Kid-friendly vacation rentals in Lake Cumberland

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Lake Cumberland kid-friendly rentals

Kid-friendly house rentals

Guest favorite
The exterior of a modern home features a striking black and white color scheme. Large windows with green shutters allow natural light into the spaces. Two wooden barrels are positioned symmetrically at the entrance, surrounded by a paved driveway and bare trees in the background.
Home in Somerset
4.94 out of 5 average rating, 32 reviews

Downtown Tiny Bourbon House

BillyRating, 5 stars2 days ago
Awesome place to say no issues at all with the owner. Place was extremely clean and well-maintained.
Guest favorite
A shaded outdoor area features a wooden structure with a swing hung under the deck. Nearby, a spacious lawn is visible, along with steps leading up to the deck. A fire pit is positioned off to one side, surrounded by seating.
Home in Monticello
4.83 out of 5 average rating, 52 reviews

The Lake House at Beaver Creek

Neki JashwantRating, 5 stars10 months ago
It was a very nice place to stay. very quiet and peaceful. Spending time on the deck was the best. could have a couple of foldable chairs that can be taken to the bbq and fire.But it's not that big a deal. Would highly recommend and definitely rent again
Top guest favorite
Home in Russell Springs
5 out of 5 average rating, 18 reviews

Ina's Place

SarahRating, 5 stars5 days ago
Very convenient to our event, in a quaint area, convenient to a few local spots. Great stay for the kids--they loved the bunk bed!
Top guest favorite
A spacious room features a neatly made bed with soft bedding. A small table with a pool game sits against the wall, alongside colorful children's toys, including a play kitchen and chairs. Natural light filters through a window, partially covered by light curtains.
Home in Monticello
4.99 out of 5 average rating, 80 reviews

Beautiful Farmhouse near Lake Cumberland

MaryRating, 5 stars5 months ago
The Farmhouse was a beautifully decorated clean home in a beautiful setting. It was close to stores and restaurants. We loved sitting on the back porch visiting with family by the firepit.
Top guest favorite
A green lawn is surrounded by tall trees, casting dappled sunlight across the soft grass. A white fence is visible in the background, providing a sense of privacy and space.
Home in Columbia
4.93 out of 5 average rating, 76 reviews

Clayton House

EvanRating, 5 stars1 month ago
Clean, comfortable, easy parking, safe and quiet area. We love staying here when visiting relatives in Columbia and nearby Campbellsville.
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
4.86 out of 5 average rating, 59 reviews

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

TaylorRating, 5 stars2 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!
Guest favorite
The exterior of a wooden cabin is presented, featuring a rustic design and a welcoming front porch. A combination of light and dark wood panels creates visual interest, while landscaped gravel areas enhance the entryway. Natural surroundings complement the tranquil lakeside atmosphere.
Home in Jamestown
4.84 out of 5 average rating, 25 reviews

Lily's Paradise Lake House

RodneyRating, 5 stars3 months ago
Hot tub is very nice nice coffee shop 1 min away that had great coffee but also had excellent steaks! Only about 5 min from safe harbor Jamestown marina.
Top guest favorite
The exterior of a two-story black home showcases wooden accents and a pitched roof. Stairs lead to a spacious front deck, surrounded by trees, creating a sense of privacy. Large windows allow for natural light, enhancing the connection with the surrounding nature.
Home in Jamestown
5 out of 5 average rating, 17 reviews

Onyx House

BobRating, 5 stars1 month ago
We stayed here for a weekend trip from out of state. Clean, Beautiful cabin. Peaceful and as described. Would love to bring the whole family back for another trip.

Kid-friendly apartment rentals

Top guest favorite
A living area is furnished with a dark blue sofa and a light gray accent chair. A large area rug covers the wooden floor, and a small side table holds a decorative item. A floor lamp stands beside the sofa, and a potted plant adds a touch of greenery.
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 favorite
An outdoor playground features colorful play structures, including a yellow slide and a climbing area with red and blue accents. Surrounded by trees, the spacious layout invites children to explore and play in a natural setting.
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 favorite
An outdoor patio area features a seated arrangement with several metal chairs surrounding a table, complemented by wooden planters. A grill is positioned nearby, while a wooden fence offers an enclosed space, and greenery is visible in the background.
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
A cozy sleeping area features a spacious bed with layered bedding. A single armchair is positioned nearby, complemented by a small bookshelf. A work desk and chair are present, creating a functional space that blends comfort and utility.
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.
Guest favorite
A kitchen area features dark blue cabinetry and white countertops, complemented by a sizable wooden dining table surrounded by six matching chairs. Stainless steel appliances, including a refrigerator and an oven, are present. Natural light enters through a window adorned with patterned curtains.
Apartment in Columbia
5 out of 5 average rating, 6 reviews

Green River Lakeside Apartment

YvetteRating, 5 stars8 months ago
Debra and husband were great hosts. Nice accommodation, clean, lights went out came out and brought us a lantern, the last night we stayed, we meet with Debra and husband very friendly, nice couple. I would stay in their place again
Top guest favorite
A bright dining area features a wooden table surrounded by six chairs, with natural light filtering through large windows. A spacious living area is visible in the background, highlighted by a television mounted on the wall and comfortable seating arrangements.
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.
A cozy living area features a wooden coffee table at the center, adorned with a decorative vase of flowers. A neutral-toned rug anchors the space, while a wall-mounted television and an inviting armchair enhance the layout. Soft lighting is provided by a lamp on a side table.
Apartment in Somerset
4.67 out of 5 average rating, 3 reviews

Lake Retreat - Boat/RV Parking

AmandaRating, 5 stars4 months ago
Charming, clean, comfortable place! Would definitely stay there again.

Kid-friendly condo rentals

The family room features two comfortable sofas and a coffee table, with large windows allowing natural light to fill the space. The dining area, visible through an open layout, contains a wooden table with chairs, adjacent to a well-equipped kitchen.
Condo in Bronston
4.83 out of 5 average rating, 6 reviews

Woodson Bend Gorgeous Lake View Condo First Floor

MegRating, 5 stars21 months ago
Woodson Bend is always a great place to be. We love the pool, ability to put your own boat in the water at the resort, the golf and the golf cart community. Debbie’s place is clean, well stocked and as it is shown in the pictures and description.
Guest favorite
The exterior of a two-story wood-paneled condo is depicted, adorned with colorful patriotic decorations. A large American flag hangs from the porch, and several plants are visible nearby. Ample windows allow natural light, while a grassy area surrounds the entrance.
Condo in Bronston
5 out of 5 average rating, 18 reviews

WoodsonBendResort 7-3 Condo 1 Brd Lake Cumberland

CraigRating, 5 stars6 months ago
Tony’s place was absolutely phenomenal. It was in great condition, we had 4 guys and each had their own spot to sleep comfortably. Absolutely no complaints and already planning a golf trip next year
Top guest favorite
A colorful playground is situated in a wooded area, featuring slides, climbing structures, and safety barriers. The equipment is designed for various age groups, with bright red and yellow accents under the shade of surrounding trees, offering a safe and engaging space for children.
Condo in Bronston
4.98 out of 5 average rating, 41 reviews

Relaxing Cumberland Getaway

JeffreyRating, 5 stars7 months ago
We've been coming to Woodsen Bend for over 30 yrs and have rent too many unit's to remember. Beth's unit is clearly the most comfortable, and well appointed we have ever rented. She has prepared a home away from home. Amazing from A to Z.
Guest favorite
The exterior of the condo features a brown hue with a two-level design. A covered balcony is accessible via stairs, and a small seating area is visible on the porch. Multiple large windows provide natural light, while shrubs line the front entry.
Condo in Bronston
4.89 out of 5 average rating, 81 reviews

Gated Golf Course Condo w/view of Lake Cumberland

ShondaRating, 5 stars6 months ago
This condo was beautifully decorated and very clean. The furniture was very comfortable. The location was great and the area was very peaceful. The owner was super friendly and easy to work with. We were a last minute booking and a late arrival and he was ver accommodating. Will definitely stay her again.
Guest favorite
A screened-in back porch features comfortable seating around a glass dining table, encouraging relaxation. A gas grill is positioned nearby for outdoor cooking. Large windows provide views of the surrounding landscape, while warm wood paneling adds a cozy touch to the space.
Condo in Bronston
4.86 out of 5 average rating, 7 reviews

Amen Corner at Woodson (46-3) Golf Pool Pickleball

ChristineRating, 5 stars9 months ago
We have been going to Woodson Bend since I was a kid. We finally outgrew my parents place and needed a place of our own. We had a great stay at this Condo. We have 4 kids and the bunk beds were great, the condo was clean, and they had very detailed instructions.
A spacious living area features a large sectional sofa adorned with colorful cushions, complemented by an oversized bean bag. Natural light brightens the room through sliding glass doors that lead to an outdoor space, with an open-flow view of a well-equipped kitchen.
Condo in Bronston
4.75 out of 5 average rating, 20 reviews

Lake Cumberland Resort Condo w/ Direct Lake Access

Jeff Rating, 5 stars10 months ago
Wendy was a great host. We frequent Woodson bend and I will be saving her place as an option in the future. Walk to the pool in less than 5 minutes. The beds were comfortable. Kitchen is fully stocked with everything. You will need to purchase ice as the fridge did not make any, not a big deal since you can get a bag at the guard shack for a few bucks. The only thing I will mention is that I believe owner has a dog so if you have allergies, be mindful of this. My wife dealt with allergies during our stay so she avoided the living room and took Benadryl to help. We were gone most of the day at the pool or on the lake. Overall, nice and peaceful, would recommend.
Superhost
Condo in Bronston
4.86 out of 5 average rating, 29 reviews

Lovely 3-bedroom lake condo with golf and a pool

TimRating, 5 stars9 months ago
Enjoyed our stay. Nicely updated condo with plenty of room. Convenient to pool, playground and restaurant. Stools around the kitchen counter instead of table with chairs.
Top guest favorite
A spacious living area features a large sectional sofa adorned with decorative pillows, paired with a round coffee table. Artwork hangs on the wall above, complementing the neutral color palette. Natural light enters from a nearby window, creating an inviting atmosphere.
Condo in Pulaski County
5 out of 5 average rating, 32 reviews

Highly upgraded, luxury condo in Woodson Bend

KristineRating, 5 stars4 months ago
We were there at Thanksgiving time so the busy season was over. It was a beautiful area with lots of deer and other wildlife. The condo was very cosy, clean and updated. Very comfortable beds too! We really didn’t need much in the way of service because everything was already there and we had no issues. The couple things I did ask Holly about were answered immediately! I highly recommend this location, condo and hostess.

Destinations to explore