Kid-friendly holiday rentals in Lake Cumberland

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Popular amenities for Lake Cumberland family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Monticello
4.92 out of 5 average rating, 175 reviews

Bluegrass Gables: Lake Cumberland Cottage

MitziRating, 5 stars1 week ago
The home is beautiful! Very spacious and very peaceful, super easy to find. The host was very kind and quickly responsive to any inquiries I had. We had an amazing weekend stay here and would def go back 💜
Guest favourite
Home in Jamestown
5 out of 5 average rating, 16 reviews

The Bourbon House

ChrisRating, 5 stars2 weeks ago
Highly recommend. Very clean and comfortable. Met our needs exactly. Beckie was very responsive as well as proactive in checking in to make sure we didn’t need anything. Close enough to square for dining.
Guest favourite
Home in Jamestown
4.92 out of 5 average rating, 13 reviews

Jamestown - KY Lake Cottage | Boat Parking

MonicaRating, 5 stars3 weeks ago
Perfect place for our group of 6. Very well furnished and super clean.
Top guest favourite
Home in Somerset
4.98 out of 5 average rating, 95 reviews

New Lakefront Luxury: Hot Tub, Arcade,Serene Views

RichRating, 5 stars1 week ago
This house is perched on the edge of Lake Cumberland with a great view of the lake below. The house is spacious with enough room for a family reunion to all relax comfortably. There are plenty of bedrooms for adults and a "cousin closet" with four bunks, all comfortable beds. The game room has a number of video games, board games and shuffleboard for hours of fun, and the hot tub is relaxing. The kitchen is well outfitted for cooking (cabinets and drawers are labeled!) and there is a coffee bar on each floor. In addition to the lake view, the hosts thought of all kinds of small details--multiple swings ans chairs to enjoy the sunsets, a metal sign and painted wings for selfies, and more. The house is close to Lee's Ford Marina and the Pulaski County Park boat launch, so you can bring your SUP/kayak or rent a boat for a while. The host as very communicative and responsive and answered all our questions about the area. Our family had a truly great stay, this is a top tier house.
Top guest favourite
Home in Nancy
5 out of 5 average rating, 15 reviews

Lake cottage; 6m walk (1,100f to water); Nancy, KY

PhilipRating, 5 stars10 months ago
We had a great stay at Jo's Cottage, which was clean and comfortable. We are familiar with the area and have friends nearby, so it was a perfect place for the two of us to have a relaxing time with all the amenities we could need. Mary was phenomenally responsive and helpful. We would definitely go back.
Guest favourite
Home in Nancy
5 out of 5 average rating, 23 reviews

Lakeview Hideaway

CoreyRating, 5 stars2 months ago
Beautiful place with lots of cool wildlife to see. The neighborhood boat ramp was perfect put in for our kayaks!
Top guest favourite
Home in Russell Springs
5 out of 5 average rating, 18 reviews

Ravenwood Retreat~NEW-4 KING beds-Games-Hot Tub!

SarahRating, 5 stars1 week ago
The house and outdoor areas were awesome. We had 4 couples and the 4 bedrooms with King beds were perfect. All areas of the house were very clean with no clutter. We spent the weekend with a day on the lake and the rest of the time relaxing. Everyone loved the place.
Superhost
Home in Nancy
4.79 out of 5 average rating, 57 reviews

Little blue house on the lake

JanetRating, 5 stars1 week ago
We enjoyed the peacefulness of the back porch to sit among the trees. The spaciousness of the family room and sunroom gave us plenty of area for completing puzzles or watching movies. The location was easy drive to Somerset and tourist spots. The scenic drive through the farmland to the house was peaceful, yet close to groceries etc. hope to return.

Family-friendly apartment rentals

Top guest favourite
Flat in Jamestown
4.97 out of 5 average rating, 29 reviews

Lake Escapes on the Square

StephanieRating, 5 stars1 month ago
This is the second time I’ve stayed here, and I’m sure we will be back. The patio is a great place to sit and enjoy the outdoors. The location is within walking distance of great restaurants. The two bedrooms are the perfect size for our family. Ginger was great at providing directions and instructions on how to check in and out.
Guest favourite
Flat in Jamestown
4.88 out of 5 average rating, 51 reviews

New near Jamestown Dock - B

TerryRating, 5 stars2 weeks ago
We have rented this apartment quite a bit and it is always clean and comfortable!
Flat in Nancy

Cozy in Kentucky

LisaRating, 5 stars20 months ago
These accommodations were just what we were hoping for! Our stay was very comfortable and was located in a quiet neighborhood. We had privacy and everything that we needed to make our stay an excellent one! Sitting on the deck and watching the sunset was an extra and unexpected treat! It is obvious that the host has thought of everything to make her guests comfortable and welcome! I would recommend this Airbnb to anyone. It was an added bonus that it is less than 2 miles from the local marina on Lake Cumberland. We were so pleased with our choice!
Flat in Bronston
4.9 out of 5 average rating, 10 reviews

Woodson Bend Resort getaway on Lake Cumberland.

TraciRating, 5 stars10 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!
Flat in Somerset
4.71 out of 5 average rating, 21 reviews

Lake Lovers Paradise

BrittanyRating, 5 stars14 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.
Guest favourite
Flat in Columbia
5 out of 5 average rating, 7 reviews

Green River Lakeside Apartment

SarahRating, 5 stars1 month ago
We mainly were in the area for an unfortunate reason (a funeral). Even though it rained every day, we were grateful to stay at this lovely property and be present for our friends. The rainfall did not dampen our spirits or prevent us from enjoying the area. The hospitality and amenities here made our stay comfortable. We will cherish the quality time spent with our friends during this difficult period. Although the circumstances were sad, the memories made will stay with us forever.
Flat in Nancy
5 out of 5 average rating, 3 reviews

Cozy Suite Near Lake Cumberland

ZeljkaRating, 5 stars21 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
Flat in Bronston
5 out of 5 average rating, 12 reviews

Cumberland Condo WB 36-3

CameronRating, 5 stars6 days ago
Bradley was very proactive and accommodating. He made sure we had everything we needed at every turn and made sure we felt like we could make it our own. We will definitely be renting this unit again in the future!

Family-friendly apartment rentals

Apartment in Bronston
4.83 out of 5 average rating, 6 reviews

Woodson Bend Gorgeous Lake View Condo First Floor

MegRating, 5 stars23 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.
Top guest favourite
Apartment in Bronston
4.98 out of 5 average rating, 42 reviews

Relaxing Cumberland Getaway

MarciaRating, 5 stars9 months ago
Always such a wonderful place to stay. Beth is quick to respond and makes certain every detail is covered. Such a warm and inviting home!
Guest favourite
Apartment in Bronston
5 out of 5 average rating, 19 reviews

WoodsonBendResort 7-3 Condo 1 Brd Lake Cumberland

StoneRating, 5 stars1 month ago
Tony provided an amazing place for me to stay for two months. It truly felt like home away from home. He was very responsive and more than helpful with any questions or requests. There are also tons of activities within a couple minute walk, the resort offers bocce ball, beach volleyball, a playground, a real putting green, a pool and more.
Guest favourite
Apartment in Bronston
4.89 out of 5 average rating, 82 reviews

Gated Golf Course Condo w/view of Lake Cumberland

ShondaRating, 5 stars8 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 favourite
Apartment in Bronston
4.88 out of 5 average rating, 8 reviews

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

BenjaminRating, 5 stars3 weeks ago
Great Location. Great place. Dianna was very responsive and trip was good.
Apartment in Bronston
4.75 out of 5 average rating, 20 reviews

Lake Cumberland Resort Condo w/ Direct Lake Access

Jeff Rating, 5 stars12 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.
Apartment in Bronston
4.72 out of 5 average rating, 36 reviews

Lakefront Condo at Woodson Bend Resort

NataleRating, 5 stars6 days ago
Beautiful and peaceful weekend getaway!
Superhost
Apartment in Bronston
4.86 out of 5 average rating, 29 reviews

Lovely 3-bedroom lake condo with golf and a pool

TimRating, 5 stars11 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.

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