
House vacation rentals in Jamestown
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Top-rated house rentals in Jamestown
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Popular amenities for Jamestown house rentals
House rentals with a pool

Private pool, 8 person Hot tub 6 Bedrooms
This was perfect for our large group. We didn't want for anything. So many options with a view of the beautiful lake (pool and hot tub area, fire pit, large porch with the option to have windows opened or closed). Plenty of space to spread out or all gather together. No complaints here and would definitely rent again.

Cumberland Belle Lakehouse-5bedrm,10bed,5bath
This was one of my family's favorite houses we've stayed in together! Loved the big front porch and how every room had it's own bathroom. Miranda was such a sweet host, adding personal touches like sound machines and baby monitors to make our stay even more comfortable. She had even decorated the house for the holidays when we were there for Thanksgiving!

Spacious Home near Lake Cumberland
Great family gathering spot! Our extended family (four generations including 8 adults and 2 children) returned to Joy’s place (our second stay) for Thanksgiving weekend. It was a perfect place for us to meet. The large kitchen/family room area allowed us to be all together comfortably, a huge plus. But when the hubbub got to be too much, the house had plenty of other spaces where people could hangout or relax with a book. Joy is a super host - very friendly, clear instructions, and accommodating. Definitely recommend.

Ellie's Place-Best ever '25 Rates. Book Now!
This place is amazing, super quiet and very private. It made for a relaxing stay after doing all the touristy things around town. The hot tub is comfortable and private, with a beautiful view of the trees. We will definitely be back!

Lakefront Sunsetter at The Villager
This house did not disappoint! Went for a family reunion with extended family ages 8-80! Something for everyone to enjoy. The great room was perfect for our large gathering with plenty of space for games, kids and visiting. Kitchen was perfect for our needs (some repair issues Clay is addressing did not overly affect our stay - he’s super responsive and helpful!). Table for 8 plus counter height seating for another 6 or so in the kitchen itself. Tons of bedrooms offer privacy and comfort for everyone. 2 showers on main floor, one in basement and one on 2nd floor. Basement is teenager heaven! Poor, shuffleboard, Nintendo and air hockey as well as a bar area with another refrigerator which was awesome for drinks. Hot tub outside on the porch was great. I think our favorite was the deck outside the great room had lots of seating so we could enjoy the unseasonable 60 degree weather! Never got a chance to use the fire pit looked awesome. Highly recommend - we will definitely be back!

Burnside Bungalow, w/ dock, pool & firepit
Place is amazing! Felt like home, once we left we started to miss it. Extremely spacious, amenities were amazing. Would recommend to anyone who wants to visit Somerset!

Gallery on the South Fork (9R) Lake, Pool, Art
We have been this place with other two friends families. House is beautiful and maintained. Unique part is its interior design. Everything was perfect. We will definitely looking forward to stay in future.
Weekly house rentals

Luxury Lake Home! Dock Holidays Lake View Inn
The house was perfect for our family reunion, and Teresea and Tim are incredibly kind and helpful hosts. The kitchen was well equipped with everything we needed to fix all our meals, the living area has comfortable furniture for a crowd to hang out together, and it was great to have so many main floor bedrooms with their own bathroom. We loved sitting out on the deck, and the view of the lake was even better than I'd expected from the photos. We highly recommend it and hope to return again next year ourselves!

Dale's Place
This quaint little house was perfect for our family visiting friends in Russel Springs! Felt like home! A little noise from the highway during the day but it quieted down after dark. Thank you Valerie for sharing your beautiful house!

Spacious Lake Escape Near Conley Bottom
We had an excellent stay. Our group of 13 had plenty of room and the grounds were amazing. Short trip to the marina where we had a couple boats rented. Great value and would definitely stay again.

New Lakefront Luxury: Hot Tub, Arcade,Serene Views
This is the most beautiful Airbnb we have stayed in to date! Between the house itself and the lake views - it was all stunning. We had 2 families staying and there was more than enough space to both hang out as a groups as well as go off on your own. The kids had a blast in the game room. The kitchen was well stocked with anything you would need and then some. And everything was labeled which was helpful to find what you were looking for. There was so much to do in the surrounding areas. We would definitely rebook if we travel back to this area!

Retreat at Wolf Creek
The Retreat at Wolf Creek was stunning! Truly had everything we could have ever needed. Our weather was crummy during our stay, but thankfully there was so much to do inside the house (we loved all the board games!) that we didn’t even miss getting to explore outside. The beds were very comfortable and everything was top quality. We loved it. Thank you Scott for your hospitality!

Cumberland Cottage
The check in was super easy and the place was exactly as pictured. Very clean and everything worked great.

NEW Barndo: 5 Minutes From Lake Cumberland Marina
Great place for are Family to stay!

Naut Tonight at The Holler
Jamie's listing was better than expected. The decor was so welcoming and had a wonderful nautical theme throughout. It was so nice to have a fiber outdoors area to grill out steaks and walk our pup. The area was so peaceful. The furnishings were so comfortable. Water pressure in the shower was awesome. All the little special touches Jamie added was great. I especially liked having the Keurig coffee maker and coffee in the bedroom. The kitchen was very well stocked with everything we needed to cook for ourselves Thank you Jamie, for providing us with the perfect little getaway.
Private house rentals

A 1940's Farmhouse beautifully restored
Very nice peaceful place.

The House at Cedar Grove
Great place! My extended family spent a few days here over New Year’s and it was perfect! We spent most of the our time in the house and there was plenty of space to spread out when you wanted to get away but also large gathering areas to spend time together. Very clean, beautiful home! Lots of fun things to do at the house to keep us busy-we had a variety of ages. It was 10-15 minutes from town but it was perfect for what we were looking for! Would definitely stay again!

Jamestown - KY Lake Cottage | Boat Parking
Lovely people and even better house! Plenty of space for multiple people, cars, and boats if needed. 10/10 would recommend!

Bronston Getaway near Lake Cumberland
Peaceful surroundings, everythin is set and ready to be used for indoor and outdoor eating. Quality amenities, comfortable beds, quiet and dark.

Waterfalls, fishing pond, lake view, and 8 acres!
We had a wonderful time at Justin’s place. The property was so cool to explore and the house was perfect for our party of 5. I loved that it was kid friendly and so did my three nieces. We loved playing board games and the outdoor yard games were a hit as well. And at night we were super cozy on the couch while we watched a movie. The waterfalls are so special and it was so fun hiking, exploring and seeing all of the incredible wildlife! Just as with any more rural area, if you visit in the off season try calling the area restaurants ahead of time to make sure they’re open! We all said we wished we could have stayed longer and that we’d definitely love to go back. Thank you, Justin for sharing such a cool spot with us!

Three-A Hideaway
I came down to surprise my bestie for her birthday by bringing her daughter down with me and stayed at the Airbnb. Space was wonderful. The kitchen was well supplied with items that I needed to make a birthday cake for my friend and cook for her and her family. The location was very peaceful and I enjoyed watching the cows, calfs and donkeys. I was able to meet Lisa as she checked in often and even took time out of her day to change the porch light and offered her space for the bad weather we were expecting over the weekend if you are in the area I highly recommend a stay at this Airbnb! I know I'll be back! Thank you Lisa for a wonderful time!

Beautiful Lakehouse near Grider Hill Dock
Had 10 guests, had plenty of room. Very large parking lot was perfect for trucks and boats. 15-20 minutes from Halcomb's Landing and the dam at Lake Cumberland. Looking forward to staying here again!

Midnight Pearl
The Midnight Pearl was everything we’d hoped it would be! The house is absolutely stunning. Sara and Todd have executed on every last detail. The location is remote and very peaceful. My girlfriend and I had a wonderful weekend spending quality time in this beautiful oasis!
Quick stats about house rentals in Jamestown
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
440 reviews
Family-friendly rentals
20 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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