEEP, so taking the trash out was a nice workout!! Otherwise we enjoyed the property and would consider returning."
4 Bedrooms, Private pool, hot tub, Game room, and Water Front View!

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

10.0 out of 10, Exceptional, (104)
"We enjoyed sitting on the screened-in patio overlooking the river watching the falling leaves float to the ground. Watched a group of 15 wild turkeys make the way way past the property. their wwa"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
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, (440)
"Lake veiw"
The price is NZ$183
includes taxes & fees
19 Mar - 20 Mar
Lake Cumberland State Resort Park

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

10.0 out of 10, Exceptional, (127)
"Was everything we were looking for. The view was amazing. The local was close to stores and restaurants. The home had everything we needed. "
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

9.8 out of 10, Exceptional, (29)
"The property was excellent and the family had a great time "
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
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 Luxe Lake Cumberland Retreat w/ Decks on 1 Acre! and Cumberland Get-A-Way located at entrance of State Park.

How many holiday rentals are there in Jamestown?

With 35 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.