Default HTG hotel image

Sherwood Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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

A bedroom with a bed, bedside tables, a wall-mounted light fixture, and a door with a view of the outside.

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.
$319 nightly
The price is $353
Sep 7 - Sep 8
Total with taxes and fees
Bungalow by the Falls at The Retreat at Deer Lick Falls
A cozy bedroom with a large bed, a window with a view of greenery, and wooden ceiling beams.

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
$150 nightly
The price is $172
Sep 7 - Sep 8
Total with taxes and fees
Sasquatch Farm

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.
$199 nightly
The price is $228
Sep 6 - Sep 7
Total with taxes and fees
Cozy Pet Friendly Home Away From Home w/ Fenced in Yard & Full Kitchen near I-24
A cabin with a porch and steps leading up to it, surrounded by a forest. There are two Adirondack chairs in the foreground.

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.
$276 nightly
The price is $305
Sep 11 - Sep 12
Total with taxes and fees
The Woods at The Retreat at Deer Lick Falls
A wooden cabin interior with a dining area, kitchen, and a staircase leading to a loft.

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.
$398 nightly
The price is $452
Sep 8 - Sep 9
Total with taxes and fees
Cabin with Fishing Pond and Gorgeous Bluff Views!
A wooden cabin with a snow-covered roof and a porch, surrounded by a snowy forest.

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.
$166 nightly
The price is $189
Sep 7 - Sep 8
Total with taxes and fees
The Calming Cabin — Peaceful Charm & Relaxing Retreat Awaits
A row of cabins with individual porches, each featuring a wooden deck and a single red chair.

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.
$306 nightly
The price is $320
Sep 9 - Sep 10
Total with taxes and fees
Chic 2BR Cabin D by MHM Luxury Properties
A cabin with a deck, surrounded by a forest.

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.
$271 nightly
The price is $300
Sep 10 - Sep 11
Total with taxes and fees
Cozy Cottage at The Retreat at Deer Lick Falls
A modern kitchen with white cabinetry, a built-in oven, and a large island with a sink.

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
$185 nightly
The price is $208
Sep 7 - Sep 8
Total with taxes and fees
With Trailhead to One of TN's Tallest Waterfalls
A cabin with a covered porch, a small deck, and a gravel driveway.

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.
$288 nightly
The price is $325
Sep 7 - Sep 8
Total with taxes and fees
Creekside Nook in Sewanee
A cozy room with a fireplace, a dining area, and a kitchen.

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.
$161 nightly
The price is $181
Sep 7 - Sep 8
Total with taxes and fees
The Cabin in Tracy City
A cabin with a large glass front, surrounded by a gravel path and rock border, set in a forested area with string lights.

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.
$201 nightly
The price is $201
Sep 7 - Sep 8
Total with taxes and fees
Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp
A kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

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.
$200 nightly
The price is $200
Sep 7 - Sep 8
Total with taxes and fees
Have the Sweetest Dreams @ the Honey Bear Cottage!
A bedroom with a bed, a headboard with a leaf pattern, a bedside plant, and a shelf with a plant.

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.
$277 nightly
The price is $318
Sep 7 - Sep 8
Total with taxes and fees
Adventurer at The Retreat at Water's Edge
A hallway with a wooden floor, a welcome sign, a mirror, and a potted plant.

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.
$176 nightly
The price is $207
Sep 7 - Sep 8
Total with taxes and fees
Mountain Memories to provide a cozy retreat on your vacation!
A spacious living room with a brown leather sofa, a dining table, and a kitchen 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
$187 nightly
The price is $211
Sep 7 - Sep 8
Total with taxes and fees
Eagle’s Escape to Sunset Bluff - With OHV Trailer Parking Space
A concrete planter with various succulents and cacti.

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.
$261 nightly
The price is $270
Sep 16 - Sep 17
Total with taxes and fees
The Loft - Lounge with Grill and Hot Tub!
A circular stone fire pit with four Adirondack chairs, surrounded by a well-maintained lawn and trees, overlooking a lake.

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.
$288 nightly
The price is $331
Sep 7 - Sep 8
Total with taxes and fees
Sticks N Stones at The Retreat at Water's Edge
A bedroom with a bed, ceiling fan, large windows, and a view of the outdoors.

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.
$200 nightly
The price is $200
Sep 7 - Sep 8
Total with taxes and fees
Snuggle Up in our Teddy Cottage! *New Listing*
A bedroom with a large bed, a ceiling fan, a window with curtains, and a small bedside table with a lamp.

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.
$210 nightly
The price is $227
Sep 7 - Sep 8
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sherwood Hotel Reviews

A very rustic converted pole barn unique cozy cabin

A very rustic converted pole barn unique cozy cabin

10/10 Excellent
"The property was fantastic! Perfect little spot"
James T. 2-night trip
Posted 7 hours ago
A very rustic converted pole barn unique cozy cabin

Find out more about Sherwood

Everything you need to know about Sherwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sherwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Sherwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sherwood vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sherwood rentals

At Expedia, we put the best Sherwood vacation 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 Sherwood 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 Sherwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sherwood. 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

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.