Holiday houses in Lake Cumberland

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Top-rated holiday rentals in Lake Cumberland

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Guest favourite

Home in Somerset

4.86 out of 5 average rating, 125 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

Tiny home in Monticello

4.96 out of 5 average rating, 188 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

Cabin in Bronston

4.75 out of 5 average rating, 52 reviews

Lakefront! Private Dock & Stunning View

This cozy a-frame is tucked into the lakeside neighborhood of Echo Point, on Cumberland’s picturesque South Fork. Fish off the dock, bring your paddle boards, or drop a boat in at the ramp around the corner. Relax on the back deck with rock wall views and lush green towering trees. Great for a couple's retreat or a small family getaway. Walk to water and dock via a rustic path and stairs (it’s a bit of a climb!) Town and stores are a 15 min drive away. Dogs welcome for additional fee!

Guest favourite

Cottage in Monticello

4.9 out of 5 average rating, 108 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!!

Guest favourite

Cabin in Burnside

4.92 out of 5 average rating, 197 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, 321 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 Somerset

4.94 out of 5 average rating, 198 reviews

Cozy Lakefront Cottage Getaway with Relaxing View

Fishing Creek Cottage overlooks Fishing Creek, a popular recreational area on Lake Cumberland and a major arm of the lake. Pulaski County Park and its beach and boat ramp can be seen across the lake. Boaters frequent the area to ski & tube, but are distant enough that noise isn't an issue. We are the last house at the end of a quiet street in a residential neighborhood, & so have relative privacy. The large deck and impressive view are frequently referenced in our guests' reviews.

Guest favourite

Home in Albany

4.93 out of 5 average rating, 119 reviews

Avery Acres

Country setting located 2 miles from Lake Cumberland with 3 boat ramps within an 8 mile drive. Fryman landing closest ramp to 76 Falls 2 miles,Marina @ Rowena 5.8 miles,Carter Dock Road 7.8 miles. Within 20 minute drive Grider Hill Marina and 1/2 hour drive to Dale Hollow Lake. Fire pit and outdoor gas grill supplied. We are on central time zone check in time is 4:00 PM and checkout is 11:00 AM We are pet friendly however there is a fee of $50 with a 2 pet limit.

Guest favourite

Cottage in Monticello

4.93 out of 5 average rating, 108 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, 205 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

Guesthouse in Somerset

4.98 out of 5 average rating, 153 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.

Guest favourite

Cottage in Somerset

4.97 out of 5 average rating, 126 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!