Jamestown Vacation Rentals

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Our top choices for Jamestown vacation rentals

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.
$329 nightly
The price is $363
Mar 5 - Mar 6
Total with taxes and fees
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

Apartment in Jamestown

B - New near Jamestown Dock
9.6 out of 10, Exceptional, (18 reviews)
"This is a great place to stay and the location is perfect!"
United States
Crystal S.
$185 nightly
The price is $204
Mar 10 - Mar 11
Total with taxes and fees
B - New near Jamestown Dock
9.0 out of 10, Wonderful, (8 reviews)
"Great location."
United States
Donald S.
$130 nightly
The price is $143
Mar 5 - Mar 6
Total with taxes and fees
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
9.4 out of 10, Exceptional, (28 reviews)
"Awesome place to stay while fishing Cumberland. "
United States
Sam C.
$265 nightly
The price is $292
Apr 1 - Apr 2
Total with taxes and fees
Lake house. Less than 3 miles from beautiful Lake Cumberland.
10.0 out of 10, Exceptional, (196 reviews)
"This was perfect for our Thanksgiving retreat! "
United States
Kyle M.
$320 nightly
The price is $353
Mar 5 - Mar 6
Total with taxes and fees
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
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.
$215 nightly
The price is $237
Mar 9 - Mar 10
Total with taxes and fees
Guest Favorite! Super Clean! Close to Everything!
9.6 out of 10, Exceptional, (4 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
$430 nightly
The price is $442
Mar 24 - Mar 25
Total with taxes and fees
Lake Cumberland Cabin - Spa, Firepit, Scenic Views
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.
$357 nightly
The price is $394
Mar 9 - Mar 10
Total with taxes and fees
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
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.
$353 nightly
The price is $389
Mar 11 - Mar 12
Total with taxes and fees
Cabin w/ River Boat Ramp~Private HotTub~Sauna~Lake Cumberland~Firepit~Pickleball
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.
$312 nightly
The price is $344
Mar 11 - Mar 12
Total with taxes and fees
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland
10.0 out of 10, Exceptional, (3 reviews)
"Nice place with boat ramp."
United States
Josh S.
$356 nightly
The price is $392
Mar 5 - Mar 6
Total with taxes and fees
Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very nice and peaceful "
United States
earl c.
$381 nightly
The price is $420
Mar 17 - Mar 18
Total with taxes and fees
Hot Tub & Firepit~Game Center~Lake Cumberland~Family Friendly~River Boat Ramp
10.0 out of 10, Exceptional, (2 reviews)
"Was perfect! Would absolutely stay again !"
United States
marsha w.
$342 nightly
The price is $377
Mar 11 - Mar 12
Total with taxes and fees
Fishing~HotTub&Sauna~Pickleball~PingPong~Lake Cumberland~Playground~Firepit
9.0 out of 10, Wonderful, (2 reviews)
$351 nightly
The price is $387
Mar 11 - Mar 12
Total with taxes and fees
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin
9.4 out of 10, Exceptional, (10 reviews)
"Great place "
United States
Melissa B.
$357 nightly
The price is $394
Mar 5 - Mar 6
Total with taxes and fees
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
9.4 out of 10, Exceptional, (30 reviews)
"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.
$372 nightly
The price is $410
Mar 5 - Mar 6
Total with taxes and fees
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
$327 nightly
The price is $360
Mar 5 - Mar 6
Total with taxes and fees
Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
$327 nightly
The price is $360
Mar 5 - Mar 6
Total with taxes and fees
Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland
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.
$146 nightly
The price is $161
Mar 5 - Mar 6
Total with taxes and fees
The Lodge Lake Retreat – Family-Friendly with Private River Access
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
$452 nightly
The price is $498
Apr 1 - Apr 2
Total with taxes and fees
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
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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Top Jamestown Hotel Reviews

Find out more about Jamestown

Everything you need to know about Jamestown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jamestown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Jamestown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown vacation 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 vacation.

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 vacation rentals in Jamestown?

Yes, we offer vacation rentals close to the most popular local attractions in Jamestown, or you can go with a more secluded option if you're looking for relaxation. 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 vacation rentals that Jamestown has to offer?

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.: This highly rated vacation home rental in Jamestown is located on a lake and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Another good choice for your trip to Jamestown is Charming 5-bedroom/3-bath home with easy access to Lake Cumberland.

How many vacation rentals are there in Jamestown?

With 34 Expedia vacation rentals, you're sure 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 vacation rental in Jamestown like?

A vacation rental is a private property you can book for a couple of days or more in Jamestown. Vacation rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for families.