Default HTG hotel image

Search Sherando Cottage Rentals from CA $237

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Sherando cottages

1. Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (23 reviews)
"This is a super cute cabin in a very peaceful setting."
United States
Rebecca B.
The price is CA $102
CA $237 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

2. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is CA $192
CA $414 total
includes taxes & fees
Nov 10 - Nov 11
Bluebird Cottage

3. Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (17 reviews)
"Our stay was fantastic! Great location for wineries and hiking. Perfect for a couples getaway for privacy and quaintness. Will definitely consider booking again if we ever come back to the area!! "
United States
Liz D.
The price is CA $229
CA $473 total
includes taxes & fees
Nov 9 - Nov 10
Afton Cottage w/ Hot Tub, Firepit, Mountain Views

4. The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (42 reviews)
"A lovely place to stay and relax! Not far to get to wineries and to Charlottesville. Thank you for a lovely stay!"
United States
Mary R.
The price is CA $205
CA $411 total
includes taxes & fees
Nov 16 - Nov 17
The Cottage @ Afton Mountain- Close to Wineries!

5. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
The price is CA $300
CA $715 total
includes taxes & fees
Nov 23 - Nov 24
Mountaintop Wintergreen Resort Home w/ Deck, Views

6. The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful visit. Beautifully landscaped and, clean property. Peaceful- hope to visit again."
United States
Pam W.
The price is CA $223
CA $349 total
includes taxes & fees
Nov 16 - Nov 17
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

7. Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (59 reviews)
"It was a couple very cozy place for us to stay in the perfect location."
United States
Linda W.
The price is CA $168
CA $295 total
includes taxes & fees
Nov 9 - Nov 10
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

8. Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
9.4 out of 10, Exceptional, (14 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is CA $222
CA $275 total
includes taxes & fees
Nov 10 - Nov 11
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

9. Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (68 reviews)
"Beautiful place and easy access to wineries and breweries in the area! The cottage was very clean, cozy and accommodating. Will come again!"
United States
Allison H.
The price is CA $208
CA $381 total
includes taxes & fees
Nov 30 - Dec 1
Unique Cypress cottage, close to Charlottesville with mountain views.

10. Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries

Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Charlottesville
10.0 out of 10, Exceptional, (11 reviews)
The price is CA $205
CA $483 total
includes taxes & fees
Nov 9 - Nov 10
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries

11. Artisan's Cottage: Woodsy+Private, Central to 151

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is CA $199
CA $446 total
includes taxes & fees
Nov 9 - Nov 10
Artisan's Cottage: Woodsy+Private, Central to 151

12. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is CA $199
CA $422 total
includes taxes & fees
Nov 9 - Nov 10
Artisan's Cottage

13. High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (116 reviews)
"perfect location to montfair resort where we attended wedding...coffee within walking distance, very clean house, kitchen well stocked, had a fantastic time ..highly recommend you visit here for your stay..."
United States
karen r.
The price is CA $316
CA $507 total
includes taxes & fees
Nov 16 - Nov 17
High Street | Walk to Everything Crozet | Pet-Friendly

14. Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
Tyro
10.0 out of 10, Exceptional, (35 reviews)
"Amazing haven in a quaint setting. Can’t wait to escape here again ! "
United States
Nicole B.
The price is CA $313
CA $502 total
includes taxes & fees
Nov 9 - Nov 10
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

15. Enjoy Staunton in the Heart of Shenandoah Valley

Enjoy Staunton in the Heart of Shenandoah Valley
3.0 star property
Staunton
The price is CA $276
CA $657 total
includes taxes & fees
Nov 9 - Nov 10
Enjoy Staunton in the Heart of Shenandoah Valley

16. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
9.0 out of 10, Wonderful, (14 reviews)
"This is a charming little cottage with a blend of original architecture and modern furnishings. Coffee (provided) on the porch, listening to the river, was a perfect way to ease into the day. Close to breweries, cideries, wineries and Wintergreen (both on the mountain and in the valley). The hosts were very responsive both before and during our stay. We would highly recommend this property."
United States
Susan A.
The price is CA $192
CA $438 total
includes taxes & fees
Nov 10 - Nov 11
Bluebird Cottage: Near 151 + Appalachian Trail

17. Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.6 out of 10, Exceptional, (10 reviews)
"Nice cabin in a good location! "
United States
Caine C.
The price is CA $450
CA $1,110 total
includes taxes & fees
Nov 9 - Nov 10
Mountain Mindset: Pup Friendly + Trail

18. Little Haven Cottage: Walk to Meade Tasting

Little Haven Cottage: Walk to Meade Tasting
Afton
6.0 out of 10, (1 review)
"House was clean except for the two dirty hand towels lying on the bed when we arrived. Washer and dryer were behind a locked door so I had to message the host to get a code to open it. She first insisted it wouldn’t be inside a locked door, so I had to wait for her to find out about it and she replied quickly enough with the access code. I’m guessing nobody ever needed to use the washer before us? Strange. Rooms could have used dressers or something to put clothes in. Vanities in master...
United States
Anonymous traveller
The price is CA $283
CA $671 total
includes taxes & fees
Nov 9 - Nov 10
Little Haven Cottage: Walk to Meade Tasting

19. Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (10 reviews)
"A very special, unique property. We enjoyed our stay in the cozy, cute, clean cottage. Great location. We will return again."
United States
Tracy
The price is CA $494
CA $638 total
includes taxes & fees
Nov 9 - Nov 10
Petite Pink Cottage, Perfect for Solo Travelers

20. Classic Virginia Cottage, 10 min to UVA and Vineyards

Classic Virginia Cottage, 10 min to UVA and Vineyards
Charlottesville
10.0 out of 10, Exceptional, (1 review)
"Very cute place!"
United States
McKenna B.
The price is CA $604
CA $787 total
includes taxes & fees
Dec 1 - Dec 2
Classic Virginia Cottage, 10 min to UVA and Vineyards
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sherando Hotel Reviews

Find out more about Sherando

Sherando Cottages information

Number of reviews
355
Accommodation
116 Cottages
Lowest Price
CA $237
Highest Price
CA $1,110

Explore a world of travel with Expedia