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House vacation rentals in Jamestown

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Popular amenities for Jamestown house rentals

House rentals with a pool

Home in Burkesville
4.52 out of 5 average rating, 27 reviews

'Ledge Lodge' Burkesville Getaway: Pool & Views!

AndrewRating, 5 stars34 months ago
We very much enjoyed our stay. The place was definitely dated but the new bathrooms were great. We are low maintenance and I can tell they are working to fix the place up. The views are hard to beat and the accommodations were perfect. They gave us unlimited ice which was super cool. Very nice grill that came in handy more than once. Highly recommend this stay for any golf trips to the Dale Hollow State Park course, about 20 mins away. One of the coolest courses in the state of KY. The lake itself is beautiful as well. We rented a pontoon from Sunset marina about 40 mins away. We’ll likely come back!
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 favourite
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.
Home in Somerset
4.71 out of 5 average rating, 21 reviews

Lakefront Sunsetter at The Villager

KorinneRating, 5 stars4 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
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 favourite
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 favourite
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!
Guest favourite
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 favourite
Home in Somerset
4.98 out of 5 average rating, 88 reviews

New Lakefront Luxury: Hot Tub, Arcade,Serene Views

ChristineRating, 5 stars5 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!
Top guest favourite
Home in Knifley
4.99 out of 5 average rating, 89 reviews

The ranch house. Relax and unwind

JessieRating, 5 stars2 months ago
Freddie and his wife Sally were lovely, kind hosts. We had a long term stay of two months and they were always only a message away if we needed anything. Our stay was during the colder Winter months and his wife brought extra blankets, toilet paper and anything we may need in the event we were snowed in. Freddie even made a special trip out to retrieve a ball my daughters lost out past the cow fence haha. Very lovely ranch and we were very privileged to have the opportunity to stay in their home. My daughters were overjoyed seeing the cows in the pasture. Beautiful sunsets and a lovely property to let your kids run and play in the country. Thank you Freddie and Sally!
Top guest favourite
Home in Campbellsville
4.94 out of 5 average rating, 36 reviews

Della’s Delight

SamiahRating, 5 stars3 weeks ago
My husband and son ended up making the trip. They were incredibly happy with the house and all the amenities. Clean, tastefully decorated, and a warm homey vibe. The hosts were gracious and incredibly helpful. Despite record rainfall, we had a great time visiting historic and natural sites in the area. We are looking forward to returning to Misty Bottoms in the future. Highly recommended!
Guest favourite
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 favourite
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!
Guest favourite
Home in Campbellsville
4.91 out of 5 average rating, 74 reviews

Sleeps 7, Lake house w/ Game Room

KarenRating, 5 stars3 weeks ago
We have stayed multiple times and always a pleasure.

Private house rentals

Guest favourite
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.
Top guest favourite
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 favourite
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 favourite
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 favourite
Home in Bronston
5 out of 5 average rating, 95 reviews

Bronston Getaway near Lake Cumberland

LilaRating, 5 stars1 week ago
Peaceful surroundings, everythin is set and ready to be used for indoor and outdoor eating. Quality amenities, comfortable beds, quiet and dark.
Guest favourite
Home in Nancy
4.87 out of 5 average rating, 61 reviews

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

JessicaRating, 5 stars2 days ago
Justin’s place is such a great place to stay! I hosted my bachelorette weekend here and it was the perfect setting for us to relax, be outside, and enjoy each other’s company. The sleeping arrangements were very comfortable and fit our entire large party. We especially loved the deck with hanging lights for our grill night Will definitely be recommending this place to all my friends and hope to return in the future.
Guest favourite
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.
Top guest favourite
Home in Jamestown
5 out of 5 average rating, 31 reviews

Midnight Pearl

JosephRating, 5 stars1 week 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

    $138 CAD 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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