Holiday houses in Summer Shade

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Top-rated holiday rentals in Summer Shade

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Top Guest favourite

Home in Tompkinsville

4.95 out of 5 average rating, 59 reviews

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.

Top Guest favourite

Home in Glasgow

4.98 out of 5 average rating, 323 reviews

The Belk House near Mammoth Cave

This house is located on a well known street 8 blocks from downtown Glasgow, KY. We are eleven miles from I-65 and 90 miles from either Louisville or Nashville. Conveniently located amid the medical community of Glasgow; five blocks from T J Samson Hospital and the Shanti Niketan Hospice Center. For tourism, located 30 minutes from Mammoth Cave National Park; 20 minutes from Barren River State Park; 40 minutes from National Corvette Museum; and 45 minutes from the Abraham Lincoln Birthplace

Guest favourite

Cabin in Jamestown

4.94 out of 5 average rating, 109 reviews

River Loft Cabin w Free Kayaks

Free kayaks at this remote log cabin on the river in the Tennessee Highlands! Kayaks include one double sit-on-top kayak, one single Pescador kayak, and one single sit-in kayak. Our off-the-grid cabin overlooks the East Fork Obey River (Dale Hollow Lake), and the scenic Tennessee Highlands. Stroll down to the water to fish or launch your boat from the nearby ramp on Riverton Road, just one street over. End the day by the outdoor fireplace, or relax on one of the two porches to stargaze.

Top Guest favourite

Cabin in Moss

4.98 out of 5 average rating, 393 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!

Guest favourite

Farm stay in Austin

4.96 out of 5 average rating, 360 reviews

One of a Kind Farmstead Experience

A one of a kind farmstead experience, stay in a newly constructed barn on our 350 acre dairy farm. The Mattingly farm is home to Kenny's Cheese, farmstead cheese made right here on our farm and you have a unique opportunity to stay in the heart of the action, in our brand new apartments directly above the dairy barn. You will be welcomed by our friendly dairy cows and possibly a new baby calf, or two. And because our cheese is AMAZING, we will leave some in the fridge for you to try.

Top Guest favourite

Guesthouse in Scottsville

4.98 out of 5 average rating, 218 reviews

Adorable Guesthouse #2 Close to Barren River Lake

We are excited to present our tiny guest home #2. Perfect for the fisherman or couple wanting to stay close to Barren River Lake or Mammoth Cave. This unit is centrally located between several towns and less that four miles from Port Oliver Boat Ramp and Dam. It is close to the main house so we will be available if you need anything. Peaceful surroundings, comfortable queen bed, refrigerator, microwave and coffee bar. 55" smart tv to kick back & relax with. Exterior outlet for boat.

Top Guest favourite

Guest suite in Columbia

4.98 out of 5 average rating, 41 reviews

Studio @ 219 - close to LWC, 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 College, 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

Home in Monroe County

4.94 out of 5 average rating, 17 reviews

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.*

Top Guest favourite

Home in Fountain Run

5 out of 5 average rating, 35 reviews

Charming Cabin in the Hollow

Come stay in our peaceful setting located between a creek and a spring, down in the holler! Once inside, enjoy the space we have worked hard to create. The main floor is open concept through from the living room to dining and kitchen. The master bedroom is complete with its own bathroom and tile shower! A unique floating staircase reaches up to the loft area where a large sitting room and dorm style sleeping area combine. Lots of room to play games!

Top Guest favourite

Cabin in Burkesville

4.96 out of 5 average rating, 114 reviews

The riverside Cumberland Cabin

A sweet little remote cabin located in Burkesville directly on the Cumberland River. It has a total of four queen beds. Renovated inside and out with two fire pits. Outstanding coffee bar included. It has a wifi booster and a full lineup of sports channels on Dish Network. It is the perfect get away to simply unplug and reset! 11 miles to Bodock Farms wedding venue. 19 miles to Sulpher Creek , Mikes landing and Dale Hollow State Park.

Guest favourite

Home in Tompkinsville

4.88 out of 5 average rating, 75 reviews

Unique 1805 Historical House

The Old Brick House is located within minutes of Tompkinsville. It is situated on 3 acres of land where you can hear the sound of tree frogs at night and the creek running across the road. This property is well shaded with lots of outdoor space perfect for a quiet get a way for couples or families. This home can sleep six individuals comfortably. So if you are looking to relax & enjoy some history, please come stay at The Old Brick House.

Top Guest favourite

Cottage in Livingston

5 out of 5 average rating, 108 reviews

The Tennessee Cottage-close to Downtown!

A cute, quiet, relaxing retreat located 3 miles from Livingston. Watch the wildlife gaze right in front of your eyes and enjoy a man-made lake off of a large deck. This cottage is a beautiful getaway for you! Enjoy the outdoor grill, fire pit and just relax. We are located 20 minutes from Dale Hollow Lake and Cummins Falls.