Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

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

The price is AU$257
includes taxes & fees
5 Aug - 6 Aug
Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Historic Union Chapel Elementary School near Cumberland River & Lake

10.0 out of 10, Exceptional, (33)
"Very nice accommodation not far from Jamestown the owner greeted me when i arrived and coffee and snacks were available I would recommend this great opportunity for anyone that is going to Jamestown "
Historic Union Chapel Elementary School near Cumberland River & Lake

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

The price is AU$448
includes taxes & fees
18 Aug - 19 Aug
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

Great place to gather near Lake Cumberland

10.0 out of 10, Exceptional, (7)
"Great location, house is very nice, clean and spacious and close to the Jamestown boat ramp. Will definitely stay here again."
The price is AU$781
includes taxes & fees
22 Aug - 23 Aug
Great place to gather near Lake Cumberland

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

10.0 out of 10, Exceptional, (1)
"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! "
The price is AU$712
includes taxes & fees
28 July - 29 July
Charming 5-bedroom/3-bath home with easy access to Lake Cumberland

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

10.0 out of 10, Exceptional, (12)
"We really enjoyed the house. Plenty of room for 4 adults and 4 young kids. Looking forward to staying again. Great location to Jamestown Marina and Lilly Creek ramp."
The price is AU$612
includes taxes & fees
23 July - 24 July
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Harbor Hilltop at Cumberland

10.0 out of 10, Exceptional, (11)
"Very clean house. Had everything we needed. Loved the back deck."
The price is AU$636
includes taxes & fees
23 July - 24 July
Harbor Hilltop at Cumberland

Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland

10.0 out of 10, Exceptional, (47)
"This was a super cool place to stay. My father and I stayed the night to get up early to go fishing on the Cumberland. I definitely recommend staying here when in the area. "
The price is AU$227
includes taxes & fees
1 Aug - 2 Aug
Historic Union Chapel School-Two Room, near Cumberland River & Lake Cumberland

LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

10.0 out of 10, Exceptional, (1)
"Everglow Hollow was great! We stayed for a long weekend and it was the perfect place to relax, while not being too far away from Lake Cumberland. Host also responded to questions right away and were very helpful. "
The price is AU$298
includes taxes & fees
28 July - 29 July
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

The Cozy Cabell Cottage

9.8 out of 10, Exceptional, (47)
"This was a clean, comfortable, quiet cottage that was exactly what we needed for the weekend. Wonderful host; we would happily stay reserve this cottage again if we are ever in the area. "
The price is AU$297
includes taxes & fees
23 July - 24 July
The Cozy Cabell Cottage

Boating Mecca: Near Dale Hollow Lake & Golf!

10.0 out of 10, Exceptional, (77)
"Great little get away! Less than 10 min from the lake. To do some fishing or floating. 15mins to Burkesville and maybe 20 to Celina. House was very clean and a great set up for my son and I. Maybe just enough room for boat parking. Enjoyed the stay and would book again in the future."
The price is AU$275
includes taxes & fees
19 Aug - 20 Aug
Boating Mecca: Near Dale Hollow Lake & Golf!

Cabin 7 - Private Log Cabin with loft in Columbia Kentucky

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay at the cozy cabins ! So much that we even booked a extra night ! The host Joe was very nice and helpful! We will definitely be back !! Thanks Joe !"
The price is AU$249
includes taxes & fees
5 Aug - 6 Aug
Cabin 7 - Private Log Cabin with loft in Columbia Kentucky

Comfortable & Elegant Home

10.0 out of 10, Exceptional, (5)
"Lovely home and quiet neighborhood. Would stay here again!"
The price is AU$357
includes taxes & fees
23 July - 24 July
Comfortable & Elegant Home

Cabin 2 - Log Cabin Retreat near Green River Lake Sleeps 5!

10.0 out of 10, Exceptional, (2)
"We loved staying here! Sweet little cabin with everything you need. The beds are very comfortable, area is quiet, and the owners communicate quickly & make you feel right at home. Would definitely recommend!"
The price is AU$271
includes taxes & fees
19 Aug - 20 Aug
Cabin 2 - Log Cabin Retreat near Green River Lake Sleeps 5!

Cabin 4 - Very Romantic, King bed, Full Kitchen

8.0 out of 10, Very good, (1)
"This one room cabin was very functional, and nicely set up with all the basic amenities. The kitchen had all the basic necessities, with nice plate ware and good appliances. Located just outside of town in a circle with other cabins nearby, but cozy and enjoyable nonetheless. A short drive to wilderness areas."
The price is AU$251
includes taxes & fees
19 Aug - 20 Aug
Cabin 4 - Very Romantic, King bed, Full Kitchen

Cabin 3 - Columbia Kentucky, Queen bed, Firepit

The price is AU$247
includes taxes & fees
23 July - 24 July
Cabin 3 - Columbia Kentucky, Queen bed, Firepit

Cozy 3-Bedroom Beaver Creek Cottage

9.6 out of 10, Exceptional, (17)
"We rented this house for a family fishing trip. The place is perfect and we are looking forward to staying again!"
The price is AU$402
includes taxes & fees
27 July - 28 July
Cozy 3-Bedroom Beaver Creek Cottage

Mema and Pa’s Place

10.0 out of 10, Exceptional, (12)
"Memaw’s and Pa’s place was very clean and comfortable. Access to the marinas was very easy and close by. The bed was very comfortable and the kitchen well stocked. I would definitely recommend staying here. "
The price is AU$345
includes taxes & fees
23 July - 24 July
Mema and Pa’s Place

River Lane Cottage 1 Bedroom

The price is AU$232
includes taxes & fees
23 July - 24 July
River Lane Cottage 1 Bedroom

Come stay with us @DHL! Great for families! <6mi to lake/golf

10.0 out of 10, Exceptional, (3)
"This place is really nice. The property manager was very responsive and made our trip super easy. This place definitely exceeded our expectations"
The price is AU$667
includes taxes & fees
5 Aug - 6 Aug
Come stay with us @DHL! Great for families! <6mi to lake/golf
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

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?

Charming 5-bedroom/3-bath home with easy access to Lake Cumberland: This highly rated holiday home rental in Jamestown offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable 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. Some other top choices in Jamestown are LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY. and Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!.

How many holiday rentals are there in Jamestown?

With 32 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.