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Sherwood Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Sherwood vacation rentals

Room

1. Bungalow by the Falls at The Retreat at Deer Lick Falls

Bungalow by the Falls at The Retreat at Deer Lick Falls
Monteagle
9.4 out of 10, Exceptional, (29 reviews)
"Loved staying at the Bungalows by the Falls! Highly recommend!! Loved the private hiking trails and falls!!"
United States
Tonya G.
The price is ￥16,398
￥55,090 total
includes taxes & fees
Sep 8 - Sep 9
Bungalow by the Falls at The Retreat at Deer Lick Falls
Room

2. Sasquatch Farm

Sasquatch Farm
3.0 star property
South Pittsburg
9.4 out of 10, Exceptional, (8 reviews)
"Omgoodness this place is absolutely amazing!!! We went for a spiritual journey and it was perfect!! The lake & water fall creek with seats sitting in the water was perfect for my reading and meditating. It is absolutely beautiful!!! They had a concert Saturday night, we didn't go to the actual concert but was right beside it and they were fabulous!! Great place to stay! We will definitely return. Thank you so much for everything!"
United States
Tina
The price is ￥21,073
￥24,182 total
includes taxes & fees
Sep 9 - Sep 10
Sasquatch Farm
Living area

3. 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, (25 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 ￥13,909
￥35,885 total
includes taxes & fees
Sep 10 - Sep 11
Cozy Pet Friendly Home Away From Home w/ Fenced in Yard & Full Kitchen near I-24
Children's area

4. 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)
"The home was cute, clean and quiet. Would be great for a family but I also enjoyed my stay alone. Love the tiny home neighborhood surrounded by nature."
United States
Skip E.
The price is ￥13,251
￥47,789 total
includes taxes & fees
Sep 9 - Sep 10
The Woods at The Retreat at Deer Lick Falls
Private kitchen

5. Cabin with Fishing Pond and Gorgeous Bluff Views!

Cabin with Fishing Pond and Gorgeous Bluff Views!
Sewanee
9.8 out of 10, Exceptional, (16 reviews)
"A nice getaway"
United States
Ellen T.
The price is ￥28,908
￥70,604 total
includes taxes & fees
Sep 10 - Sep 11
Cabin with Fishing Pond and Gorgeous Bluff Views!
Exterior

6. The Calming Cabin — Peaceful Charm & Relaxing Retreat Awaits

The Calming Cabin — Peaceful Charm & Relaxing Retreat Awaits
Tracy City
10.0 out of 10, Exceptional, (65 reviews)
"We loved our stay!"
United States
Marc N.
The price is ￥11,142
￥29,570 total
includes taxes & fees
Sep 7 - Sep 8
The Calming Cabin — Peaceful Charm & Relaxing Retreat Awaits
Exterior

7. Chic 2BR Cabin D by MHM Luxury Properties

Chic 2BR Cabin D by MHM Luxury Properties
Jasper
9.6 out of 10, Exceptional, (18 reviews)
"Communication was great. The cabin was very nice. The bed was very comfortable and loved the sheets. The back screened porch was a nice place to relax."
United States
Kent C.
The price is ￥15,006
￥49,996 total
includes taxes & fees
Sep 9 - Sep 10
Chic 2BR Cabin D by MHM Luxury Properties
Living area

8. Cozy Cottage at The Retreat at Deer Lick Falls

Cozy Cottage at The Retreat at Deer Lick Falls
Monteagle
10.0 out of 10, Exceptional, (19 reviews)
"This was my second stay at the Cozy Cottage and it’s just as perfect as I remembered. It’s an easy drive to The Caverns, and the waterfall here is gorgeous. The house is cozy and perfect for a romantic getaway. Will absolutely be back!"
United States
Kate C.
The price is ￥12,575
￥46,797 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Cottage at The Retreat at Deer Lick Falls
Private kitchen

9. With Trailhead to One of TN's Tallest Waterfalls

With Trailhead to One of TN's Tallest Waterfalls
Monteagle
9.4 out of 10, Exceptional, (10 reviews)
"Lovely - so enjoyed our stay! So peaceful. "
United States
Elizabeth
The price is ￥12,332
￥32,683 total
includes taxes & fees
Sep 9 - Sep 10
With Trailhead to One of TN's Tallest Waterfalls
Exterior

10. Creekside Nook in Sewanee

Creekside Nook in Sewanee
Sewanee
10.0 out of 10, Exceptional, (11 reviews)
"We had an incredible stay in a beautiful and cozy home with modern amenities!"
United States
Jack S.
The price is ￥39,337
￥50,447 total
includes taxes & fees
Sep 17 - Sep 18
Creekside Nook in Sewanee
Living area

11. The Cabin in Tracy City

The Cabin in Tracy City
Tracy City
9.6 out of 10, Exceptional, (29 reviews)
"I love this little cabin! Will definitely book again in the future."
United States
Brian M.
The price is ￥8,742
￥28,269 total
includes taxes & fees
Sep 7 - Sep 8
The Cabin in Tracy City
Terrace/patio

12. Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp

Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp
Monteagle
10.0 out of 10, Exceptional, (83 reviews)
"Smooth check in and out as well as a beautiful property very close to 3 different towns we could explore. Very well-stocked kitchen and clean property. Our host also had great communication. We really enjoyed our stay! Would totally stay here again. "
United States
elizabeth k.
The price is ￥15,298
￥31,376 total
includes taxes & fees
Sep 7 - Sep 8
Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp
Interior

13. Have the Sweetest Dreams @ the Honey Bear Cottage!

Have the Sweetest Dreams @ the Honey Bear Cottage!
Monteagle
10.0 out of 10, Exceptional, (5 reviews)
"Very easy to book and to navigate. "
United States
Lynn A.
The price is ￥10,022
￥31,241 total
includes taxes & fees
Sep 7 - Sep 8
Have the Sweetest Dreams @ the Honey Bear Cottage!
Room

14. Adventurer at The Retreat at Water's Edge

Adventurer at The Retreat at Water's Edge
Tracy City
9.6 out of 10, Exceptional, (8 reviews)
"Great location!"
United States
Lisa C.
The price is ￥13,251
￥49,692 total
includes taxes & fees
Sep 7 - Sep 8
Adventurer at The Retreat at Water's Edge
Interior

15. Mountain Memories to provide a cozy retreat on your vacation!

Mountain Memories to provide a cozy retreat on your vacation!
Monteagle
9.4 out of 10, Exceptional, (50 reviews)
"Good host and property."
United States
David C.
The price is ￥12,644
￥32,283 total
includes taxes & fees
Sep 7 - Sep 8
Mountain Memories to provide a cozy retreat on your vacation!
Living area

16. Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space

Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
Monteagle
9.4 out of 10, Exceptional, (9 reviews)
"Perfect little cottage with all the necessities. Backyard firepit was great!"
United States
Scott
The price is ￥12,644
￥33,038 total
includes taxes & fees
Sep 7 - Sep 8
Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
Property grounds

17. The Loft - Lounge with Grill and Hot Tub!

The Loft - Lounge with Grill and Hot Tub!
South Pittsburg
10.0 out of 10, Exceptional, (13 reviews)
"Clean and quiet. Everything we needed for a quiet little getaway was provided."
United States
TJ S.
The price is ￥13,737
￥42,178 total
includes taxes & fees
Sep 16 - Sep 17
The Loft - Lounge with Grill and Hot Tub!
Property grounds

18. Sticks N Stones at The Retreat at Water's Edge

Sticks N Stones at The Retreat at Water's Edge
Tracy City
10.0 out of 10, Exceptional, (23 reviews)
"This was a great weekend getaway! "
United States
Jessica P.
The price is ￥15,388
￥52,306 total
includes taxes & fees
Sep 16 - Sep 17
Sticks N Stones at The Retreat at Water's Edge
Room

19. Snuggle Up in our Teddy Cottage! *New Listing*

Snuggle Up in our Teddy Cottage! *New Listing*
Monteagle
10.0 out of 10, Exceptional, (7 reviews)
"I really enjoyed my stay here with my girlfriend and our two dogs. The cottage & surrounding area is super cute and cozy. There is also a nice walking trail right outside the entrance of the lodging area that we got to use. This is for sure a place I would stay at again!"
United States
Samantha B.
The price is ￥10,022
￥31,085 total
includes taxes & fees
Oct 5 - Oct 6
Snuggle Up in our Teddy Cottage! *New Listing*
Room

20. Catch Some ZZZ's at the Grizzly Cottage

Catch Some ZZZ's at the Grizzly Cottage
Monteagle
9.8 out of 10, Exceptional, (12 reviews)
"Very comfortable and clean, close to hiking trails. We enjoyed our stay very much!"
United States
Marni F.
The price is ￥10,022
￥35,805 total
includes taxes & fees
Oct 4 - Oct 5
Catch Some ZZZ's at the Grizzly Cottage
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 Sherwood Hotel Reviews

Red Roof Inn Monteagle - I-24

Red Roof Inn Monteagle - I-24

10/10 Excellent
"Close to where i needed to be"
Randy 7-night trip
Posted 13 hours ago
Red Roof Inn Monteagle - I-24

Find out more about Sherwood

Search for holiday rentals in Sherwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Sherwood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Sherwood!

Frequently asked questions

Are there vacation rentals in Sherwood?

Yes, there are vacation rentals near popular points of interest in Sherwood, or you can select a more secluded option if you want a relaxing place to stay.

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

Secluded, amazing artesian home in beautiful Coppingers Cove - outdoor paradise : Visitors like this Sherwood vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Sherwood?

While exploring the area, visit family-friendly sights like Twin Creeks Marina, or get outside and enjoy nature at Clifftops Lake. In the larger area, you’ll find University of the South and Monteagle Sunday School Assembly.

What are vacation rentals like in Sherwood?

Vacation rentals are private accommodations you can stay in for several days or longer in Sherwood. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for small groups.