Jamestown Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Vacation Rentals in Jamestown

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

Jamestown
10.0 out of 10, Exceptional, (153)
"Check in was very easy, beautiful home,views were pretty,overall great family time!"
United States
paige m.
$478 nightly
The price is $527
Nov 11 - Nov 12
Total with taxes and fees
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

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

Jamestown
10.0 out of 10, Exceptional, (192)
"Overall we had a nice stay here. The extra driveway made it easy to park our boat which was a big reason for picking this property. The road is a bit narrow, so go slow. "
United States
Ben M.
$312 nightly
The price is $344
Nov 11 - Nov 12
Total with taxes and fees
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

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

Jamestown
10.0 out of 10, Exceptional, (19)
"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
Nov 11 - Nov 12
Total with taxes and fees
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

Jamestown
10.0 out of 10, Exceptional, (2)
Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Jamestown
9.8 out of 10, Exceptional, (26)
"Everything we needed for a fun, relaxing lake weekend! House was clean and fully stocked. The cute coffee bar, extra towels, and kids’ games were a bonus! The host was incredibly friendly and responsive. Room to park our 24’ boat and a 5 min drive to Jamestown marina. Highly recommend booking. "
United States
Anna H.
$355 nightly
The price is $391
Nov 12 - Nov 13
Total with taxes and fees
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Jamestown
10.0 out of 10, Exceptional, (13)
"Great experience, very cute home. Would love to visit again! "
United States
Adam F.
$399 nightly
The price is $440
Nov 11 - Nov 12
Total with taxes and fees
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Apple Valley Comfy “Treehouse" 2-Bedroom Condo inside Lake Cumberland State Park

4.0 star property
Jamestown
9.8 out of 10, Exceptional, (64)
"We had a wonderful time! Beautiful condo! "
United States
Shannon K.
Apple Valley Comfy “Treehouse" 2-Bedroom Condo inside Lake Cumberland State Park

Charming 5-bedroom/3-bath home with easy access to Lake Cumberland

Jamestown
9.6 out of 10, Exceptional, (5)
"Jenn was super responsive and gave us plenty of info on fishing/boating access in the area. The house was a great size with a cute unique layout. Huge deck for plenty of outside hang time and close to a boat ramp to easily drop my canoe in. Just a few minutes from the State Park too! "
United States
Joe P.
$439 nightly
The price is $484
Nov 12 - Nov 13
Total with taxes and fees
Charming 5-bedroom/3-bath home with easy access to Lake Cumberland

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

Jamestown
10.0 out of 10, Exceptional, (53)
"Beautiful home with a beautiful view! Quick responses from the owner and we can’t wait to come back next year!"
United States
Kyle B.
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

Jamestown
9.8 out of 10, Exceptional, (70)
"All things were very enjoyable and the place is lovely"
United States
Bradford B.
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301

Jamestown
7.8 out of 10, Good, (6)
"The excessive humidity and musty odor were the overarching issues. It made our stay an unpleasant experience. Additionally, there is torn carpet front and center when you walk in just beyond a very dirty front door. The unit needs a dedicated portable dehumidifier and attention to detail on numerous items/issues."
United States
Anonymous traveler
Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301

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

Monticello
9.8 out of 10, Exceptional, (32)
"Perfect accommodation for our family group ages 2 to 85. Wonderful and relaxing week. Thank you!"
United States
Nancy L.
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

Lakeside 3 bedroom chalet with hot tub!!

Byrdstown
9.0 out of 10, Wonderful, (8)
"We had the best time. Cabin was very nice. Everything was close for the kids. We would definitely go back. The only downfall was the mattresses. They were horrible and caved in the middle. None of us got a good nights rest. And nobody could connect to wifi, even with the password it would continue to spin and never connect. Other than that, we enjoyed our stay very much "
United States
Tammy M.
Lakeside 3 bedroom chalet with hot tub!!

Kozy Haven Log Cabin Rentals

3.0 star property
Columbia
9.6 out of 10, Exceptional, (42)
"Small cozy cabin. Very clean. Only here overnight. Dog is happy, friendly precocious cat hanging around."
United States
Melissa
$145 nightly
The price is $160
Nov 14 - Nov 15
Total with taxes and fees
Kozy Haven Log Cabin Rentals

Cumberland River Cabin Rental

Burkesville
10.0 out of 10, Exceptional, (317)
"Great place and location "
United States
Anonymous traveler
Cumberland River Cabin Rental

Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Monticello
9.8 out of 10, Exceptional, (63)
"Great spot close to lake cumberland and conley botom marina"
United States
Michael W.
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

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

Monticello
9.6 out of 10, Exceptional, (106)
"Check in was simple. The house had everything you needed like trash bags, paper towels, body wash, and pool towels! "
United States
Cari J.
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

Lake Front Home with community boat ramp. Private, close to marinas and town.

Somerset
9.6 out of 10, Exceptional, (236)
"Loved everything about our stay. The cabin was awesome, the hosts are fantastic and we plan to come back. "
United States
Kim W.
Lake Front Home with community boat ramp. Private, close to marinas and town.

Lakeside 3 Bedroom Chalet with a hot tub!

Byrdstown
9.0 out of 10, Wonderful, (6)
"Amazing stay, very nice hosts. Would stay again!!"
United States
Nicholas
Lakeside 3 Bedroom Chalet with a hot tub!

Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings

Nancy
9.6 out of 10, Exceptional, (183)
"We loved our stay at this property! Nice location, quiet, relaxing, pretty views, everything there that we needed, and great memories made. Definitely recommend this rental!"
United States
Kara K.
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
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 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.

How many vacation rentals are there in Jamestown?

With 37 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.