Holiday rentals in Grider

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Top-rated holiday rentals in Grider

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Top guest favourite
Home in Burkesville
5 out of 5 average rating, 16 reviews

Bline Family Farm Cottage

Enjoy your stay in our tiny home with a queen bed, full bathroom, kitchen & laundry. Look out off the front porch at our peaceful sweeping front acreage, including our winding driveway and 10 acres of hay fields. 2 adults (and 1-2 children that can sleep on a floor mattresss) can fit snuggly into our mini cottage. We hope you enjoy dogs, we breed them & have many running around (Lando, our massive Anatolian Shepherd, is likely to greet you with a few warning barks, but he is the sweetest boy.)

Top guest favourite
An outdoor seating area features two wooden adirondack chairs positioned beside a stone fireplace, where a welcoming fire is lit. Warm lighting highlights the wooden deck, and a small circular table rests nearby. A stack of firewood is neatly arranged against the wall.
Cabin in Jamestown
4.93 out of 5 average rating, 146 reviews

River Loft Cabin w Free Kayaks

* Waterfront cabin overlooking the lake. * Free kayaks: Kayak # 1: double sit-on-top ocean kayak. Kayak #2: single Pescador kayak. * Launch the Kayaks from the bottom of our ridge. * For boats: the boat ramp is 1/4 mile on Riverton Rd. * Wood burning outdoor fireplace on the open deck. Enjoy one of the 3 decks. Inside: * 3 queen beds, 1 bathroom, Central AC and heat, fresh bedding and towels, equipped kitchen. * Excellent WiFi at the cabin but cell service is spotty. Use WiFi calling.

Guest favourite
A charming wooden cabin is set on a gently sloping green lawn, surrounded by tall trees. The cabin features a front porch with steps leading up to the entrance, and large windows are visible, providing a connection to the natural surroundings.
Cabin in Byrdstown
4.93 out of 5 average rating, 102 reviews

Cedar Ridge

Have a Lake Country getaway! Newly renovated, charming cabin with views of Dale Hollow Lake. One bedroom with queen size bed plus a queen size Murphy bed in living room. Enjoy a relaxing evening on the front porch after a fun filled day on the lake or exploring the area. The cabin has central heat and air for your comfort. Linens and towels are supplied. Full kitchen , laundry room has washer and dryer. Minutes from Star Point, Eagle Cove and Sunset Marinas. Enjoy this relaxing retreat!

Top guest favourite
A cozy living area is highlighted by wooden walls and natural light. A dining table with chairs occupies one side, while a comfortable leather sofa with accent pillows faces a decorative fireplace. A chandelier hangs above, emphasizing the inviting ambiance.
Cabin in Moss
4.98 out of 5 average rating, 431 reviews

Tennessee Retreat Log Cabin Near Dale Hollow Lake

Tennessee Retreat Log Cabin, nestled in the hills of the Eastern Highland Rim, has everything you need to escape in style. Amenities (like WiFi and Cable TV) let you enjoy the serenity of the woods with casual or formal dining, antique or necessity shopping, water activities on Dale Hollow Lake - a 15 minute drive, wineries, historic & natural attractions & live entertainment. Perfect for business or pleasure trips, extended stay or hosting weddings or events on the extensive lawn. Welcome!

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, 249 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
A rustic cabin exterior features dark wooden siding and a welcoming porch area. A wooden railing surrounds the entrance, while stone stepping stones lead through a grassy yard. A metal roof adds a touch of character, complemented by nearby greenery.
Cabin in Edmonton
5 out of 5 average rating, 109 reviews

Secluded Cabin with private 3 acre fishing lake

Very secluded cabin on dead end road, gated with keypad entrance. Three acre stock fishing lake .Fishing is catch and release only.Aluminum boat available for guest use.Wildlife feeder. Walking trails but not for the faint at heart . Outside fire pit with wood supplied.Charcoal grill on site with farmhouse style outside table . Owner is on-sight , separate residence.Not handicap accessible.

Top guest favourite
The exterior of the Riverside Retreat features a charming two-story home with a gabled roof and a welcoming entrance. A stone pathway leads to the front door, framed by subtly lit landscaping and blooming flowers. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Peytonsburg
4.97 out of 5 average rating, 37 reviews

“Riverside Retreat” (New Hot Tub)

Relax with the whole family at our peaceful 5 bedroom, 3 1/2 bath Riverside Retreat. This family-friendly getaway was built beside the Cumberland River - to promote family time, relaxation and the perfect fisherman’s paradise. (We now have a 6 person hot tub as well! -Nov 2025) A few things to take note of- NO •Smoking •Vaping •Parties •Pets …on this property. There is unlimited WIFI - But no TV screens. We encourage focusing on the family and making memories that last a lifetime!

Top guest favourite
Cottage in Monticello
5 out of 5 average rating, 106 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 small dining area is positioned in front of large windows, offering a view of the lake at sunset. A bottle and glass sit on the table, which is flanked by two benches. The warm hues of the setting sun fill the room.
Guest suite in Albany
4.97 out of 5 average rating, 274 reviews

Page's Legacy: Winter Hideaway at the Lake

All rooms have a view of the lake and the deck overlooks Dale Hollow. We are a mile from Wolf River Boat Dock. The suite is downstairs with a private entrance. There are walking paths that encompasses 3 acres on the property. The private deck has a fire pit for chilly mornings to enjoy coffee or relaxing evening. There are some great day trips I have added to the "Host Guidebook" Click on "More about this location" and scroll to the bottom and click on "Show Host Guidebook"

Top guest favourite
Guest suite in Columbia
4.98 out of 5 average rating, 65 reviews

Studio @ 219 - close to LWU, lakes, parkway

Our studio apartment is a recently remodeled extension of our home. Rest easy and assured, knowing that we are right next door to help you in any way! We are located within 2 miles of Lindsey Wilson University, between Green River Lake and Lake Cumberland and within one mile of the Cumberland Pkwy. We are ready to welcome guests who are in town for events, visiting family, vacationing, or just passing through! We look forward to taking care of you while you’re traveling!

Top guest favourite
The kitchen features gray cabinetry complemented by wood accents. A black stove and microwave are positioned against the wall, while a workspace is available with a small table and chair. Natural light is provided by a nearby doorway leading to another room.
Home in Burkesville
5 out of 5 average rating, 37 reviews

Naut Tonight at The Holler

Nautical themed space for up to 4 near fabulous Dale Hollow. Beautiful outdoor covered area to enjoy the sunrise. Only 3 miles to the lake. There is plenty of space to park a boat or 2. Keurig in 2nd bedroom to not disturb others. Relax in the whirlpool tub after a long day. Cook on the grill or out over the fire pit. As half of a duplex, you could rent out the other half, Wine Knot, for larger groups. 10 mi south of Burkesville, KY, 13 mi north of Celina, TN.

Top guest favourite
The exterior of a Victorian-style house is showcased, featuring intricate architectural details and a blue facade. The home is surrounded by a manicured lawn and small shrubs, with a welcoming porch and decorative gables highlighted above the entrances.
Home in Gamaliel
4.98 out of 5 average rating, 112 reviews

The Jackson House of Gamaliel

Stay at The Jackson House of Gamaliel. The Victorian style house was originally built in 1904 and underwent a total remodel in 2017. You will be the only guests in the house. One King bed, two Queen beds and a sofa sleeper. Kitchen with all cooking utensils, a laundry room and a large living area. Convenient to Dale Hollow Lake and Barren River Lake, (Approx 30-45 minutes). Near Old Mulkey Meeting House State Park.

Popular amenities for Grider holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Cumberland County
  5. Grider