Howardsville Vacation Rentals

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Our top choices for Howardsville vacation rentals

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (49 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
$207 nightly
The price is $228
May 13 - May 14
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville

Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (16 reviews)
"Conveniently located for travelers stopping to visit Monticello. "
United States
Kelly G.
$192 nightly
The price is $220
May 17 - May 18
Total with taxes and fees
Charming Historic Carriage House Studio Apartment

Cozy cabin for 2 w/ great mt views & walking trails!

Cozy cabin for 2 w/ great mt views & walking trails!
Schuyler
10.0 out of 10, Exceptional, (182 reviews)
"Everything was amazing "
United States
Richard
$175 nightly
The price is $197
May 17 - May 18
Total with taxes and fees
Cozy cabin for 2 w/ great mt views & walking trails!

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
9.8 out of 10, Exceptional, (6 reviews)
"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"
United States
Joni K.
$129 nightly
The price is $145
May 19 - May 20
Total with taxes and fees
Brand new serene luxury cottage just off the Brew Ridge Trail

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"Everything was great. "
United States
Nathan T.
$135 nightly
The price is $149
May 17 - May 18
Total with taxes and fees
Whole House

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (33 reviews)
"This was a wonderful, private, modern place to stay! We were here for a visit to Pippin Hill and this was the perfect place!"
United States
Shiloh F.
$374 nightly
The price is $420
May 18 - May 19
Total with taxes and fees
Hillside Haven: Modern Retreat, Mountain Views

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (103 reviews)
"This place is such a gem. Stunning property, clean, and comfortable. You can tell the hosts take a lot of pride in this place. Loved it. "
United States
Warren
$175 nightly
The price is $197
May 13 - May 14
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!

Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
Faber
10.0 out of 10, Exceptional, (56 reviews)
"The entire home was very clean and comfortable. The property is stunning and worth exploring. "
United States
Mario
$259 nightly
The price is $291
May 13 - May 14
Total with taxes and fees
Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!

Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
8.4 out of 10, Very Good, (9 reviews)
"This house is perfect for a girls weekend. We did a couple places further out but enjoyed Bold Rock and Devils Backbone. It had everything we needed to enjoy some much needed time to relax at the house also. "
United States
Katherine N.
$275 nightly
The price is $292
May 13 - May 14
Total with taxes and fees
Bluebird Cottage: Near 151 + Appalachian Trail

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (15 reviews)
"This house was lovely for our small family. The hot tub, the proximity to ski resort. Highly recommend!"
United States
Megan B.
$285 nightly
The price is $320
May 18 - May 19
Total with taxes and fees
Afton Cottage w/ Hot Tub, Firepit, Mountain Views

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (153 reviews)
"Very clean and pet-friendly "
United States
Heston
$221 nightly
The price is $248
May 19 - May 20
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
$298 nightly
The price is $335
May 18 - May 19
Total with taxes and fees
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy Cabin w/ Hot Tub | State Park | Near Lake

Cozy Cabin w/ Hot Tub | State Park | Near Lake
Appomattox
9.8 out of 10, Exceptional, (24 reviews)
"The cabin was clean, had every amenity one needs, and the hosts were wonderful/easy to work with."
United States
Evonne P.
$221 nightly
The price is $237
Jun 2 - Jun 3
Total with taxes and fees
Cozy Cabin w/ Hot Tub | State Park | Near Lake

Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA

Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Roseland
10.0 out of 10, Exceptional, (32 reviews)
"This was another great stay at one of Lorraine's properties. It had everything we needed for our multi-family ski trip! Thanks again, we hope to be back soon!"
United States
Aaron Y.
$316 nightly
The price is $355
May 13 - May 14
Total with taxes and fees
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA

Hot Tub | Fire Pit | River | State Park | King Bed

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.4 out of 10, Exceptional, (10 reviews)
"The house was cozy, comfortable and clean. It's secluded nature setting was a perfect getaway. The hot-tub was a great treat as much as the sound of the stream and view. "
United States
Melissa C.
$287 nightly
The price is $306
May 20 - May 21
Total with taxes and fees
Hot Tub | Fire Pit | River | State Park | King Bed

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (34 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
$237 nightly
The price is $266
May 18 - May 19
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort
10.0 out of 10, Exceptional, (38 reviews)
"Amazing spot! Ski in - out was so convenient and a quick walk to the village! Phyllis was amazing and the condo was beautiful! Would definitely book this condo again! "
United States
Susan J.
$367 nightly
The price is $406
May 17 - May 18
Total with taxes and fees
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
$259 nightly
The price is $290
May 17 - May 18
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (44 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
$259 nightly
The price is $291
May 18 - May 19
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (14 reviews)
"Had a great stay, location was perfect! Condo was very nice. "
United States
Alicia K.
$193 nightly
The price is $217
May 13 - May 14
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
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 Howardsville Hotel Reviews

Find out more about Howardsville

Everything you need to know about Howardsville 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 Howardsville 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 Howardsville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Howardsville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Howardsville. 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 Howardsville 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 $145 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 Howardsville rentals

At Expedia, we put the best Howardsville 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 Howardsville 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 Howardsville 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 Howardsville. 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

Can I find vacation rentals in Howardsville?

Yes, you can find vacation rentals near well known attractions in Howardsville, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation rentals that Howardsville has to offer?

Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly: This vacation home rental outside Howardsville is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Howardsville?

While exploring the area, visit family-friendly sights like Dorrier Park, or get outside and enjoy nature at James River. Walton's Mountain Museum and James River State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Howardsville?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Howardsville. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for families.