Holiday Rentals in Howardsville

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Our top choices for Howardsville holiday rentals

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (105 reviews)
"Great stay with a fabulous view! Very cozy and comfortable! We had a wonderful little getaway!"
United States
Vicki E.
The price is €251
includes taxes & fees
9 Apr - 10 Apr
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

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
The price is €230
includes taxes & fees
13 Apr - 14 Apr
Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!

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, (179 reviews)
"Everything was amazing "
United States
Richard
The price is €170
includes taxes & fees
8 Apr - 9 Apr
Cozy cabin for 2 w/ great mt views & walking trails!

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is €527
includes taxes & fees
21 Apr - 22 Apr
Modern Nellysford Getaway on 40 Private Acres!

RATED A TOP RIVER CABIN In Virginia. Stunning views! The heart of Nelson County.

RATED A TOP RIVER CABIN In Virginia. Stunning views! The heart of Nelson County.
Faber
10.0 out of 10, Exceptional, (53 reviews)
"Great cabin, very peaceful. John communicated everything perfectly. One of the best places we have stayed"
United States
Timothy D.
The price is €297
includes taxes & fees
13 Apr - 14 Apr
RATED A TOP RIVER CABIN In Virginia. Stunning views! The heart of Nelson County.

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, (149 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is €216
includes taxes & fees
8 Apr - 9 Apr
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (33 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is €228
includes taxes & fees
12 Apr - 13 Apr
Wintergreen Condo -Steps to Ski and restaurants

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, (98 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is €174
includes taxes & fees
15 Apr - 16 Apr
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

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 Condo and owner. Great access to slopes, well appointed and clean. Beautiful views and can walk to everything in the heart of the resort "
United States
Patrick E.
The price is €336
includes taxes & fees
13 Apr - 14 Apr
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"Everything was great. "
United States
Nathan T.
The price is €133
includes taxes & fees
8 Apr - 9 Apr
Whole House

Cliffs 20 with Wintergreen Advantage

Cliffs 20 with Wintergreen Advantage
Wintergreen
The price is €468
includes taxes & fees
8 Apr - 9 Apr
Cliffs 20 with Wintergreen Advantage

Riverview Cabin on the James

Riverview Cabin on the James
Cumberland County
9.8 out of 10, Exceptional, (22 reviews)
"Loved our stay, very comfortable and clean. We enjoyed the serenity, sunsets, fishing, bonfire area and hot tub. Beds were comfy, showers were clean modern and roomy. Everything was wonderful, loved this property "
United States
Dechurch K.
The price is €301
includes taxes & fees
9 Apr - 10 Apr
Riverview Cabin on the James

Beautiful New Townhome with Mountain Views. Close to downtown!

Beautiful New Townhome with Mountain Views. Close to downtown!
Charlottesville
8.8 out of 10, Excellent, (17 reviews)
"It was the prefect overnight stop for our family in our travels. Thank you!"
United States
Carrie L.
The price is €520
includes taxes & fees
10 Apr - 11 Apr
Beautiful New Townhome with Mountain Views. Close to downtown!

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Wintergreen Resort
10.0 out of 10, Exceptional, (34 reviews)
"Cozy, clean very attentive host Paul was amazingThis cozy kid friendly family home was very accommodating. Def will be back again!!"
United States
Pamela P.
The price is €280
includes taxes & fees
19 Apr - 20 Apr
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Stoneridge Woods 05 with Wintergreen Advantage

Stoneridge Woods 05 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Loved the house. The layout was great and worked great for our family."
United States
Torry M.
The price is €325
includes taxes & fees
8 Apr - 9 Apr
Stoneridge Woods 05 with Wintergreen Advantage

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (8 reviews)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is €258
includes taxes & fees
8 Apr - 9 Apr
Laurelwood Hollow: Walk to Ski & Swim

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (47 reviews)
"The property was just as described and the communication was a breeze. The view from the unit’s deck was beautiful. "
United States
Susan
The price is €203
includes taxes & fees
8 Apr - 9 Apr
The Modern Mountain Condo

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries
Roseland
10.0 out of 10, Exceptional, (33 reviews)
"We had an amazing stay with 9 adults, two toddlers and our dog. It was beautiful, relaxing, toddler & pet friendly. We of course thoroughly enjoyed the pool but also the trails on the property. I'd love to come back! "
United States
Cathryn M.
The price is €469
includes taxes & fees
8 Apr - 9 Apr
Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

The Distinguished Squirrel Chalet walking distance

The Distinguished Squirrel Chalet walking distance
Pedlars Edge
9.2 out of 10, Wonderful, (11 reviews)
"we appreciated that it was stocked with basic spices, coffee, necessary cookware, etc. Nice location "
United States
Ryan R.
The price is €407
includes taxes & fees
14 Apr - 15 Apr
The Distinguished Squirrel Chalet walking distance

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (15 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is €255
includes taxes & fees
8 Apr - 9 Apr
Historic Bungalow 30 minutes from Wintergreen
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 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 Howardsville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Howardsville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Howardsville holiday 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 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 Howardsville 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 Howardsville holiday rentals we have selected for you start as low as €130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Howardsville rentals

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

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

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious: This holiday home rental outside of Howardsville is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 wider area.

What are holiday rentals like in Howardsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Howardsville. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips.