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

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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 holiday 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 £128
includes taxes & fees
5 Oct - 6 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 £621
includes taxes & fees
6 Oct - 7 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 £233
includes taxes & fees
31 Oct - 1 Nov
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 £317
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 £156
includes taxes & fees
18 Oct - 19 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 £133
includes taxes & fees
5 Oct - 6 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 £153
includes taxes & fees
5 Oct - 6 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 £588
includes taxes & fees
12 Oct - 13 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 £729
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
The price is £136
includes taxes & fees
1 Nov - 2 Nov
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 £148
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 £182
includes taxes & fees
14 Oct - 15 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 £153
includes taxes & fees
5 Oct - 6 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 £257
includes taxes & fees
7 Oct - 8 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 £178
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, (15 reviews)
"It was a great p[lace to stay. Very peaceful"
United States
Levi M.
The price is £179
includes taxes & fees
5 Oct - 6 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 £224
includes taxes & fees
27 Oct - 28 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 £221
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 £62
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 £197
includes taxes & fees
3 Nov - 4 Nov
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

Best Western Inn

Best Western Inn

10/10 Excellent
"Our room was very nice and staff were great."
kenneth 2-night trip
Posted 9 hours ago
Best Western Inn

Find out more about Estill Springs

Everything you need to know about Estill Springs holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Estill Springs holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estill Springs holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Estill Springs holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estill Springs. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estill Springs holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estill Springs holiday rentals we have selected for you start as low as £128 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estill Springs rentals

At Expedia, we put the best Estill Springs holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Estill Springs rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estill Springs holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estill Springs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Estill Springs?

Yes, there are holiday rentals close to the most popular sights in Estill Springs, or you can select a more secluded option if you're looking for a relaxing stay.

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

On the Water w/ Private Dock, Entire Home, sleeps up to 14: This highly rated holiday home rental in Estill Springs is located on a lake, and has a balcony, a selection of games and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Estill Springs?

Expedia has 21 holiday 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 holiday rentals like in Estill Springs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estill Springs. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.