Pet-friendly holiday rentals in Lake Cumberland

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Top-rated pet-friendly home rentals in Lake Cumberland

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

A cottage is seen surrounded by vibrant autumn foliage, with a gravel driveway leading to the entrance. The architecture features a gabled roof and a spacious front porch, providing an inviting entry point to the home.

Home in Monticello

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 firepits outdoors. Forest views and fresh air galore await you, especially from the hot tub! Absolutely no smoking inside or out.

WalkabilityPetsAmenities

4.92 out of 5 average rating, 223 reviews

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

*FireflyCreek* Waterfont cabin on 5 acres 4WD only

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!!

PetsOutdoor spacesLocation

4.92 out of 5 average rating, 133 reviews

Top guest favourite

An outdoor deck features a rustic wooden floor with a wrought-iron table and two chairs, each adorned with soft pink cushions. The scene is framed by trees, while a soft sunrise casts gentle colors over Lake Cumberland in the background.

Home in Monticello

Lake House "Dar Bida" Monticello

Escape to Dar Bida, a secluded 4,000 sq ft retreat overlooking beautiful Lake Cumberland. Enjoy breathtaking lake views, peaceful surroundings, spacious living areas, and a well-equipped home designed for comfort. Whether you’re boating, fishing, kayaking, hiking, gathering with family and friends, or simply unwinding on the deck, Dar Bida is the perfect getaway. Two boat ramps are within 5 miles, with boat storage available in the gated community. Marinas are also just a short drive away.

Outdoor spacesWalkabilitySleep quality

4.96 out of 5 average rating, 78 reviews

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

Lake front Cabin - Private dock

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.

WalkabilityOutdoor spacesIndoor spaces

4.89 out of 5 average rating, 131 reviews

Top guest favourite

Tiny home in Monticello

Tiny LakeView Cottage~Pets~Best Sunset~Kayaks!

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.

PetsOutdoor spacesCondition

4.94 out of 5 average rating, 275 reviews

Top guest favourite

Home in Monticello

HOT TUB~ Fire Pit~ KING Ensuites~ Lake Access

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!

Outdoor spacesPetsSleep quality

4.99 out of 5 average rating, 117 reviews

Superhost

A wooden deck is set against a vibrant green landscape, showcasing rolling hills under a clear blue sky. Two chairs are positioned on the deck, offering an inviting space to enjoy the expansive mountain view.

Cabin in Burnside

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!

PetsOutdoor spacesLayout

4.92 out of 5 average rating, 405 reviews

Guest favourite

An outdoor dining area features a large wooden table surrounded by woven chairs, set against expansive windows showcasing views of rolling hills and trees. Natural light enhances the warm wood tones, providing a serene atmosphere for meals or gatherings.

Home in Seventy Six

The Lodge at The Bluffs

Experience newly renovated luxury at The Lodge on Lake Cumberland. Perched on a hilltop overlooking Lake Cumberland less than 1 mile from Grider Hill Marina. Situated on 60 acres of rolling hills and trails. Boat rental available at Grider Hill Marina. Well suited for large groups/events/corporate retreat Full service outdoor prep and cooking area IGA supermarket is 10 miles away Dollar General 5 miles away Junction Station convenience store/gas station 5 miles

Outdoor spacesLocationAir conditioning

4.96 out of 5 average rating, 25 reviews

Guest favourite

The kitchen features a modern design with white cabinets and granite countertops. Stainless steel appliances are showcased, alongside open shelving displaying various dishware. Four blue metal stools are positioned around the kitchen island, and a window allows natural light to enter.

Home in Jamestown

Lake Life Dot Calm (Slip Available)

Welcome to your new peaceful retreat less than 2 miles from Jamestown Marina and Lilly Creek boat ramp. SLIP RENTAL available. ROOM TO PARK your boat and trailer in the driveway! Take a walk down the street (or ride one of our bikes) to see gorgeous lake views! This 3 bedroom, 3 bathroom house has what you need for your stay! Each bedroom has its own full bathroom. Remodeled kitchen, game room in the garage, smart TVs, great back deck, and much more!

PetsWalkabilityAccess

4.91 out of 5 average rating, 76 reviews

Guest favourite

A modern chalet exterior features a striking combination of wood and metal, showcasing large windows that invite natural light. A small deck extends from the upper level, set against a backdrop of lush greenery. The entrance is marked by a concrete pathway leading to the main door.

Home in Somerset

Coffee with the Squirrels

New chalet only 5 minutes to city of Somerset and 5 minutes to Lake Cumberland! Cozy 1 king size bedroom with custom features throughout. Walk out on your master suite deck and have coffee with nature! Full size bathroom w custom tile. Back deck that overlooks woods and wildlife. Sometimes there is a neighbor who has a dog that barks a couple housss down, I’m sorry if it does, doesn’t happen often

PetsOutdoor spacesIndoor spaces

4.91 out of 5 average rating, 199 reviews

Guest favourite

Home in Jamestown

4BR at Lake Cumberland - Hot Tub, Near Boat Ramps

Escape to 'A Frame of Mind,' an enchanting 4-bed, 3-bath A-Frame cabin on Lake Cumberland. Perfect for families, this retreat blends rustic charm with modern luxury. Enjoy a private hot tub, fire pit, and game room. Nestled in the prestigious Clifty Creek Subdivision, you're just moments from the water, marinas, and state parks. Comfortably fits your group for an unforgettable lakeside getaway.

PetsOutdoor spacesAccuracy

4.89 out of 5 average rating, 66 reviews

Top guest favourite

A spacious kitchen features wooden beams overhead and a large island with a dark countertop. Modern appliances include a microwave, stove, and refrigerator. White cabinetry contrasts with the sleek backsplash, and ample natural light brightens the area through windows, enhancing the inviting atmosphere.

Cabin in Monticello

Spacious Cabin on the Water - Lake Cumberland

Perfect for big families or groups with a large kitchen and common areas, spacious bedrooms and large deck overlooking the lake. Plenty of activities nearby year round from boating, to hiking to shopping and dining in Somerset. Let us help you plan your activities! This is a place we enjoy ourselves so we offer a lot of extras and take care of the property. We'd love to have you stay with us.

PetsOutdoor spacesLocation

5.0 out of 5 average rating, 45 reviews