Search Howardsville Cottages

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cottages in Howardsville

Mechum Hill Cottage: Central to Crozet & Cville
Enjoy serene views of the forest from this outdoor space, perfect for dining or relaxation.

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
$245 nightly
The price is $280
Aug 12 - Aug 13
Total includes taxes and fees
Mechum Hill Cottage: Central to Crozet & Cville
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Relax on the deck with a glass-enclosed space, two chairs, and a small table amidst lush greenery.

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

10.0 out of 10, Exceptional, (19)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
$416 nightly
The price is $467
Aug 11 - Aug 12
Total includes taxes and fees
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Quiet Blue Ridge Mountain Cottage
Enjoy a peaceful outdoor space with a comfortable chair and table, surrounded by a natural lawn.

Quiet Blue Ridge Mountain Cottage

9.6 out of 10, Exceptional, (88)
"small, quaint little cottage that accommodated our lodging needs sufficiently"
Quiet Blue Ridge Mountain Cottage
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
Enjoy cooking in this well-equipped kitchen with a central island, dining area, and large window offering a view of the outdoors.

Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.

10.0 out of 10, Exceptional, (1)
"Beautifully decorated and super clean. They’ve thought of all the little touches. Location is perfect, around 7 miles outside of town but in the peaceful countryside. We sat on the porch watching wildlife in the back. There are vineyards and breweries in all directions. We visited Monticello and even mountain top orchards. Owners were great. We will be returning. "
Clear Sky Cottage - A Spacious 1 BR Cottage Close to Charlottesville & Wineries.
Brand new serene luxury cottage just off the Brew Ridge Trail
Interior

Brand new serene luxury cottage just off the Brew Ridge Trail

$142 nightly
The price is $159
Aug 18 - Aug 19
Total includes taxes and fees
Brand new serene luxury cottage just off the Brew Ridge Trail
Loveshack, a charming tiny house on a 5 acre farm
Relax in a spacious interior with a high ceiling, featuring a leather sofa and a cozy seating area.

Loveshack, a charming tiny house on a 5 acre farm

9.4 out of 10, Exceptional, (6)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Relax and unwind in this serene hot tub area, complete with a circular hot tub and comfortable seating.

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

9.8 out of 10, Exceptional, (8)
"Very quiet and peaceful. Perfect for a couples getaway :) "
$286 nightly
The price is $321
Aug 11 - Aug 12
Total includes taxes and fees
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Relax by the pool with lounge chairs and umbrellas, surrounded by a secure fence.

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

9.8 out of 10, Exceptional, (25)
"We had a great time!! The house was spotless, hot tub was great, and the fire pit was perfect! We had fun playing pool every night and seeing the animals next door during the day. Master bedroom and bathroom are amazing!!!"
$581 nightly
The price is $634
Aug 13 - Aug 14
Total includes taxes and fees
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Serene Roseland Retreat Near Wintergreen Resort!
House (3 Bedrooms) | Front of property

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries

10.0 out of 10, Exceptional, (25)
"My husband and I enjoyed this home so much! Beautiful location, house is immaculate, communication with owners was perfect! Cannot say enough wonderful things. We booked it again immediately for a trip we having coming in the fall. "
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Bluebird Cottage: Near 151 + Appalachian Trail
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and ample counter space.

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
7.8 out of 10, Good, (7)
"Such a cute house! Had a very relaxing time! Great location to one of our favorite spots - Bold Rock! "
$275 nightly
The price is $292
Aug 17 - Aug 18
Total includes taxes and fees
Bluebird Cottage: Near 151 + Appalachian Trail
Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!
Enjoy cooking in this well-equipped kitchen with a refrigerator, double oven, and white cabinetry.

Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!

10.0 out of 10, Exceptional, (13)
"We really enjoyed our stay. The house, as always, is well stocked and clean. Very convenient location."
Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!
Beautiful, Remodeled Cottage in the Heart of Afton
Stroll through the serene garden, surrounded by lush greenery and vibrant flowers.

Beautiful, Remodeled Cottage in the Heart of Afton

10.0 out of 10, Exceptional, (65)
"My husband and I were just looking for a quick getaway for the weekend and this was perfect!"
Beautiful, Remodeled Cottage in the Heart of Afton
Cozy cottage with PRIVATE hot tub and year round pool.
Enjoy cooking in this well-equipped kitchen with a large island, appliances, and a microwave, toaster, and coffee maker.

Cozy cottage with PRIVATE hot tub and year round pool.

10.0 out of 10, Exceptional, (3)
"Host was available and helpful. Property is clean and comfortable. Traffic noise was a lot louder than expected but overall a great stay!"
Cozy cottage with PRIVATE hot tub and year round pool.
Cottage w/ James River Access in Wingina!
Enjoy a refreshing swim in the backyard pool surrounded by lush greenery and a shaded patio.

Cottage w/ James River Access in Wingina!

3.0 star property
Cottage w/ James River Access in Wingina!
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Enjoy a view of the outdoors from the kitchen window, featuring a granite countertop, stainless steel sink, and white cabinetry.

Wintergreen Resort Home w/ 2 Decks + Ski Access!

3.0 star property
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Grand Chalet w/ Hot Tub - Near Wintergreen Resort
Cozy living room with a stone fireplace, leather sofa, and armchairs.

Grand Chalet w/ Hot Tub - Near Wintergreen Resort

3.0 star property
10.0 out of 10, Exceptional, (1)
"The Shamokin Chalet (Grand Chalet) was a gorgeous home with amazing mountain views! It was one of the most well appointed homes I’ve stayed in - well stocked kitchen (paper products, spices, dishes, cooking supplies, coffees), shampoos, conditioners, body wash, toilet paper and plenty of towels in all bathrooms, even beach towels for the hot tub. The home was beautifully decorated and immaculate. The landscaping was gorgeous. It had the most massive TV I’ve ever seen. The owner was a great...
Grand Chalet w/ Hot Tub - Near Wintergreen Resort
Blue Rivers Cottage with Mountain Views
Enjoy outdoor dining or relaxation on the deck with a round table and two chairs, surrounded by lush greenery.

Blue Rivers Cottage with Mountain Views

10.0 out of 10, Exceptional, (3)
"This property is beautiful inside and out, and we were very comfortable during our stay. Highly recommend!!"
Blue Rivers Cottage with Mountain Views
Cozy 'hillside Hideaway' in Wintergreen Resort!
Guests can enjoy a rustic cabin-style retreat with a spacious deck and easy access to multiple levels.

Cozy 'hillside Hideaway' in Wintergreen Resort!

3.0 star property
Cozy 'hillside Hideaway' in Wintergreen Resort!
Spacious Home: 10 Miles to Wintergreen Resort!
House (3 Bedrooms) | Interior

Spacious Home: 10 Miles to Wintergreen Resort!

3.0 star property
Spacious Home: 10 Miles to Wintergreen Resort!
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
Sign in
Sign up, it's free

Top Howardsville Hotel Reviews

Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen. Sunset Vista Villa - Sea of Mountains

10/10 Excellent
"Another great stay at Sunset Vista! Clean, comfortable, convenient, well stocked, great views, amazing host - what more could we ask for? We will be back!"
Judy C. 3-night trip
Posted 2 days ago
Wintergreen. Sunset Vista Villa - Sea of Mountains