Vacation rentals in Grider

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.

Riverfront Cabin~Fishing~Game Center~Boat Ramp

Welcome to The Anchor - Cabin 7 at Cabins on the Cumberland, your family’s new getaway tradition. (ONE UNIT IN OUR TRIPLEX) *Private boat ramp to the Cumberland River *20 Min to Lake Cumberland *Pickleball / Basketball & Playground *Game Center w/ Pool, PingPong, Arcades, Shuffleboard *Private Firepit *Barrel Saunas *Dog-friendly *Pack-n-play, high chair NOTE: This is a cabin community of 12 cabins, we do have other cabins available for your larger groups. Read important notes prior to booking.

Sweet Southern Retreat near Dale Hollow Lake

Welcome to the Cox-Dean Family Cabin near beautiful Dale Hollow Lake. Enjoy the peace and tranquility of 17 acres of undeveloped land from the comfort of an updated and well-equipped log cabin. Features 3 bedrooms, a loft with 4 twin beds, 2 bathrooms, a full kitchen, a board game closet, charcoal grill, a smart TV and fiber/gig speed internet. Central heat/air and city water/sewer. **NEW KITCHEN APPLIANCES AS OF JULY 2025** NOTE: We do NOT have cable or satellite TV, only streaming services.

The Crossing

The newly renovated two bedroom farmhouse is located less than 2 miles from the city limits of Tompkinsville, KY and 3 miles from the Tompkinsville airport. Local attractions include the Old Mulkey Meeting House, restaurants, and a short drive to Dale Hollow Lake. The Crossing was built in the late 1890’s in the shape of a cross. The original house has stunning 9 foot ceilings and beautiful fireplaces in the four original rooms. Includes new appliances, Wi-Fi and outdoor space for dining.

Cabin next to Dale Hollow State Park~Boat Parking

Prime Location! Right next to Dale Hollow State Park Entrance! 1 mile from the Marina, 4 minutes to the Lake, Golf and Fishing. Entire home with boat(s) parking, 2 covered porches with new furniture. Soft Cotton, New Bedding. She has HW Floors, Granite Counters, and Tiled Bathroom. High Speed Internet, Bose Speaker, 4 Smart TV’s. 2 private Queen bedrooms and 3rd Loft bedroom with 3 beds: 1 Full bed, 2 Twins and half bath upstairs. Bonus Daybed on main floor. Lighted fire-pit, & 2 grills.

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!

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.

Boating Mecca: Near Dale Hollow Lake & Golf!

Spend a week in the Kentucky countryside, and stay at this 2-bedroom, 1-bath vacation rental, just a short drive from the shores of Dale Hollow Lake and boat launches. Get out on the water for boating and fishing, or stay at home and relax on the private deck, complete with a gas grill! Unwind as you read a book in the hammock, or take a trip to Dale Hollow Park for endless outdoor fun! With a full kitchen, Smart TVs, and a central location, this pet-friendly cottage is the ideal getaway!

“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!

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"

The Howard House at Miller Farms

This adorable farmhouse is for those seeking a quiet spot to unplug and rejuvenate on a beautiful farm in Southern Kentucky. There is a gorgeous farm view from the porch swing. This is the perfect place to enjoy the sound of crickets and the night starlight. An ideal retreat for families, individuals, couples, or friends. We can’t wait to share our corner of the world with you. *This is a working farm so please be cautious with animals and moving equipment.*

Sunset Ridge Cabin- Snow Hill Farm

Our cozy tiny cabin is the perfect get away for your vacation. Come relax just 10 minutes from beautiful Dale Hollow Lake in our peaceful location here in Celina, TN. Our goal is to allow you to unwind and put a pause on the craziness of everyday life. Enjoy your cup of coffee with a view of our rolling hills pasture and farm animals. *All natural cleaning supplies used. Yay for a chemical free vacation!*