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Sherwood 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 Sherwood vacation rentals

A cozy bedroom with a large bed, a window with a view of greenery, and wooden ceiling beams.

1. Sasquatch Farm

Sasquatch Farm
3.0 star property
South Pittsburg
9.0 out of 10, Wonderful, (9 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 AED 496
AED 569 total
includes taxes & fees
4 Oct - 5 Oct
Sasquatch Farm
A log cabin with a deck, large windows, and a table with chairs.

2. 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!
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, (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 building with a sign reading 'THE LEMON FAIR' and a yellow door.

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)
"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 311
AED 1,131 total
includes taxes & fees
26 Oct - 27 Oct
The Woods at The Retreat at Deer Lick Falls
A concrete planter with various succulents and cacti.

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

The Loft - Lounge with Grill and Hot Tub!
South Pittsburg
10.0 out of 10, Exceptional, (14 reviews)
"Clean and quiet. Everything we needed for a quiet little getaway was provided."
United States
TJ S.
The Loft - Lounge with Grill and Hot Tub!
A compact kitchen with wooden cabinets, a microwave, stove, and a dining area with a table and chairs.

6. Cozy Cottage in Monteagle!

Cozy Cottage in Monteagle!
Monteagle
9.0 out of 10, Wonderful, (2 reviews)
"Very nice cabin. It was convenient to our activities and had everything that we needed."
United States
Rebecca
The price is AED 295
AED 799 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Cottage in Monteagle!
A wooden deck with outdoor seating and a covered area with large windows.

7. Newly Remodled Suite in Monteagle TN!

Newly Remodled Suite in Monteagle TN!
Monteagle
9.4 out of 10, Exceptional, (13 reviews)
"A very unique location that was quiet and close enough to everything we wanted."
United States
Tina
The price is AED 255
AED 711 total
includes taxes & fees
5 Oct - 6 Oct
Newly Remodled Suite in Monteagle TN!
A spacious living room with a brown leather sofa, a dining table, and a kitchen area.

8. 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, (10 reviews)
"Perfect little cottage with all the necessities. Backyard firepit was great!"
United States
Scott
The price is AED 239
AED 703 total
includes taxes & fees
4 Oct - 5 Oct
Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
A cozy room with a fireplace, a dining area, and a kitchen.

9. The Cabin in Tracy City

The Cabin in Tracy City
Tracy City
9.8 out of 10, Exceptional, (32 reviews)
"Great place, clean and quiet!!"
United States
Jose
The price is AED 184
AED 640 total
includes taxes & fees
5 Oct - 6 Oct
The Cabin in Tracy City
A rustic cabin with a green metal roof, wooden porch, and a small garden with pink flowers.

10. The Calming Cabin — Indulge in Peace, Relaxation and Area Excursions

The Calming Cabin — Indulge in Peace, Relaxation and Area Excursions
Tracy City
10.0 out of 10, Exceptional, (66 reviews)
"We loved our stay!"
United States
Marc N.
The price is AED 371
AED 833 total
includes taxes & fees
5 Oct - 6 Oct
The Calming Cabin — Indulge in Peace, Relaxation and Area Excursions
A modern kitchen with white cabinets, a black refrigerator, and a dining area with two black chairs and a white fluffy rug.

11. Tiny Haven at the Retreat

Tiny Haven at the Retreat
Monteagle
9.4 out of 10, Exceptional, (22 reviews)
"Tiny Haven was exactly as it was described and was a perfect spot for my family to relax after long days hiking and swimming. The beds are super comfortable and we had everything we needed to make the stay perfect. We enjoyed all the deer that stopped through to check us out. We would definitely stay here again if in the area. Highly recommend!"
United States
Kathleen
The price is AED 239
AED 703 total
includes taxes & fees
4 Oct - 5 Oct
Tiny Haven at the Retreat
A hallway with a wooden floor, a welcome sign, a mirror, and a potted plant.

12. 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, (52 reviews)
"Good host and property."
United States
David C.
The price is AED 298
AED 760 total
includes taxes & fees
5 Oct - 6 Oct
Mountain Memories to provide a cozy retreat on your vacation!
A rustic log cabin with a wooden deck and a covered porch.

13. Martin Springs Cabin.

Martin Springs Cabin.
South Pittsburg
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay will definitely stay here again !!!!! "
United States
Alan D.
The price is AED 456
AED 960 total
includes taxes & fees
5 Oct - 6 Oct
Martin Springs Cabin.
A cozy interior with a wooden ceiling, a kitchen area, a leather sofa, and a staircase leading to an upper level.

14. Deciduous Dreams in Deer Lick Falls

Deciduous Dreams in Deer Lick Falls
Monteagle
9.2 out of 10, Wonderful, (19 reviews)
"Very nice"
United States
Joseph
The price is AED 239
AED 703 total
includes taxes & fees
5 Oct - 6 Oct
Deciduous Dreams in Deer Lick Falls
A bedroom with a bed, ceiling fan, large windows, and a view of the outdoors.

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

Snuggle Up in our Teddy Cottage! *New Listing*
Monteagle
10.0 out of 10, Exceptional, (8 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 AED 275
AED 776 total
includes taxes & fees
6 Oct - 7 Oct
Snuggle Up in our Teddy Cottage! *New Listing*
A stone building with a traditional architectural style, featuring a central entrance and multiple windows.

16. Shea's Chalet - Cozy home in Monteagle, TN

Shea's Chalet - Cozy home in Monteagle, TN
Downtown Monteagle
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay"
United States
Keith J.
The price is AED 220
AED 997 total
includes taxes & fees
4 Oct - 5 Oct
Shea's Chalet - Cozy home in Monteagle, TN
A kitchen with copper cookware hanging on the wall, a framed picture, and a variety of fresh vegetables on the counter.

17. Sleepy Hollow at The Retreat at Sunset Bluff

Sleepy Hollow at The Retreat at Sunset Bluff
Monteagle
9.6 out of 10, Exceptional, (18 reviews)
"Had a great time at this beautiful tiny home. Thanks!"
United States
Spencer D.
The price is AED 479
AED 1,508 total
includes taxes & fees
2 Nov - 3 Nov
Sleepy Hollow at The Retreat at Sunset Bluff
A cabin with a large glass front, surrounded by a gravel path and rock border, set in a forested area with string lights.

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

Sewanee•Caverns•Waterfalls•Hikes • Basecamp Tiny
Monteagle
10.0 out of 10, Exceptional, (87 reviews)
"We enjoyed our stay at Tiny Mojo. It was conveniently located to the Caverns, Sewanee, and lots of hiking. The host was very helpful and the house was very clean and comfortable."
United States
Kelley P.
The price is AED 364
AED 742 total
includes taxes & fees
7 Oct - 8 Oct
Sewanee•Caverns•Waterfalls•Hikes • Basecamp Tiny
A hallway with wooden doors labeled 'The Cove' and 'The Overlook,' leading to a room with a view.

19. Boutique Suite in Historic Tracy City!

Boutique Suite in Historic Tracy City!
Tracy City
10.0 out of 10, Exceptional, (5 reviews)
"Great stay, host was very accommodating. Would stay again! Clean accommodations, great location, and very comfortable."
United States
Eric S.
The price is AED 220
AED 511 total
includes taxes & fees
5 Oct - 6 Oct
Boutique Suite in Historic Tracy City!
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 257
AED 959 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 Sherwood Hotel Reviews

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

10/10 Excellent
"Amazing little gem! This place was great and the staff was so kind. Will definitely be back!"
Michael 1-night trip
Posted 1 day ago
The Smokehouse Lodge and Cabins

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 Lake Cheston. In the larger area, you’ll find University of the South and Sewanee Golf and Tennis Club.

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.