Holiday Rentals in Jamestown

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Jamestown holiday rentals

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

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Jamestown
9.2 out of 10, Wonderful, (14 reviews)
"Such a lovely property. Very cozy and inviting. We will definitely stay again."
United States
Jennifer S.
The price is €296
includes taxes & fees
24 Feb - 25 Feb
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.8 out of 10, Exceptional, (22 reviews)
"Great stay"
United States
Rob W.
The price is €186
includes taxes & fees
17 Feb - 18 Feb
New Near Jamestown Dock - A

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

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Jamestown
9.0 out of 10, Wonderful, (7 reviews)
"Great location."
United States
Donald S.
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

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

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Jamestown
10.0 out of 10, Exceptional, (195 reviews)
"Wonderful stay, great communication ans very peaceful. It had everything you could need for a relaxing get away, and plenty of space to do it. Will for sure stay again!!!!!"
United States
Lisa T.
The price is €294
includes taxes & fees
21 Feb - 22 Feb
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Hot Tub & Firepit~Game Center~Lake Cumberland~Family Friendly~River Boat Ramp

Hot Tub & Firepit~Game Center~Lake Cumberland~Family Friendly~River Boat Ramp
Jamestown
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very nice and peaceful "
United States
earl c.
The price is €321
includes taxes & fees
22 Feb - 23 Feb
Hot Tub & Firepit~Game Center~Lake Cumberland~Family Friendly~River Boat Ramp

Cabin w/ River Boat Ramp~Private HotTub~Sauna~Lake Cumberland~Firepit~Pickleball

Cabin w/ River Boat Ramp~Private HotTub~Sauna~Lake Cumberland~Firepit~Pickleball
Jamestown
10.0 out of 10, Exceptional, (4 reviews)
"Yes the hot tub was great and very pet friendly. We loved the amenities! What a great stay. We will be back!! "
United States
Marina W.
The price is €321
includes taxes & fees
22 Feb - 23 Feb
Cabin w/ River Boat Ramp~Private HotTub~Sauna~Lake Cumberland~Firepit~Pickleball

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

HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (4 reviews)
"The host was very welcoming, check-in and out was super easy. This was the most stocked VRBO I have ever visited, taking into account even the small things in the bathroom. "
United States
Elyce E.
The price is €294
includes taxes & fees
22 Feb - 23 Feb
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (3 reviews)
"Nice place with boat ramp."
United States
Josh S.
The price is €327
includes taxes & fees
17 Feb - 18 Feb
Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Guest Favorite! Super Clean! Close to Everything!

Guest Favorite! Super Clean! Close to Everything!
Jamestown
10.0 out of 10, Exceptional, (9 reviews)
"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 €204
includes taxes & fees
17 Feb - 18 Feb
Guest Favorite! Super Clean! Close to Everything!

Fishing~HotTub&Sauna~Pickleball~PingPong~Lake Cumberland~Playground~Firepit

Fishing~HotTub&Sauna~Pickleball~PingPong~Lake Cumberland~Playground~Firepit
Jamestown
10.0 out of 10, Exceptional, (2 reviews)
"Was perfect! Would absolutely stay again !"
United States
marsha w.
The price is €321
includes taxes & fees
22 Feb - 23 Feb
Fishing~HotTub&Sauna~Pickleball~PingPong~Lake Cumberland~Playground~Firepit

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

Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
Jamestown
9.4 out of 10, Exceptional, (10 reviews)
"Great place "
United States
Melissa B.
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

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

Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin
Jamestown
9.0 out of 10, Wonderful, (2 reviews)
The price is €321
includes taxes & fees
22 Feb - 23 Feb
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin

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

The Lodge Lake Retreat – Family-Friendly with Private River Access
Jamestown
10.0 out of 10, Exceptional, (1 review)
"Th place was extremely clean, check in was simple and easy, the listing was exactly as described. The sheets on the bed were amazing and the beds were comfortable "
United States
Dillon R.
The Lodge Lake Retreat – Family-Friendly with Private River Access

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

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
Jamestown
10.0 out of 10, Exceptional, (160 reviews)
"We loved the view! Everything was very clean, and it had enough beds for us. I liked the bunk bed option in the basement; it was perfect for our group! The kitchen was great and had everything I needed. The appliances were also wonderful; in great condition and were very helpful."
United States
Will L.
The price is €441
includes taxes & fees
17 Feb - 18 Feb
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

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

Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
Jamestown
The price is €299
includes taxes & fees
17 Feb - 18 Feb
Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table

Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland

Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland
Jamestown
The price is €299
includes taxes & fees
17 Feb - 18 Feb
Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland

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

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Jamestown
10.0 out of 10, Exceptional, (19 reviews)
"Amazing stay! House is very clean with lovely decor! Will stay here again for sure!!"
United States
Jennifer L.
The price is €346
includes taxes & fees
9 Mar - 10 Mar
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Lake Cumberland Cabin - Spa, Firepit, Scenic Views

Lake Cumberland Cabin - Spa, Firepit, Scenic Views
Jamestown
9.6 out of 10, Exceptional, (4 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
The price is €342
includes taxes & fees
1 Mar - 2 Mar
Lake Cumberland Cabin - Spa, Firepit, Scenic Views

New Rustic Home Near State Dock

New Rustic Home Near State Dock
Jamestown
10.0 out of 10, Exceptional, (6 reviews)
"This property is absolutely amazing so clean and easy to get to! "
United States
Bailee J.
New Rustic Home Near State Dock

Family friendly 2-bedroom lake getaway in serene Jamestown with pool

Family friendly 2-bedroom lake getaway in serene Jamestown with pool
Jamestown
The price is €171
includes taxes & fees
16 Mar - 17 Mar
Family friendly 2-bedroom lake getaway in serene Jamestown with pool
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Jamestown Hotel Reviews

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 €125 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 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.