Vacation rentals in Greensburg

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Top-rated vacation rentals in Greensburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Home in Jamestown

4.77 out of 5 average rating, 57 reviews

Twin Creeks Retreat!

Our Airbnb located on the picturesque shores of Lake Cumberland. Nestled amidst nature's beauty, this stunning retreat offers an idyllic escape for those seeking tranquility and adventure alike. With its breathtaking lake view, the Twin Creeks Retreat provides a captivating backdrop that will leave you in awe. Whether you're sipping your morning coffee on the porch or watching the sun paint the sky with vibrant hues during sunset, the ever-changing vista is bound to leave a lasting impression.

Guest favorite

Home in Monticello

4.91 out of 5 average rating, 163 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 favorite

Home in Jamestown

5 out of 5 average rating, 15 reviews

Onyx House

Take a break and unwind at this peaceful oasis, surrounded by nature. Minutes to Lake Cumberland State Resort Park & Marina and Halcombs Landing Boat Ramp ‘Dam’-you’ll have easy access to the water. Outdoor seating with 3 decks, outdoor tv, and fire pit allows for great social entertainment and a perfect place to unwind. 2 private bedrooms downstairs (queen), with a 4 bed (full) loft upstairs. 2 bathrooms down stairs-one with walk-in shower, one with tub/shower. The kitchen is fully equipped.

Guest favorite

Home in Russell Springs

4.97 out of 5 average rating, 29 reviews

Lake Top Cabin #10

Completely remodeled lake view home at top of Lake Cumberland Marina. A spacious covered porch with a swing for those summer days and nights. 2 picnic tables and a grill for outdoor grilling days. A large deck with stunning views of the lake. Perfect for enjoying your morning coffee or evening wine after a great day on the lake. Perfect for large families or groups. Sleeps 10. Pets are welcome. Backyard is spacious for kids to play. Plenty of parking for your boats and vehicles. .

Superhost

Home in Elizabethtown

4.89 out of 5 average rating, 37 reviews

Sleek+Stylish Home Near Downtown

You won’t find another like this! Located in a vibrant, urban neighborhood, this stunning 3 BR, 2 BA home has been completely renovated w/ designer finishes + modern updates. Spacious GR with plush velvet touches. Fully equipped kitchen w/ bright quartz counters + stainless appliances. Fall in love w/ the dedicated vanity space! Bedrooms offer plush beds + crisp linens. Enjoy the private deck w/ furniture + grill. Just 3 blocks from downtown + right on the pedestrian walking path.

Superhost

Cabin in Jamestown

4.75 out of 5 average rating, 8 reviews

Harbor Springs, Jamestown Cabin

Gather your group, you've found the right spot. This picture perfect cabin comfortably sleeps a group of 8. Whether you're visiting for water activities or looking for a cozy getaway, look no further. Conveniently located at the top of a quite street, this cabin views both Jamestown Harbor and State Dock Marina, central of Lake Cumberland. Only a 5 minute drive to dock where you will find restraunts, shopping, boat rentals, playgrounds, seasonal events, and much more.

Guest favorite

Cabin in Campbellsville

4.95 out of 5 average rating, 193 reviews

You & Me , Deer! Anniversary - Honeymoon Cabin

Whether you’re on your honeymoon , celebrating an anniversary or need a weekend away ,this is the perfect place! This cabin is designed for couples ,but is also perfect for a small family with a full sized fold down sofa . Within minutes from downtown , Emerald Isle & Green River Lake, nestled in a private wooded area abundant with wildlife . A fully stocked kitchen , fireplace, two TVs, Queen sized bed, heated soaking tub. Outside patio ,fire pit and hot tub .

Guest favorite

Cottage in Russell Springs

4.89 out of 5 average rating, 35 reviews

The Cozy Cottage near Lake Cumberland

Ready to stay at a unique oasis near Lake Cumberland? Come enjoy The Cozy Cottage, which is in beautiful and convenient neighborhood of Russell Springs, Kentucky - just minutes from the Houseboat Capital of the World! All of the town's amenities are just minutes away from the cottage, while also being located just 8 miles from Alligator 1 boat ramp, 10 miles from Jamestown Marina, 10 miles from Pleasant Hill, and 12 miles from Indian Hills/Alligator 2 boat ramp!

Superhost

Houseboat in Russell Springs

5 out of 5 average rating, 3 reviews

On-Water 20

Check out this brand new Floathouzz right on beautiful Lake Cumberland! The Gray Tiny XL can sleep the entire family, friends and more! On the main level you have a full kitchen, living room with tv and sleeper sofa, master bedroom with a kind bed and master bath, and a secondarily bathroom. On the lower level you have 2 bedrooms each including 2 queen size beds. The loft is the perfect place for all the kiddos featuring 3 queen beds and a twin bed!

Guest favorite

Home in Campbellsville

4.9 out of 5 average rating, 10 reviews

The Last Cast, 1/4 mile to GRM

Only 1/4 mile from Green River Marina, this booking is for BOTH sides of this duplex, two units. (Individual sides are listed separately for smaller families/bookings) With this booking, you have access to the entire rental, which sleeps up to 10 people, two full kitchens, 2 sets of washer/dryer, 4 bedrooms, 2 full bathroom, 2 half Lake vibes! Short drive back from a day on the lake where you can unwind, cook a delicious meal in the full kitchen.

Guest favorite

Home in Jamestown

4.85 out of 5 average rating, 53 reviews

New Rustic home near State Dock!

Great getaway! 1 mile from State Dock entrance. This new rustic home has 3 bd, 2 bath, open kitchen, fireplace in living room, loft master bedroom, full wrap around porch with a partial screened in area with great views. We have a nice size covered porch to relax and enjoy something on the grill. This home has parking for multiple vehicles or even for a boat. Come check out our lovely home to make your lake days memorable!

Superhost

Home in Columbia

4.93 out of 5 average rating, 14 reviews

Happy Hollow Creekside Cottage

Kick back and relax in this stylish retreat minutes from Holmes Bend Marina on Green River Lake. Newly remodeled, this home offers a king bed, two queen beds, and smart TVs in every room. Enjoy the tiled tub shower with double vanities, black leathered granite countertops, and stainless steel appliances. A washer and dryer are also included for your convenience. Ideal for families and friends—come stay with us!

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