Holiday houses in Lake Cumberland

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Top-rated holiday rentals in Lake Cumberland

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Guest favourite
The living space features a cozy seating arrangement with a brown leather sofa adorned with white pillows. A unique wooden coffee table sits in front, and the warm wooden ceiling and walls contribute to a rustic ambiance. Natural light enters from nearby windows.
Cabin in Whitley City
4.95 out of 5 average rating, 112 reviews

Firefly Creek *Waterfont cabin on over 5 acres *

Come unwind on over 5 acres, surrounded on three sides by the creek, shaded by giant leaf magnolia trees & rhododendron. You'll feel like you've been transported into the middle of your own little secluded island. Fish/kayak/hike, or just relax in the screened in front porch and listen to the creek and watch the fireflys. We're only 5 miles from Cumberland falls and the famous moonbow, Nearby waterfalls and trails, The Polar express at BSF senic railway. There's an adventure in every direction!!

Guest favourite
An outdoor seating area is presented on a wooden deck overlooking a serene lake view. Comfortable furniture, including a sofa and chairs, surrounds a glass-topped table. An umbrella provides shade, and a small fire pit adds to the inviting space amidst greenery.
Home in Somerset
4.86 out of 5 average rating, 158 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.

Top Guest favourite
A bright kitchen area features a sink next to large windows that provide views of the outdoor landscape. A countertop is adorned with dishware drying in a metal rack, a small toaster, and a plant, creating a functional and inviting space.
Home in Bronston
4.99 out of 5 average rating, 151 reviews

Countryside stay near Cumberland Falls-SF Railway

Welcome to our countryside getaway nestled on almost 5 acres within 5-20 miles of Burnside, Lee's Ford, and Conley Bottom Marinas. Enjoy the day on Lake Cumberland. Come back to relax, eat, drink & be merry. Gather around the outside barbecue area and fire pit or snuggle up inside next to the fireplace, playing games or watching a movie. Whether you are on a couple's retreat, fishing buddy's getaway, or family vacation - the house and outdoor area provide plenty of room to relax and enjoy.

Superhost
A small gazebo is positioned near the calm waters of Pitmann Creek, surrounded by trees and natural rock formations. Inside, two blue chairs are visible, creating a peaceful spot for relaxation while enjoying views of the creek and surrounding greenery.
Bungalow in Somerset
4.88 out of 5 average rating, 173 reviews

Blackbeard’s Lakefront Bungalow

Blackbeard’s Bungalow is located in beautiful Somerset overlooking Pitmann creek on Lake Cumberland. Enjoy the amazing year round lake views. Three large bedrooms, two full bathrooms, great room, dining room, open kitchen , screened in porch, and double decks are all yours for rest and relaxation or quality time with those you care about. Less than 10 miles to Pulaski park, Lee’s ford marina, and Burnside marina, this is the perfect location close to all conveniences but the perfect getaway.

Top Guest favourite
A private dock extends over the tranquil waters, surrounded by lush greenery and towering trees. Stairs lead down from a rustic path, offering direct access to the lake. The clear water reflects the surrounding natural landscape, providing a serene setting.
Cabin in Bronston
4.85 out of 5 average rating, 101 reviews

Lake front* Private dock * Firepit

This cozy a-frame is located in the lakeside neighborhood of Echo Point, on Cumberland’s South Fork. Swim or fish off the dock, bring a paddle board, or drop a boat in at the nearby ramp. Relax on the deck with rock wall views and towering trees. Perfect for a couple or a small family get away. Walk to water/dock via a rustic path and stairs (it’s a steep climb!) *Not ideal for people with mobility constraints.* Stores & restaurants are 15 min drive. Dogs (2 max) welcome for add'l fee.

Top Guest favourite
A covered deck area features comfortable seating and overlooks a lush landscape with a serene lake in the distance. Sunlight filters through the trees, illuminating the wooden flooring and creating a peaceful retreat for relaxation.
Tiny home in Monticello
4.94 out of 5 average rating, 248 reviews

Tiny LakeView Cottage~Pets! 1 nights available

We welcome your fur babies!! Kayaks available! Ice maker! Coffee pot w/coffee & creamer! Adorable, cozy 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. Kayak rental is available for $25. per day/per kayak. Pet fee $50/$75 per stay.

Top Guest favourite
Home in Monticello
4.99 out of 5 average rating, 102 reviews

Modern 4 BR Retreat, SPA, Fire Pit, KING Ensuite's

Escape to Barndo Bliss, a newly built 4bd/3.5ba retreat nestled in Lake Cumberland's serene forests, just 1.2 miles from Ramsey’s Point boat ramp! Perfect for families and friends, this home features TWO luxurious King En-suites. No boat? No problem! Nearby Beaver Creek Marina offers rentals. Enjoy evenings by the large firepit surrounded by nature, perfect for s'mores, and unwind in the luxurious spa. Experience the tranquility of Lake Cumberland—book your stay at Barndo Bliss today!

Guest favourite
Cottage in Monticello
5 out of 5 average rating, 105 reviews

The Cozy Cabell Cottage

It’s time for an adventure at our vacation rental, Cabell Cottage. With Lake Cumberland only 5 minutes away via the Cabell landing....really your boat is 5 minutes from being in the water; the cottage can be your base for all things fun on the lake (swimming, boating, and fishing). Did I CATCH your interest with fishing. However, if it’s a retreat you seek, the cottage is also for you as it sits in a quiet, very pretty, rural area of Wayne County, Kentucky, where 5 can sleep easily.

Top Guest favourite
A rustic cabin is positioned amidst serene woods, featuring a green metal roof and wooden paneling. The front deck is equipped with two chairs, a side table, and a propane grill, providing a space for relaxation and meals. Sandstone steps lead up to the cabin entrance.
Cabin in Whitley City
4.97 out of 5 average rating, 250 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.

Top Guest favourite
Guesthouse in Somerset
4.99 out of 5 average rating, 201 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.

Top Guest favourite
A hot tub is situated on a deck, surrounded by a wooden railing. Colorful artwork depicting Somerset, Kentucky, serves as a backdrop. Twinkling string lights hang above, casting a gentle glow, while the landscape features trees and a scenic lake view at sunset.
Home in Somerset
4.98 out of 5 average rating, 114 reviews

Lake Cumberland Luxury: Hot Tub-Arcade- Lakeview's

Unwind at our Lake Cumberland retreat—where comfort meets adventure. Soak in the hot tub, relax on lakeside swings, or challenge your crew in the game room. Inside, enjoy spacious living areas, plush bedrooms, and a fully stocked chef’s kitchen. Just minutes from shopping, dining, and Lee’s Ford Marina with boat ramp access and slip rentals available. The perfect blend of relaxation, recreation, and convenience awaits.

Top Guest favourite
Cottage in Somerset
4.97 out of 5 average rating, 145 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!

Popular amenities for Lake Cumberland holiday rentals

Frequently Asked Questions

  • Where is Lake Cumberland located?

    Lake Cumberland is situated in southern Kentucky, surrounded by rolling hills and forested areas. The region draws visitors with its expansive reservoir and natural scenery.

  • When is the best time to visit Lake Cumberland?

    Late spring into summer is often recommended for outdoor activities and boating, with temperatures reaching 73–82°F (23–28°C). Cooler months have fewer visitors, offering quieter exploration but more frequent rainfall.

  • What are some things to do near Lake Cumberland?

    The area around Lake Cumberland has fishing, boating, and hiking trails, along with locations for swimming and picnics. You can explore local parks or join guided cruises run by regional groups.

  • How is the weather near Lake Cumberland?

    Winters near Lake Cumberland tend to be cool, with highs in the upper 40s °F (around 9°C) and lows that can reach the mid-20s °F (-3°C). Summers feature warm days, with highs typically between 77°F and 82°F (25°C to 28°C), and rainfall is spread throughout the year.