Holiday rentals in Cave Spring Hollow

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Top-rated holiday rentals in Cave Spring Hollow

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Top guest favourite

The Gipson House, established in 1930, features a charming white exterior and welcoming porch. Lush green plants hang by the entryway, while two bicycles are parked on the lawn, reflecting a peaceful rural setting bathed in sunlight.

Cottage in Village of Pelham

4.98 out of 5 average rating, 127 reviews

The Historic Gipson House Caverns friendly !

127 guests, 127 five star reviews! This is an historic house. Completely remodeled with modern convenances. Book now for 2026 caverns dates ! Top shelf accommodations ?You’ve found them ! See our reviews ! Guests love the Gipson House ! Private home and property ! Caverns 4 miles/10 mins away. Circa 1930, beautifully appointed Gipson House in scenic Pelham Valley between Chattanooga/Nashville, area has world class hiking , also near Sewanee Recognized super host and guest favorite

Top guest favourite

The exterior of the property features a unique sloped roof with a combination of stone and wood materials. Surrounded by greenery, the entrance is approached via a paved path that leads to a welcoming entrance area. Outdoor seating is visible on the balcony, nestled among the trees.

Home in Manchester

4.94 out of 5 average rating, 226 reviews

Chalet 638 - state park, golf & The Caverns

Short walk to a state park with golfing. This first floor living space has a kitchen, walk-in closet, large wood fireplace, workout equipment, washer/dryer, grill, fire pit and lots of space. Old Stone Fort Archeological Park with multiple hiking trails, fishing, canoeing and a $9 a round golf course are seconds away. Close to I-24 this centrally located Tennessee property gives equal access from Nashville to Chattanooga. Explore parks, vineyards, distilleries and Tennessee history from here.

Top guest favourite

The historic Pythian Building stands prominently on a corner, showcasing its classic brick facade and unique architectural details. The building features large arched windows and a decorative cornice. A staircase on the exterior leads to the upper floors, against a backdrop of a colorful sunset sky.

Loft in Fayetteville

4.99 out of 5 average rating, 553 reviews

Enchanting Castle Hall Penthouse~TN Whiskey Trail

This is CASTLE HALL 🏰Located at the top of The Pythian Building. Castle Hall, built in 1902 to serve as the Grand Ball Room & Meeting Lodge for the secret brotherhood society, The Knights of Pythias. This 3000 ft.² penthouse has stunning 16 ft. original tiled ceilings complimented by exposed brick & plastered walls. Uniquely furnished w/ lots of eclectic & vintage pieces. Fully functional w/ sleeping accommodations for 6. ⚜️THE ENTIRE TOP (4th) FLOOR PENTHOUSE IS ALL YOUR PRIVATE SPACE!

Top guest favourite

The Victorian-style home features a white exterior with detailed trim and a welcoming front porch. Two rocking chairs are placed on the porch, alongside planters filled with flowers. Lush greenery surrounds the home, contributing to its charming curb appeal.

Home in Lynchburg

4.94 out of 5 average rating, 255 reviews

Lynchburg Getaway walking distance 2 Jack Daniel’s

This beautiful, Victorian-style home is a perfect getaway. Located just off the square in historic Lynchburg, TN, it's a short walk to the world-famous Jack Daniel's Distillery. There are lots of places to relax; rocking chairs on the front porch, Adirondack chairs and corn-hole in the backyard. You can also visit Tim's Ford Lake or enjoy the southern hospitality of Miss Mary Bobo's restaurant. The beds and furnishings are all very comfortable! Check out @lynchburggetaway on Instagram

Guest favourite

An outdoor seating area features blue and white lounge chairs arranged around a central fire pit. The shaded porch swing offers a serene view of the lake, framed by lush greenery. The dock and numerous boats can be seen in the background.

Home in Winchester

4.96 out of 5 average rating, 123 reviews

Private dock/gazebo on quiet cove. Tims Ford Lake!

Indulge in the tranquility of Tims Ford Lake, TN! Our exquisite 5-star cottage, just 6 miles from Tims Ford State Park/Marina, beckons you to unwind. Conveniently situated 18 miles from Tullahoma and 8 miles from Winchester, our boat-friendly haven features a private dock and a circular drive. Minimum rental age: 25. Ensure a seamless stay by signing our legal Rental Agreement and presenting a government-issued ID. Book now for a worry-free lakeside escape – your perfect retreat awaits!

Guest favourite

Home in Manchester

4.9 out of 5 average rating, 423 reviews

Fire Lake Estate-*Views *Hot Tub* *GAME ROOM* WiFi

All fresh, new and ready for guests, this completely renovated lake home with gorgeous water and sunset views will amaze you and leave you breathless as you watch the famous Fire Lake sunset from almost every room in the house. Located conveniently just minutes off interstate I-24, centered 1 hr from Nashville and 1 hr from Chattanooga and Only 8 miles from Bonnaroo Music festival. Bring your boat or kayak as the small neighborhood is located right next to a boat ramp and swimming area.

Top guest favourite

A view from the porch reveals the serene waters of Tims Ford Lake, bordered by lush greenery. The railing is partially visible, with sunlight filtering through the trees, creating dappled shadows on the deck. A bird feeder hangs nearby, inviting wildlife.

Cabin in Lynchburg

4.96 out of 5 average rating, 216 reviews

Cozy Cabin on Tims Ford Lake

Come stay at a hand built log cabin nestled right on Tims Ford Lake. Enjoy a cup of coffee and watch birds fly in a rocking chair on the front porch. Relax in the porch swing as you see fish jump from the water. Grill out on the back porch while watching the sun set. There is a dock available for fishing. The cabin is five miles from Tims Ford State Park, eight miles from Jack Daniels Distillery and downtown Lynchburg, eleven miles from Tullahoma, and fifteen miles from Winchester.

Top guest favourite

A modern two-story house features a green exterior with white trim and a welcoming porch. An American flag hangs from the porch, and soft outdoor lighting illuminates the entrance. A driveway leads to a garage, with trees providing a natural backdrop.

Home in Tullahoma

5 out of 5 average rating, 104 reviews

Lakeside Retreat at The Reserve w/ Golf Cart

Beautiful lakeside home on Tim's Ford Lake! Short Walk or Golf Cart ride to Blue Gill Grill & Holiday Landing Marina. Boat Parking on the Driveway during your stay! First Floor: Master Bed with Full Bath, Dining Room, Living Room, Kitchen (Fully stocked with basic spices and cooking utensils). Outside Patio with Fire Place and seating. Second Floor: BR 2- King Bed. BR 3 Queen Bed, Loft Space, Sectional Couch, Pull out Queen. *No Smoking *Max 10 Guest *Front Door Security Cam*

Guest favourite

A rustic log cabin is set amidst trees, featuring a spacious front porch with wooden railings and outdoor seating. Stone accents complement the structure, which is partially surrounded by lush greenery. The cabin's design merges natural beauty with comfortable outdoor living space.

Cabin in Tullahoma

4.92 out of 5 average rating, 119 reviews

Private lakefront log cabin w/dock & hot tub

Be one with nature at this unique, tranquil getaway on Tim’s Ford Lake. Enjoy the two fireplaces in a “rustic” meets “modern” log cabin on 10 acres of privacy that is adjoined to over 2000 acres of park land. There is 450 ft of lake front & private dock to store your boat/toys, but the dock is not usable Nov 1 to April 1. Enjoy nature walks, spend lake time with friends or just relax taking in the amazingly beautiful views, hot tub and amenities. This truly is our happy place.

Top guest favourite

A welcoming front porch features multiple wooden rocking chairs arranged neatly along the covered area, with a central entryway leading to the home. The porch is framed by wooden beams and offers a view of the expansive lawn and nearby structures.

Home in Lynchburg

4.96 out of 5 average rating, 198 reviews

TN Fire 3 bedroom 2 bath beautiful new home

Beautiful 3BR/2bath new barndominium. Walking distance to Historic Lynchburg town square & Jack Daniel's distillery. BR1 Queen bed/private bath, BR2 Queen bed, BR 3 Queen bed, Queen sofa sleeper in LR. 2 Full Baths in home with walk in showers. Full kitchen and washer/dryer. Free/fast wifi & Smart TV. Nice comfortable stay for up to 8 people. Pavilion with barbecue, picnic tables, fire pit. Large side yard, pets must be approved (limit 2, 25 lbs. maximum, $30 pet fee).

Top guest favourite

The exterior of the recently remodeled farmhouse is presented, featuring a blue color scheme and a covered porch. Lush greenery surrounds the home, with flower beds accentuating the landscape. A small tree with vibrant red leaves is visible near the entrance.

Cottage in Fayetteville

4.98 out of 5 average rating, 262 reviews

Country Cottage Hideaway near Lynchburg

Recently remodeled Farmhouse on a working goat farm. The rental does not include access to the Barn or farm land. Visiting Lynchburg? This is the perfect place to unplug and enjoy quiet country living. The property is tucked into a secluded country hollow and does not have any visible neighbors. Includes a large porch with a swing and a cozy fireplace to snug in front of on those chilly winter nights. Located 7 miles from Jack Daniel's and Downtown Lynchburg Tennessee.

Top guest favourite

A spacious farmhouse is set against a backdrop of rolling hills, framed by vibrant autumn leaves. The front porch extends along the facade, providing a welcoming entrance. Well-maintained lawns and trees enhance the peaceful rural setting.

Farm stay in Beechgrove

5 out of 5 average rating, 137 reviews

Millie's Farmhouse

Millie's Farmhouse, located on a working Cattle & Horse Farm nestled in the rolling hills of Beechgrove. Located 1.5 miles off Interstate 24, 1 hour 20 minutes from Chattanooga, 45 minutes from Nashville, 15 - 30 minutes from Murfreesboro, Shelbyville, Manchester, and Tullahoma, and only 9 miles from historic Bell Buckle. Our newly renovated farmhouse style home, which sleeps up to 10, will provide you a peaceful and quiet setting for escaping and relaxing.