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House vacation rentals in Jamestown

Find and book unique houses on Airbnb

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Popular amenities for Jamestown house rentals

House rentals with a pool

A large private pool is surrounded by a spacious patio, featuring several lounge chairs arranged for relaxation. The pool's clear waters reflect the blue sky, while a well-maintained house and green hills are visible in the background.
Home in Wayne County
4.69 out of 5 average rating, 13 reviews

Private pool, 8 person Hot tub 6 Bedrooms

JanellRating, 5 stars7 months ago
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.
Superhost
Home in Monticello
5 out of 5 average rating, 5 reviews

Cumberland Belle Lakehouse-5bedrm,10bed,5bath

AmandaRating, 5 stars29 months ago
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!
Top guest favorite
The two-story home features a covered front porch with white railings, surrounded by neatly trimmed hedges and colorful landscaping. A steeply pitched roof and large windows enhance its architectural appeal, while trees provide shade in the background.
Home in Somerset
5 out of 5 average rating, 70 reviews

Spacious Home near Lake Cumberland

KathyRating, 5 stars4 months ago
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.
Guest favorite
The cabin features a two-story wooden structure nestled among tall trees. A large porch with multiple columns spans the front, providing a welcoming entrance. A clear blue sky enhances the serene woodland setting, while a gentle slope leads up to the building.
Home in Burnside
5 out of 5 average rating, 6 reviews

Ellie's Place-Best ever '25 Rates. Book Now!

MacRating, 5 stars2 weeks ago
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!
A spacious lakefront estate is shown, featuring a drive-up area and a well-maintained lawn. The house has multiple gabled roofs, large windows, and a welcoming front porch adorned with seating. A two-car garage is visible to the right.
Home in Somerset
4.71 out of 5 average rating, 21 reviews

Lakefront Sunsetter at The Villager

KorinneRating, 5 stars3 months ago
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!
Superhost
A charming white bungalow is framed by a well-maintained lawn and colorful flower beds. A red roof adds a pop of color, and the welcoming entrance features a brick pathway leading to the front door. American flags adorn the porch, enhancing the inviting exterior.
Home in Somerset
4.78 out of 5 average rating, 18 reviews

Burnside Bungalow, w/ dock, pool & firepit

LuisRating, 5 stars3 months ago
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!
Guest favorite
A charming two-story home is framed by lush green trees and manicured lawns. A spacious driveway leads to the entrance, where a welcoming porch is visible. Natural light filters through the trees, emphasizing the serene and tranquil setting.
Home in Burnside
4.94 out of 5 average rating, 16 reviews

Gallery on the South Fork (9R) Lake, Pool, Art

RavindraRating, 5 stars3 months ago
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

Top guest favorite
A spacious outdoor deck features a round table surrounded by six chairs. The inviting space overlooks Lake Cumberland and is framed by tall trees, providing a serene view of the water and distant hills under a clear sky.
Home in Monticello
5 out of 5 average rating, 14 reviews

Luxury Lake Home! Dock Holidays Lake View Inn

DeborahRating, 5 stars3 weeks ago
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!
Top guest favorite
A single-story brick home is framed by lush greenery, featuring a dark exterior with a welcoming front porch and a circular window. A spacious driveway leads to an attached garage, while the surrounding lawn is neatly maintained, providing ample outdoor space.
Home in Columbia
5 out of 5 average rating, 10 reviews

Dale's Place

CourtneyRating, 5 stars5 months ago
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!
Guest favorite
The exterior of a spacious lodge is shown, featuring a large wooden deck with seating areas. Lush green grass surrounds the home, and trees provide shade. The building is designed with large windows, allowing for ample natural light, and has a green metal roof.
Home in Monticello
4.9 out of 5 average rating, 77 reviews

Spacious Lake Escape Near Conley Bottom

RandyRating, 5 stars8 months ago
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.
Top guest favorite
An inviting porch features comfortable seating arrangements, including lounge chairs and a woven sofa. Large windows offer unobstructed views of the serene lake, framed by a vibrant sunset sky. A soft area rug adds warmth, while natural wood finishes enhance the overall appeal.
Home in Somerset
4.98 out of 5 average rating, 88 reviews

New Lakefront Luxury: Hot Tub, Arcade,Serene Views

ChristineRating, 5 stars3 days ago
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!
Guest favorite
The custom-built lake house is showcased, featuring a modern rustic exterior with wooden and stone accents. A wide porch is supported by sturdy columns, providing an inviting entrance. Surrounding trees enhance the secluded feel of the property.
Home in Nancy
5 out of 5 average rating, 31 reviews

Retreat at Wolf Creek

CourtneyRating, 5 stars1 month ago
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!
Guest favorite
The exterior of a modern cottage is depicted, featuring gray siding and a welcoming front porch. A well-maintained lawn surrounds the driveway leading to a two-car garage. The home is set against a backdrop of trees, creating a peaceful rural ambiance.
Home in Somerset
4.93 out of 5 average rating, 15 reviews

Cumberland Cottage

BrandonRating, 5 stars1 month ago
The check in was super easy and the place was exactly as pictured. Very clean and everything worked great.
Guest favorite
A spacious barndo-style home features a covered porch with seating, set against a backdrop of lush greenery. The exterior includes large windows and a gravel driveway, providing ample parking space. The mix of white siding and dark roofing adds a modern touch to the country setting.
Home in Russell Springs
4.93 out of 5 average rating, 45 reviews

NEW Barndo: 5 Minutes From Lake Cumberland Marina

SheldonRating, 5 stars1 month ago
Great place for are Family to stay!
Top guest favorite
The kitchen features gray cabinetry complemented by wood accents. A black stove and microwave are positioned against the wall, while a workspace is available with a small table and chair. Natural light is provided by a nearby doorway leading to another room.
Home in Burkesville
5 out of 5 average rating, 28 reviews

Naut Tonight at The Holler

LynRating, 5 stars2 weeks ago
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

Guest favorite
A charming farmhouse features light grey siding and a red metal roof. The front porch is adorned with two white rocking chairs and potted plants. Large windows on the side invite natural light, and a spacious lawn surrounds the home, enhancing its serene rural setting.
Home in Greensburg
4.96 out of 5 average rating, 27 reviews

A 1940's Farmhouse beautifully restored

LoriRating, 5 stars6 months ago
Very nice peaceful place.
Guest favorite
A spacious two-story house is featured, constructed with warm brown stone and complemented by expansive windows. Lush greenery surrounds the entrance, with neatly trimmed shrubs and a gravel driveway leading to a double garage on the left. A clear blue sky enhances the inviting exterior.
Home in Greensburg
4.98 out of 5 average rating, 57 reviews

The House at Cedar Grove

MeganRating, 5 stars3 months ago
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!
Guest favorite
A screened porch featuring a mix of red and blue chairs arranged around a table, surrounded by large windows that overlook a lush green setting. Soft lighting is provided by hanging bulbs, enhancing the inviting space.
Home in Jamestown
4.9 out of 5 average rating, 10 reviews

Jamestown - KY Lake Cottage | Boat Parking

AlecRating, 5 stars1 month ago
Lovely people and even better house! Plenty of space for multiple people, cars, and boats if needed. 10/10 would recommend!
Top guest favorite
An outdoor seating area is arranged around a fire pit, with chairs positioned for comfort. The night sky glows softly from the moonlight, casting a gentle light on the surroundings. Trees are faintly visible in the background, enhancing the serene atmosphere.
Home in Bronston
5 out of 5 average rating, 95 reviews

Bronston Getaway near Lake Cumberland

LilaRating, 5 stars5 days ago
Peaceful surroundings, everythin is set and ready to be used for indoor and outdoor eating. Quality amenities, comfortable beds, quiet and dark.
Guest favorite
An open living area is presented with high ceilings and natural light. A spacious sectional sofa is arranged around a wooden coffee table, while a stone fireplace adds a rustic touch. A kitchen and dining area can be seen through the open archway.
Home in Nancy
4.87 out of 5 average rating, 60 reviews

Waterfalls, fishing pond, lake view, and 8 acres!

TaylorRating, 5 stars3 weeks ago
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!
Top guest favorite
The exterior view showcases a well-maintained brick home set on a grassy lawn. A flagpole stands prominently, flanked by lush trees, with fields visible in the background under a clear blue sky. The asphalt driveway leads to a garage, emphasizing the property's spaciousness.
Home in Columbia
5 out of 5 average rating, 17 reviews

Three-A Hideaway

JennRating, 5 stars3 weeks ago
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!
Guest favorite
An aerial view captures the vibrant blue and green waters of the lake, surrounded by lush, green forests and gentle, sandy shores. The clear division between the water and land creates a peaceful, natural landscape, showcasing the beauty of the lake and its surroundings.
Home in Albany
4.95 out of 5 average rating, 19 reviews

Beautiful Lakehouse near Grider Hill Dock

WilliamRating, 5 stars1 day ago
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!
Top guest favorite
The modern mountain home is illuminated at night, showcasing its sleek architectural lines and natural wood accents. Soft lighting highlights the structure's features, while the surrounding trees create a serene atmosphere. A wraparound deck is visible, inviting outdoor relaxation.
Home in Jamestown
5 out of 5 average rating, 31 reviews

Midnight Pearl

JosephRating, 5 stars6 days ago
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

Destinations to explore

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  3. Kentucky
  4. Russell County
  5. Jamestown
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