Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
10.0 out of 10, Exceptional, (151)
"This is a beautiful property located perfectly for a vacation on the lake. The views are spectacular as is the house and the host, who was very gracious and attentive. Can't wait to come back."
The price is AU$975
includes taxes & fees
26 Oct - 27 Oct
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.
10.0 out of 10, Exceptional, (188)
"Great location and close to the marina. We thoroughly enjoyed our stay and the great communication with the host! "
The price is AU$520
includes taxes & fees
20 Oct - 21 Oct
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
9.8 out of 10, Exceptional, (25)
"Perfect location to the Jamestown ramp. Wi-Fi did not work the whole time If you are a grown adult and plan to sleep on the bunk beds just don’t haha. Two bedrooms were cozy and place is perfect for a weekend get away. Thanks Hot tub is very nice "
The price is AU$604
includes taxes & fees
19 Oct - 20 Oct
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Charming 5-bedroom/3-bath home with easy access to Lake Cumberland
9.4 out of 10, Exceptional, (3)
"Everything was great"
The price is AU$752
includes taxes & fees
18 Oct - 19 Oct
Charming 5-bedroom/3-bath home with easy access to Lake Cumberland
Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!
10.0 out of 10, Exceptional, (2)
Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!
Cumberland Get-A-Way located at entrance of State Park
10.0 out of 10, Exceptional, (19)
"We were just needing a quiet place where my son and I could fish and grieve the loss of my husband and this place gave us that! "
Cumberland Get-A-Way located at entrance of State Park
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, (51)
"Great location and as advertised. "
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
10.0 out of 10, Exceptional, (8)
"Was beautiful, clean and quiet"
The price is AU$574
includes taxes & fees
5 Nov - 6 Nov
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
9.8 out of 10, Exceptional, (69)
"This housing area is Jamestown is by far the best. Close to marina and quiet neighborhood. Owner does a great job of communicating. The parking is perfect for boats. Big area with a turnaround off the road. "
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
Lakeside 3 bedroom chalet with hot tub!!
9.0 out of 10, Wonderful, (7)
"Nice"
Lakeside 3 bedroom chalet with hot tub!!
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍
9.8 out of 10, Exceptional, (31)
"We only stayed a short time but really enjoyed the pool and hot tub. The lake view and fire pit were a hit as well! "
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍
Lake View Loft Cabin is only 2 miles from Wolf Creek Marina, Lake Cumberland KY
2.0 star property
9.4 out of 10, Exceptional, (9)
"This cabin was adorable ! Very clean and nice. We didn’t do much there due to spending time with family at another cabin. However , I loved the view and it did have a nice porch to sit on and the upstairs is super cute. Will definitely be coming back if we are ever up that way. "
Lake View Loft Cabin is only 2 miles from Wolf Creek Marina, Lake Cumberland KY
Little blue house on the lake
9.2 out of 10, Wonderful, (26)
"Loved our stay! Beautiful place. Just wish the lake access was better but due to the rain it was hard to make it down the steep hill. "
Little blue house on the lake
Lake Front Home with community boat ramp. Private, close to marinas and town.
9.6 out of 10, Exceptional, (233)
"Loved everything about our stay. The cabin was awesome, the hosts are fantastic and we plan to come back. "
Lake Front Home with community boat ramp. Private, close to marinas and town.
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, (122)
"Great place! Comfortable. Wonderful couple days."
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Kozy Haven Log Cabin Rentals
3.0 star property
9.6 out of 10, Exceptional, (41)
"Very peaceful, quiet, and private and clean place to stay"
The price is AU$219
includes taxes & fees
26 Oct - 27 Oct
Kozy Haven Log Cabin Rentals
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
9.6 out of 10, Exceptional, (104)
"We absolutely loved our stay! We made some great memories! Amazing view! Love love love it!"
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
2 Bedroom lakeside to Dale Hollow Lake!
9.0 out of 10, Wonderful, (8)
"We have been going to Dale Hollow for over 30 years and we fall in love with it more evwrytime we go "
2 Bedroom lakeside to Dale Hollow Lake!
Perfect Lake House on Lake Cumberland
10.0 out of 10, Exceptional, (11)
"Great property, close to everything. Would stay again "
Perfect Lake House on Lake Cumberland
This charming cozy cottage has a private hot tub, deck for fishing.
9.8 out of 10, Exceptional, (156)
"Great place. Very quite and peaceful. "
This charming cozy cottage has a private hot tub, deck for fishing.
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 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, 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 favourite 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 depend 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 AU$219 per night. Entering your travel dates in the search wizard might find you 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 Charming 5-bedroom/3-bath home with easy access to Lake Cumberland and Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!.

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.