A river surrounded by fields, a bridge, and a parking lot.

Estill Springs Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Estill Springs vacation rentals

A red mailbox with "McCormick Farmall" on it, a black barbecue grill, a red metal table and chairs, and a sign that says "Come In We're Open".

1. A very rustic converted pole barn unique cozy cabin

A very rustic converted pole barn unique cozy cabin
Estill Springs
9.8 out of 10, Exceptional, (167 reviews)
"This was a perfect stay for us while we were visiting family! We look forward to staying again when we’re in the area."
United States
Jacquelyne S.
The price is AED 367
AED 607 total
includes taxes & fees
4 Oct - 5 Oct
A very rustic converted pole barn unique cozy cabin
A spacious living room with a grey sofa, a round wicker chair, and large windows offering a view of trees.

2. Lake Life 4 Bedroom, 3 Bath, Sleeps 12.

Lake Life 4 Bedroom, 3 Bath, Sleeps 12.
Estill Springs
9.8 out of 10, Exceptional, (34 reviews)
"Excellent place to stay for a weekend get away with friends or family "
United States
Zack F.
The price is AED 1,405
AED 3,031 total
includes taxes & fees
2 Oct - 3 Oct
Lake Life 4 Bedroom, 3 Bath, Sleeps 12.
A lakeside view with a wooden dock, a grassy area with a gazebo, and a building with multiple windows in the background.

3. Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family

Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family
Winchester
10.0 out of 10, Exceptional, (39 reviews)
"Great property!"
United States
Greg B.
The price is AED 37
AED 1,142 total
includes taxes & fees
5 Oct - 6 Oct
Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family
A log cabin with a porch, outdoor seating, and a welcome sign.

4. "The Hawk Nest" cabin on Tims Ford Lake

"The Hawk Nest" cabin on Tims Ford Lake
Winchester
9.4 out of 10, Exceptional, (26 reviews)
"Super nice, peaceful get-away. Love the private dock and all the sitting areas outside. Feels secluded and I like it. Very easy access as well."
United States
Andrew N.
The price is AED 731
AED 1,551 total
includes taxes & fees
11 Oct - 12 Oct
"The Hawk Nest" cabin on Tims Ford Lake
A modern living room with a built-in aquarium, a leather sofa, and a patterned rug.

5. Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.6 out of 10, Exceptional, (17 reviews)
"It was wonderful and right in the center of downtown winchester. Very clean and beautiful loft and amazing lighting to have long night talks. Truly amazing"
United States
Gianmarco
The price is AED 338
AED 684 total
includes taxes & fees
4 Oct - 5 Oct
Winchester's Premier Downtown Loft!
A modern kitchen with dark cabinetry, stainless steel appliances, and a light-colored backsplash.

6. Oasis on the Square

Oasis on the Square
Winchester
9.8 out of 10, Exceptional, (13 reviews)
"Great location on the square with plenty of dining options a short walk away."
United States
possible Amanda H
The price is AED 320
AED 664 total
includes taxes & fees
11 Oct - 12 Oct
Oasis on the Square
Island

7. Whiskey Trails Cottage

Whiskey Trails Cottage
Tullahoma
10.0 out of 10, Exceptional, (26 reviews)
"Great stay "
United States
D K.
The price is AED 267
AED 729 total
includes taxes & fees
4 Oct - 5 Oct
Whiskey Trails Cottage
A spacious living room with a large flat-screen TV, comfortable seating, a dining area, and a staircase leading to an upper level.

8. Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12

Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12
Winchester
10.0 out of 10, Exceptional, (25 reviews)
"This property conbined with the unit nexf door worked perfectly for our group of 18 people to enjoy a great 4th of july week at the lake."
United States
Timothy W.
The price is AED 1,286
AED 2,874 total
includes taxes & fees
4 Oct - 5 Oct
Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12
A wooden deck with a picnic table and chairs, surrounded by windows and a railing.

9. Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub

Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
Winchester
10.0 out of 10, Exceptional, (83 reviews)
"We had a great time! "
United States
Cindy O.
The price is AED 1,653
AED 3,595 total
includes taxes & fees
1 Nov - 2 Nov
Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
A modern living room with a black leather sofa, a brown leather armchair, and a small side table.

10. Lounges at Lynchburg Black House - within walking distance to Jack Daniels!

Lounges at Lynchburg Black House - within walking distance to Jack Daniels!
Lynchburg
10.0 out of 10, Exceptional, (23 reviews)
"What a great property. Close to town and very clean and private. Would recommend to anyone that wants to stay in Lynchburg."
United States
Doug
Lounges at Lynchburg Black House - within walking distance to Jack Daniels!
A cozy living area with a fireplace, a sofa, a dining table, and a kitchen with brick walls.

11. Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns

Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns
Pelham
10.0 out of 10, Exceptional, (14 reviews)
"Nice place to stay. Close to the caverns where we saw a show. Property is very clean. Really nice stay."
United States
Dawn
The price is AED 320
AED 803 total
includes taxes & fees
5 Oct - 6 Oct
Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns
A log cabin with a deck, large windows, and a table with chairs.

12. Story-time Stay at Our Rupert Cottage!

Story-time Stay at Our Rupert Cottage!
Monteagle
8.8 out of 10, Excellent, (6 reviews)
"Pet friendly, host communication was excellent. The cottage was tidy and clean. "
United States
Taroub F.
The price is AED 295
AED 856 total
includes taxes & fees
4 Oct - 5 Oct
Story-time Stay at Our Rupert Cottage!
A modern kitchen with grey cabinets, stainless steel appliances, and a wooden ceiling.

13. Lounges at Lynchburg Green House - within walking distance to Jack Daniels!

Lounges at Lynchburg Green House - within walking distance to Jack Daniels!
Lynchburg
10.0 out of 10, Exceptional, (17 reviews)
"Perfect place!"
United States
Jennifer
The price is AED 569
AED 731 total
includes taxes & fees
4 Oct - 5 Oct
Lounges at Lynchburg Green House - within walking distance to Jack Daniels!
A white house with a red roof and a porch, surrounded by trees and grass.

14. Cozy Cottage at Lavender Farm near Jack Daniel's Distillery, with breakfast

Cozy Cottage at Lavender Farm near Jack Daniel's Distillery, with breakfast
Mulberry
10.0 out of 10, Exceptional, (44 reviews)
"Beautiful property and wonderful proprietors."
United States
Dawn K.
The price is AED 771
AED 1,222 total
includes taxes & fees
14 Oct - 15 Oct
Cozy Cottage at Lavender Farm near Jack Daniel's Distillery, with breakfast
Living area

15. Cozy Pet Friendly Home Away From Home w/ Fenced in Yard & Full Kitchen near I-24

Cozy Pet Friendly Home Away From Home w/ Fenced in Yard & Full Kitchen near I-24
Sewanee
9.8 out of 10, Exceptional, (27 reviews)
"A great deal and a great location- nice and secluded and close to the caverns where we did a couple shows while visiting. Comfortable spot and wonderful hosts. "
United States
Ryan B.
The price is AED 327
AED 844 total
includes taxes & fees
11 Oct - 12 Oct
Cozy Pet Friendly Home Away From Home w/ Fenced in Yard & Full Kitchen near I-24
A dining area with a wooden table set for four, two grey armchairs, a brick fireplace, and a large window with curtains.

16. Lydia's Lodge in Pelham

Lydia's Lodge in Pelham
Pelham
9.6 out of 10, Exceptional, (14 reviews)
"It was a great p[lace to stay. Very peaceful"
United States
Levi M.
The price is AED 242
AED 898 total
includes taxes & fees
14 Oct - 15 Oct
Lydia's Lodge in Pelham
A building with a sign reading 'THE LEMON FAIR' and a yellow door.

17. The Woods at The Retreat at Deer Lick Falls

The Woods at The Retreat at Deer Lick Falls
Monteagle
9.8 out of 10, Exceptional, (41 reviews)
"Fit the needs for a golf trip away from home. Very charming community in the woods. Place was clean with no issues. Nice loft if you have kids. Would recommend!"
United States
John S.
The price is AED 358
AED 1,190 total
includes taxes & fees
13 Oct - 14 Oct
The Woods at The Retreat at Deer Lick Falls
A large building with a covered entrance and a sign that reads "Welcome".

18. Lynchburg Getaway walking distance 2 Jack Daniel’s

Lynchburg Getaway walking distance 2 Jack Daniel’s
Lynchburg
10.0 out of 10, Exceptional, (38 reviews)
"We really enjoyed our stay and it was very conveniently located to the downtown area"
United States
Hildegard
The price is AED 356
AED 1,061 total
includes taxes & fees
20 Oct - 21 Oct
Lynchburg Getaway walking distance 2 Jack Daniel’s
A rustic cabin with a picnic table and a small shed in a wooded area.

19. 1 Room Camping Cabin - Enjoy a cabin with air conditioning and real beds!

1 Room Camping Cabin - Enjoy a cabin with air conditioning and real beds!
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"The host was very helpful and welcoming with us. I would definitely stay here again"
United States
Donald z.
The price is AED 191
AED 288 total
includes taxes & fees
1 Nov - 2 Nov
1 Room Camping Cabin - Enjoy a cabin with air conditioning and real beds!
A modern kitchen with grey cabinets, a central island with a red flower arrangement, and a "FAMILY" sign above the sink.

20. Rooster's Roost of Bells Cove - 15 Minutes from the Caverns!

Rooster's Roost of Bells Cove - 15 Minutes from the Caverns!
Pelham
9.6 out of 10, Exceptional, (39 reviews)
"House is kept in great condition, beautiful location, and perfect stay when attending the caverns (12 minutes away)"
United States
Antonio M.
The price is AED 261
AED 964 total
includes taxes & fees
4 Oct - 5 Oct
Rooster's Roost of Bells Cove - 15 Minutes from the Caverns!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Estill Springs Hotel Reviews

Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG

8/10 Good
"Elevator needs some maintenance. First floor is a little bit of a rough landing. An ice machine on each floor would be nice as well"
Aaron 1-night trip
Posted 12 hours ago
Holiday Inn Express Hotel & Suites Tullahoma by IHG

Frequently asked questions

Can I find a vacation rental in Estill Springs?

Yes, we give you a choice of vacation rentals near the most popular points of interest in Estill Springs, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Estill Springs has to offer?

On the Water w/ Private Dock, Entire Home, sleeps up to 14: This highly rated vacation home rental in Estill Springs is located on a lake and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Estill Springs?

Expedia has 21 vacation rentals for your stay in Estill Springs.

What can I see and do in Estill Springs?

Tims Ford Lake and Elk River are a couple of lovely local spots to get outside and enjoy nature. Elk River Dam and Tims Ford State Park are other places to visit while you're in town.

What are vacation rentals like in Estill Springs?

Vacation rentals are private accommodations you can book for several days or longer in Estill Springs. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.