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Sherwood Holiday Rentals

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Our top choices for Sherwood holiday rentals

Sasquatch Farm

Sasquatch Farm
3.0 star property
South Pittsburg
9.2 out of 10, Wonderful, (7 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 NZ$168
includes taxes & fees
28 July - 29 July
Sasquatch Farm

Cabin with Fishing Pond and Gorgeous Bluff Views!

Cabin with Fishing Pond and Gorgeous Bluff Views!
Sewanee
9.6 out of 10, Exceptional, (14 reviews)
"A nice getaway"
United States
Ellen T.
The price is NZ$809
includes taxes & fees
20 July - 21 July
Cabin with Fishing Pond and Gorgeous Bluff Views!

Queen ensuite room in historic railroad inn & town. Continental breakfast.

Queen ensuite room in historic railroad inn & town. Continental breakfast.
Cowan
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful spot!"
United States
Bennett R.
The price is NZ$283
includes taxes & fees
22 July - 23 July
Queen ensuite room in historic railroad inn & town. Continental breakfast.

On the University of the South campus, Sewanee, TN.

On the University of the South campus, Sewanee, TN.
Sewanee
9.8 out of 10, Exceptional, (32 reviews)
"wonderful place to stay right on Sewanee's campus!"
United States
katherine v.
The price is NZ$1,050
includes taxes & fees
28 July - 29 July
On the University of the South campus, Sewanee, TN.

Chic 2BR Cabin D by MHM Luxury Properties

Chic 2BR Cabin D by MHM Luxury Properties
Jasper
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful birthday getaway! The home was lovely along with the nice amenities Jasper Highlands offers its homeowners. Looking forward to staying again!"
United States
Anonymous traveller
The price is NZ$766
includes taxes & fees
26 July - 27 July
Chic 2BR Cabin D by MHM Luxury Properties

The Bluff House: Incredible View, Renovated Lux, Close to Area Adventures

The Bluff House: Incredible View, Renovated Lux, Close to Area Adventures
Tracy City
10.0 out of 10, Exceptional, (131 reviews)
"The view was phenomenal!"
United States
Patrick T.
The price is NZ$522
includes taxes & fees
19 July - 20 July
The Bluff House: Incredible View, Renovated Lux, Close to Area Adventures

Private Multi Family Retreat on 5 Acres!

Private Multi Family Retreat on 5 Acres!
Sewanee
10.0 out of 10, Exceptional, (13 reviews)
"Very unique property, awesome set up and great spot if you have 3 (or even 4) families."
United States
Richard J.
The price is NZ$2,027
includes taxes & fees
2 Aug - 3 Aug
Private Multi Family Retreat on 5 Acres!

Peaceful Mountaintop Cottage

Peaceful Mountaintop Cottage
Tracy City
9.8 out of 10, Exceptional, (18 reviews)
"This is the cutest house! We rented it for a little staycation girls night and it was a perfect experience. We would definitely come back!"
United States
Emily F.
The price is NZ$855
includes taxes & fees
15 Aug - 16 Aug
Peaceful Mountaintop Cottage

The Calming Cabin — Your Getaway for Peace, Relaxation, & Area Adventures

The Calming Cabin — Your Getaway for Peace, Relaxation, & Area Adventures
Tracy City
10.0 out of 10, Exceptional, (65 reviews)
"We loved our stay!"
United States
Marc N.
The Calming Cabin — Your Getaway for Peace, Relaxation, & Area Adventures

Sunset Ridge - Historic Monteagle Hiking

Sunset Ridge - Historic Monteagle Hiking
Monteagle
9.2 out of 10, Wonderful, (7 reviews)
"This was a great place to stay in when you visit Monteagle, Sewanee, Tracy City, etc. "
United States
bom d.
The price is NZ$561
includes taxes & fees
29 July - 30 July
Sunset Ridge - Historic Monteagle Hiking

Deciduous Dreams in Deer Lick Falls

Deciduous Dreams in Deer Lick Falls
Monteagle
9.2 out of 10, Wonderful, (13 reviews)
"Loved our stay here - such a cozy little tiny home community, private but not isolated. We loved the hike to the waterfall on the property grounds, as well as the gorgeous Fiery Gizzard North trailhead with several other waterfalls just a short drive away. "
United States
Claire H.
The price is NZ$347
includes taxes & fees
3 Aug - 4 Aug
Deciduous Dreams in Deer Lick Falls

BEAUTIFUL Jasper Highlands Cabin - AZALEA

BEAUTIFUL Jasper Highlands Cabin - AZALEA
Jasper
9.8 out of 10, Exceptional, (10 reviews)
"This location was beautiful, and decorated so well! It was fun to explore the neighborhood and enjoy dinner at Top of the Rock, which is just a walk away. The screened in patio was so one of my favorite parts!!"
United States
Jason L.
The price is NZ$757
includes taxes & fees
10 Aug - 11 Aug
BEAUTIFUL Jasper Highlands Cabin - AZALEA

The Cabin in Tracy City

The Cabin in Tracy City
Tracy City
9.8 out of 10, Exceptional, (25 reviews)
"We stayed in three different vrbos during our mini road trip and this was by far the best! It was so beautifully decorated, very clean, and the property was so peaceful and relaxing! The beds were also extremely comfortable! It was super close to some nice hiking trails and The Caverns concert venue. I would definitely stay here again! "
United States
Amber C.
The price is NZ$310
includes taxes & fees
10 Aug - 11 Aug
The Cabin in Tracy City

Blue Chair Hideaway at The Retreat at Water's Edge

Blue Chair Hideaway at The Retreat at Water's Edge
Tracy City
10.0 out of 10, Exceptional, (14 reviews)
"Great stay, clean property. Just what we were looking for!"
United States
Charlie G.
The price is NZ$716
includes taxes & fees
16 Aug - 17 Aug
Blue Chair Hideaway at The Retreat at Water's Edge

Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!

Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!
Monteagle
10.0 out of 10, Exceptional, (52 reviews)
"The place was amazing and very clean. "
United States
Kayla R.
The price is NZ$594
includes taxes & fees
29 July - 30 July
Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!

Sparks Fly / The Retreat at Water's Edge / 2 Kayaks, 1 Canoe, 1 Paddle Board

Sparks Fly / The Retreat at Water's Edge / 2 Kayaks, 1 Canoe, 1 Paddle Board
Tracy City
10.0 out of 10, Exceptional, (7 reviews)
"My 3 children and I had the best time simply creating memories because everything else else was taken care of. It was wonderful to have everything we needed to have the most relaxing day. "
United States
raquel s.
The price is NZ$741
includes taxes & fees
30 July - 31 July
Sparks Fly / The Retreat at Water's Edge / 2 Kayaks, 1 Canoe, 1 Paddle Board

Blue Ridge Retreat at The Retreat at Deer Lick Falls

Blue Ridge Retreat at The Retreat at Deer Lick Falls
Monteagle
10.0 out of 10, Exceptional, (22 reviews)
"This was a perfect place for a weekend getaway with friends, so cute and a great size. "
United States
Tiffany G.
The price is NZ$701
includes taxes & fees
29 July - 30 July
Blue Ridge Retreat at The Retreat at Deer Lick Falls

Hillside Haven at The Retreat at Water's Edge

Hillside Haven at The Retreat at Water's Edge
Tracy City
10.0 out of 10, Exceptional, (38 reviews)
"Great place and location"
United States
Ajit K.
The price is NZ$706
includes taxes & fees
9 Aug - 10 Aug
Hillside Haven at The Retreat at Water's Edge

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, (21 reviews)
"This was a great weekend getaway! "
United States
Jessica P.
The price is NZ$580
includes taxes & fees
19 July - 20 July
Sticks N Stones at The Retreat at Water's Edge

Escape to Nature - Historic Monteagle Hiking

Escape to Nature - Historic Monteagle Hiking
Monteagle
9.8 out of 10, Exceptional, (6 reviews)
"House and location can not be any more perfect. Would stay here over and over again!"
United States
Zackery S.
The price is NZ$571
includes taxes & fees
20 July - 21 July
Escape to Nature - Historic Monteagle Hiking
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

Find out more about Sherwood

Everything you need to know about Sherwood 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 Sherwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Sherwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sherwood holiday 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 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 Sherwood 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 Sherwood holiday rentals we have selected for you start as low as NZ$168 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sherwood rentals

At Expedia, we put the best Sherwood 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 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 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 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 holiday rentals in Sherwood?

Yes, there are holiday rentals close to the most popular sights in Sherwood, 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 Sherwood has to offer?

Caverns,Sewanee,Hikes,Waterfalls : Tiny Basecamp: This holiday home rental outside of Sherwood is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 wider area, you’ll find University of the South and Lake Cheston.

What are holiday rentals like in Sherwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sherwood. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for small groups.