Jamestown Holiday Rentals

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Check prices for these dates

Tonight
19 Feb - 20 Feb
Tomorrow
20 Feb - 21 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

Holiday Rentals in Jamestown

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

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

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

10.0 out of 10, Exceptional, (161)
"Wonderful stay!!! House was adorable and as described. The house was very clean and well stocked. Loved the ability to regulate the temperature for each room with the mini split units throughout. Suzanne was excellent host and very detailed in her communication. Thank You for a great stay!"
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Miscellaneous

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

10.0 out of 10, Exceptional, (33)
"I can’t stress enough how BEAUTIFUL the view is from both inside(huge windows) and outside(2 levels of deck viewing & seating)! Wonderfully decorated, and super comfy furnishings. Definitely recommend, and will be back! "
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
Property grounds

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!
Charming 5-bedroom/3-bath home with easy walk to private slip on Lake Cumberland
Fridge, microwave, oven, stovetop

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
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Fridge, microwave, oven, stovetop

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 AU$662
includes taxes & fees
21 Feb - 22 Feb
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Lake house. Less than 3 miles from beautiful Lake Cumberland.
Exterior

Lake house. Less than 3 miles from beautiful Lake Cumberland.

9.4 out of 10, Exceptional, (16)
"Had a few questions property owner very fast I'm getting back to me and answering all questions. Close to everything clean as described"
The price is AU$414
includes taxes & fees
21 Feb - 22 Feb
Lake house. Less than 3 miles from beautiful Lake Cumberland.
Cumberland Get-A-Way located at entrance of State Park
Property grounds

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
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Fridge, microwave, oven, stovetop

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! "
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301
3 bedrooms, free WiFi, bed sheets

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

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

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

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
Kozy Haven Log Cabin Rentals
Cabin 5 Shady Pines

Kozy Haven Log Cabin Rentals

3.0 star property
9.6 out of 10, Exceptional, (30)
"Good stay ! Closer to the highway .. 🤗 "
The price is AU$239
includes taxes & fees
5 Mar - 6 Mar
Kozy Haven Log Cabin Rentals
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Outdoor spa tub

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!
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, (214)
"We enjoyed our stay at this cute cabin with a great view located close to town. The hosts were excellent at communication and responded quickly. The deck is the focal point and is great for sitting out and admiring the water, enjoying an evening fire or cooking out dinner. My only complaint is in sleeping comfort. The bed in the main bedroom was so hard the first night that we switched to the other bedroom the second night. In that room, the bed was much better, but the window blind is too small...
Lake Front Home with community boat ramp. Private, close to marinas and town.
Lake house with boat ramp access across the street & tons of boat parking space.
Interior

Lake house with boat ramp access across the street & tons of boat parking space.

9.8 out of 10, Exceptional, (67)
"Our third year at this location for our family and friends get together. Great location. Perfect for our event! Thanks to the host for all the preparations. Highly satisfied and will very likely use the same property again next year. "
Lake house with boat ramp access across the street & tons of boat parking space.
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Interior

6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍

9.8 out of 10, Exceptional, (20)
"My family of nine and I had a great time and plenty of room. The views are incredible. The toys including pool table and foosball were used heavily. The hot tub was very comfortable and easy to use. There were a couple of unexpected bonuses including an extra refrigerator in the garage which was very helpful for all the food we needed for Thanksgiving, and secondly that they had two sets of washers and dryers which was very helpful for a large group. The second flat parking pad beyond the pool...
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Prather Place, Spacious, Deck And View, Entertaining Basement, Minutes to Marina
Property grounds

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

10.0 out of 10, Exceptional, (139)
"The house was exactly as described. Our family enjoyed the basement game room/ movie room the most. There were a couple things that would have made it better but was definitely out of the owners hands. The bridge was out so if you needed anything from Somerset, it took 30 minutes to get to instead of 5 minutes. The organization of the kitchen utensils (pots, pans, appliances, etc.) could definitely use some work. But overall, we enjoyed our stay and would recommend this place to anyone who...
Prather Place, Spacious, Deck And View, Entertaining Basement, Minutes to Marina
Cozy Cabin - Lake Cumberland - Hot Tub
Terrace/patio

Cozy Cabin - Lake Cumberland - Hot Tub

9.6 out of 10, Exceptional, (21)
"This little cabin was exactly what my partner and I needed to get away from the city for a quick weekend during the winter. It feels private without being too far from a scenic walk or a trip to the store, in case you forgot anything. The host was incredible and the cozy cabin is aptly named. Would stay again!"
Cozy Cabin - Lake Cumberland - 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
Lobby lounge

Lake Cumberland State Resort Park

3.0 star property
8.8 out of 10, Excellent, (438)
"Lake veiw"
The price is AU$165
includes taxes & fees
28 Feb - 1 Mar
Lake Cumberland State Resort Park
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY
Outdoor dining

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

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

10.0 out of 10, Exceptional, (33)
"I can’t stress enough how BEAUTIFUL the view is from both inside(huge windows) and outside(2 levels of deck viewing & seating)! Wonderfully decorated, and super comfy furnishings. Definitely recommend, and will be back! "
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
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 Charming 5-bedroom/3-bath home with easy walk to private slip on Lake Cumberland.

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.