Holiday Rentals in Jamestown

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Holiday Rentals in Jamestown

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Jamestown
8.8 out of 10, Excellent, (5)
"It was great!"
United States
Jennifer W.
The price is €134
includes taxes & fees
18 Nov - 19 Nov
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

New Near Jamestown Dock - A

Jamestown
9.8 out of 10, Exceptional, (22)
"Nice property with unique setup. Convenient location."
United States
Robert M.
The price is €192
includes taxes & fees
18 Nov - 19 Nov
New Near Jamestown Dock - A

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

Jamestown
10.0 out of 10, Exceptional, (192)
"Great property, clean and as advertised! Would definitely stay here again. Had an issue with the grill one night, fluke thing, owner took care of next day! Great place to stay!"
United States
DOUGLAS M.
The price is €294
includes taxes & fees
18 Nov - 19 Nov
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

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

Jamestown
9.4 out of 10, Exceptional, (26)
"Great little place, close to town. Very clean place and host was amazing and very accommodating "
United States
mike v.
The price is €214
includes taxes & fees
18 Nov - 19 Nov
Lake house. Less than 3 miles from beautiful Lake Cumberland.

HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

Jamestown
10.0 out of 10, Exceptional, (2)
"5 stars!"
United States
Lisa W.
The price is €302
includes taxes & fees
24 Nov - 25 Nov
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground

Jamestown
10.0 out of 10, Exceptional, (2)
"Very nice place. Lots of things for everyone. "
United States
Dona R.
The price is €337
includes taxes & fees
18 Dec - 19 Dec
River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground

Guest Favorite! Super Clean! Close to Everything!

Jamestown
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."
United States
Brice L.
The price is €207
includes taxes & fees
18 Nov - 19 Nov
Guest Favorite! Super Clean! Close to Everything!

Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Jamestown
10.0 out of 10, Exceptional, (3)
"Nice place with boat ramp."
United States
Josh S.
The price is €310
includes taxes & fees
20 Nov - 21 Nov
Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Jamestown
10.0 out of 10, Exceptional, (3)
"We had the best stay.. will definitely try to just them again next year for our family reunion "
United States
Lisa B.
The price is €165
includes taxes & fees
24 Nov - 25 Nov
Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp

Jamestown
10.0 out of 10, Exceptional, (5)
The price is €332
includes taxes & fees
1 Dec - 2 Dec
Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp

Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit

Jamestown
10.0 out of 10, Exceptional, (1)
"Great little neighborhood of cabins. Very clean and comfortable. The owners thought of the little details, extra toothbrushes, q tips etc, even hair ties! Nice quality shampoo and conditioner plus body wash available. Plenty of paper products, cleaning supplies, laundry products, even aluminum foil and ziplock baggies!Our grandkids enjoyed the playground after a day on the lake. The hot tub was very relaxing. The cabin is tastefully decorated and has updated furnishings and appliances plus...
United States
Jami D.
The price is €302
includes taxes & fees
24 Nov - 25 Nov
Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit

Historic Union Chapel Elementary School near Cumberland River & Lake

Jamestown
10.0 out of 10, Exceptional, (43)
"Great place to stay"
United States
Joseph G.
Historic Union Chapel Elementary School near Cumberland River & Lake

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

2.0 star property
Jamestown
9.4 out of 10, Exceptional, (13)
"This is a beautiful place to stay with tons of amenities. We loved the cabin I do wish it was a different location though but they really can’t help that! We had a great experience and I hope to return one day."
United States
Olivia L.
The price is €319
includes taxes & fees
16 Dec - 17 Dec
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin

Jamestown
8.0 out of 10, Very good, (1)
The price is €302
includes taxes & fees
24 Nov - 25 Nov
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin

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

Jamestown
10.0 out of 10, Exceptional, (154)
"Check in was very easy, beautiful home,views were pretty,overall great family time!"
United States
paige m.
The price is €466
includes taxes & fees
18 Nov - 19 Nov
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

The Lodge Lake Retreat – Family-Friendly with Private River Access

2.0 star property
Jamestown
The price is €176
includes taxes & fees
18 Nov - 19 Nov
The Lodge Lake Retreat – Family-Friendly with Private River Access

Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

Jamestown
10.0 out of 10, Exceptional, (9)
"Was beautiful, clean and quiet"
United States
Beverly W.
The price is €344
includes taxes & fees
3 Dec - 4 Dec
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

Harbor Springs, Lake Cumberland Cabin

Jamestown
8.6 out of 10, Excellent, (7)
"Very comfortable. Well stocked kitchen. Lovely porch with lake view. "
United States
Laura N.
The price is €497
includes taxes & fees
18 Dec - 19 Dec
Harbor Springs, Lake Cumberland Cabin

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

Jamestown
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. "
United States
Bobby E.
The price is €362
includes taxes & fees
18 Nov - 19 Nov
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table

Jamestown
The price is €310
includes taxes & fees
20 Nov - 21 Nov
Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
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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Find out more about Jamestown

Everything you need to know about Jamestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jamestown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jamestown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamestown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamestown holiday rentals we have selected for you start as low as €129 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jamestown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jamestown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamestown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 access to Lake Cumberland.

How many holiday rentals are there in Jamestown?

With 37 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, Jamestown Marina and Cumberland River 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.