Hawaii Wedding Travel - Vacation Rentals in Sherwood

Eagle Treehouse: Hot Tub, Fireplace, and Outdoor Firepit! From US $240
         

9.8 (268 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
South Pittsburg House with Wraparound Porch! From US $765
         

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10.0 (1 Review)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Sasquatch Farm From US $201
         

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8.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Hummingbird Treehouse w/Hot Tub & Firepit From US $255
         

10.0 (363 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Monteagle Cabin, Views! Hot Tub! From US $344
         

10.0 (44 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Sherwood

Over 158+ Luxury Places to Stay in or Near Sherwood
Private Multi Family Retreat on 5 Acres! From US $1,193
         

10.0 (12 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Rising Sun Retreat, 15 Acres on a Bluff - Sleeps 14+ From US $780
         

9.0 (6 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Step back into time with this 1850's historic house From US $705
         

9.4 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Retreat on the Cliffside From US $684
         

New
House
  • TV
  • Security/Safety
  • Child Friendly
Stunning Views, Clifftops Estate From US $681
         

8.8 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Sherwood

Over 22+ Top-Rated Vacation Rentals with a Pool in or Near Sherwood
A 5 bedroom mountain retreat, ideal for couples, and families. From US $615
         

10.0 (114 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dramatic Mountain View Within Minutes from Sewanee From US $623
         

10.0 (112 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Cozy Cabin in Clifftops (VRBO #478732) family and dog friendly From US $276
         

ATypical Cabin in Clifftops VRBO #891120 family & dog friendly From US $276
         

Cabin Retreat in Monteagle's gated Clifftops From US $348
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Sherwood

Over 61+ Pet-Friendly Vacation Rentals in or Near Sherwood
Charming cottage in wooded location From US $166
         

10.0 (31 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Sweetens Ranch From US $517
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Monteagle - I-24 From US $67
         

7.0 (635 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Loft - Lounge with Grill and Hot Tub! From US $242
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Nostalgic en suite room in historic railroad inn and town From US $165
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Mid-Century Estate - Home/Loft - Hot Tub/Game Room From US $375
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Estate - Luxury with Pool Table & Game Room From US $295
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Forest Retreat: Poolside Bliss Close to Campus From US $427
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Sherwood on PetFriendly.io

Large Vacation Homes & Villas in Sherwood

Over 23+ Large Vacation Homes & Villas in or Near Sherwood
Summer Sewanee Lakehouse From US $472
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Secluded Log Cabin Near The University of the South From US $475
         

Terralodge: Wild Luxury on Monteagle Mountain From US $236
         

10.0 (28 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Rocky Top at Sewanee From US $496
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Wheelchair Accessible Vacation Homes in Sherwood

Over 5+ Wheelchair Accessible Vacation Homes in or Near Sherwood
The Sewanee Inn From US $259
         

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9.5 (61 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
The Sewanee Inn From US $227
         

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9.8 (393 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Quality Inn Monteagle From US $63
         

8.5 (310 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Smoke House Lodge From US $100
         

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8.0 (994 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Monteagle - I-24 From US $90
         

5.4 (188 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Sherwood Varoom and Airbnb Places to Stay Under $200

Over 22+ Sherwood Varoom and Airbnb Places to Stay Under $200
Quality Inn Monteagle From US $93
         

8.8 (812 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Artsy pet-friendly queen room/historic railroad inn From US $194
         

9.4 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy king ensuite room in historic railroad inn From US $195
         

9.2 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The dog-friendly cozy apARTment From US $179
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hidden forest campground in South Pittsburg From US $54
         

New
RV Rental
  • Pet Friendly
  • Sports/Activities
  • Bedding/Linens

Instantly Bookable Vacation Homes in Sherwood

Over 58+ Instantly Bookable Vacation Homes in or Near Sherwood
Private 3 Bedroom Home in Gated Community From US $389
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Sunset - A Sewanee Tradition - Mountain Retreat From US $522
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Creek Side Nook in Sewanee
New
From US $569
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

About Sherwood Vacation Rentals

With more than 167 Sherwood vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hawaiiweddingtravel and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Sherwood.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hawaiiweddingtravel Sherwood, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Sherwood. Places to stay near Sherwood are 1006.85 ft² on average, with prices averaging $375 a night.

Hawaiiweddingtravel makes it easy and safe to find and compare vacation rentals in Sherwood with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Sherwood

Type Count
Vacation Homes 105
Cabin Rentals 40
Hotels with Suites 9
Cottages 5
Holiday Apartments 4
Others 1
Ski Chalet Rentals 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Sherwood

Pro Tip: Hawaiiweddingtravel makes it easy to compare the best listings on Hawaiiweddingtravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hawaiiweddingtravel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sherwood.

Weather in Sherwood

View the weather forecast for Sherwood before booking your Sherwood Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F