Holiday rentals in Lake Cumberland

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Top-rated holiday rentals in Lake Cumberland

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Guest favourite

Home in Somerset

4.87 out of 5 average rating, 129 reviews

Lakeview Blue

You will not find a better view of Lake Cumberland! Newly renovated 2022!! Previously our family home, we cherish this property. We ask anyone renting to respect the neighbors and home as we have. The Lakeview Blue House is within walking distance of Lake Cumberland, several restaurants, gas stations and a liquor store. There is a seasonally open public boat ramp directly over the hill from the home and many others including Waitsboro, Burnside Marina and Burnside Island State Park/ ramp nearby.

Guest favourite

Home in Monticello

4.92 out of 5 average rating, 147 reviews

Bluegrass Gables: Lake Cumberland Cottage

Relax in the forest is this amazing 4bd/2.5ba cottage. Only minutes to the Ramsey Point boat ramp, this is your base for your Lake Cumberland vacation. Bring your boat; ample parking onsite. Don't have a boat? No problem, Beaver Creek and Conley Bottom marinas are close by. House features modern amenities and a fully stocked kitchen. Enjoy the fireplace indoors or the firepit outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

Guest favourite

Tiny home in Monticello

4.96 out of 5 average rating, 196 reviews

*Tiny LakeView Cottage* ATV trail to lake~Kayaks

We welcome your fur babies!! ATV trail to lake! Ice maker! Coffee! Adorable tiny house with two decks & bonfire pit overlooking Lake Cumberland! It is located in Monticello, Ky, in a rural part of the area. It’s about 12 minutes to town. There is very close (driving distance) swimming access, kayaking, boating, boat ramps, fishing & marinas. On a dead end street, so very peaceful. Also has an ATV trail to lake!! Kayak rental is available for $25. per day/per kayak. Pet fee $50/$75 per stay.

Superhost

Home in Nancy

4.87 out of 5 average rating, 38 reviews

"Eagle's Cliff" at Lake Cumberland Beautiful Views

Beautiful cabin tucked back in a peaceful quiet street with gorgeous views of Lake Cumberland. We named it Eagle's Cliff because occasionally you will see Bald Eagle's soaring across the cliffs while relaxing on the porch. Bring the whole family to this 2 bed, 1 bath cabin. Has a fire pit and plenty of parking in the back. Closest public boat ramp is approximately 3.5 miles away on Ramp Road a very quick drive from the property. Roughly 15 minutes to Lee's Ford Marina and the city of Somerset.

Guest favourite

Cottage in Monticello

4.9 out of 5 average rating, 110 reviews

Clean and Cozy. Only 175 yards from the water.

Cabin House is located at beautiful Lake Cumberland near Monticello, KY. It is located approximately 175 yards from Old Fall Creek boat ramp. This is a Free boat ramp. No dock. If you should need to rent a boat, we are located close to the resorts at Conley Bottom and Beaver Creek. The cabin is known for being clean and comfortable. It is nestled among the trees next to land overseen by the Army Corp of Engineers. The area is always beautiful no matter what season. Come and Enjoy!!

Superhost

Cabin in Burnside

4.91 out of 5 average rating, 202 reviews

The Enchanted Hideaway /Pet Friendly with Hot Tub!

Come relax at the Enchanted Hideaway Cabin just minutes from beautiful Lake Cumberland within the gated Lake Cumberland Resort. This 2 BR 2BA cabin offers much to love including open concept kitchen, dining, and living room area, washer and dryer, screened-in porches, grill, fire pit and much more! And you will love the private hot tub on the back porch! There are 3 community swimming pools in the resort with one only a short walk from the cabin. Book your perfect get-a-way today!

Guest favourite

Cabin in Burnside

4.93 out of 5 average rating, 326 reviews

Dixie Mtn. Hideout

Enjoy a breath taking Mountain view from your private log cabin as you drink your morning coffee. With memory foam beds you will wake refreshed and ready to enjoy all the Lake Cumberland area has to offer. Within 5 miles to General Burnside Sate Park and boat ramp and Burnside Marina. Your vacation home is only 10 miles from downtown Somerset, somernites car cruise capital! Boat parking available with turn around. Dixie Mtn. Hideout, when you're away from home, we welcome you home!

Guest favourite

Cottage in Monticello

4.93 out of 5 average rating, 109 reviews

The Cozy Lake Cottage

This little cottage is in the woods and very private and just minutes away for Lake Cumberland. You are about 5 minutes away from Conley Bottom and there are also two closer docks that is a couple minutes away. You can take nature walks and see deer and other little animals or sit out by the campfire roasting marshmallows. We have a small drive that can fit two vehicles in and a driveway on the side that is big enough and long enough to park your boat in.

Guest favourite

Cabin in Whitley City

4.97 out of 5 average rating, 207 reviews

The Bear’s Den

Take a break and unwind in the beautiful Smokey Mountains in southern Kentucky. We are situated less than 5 miles from the famous Cumberland Falls! We are close to many hiking trails and water sports. This one bedroom, one bathroom cabin boasts a full kitchen and a washer and dryer. The deck provides a peaceful view of the beautiful forest as well as a great place to relax and grill your favorite meal! An air mattress is provided for additional guests.

Guest favourite

Guest house in Somerset

4.98 out of 5 average rating, 158 reviews

Elegant Modern Rustic Retreat w/ Hot Tub

A steel framed industrial warehouse converted into an upscale two bedroom rustic-chic living space located within 8 miles of beautiful Lake Cumberland and within 5 minutes of Downtown, Somerset. The city is yours to explore from your own private 2 bed, 1 bath modern rustic retreat. Picture comfy beds, full bathroom, a kitchen built for entertaining, all under a metal tin roof for those rainy days when you just want to curl up and relax.

Superhost

Cabin in Burnside

4.88 out of 5 average rating, 118 reviews

Cozy Hillside Cabin

Beautiful home in Daniel Boone National Forest, surrounded by woods in gated Lake Cumberland Resort about 12 miles from Somerset, KY and just 1 mile to the boat ramp. Each of the 3 BR have their own full bath and TV. There are 2 living areas and full kitchen/eat-in. Home has a wrap around deck with a screen in rear porch. Free high speed Wi-Fi. Fire pit. 4 vehicles parking. ATV trails and 3 pools in the Resort. $100 cleaning fee.

Guest favourite

Cottage in Somerset

4.97 out of 5 average rating, 129 reviews

Cozy Lakehouse with a View

Imagine waking up in the morning to the birds chirping in the woods surrounding the cabin, fixing a cup of coffee, and relaxing on the deck that provides one of the best views you will ever experience on Lake Cumberland. This cabin is perfect for a romantic getaway, or a quiet retreat with the family. Simply put, this cabin offers memories that you will cherish for a lifetime and will talk about for years to come!