Apartment vacation rentals in Lake Cumberland

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Popular amenities for Lake Cumberland apartment rentals

Weekly apartment rentals

Top guest favourite
Apartment in Jamestown
4.96 out of 5 average rating, 28 reviews

Lake Escapes on the Square

RobertRating, 5 stars2 weeks ago
This was my second time staying here. Such a great place in town. I hope I’m able to stay here every time I’m in Jamestown. Great host who’s super nice, helpful & quick to respond.
Guest favourite
Apartment in Jamestown
4.87 out of 5 average rating, 47 reviews

New near Jamestown Dock - B

AnntoniaRating, 5 stars1 month ago
We loved the privacy right in the middle of downtown Jamestown. The home was clean and provided everything we needed for a comfortable week long stay. We’ve already recommended to all of our family who also stay in the area. Heather was a great host with quick responses to our messages. We greatly appreciate a home that we can bring our two little dogs with us. Thanks for a great experience!
Guest favourite
Apartment in Bronston
4.9 out of 5 average rating, 10 reviews

Woodson Bend Resort getaway on Lake Cumberland.

TraciRating, 5 stars8 months ago
Christopher’s place at Woodson Bend Resort provided all that was necessary for a wonderful family stay the first week of August. The weather was beautiful and so we enjoyed the comfortable and well-appointed back porch; the walks to the pool; the dry-accommodating and nicely-decorated living spaces; and, the closeness in proximity to the pickleball courts. After our days on the boat, we were grateful for the ample kitchen space, cookware, utensils, and kitchen linens to enjoy family meals around the table! The location of this unit is excellent - easy to reach the Pro Shop, pool, restaurant, playground, volleyball court and pickleball courts. We did not use the outdoor fire pit, but noticed the stock of wood and great arrangement of outdoor chairs that would make this a very lovely space to enjoy. Would highly recommend Christopher’s place in Woodson Bend!
Guest favourite
Apartment in Jamestown
5 out of 5 average rating, 37 reviews

New near Jamestown Dock - A

MatthewRating, 5 stars7 months ago
Will be back. Great place
Apartment in Bronston
5 out of 5 average rating, 3 reviews

Beauty on the 7th Fairway (65-3) Golf Pool Tennis

KatieRating, 5 stars10 months ago
My family loved staying at this condo in Woodson Bend. The unit itself was extremely clean. The appliances appeared brand new and worked well. We loved the screened in porch and saw multiple deer right outside our porch every day. The televisions in the units had all of the major streaming services installed, which was great for my kids to enjoy movies and tv shows in the evenings. We were able to walk to the front of the resort to enjoy the pool and playground, both of which were clean and nicely maintained. My husband, dad, and brother in law enjoyed the golf course. The restaurant at the resort is delicious as well. It is BYOB, which isn’t a bad deal as long as you have plenty of what you like to drink in your condo. Only two drawbacks to this unit-the sheets on the beds are not the softest and the bunk room is very small with no windows. Neither of these were dealbreakers for us and we would definitely stay in the unit again! The bunk room is probably better for kids than adults.
Apartment in Somerset
4.71 out of 5 average rating, 21 reviews

Lake Lovers Paradise

BrittanyRating, 5 stars12 months ago
Audra was a great host. She responded quickly when i had questions the day of check-in. The house was just perfect 2 couple and 4 kids. We had a very nice trip and enjoyed going to the battlefield and falls near the house.
Apartment in Burnside
4.78 out of 5 average rating, 9 reviews

The Retro Suite (500B) Fun, Lake, Golf carts, Food

LesleyRating, 5 stars6 months ago
When I first got there it was later than I expected due to not realizing the time difference. Called Steve who gave me instructions on how to get to the Airbnb. When I got there the main entrance was locked. It was documented to not lock that door due to other residents being in the other unit. Steve came and unlocked the door so I could get in. Host was very responsive. I would stay there again.
Apartment in Nancy
5 out of 5 average rating, 3 reviews

Cozy Suite Near Lake Cumberland

ZeljkaRating, 5 stars19 months ago
A perfect stay. The place was just what we needed for a good night’s rest. Would definitely stay again.

Private apartment rentals

Top guest favourite
Apartment in Jamestown
4.96 out of 5 average rating, 28 reviews

Lake Escapes on the Square

RobertRating, 5 stars2 weeks ago
This was my second time staying here. Such a great place in town. I hope I’m able to stay here every time I’m in Jamestown. Great host who’s super nice, helpful & quick to respond.
Guest favourite
Apartment in Jamestown
4.87 out of 5 average rating, 47 reviews

New near Jamestown Dock - B

AnntoniaRating, 5 stars1 month ago
We loved the privacy right in the middle of downtown Jamestown. The home was clean and provided everything we needed for a comfortable week long stay. We’ve already recommended to all of our family who also stay in the area. Heather was a great host with quick responses to our messages. We greatly appreciate a home that we can bring our two little dogs with us. Thanks for a great experience!
Guest favourite
Apartment in Bronston
4.9 out of 5 average rating, 10 reviews

Woodson Bend Resort getaway on Lake Cumberland.

TraciRating, 5 stars8 months ago
Christopher’s place at Woodson Bend Resort provided all that was necessary for a wonderful family stay the first week of August. The weather was beautiful and so we enjoyed the comfortable and well-appointed back porch; the walks to the pool; the dry-accommodating and nicely-decorated living spaces; and, the closeness in proximity to the pickleball courts. After our days on the boat, we were grateful for the ample kitchen space, cookware, utensils, and kitchen linens to enjoy family meals around the table! The location of this unit is excellent - easy to reach the Pro Shop, pool, restaurant, playground, volleyball court and pickleball courts. We did not use the outdoor fire pit, but noticed the stock of wood and great arrangement of outdoor chairs that would make this a very lovely space to enjoy. Would highly recommend Christopher’s place in Woodson Bend!
Guest favourite
Apartment in Jamestown
5 out of 5 average rating, 37 reviews

New near Jamestown Dock - A

MatthewRating, 5 stars7 months ago
Will be back. Great place
Apartment in Somerset
4.71 out of 5 average rating, 21 reviews

Lake Lovers Paradise

BrittanyRating, 5 stars12 months ago
Audra was a great host. She responded quickly when i had questions the day of check-in. The house was just perfect 2 couple and 4 kids. We had a very nice trip and enjoyed going to the battlefield and falls near the house.
Apartment in Nancy
5 out of 5 average rating, 3 reviews

Cozy Suite Near Lake Cumberland

ZeljkaRating, 5 stars19 months ago
A perfect stay. The place was just what we needed for a good night’s rest. Would definitely stay again.
Top guest favourite
Apartment in Bronston
5 out of 5 average rating, 11 reviews

Cumberland Condo WB 36-3

RobRating, 5 stars8 months ago
This is a lovely condo in Woodson Bend resort. The condo was clean and had everything we needed. The view from the windows is of the golf course and provides a beautiful setting. Close to the pool and the pickleball courts. Host did a great job in communicating and checking on us to make sure everything was perfect. This is a scenic area of Lake Cumberland and we rented a boat for the day from Burnside Marina. The restaurants of Somerset are close by and the options are plentiful. Great location and great condo.
Apartment in Monticello
4.83 out of 5 average rating, 6 reviews

The Green Mini Stay @ 92 Rentals

BillyRating, 5 stars9 months ago
Jenelle's place was great. A/C worked very well. Everyone there was very friendly, responsive and respectful. The local spot recommendations were very good as well. It was a perfect location overall! 10/10 if I'm ever in Kentucky I will rent again!

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