Holiday Rentals in Howardsville

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Howardsville

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (294)
"Perfect ski weekend rental. Great communication with Scott. Kitchen is nicely equipped. Hot tub is hot and was perfect for soaking and relaxing after a great day of skiing."
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Charming 3-bedroom house with AC and WiFi in delightful Charlottesville

10.0 out of 10, Exceptional, (1)
"Sam was a wonderful host for our three generation family visit to Charlottesville. He was responsive and helpful, and made sure our trip was a success. The house is very centrally located making it easy to get to all the various things we wanted to do. The three bedrooms and bathroom were lovely and clean, and the kitchen had everything we needed to make meals at home. The neighborhood is a quiet residential area, so perfect for the kids who went to bed early. Overall we had an outstanding trip...
The price is €260
includes taxes & fees
26 Mar - 27 Mar
Charming 3-bedroom house with AC and WiFi in delightful Charlottesville

The Ultimate Escape. Unpack, Relax, Enjoy

10.0 out of 10, Exceptional, (11)
"Wife and I were looking for a place away from the hustle that comes with NOVA normally, and especially the weekend of the inauguration. I must say we found the absolute best spot. Nelson county has always been a favorite spot for us to go to, but most of the time we have made day trips. I absolutely love being able to post up for a weekend in a quiet setting and being able to relax. Even the pup enjoys the quiet and are keen to relax next to the stoves. Most places just leave it up to you to...
The Ultimate Escape. Unpack, Relax, Enjoy

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (10)
"Perfect location. Easy to walk to the resort. Clean, cozy, and quiet. Thanks for a great stay!"
The price is €234
includes taxes & fees
4 Mar - 5 Mar
Wintergreen Condo -Steps to Ski and restaurants

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

9.4 out of 10, Exceptional, (121)
"Well stocked kitchen, , clean, firewood provided, close to mountain!! would come back again"
The price is €237
includes taxes & fees
17 Mar - 18 Mar
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (309)
"Clean, cozy,and convenient!"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (61)
"This is a very nice condo, very clean, nicely decorated, and with a great view. I would definitely stay here again "
The price is €298
includes taxes & fees
5 Mar - 6 Mar
Endless Mountain Top Views from All The Way Up!

Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

10.0 out of 10, Exceptional, (163)
"We loved being slopeside all weekend and enjoyed the amazing kitchen and amenities at the Dobie condo. Cannot say enough about how everything was just perfect for us! Many thanks for offering this lovely rental!"
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

New Cabin Right on The Rockfish River! Peacefull River Sounds, Stunning views!

10.0 out of 10, Exceptional, (32)
"We chose this property for a girls getaway, and it was exactly what we were looking for. The views were gorgeous even in January! It was easy to see the river from all bedrooms and the living and kitchen areas through big floor to ceiling windows. "
The price is €252
includes taxes & fees
9 Mar - 10 Mar
New Cabin Right on The Rockfish River! Peacefull River Sounds, Stunning views!

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (25)
"Our stay at this incredible mountain home in Wintergreen Resort was nothing short of spectacular! From the moment we arrived, we were blown away by the breathtaking views and the warm, welcoming atmosphere of the house. Every detail was thoughtfully designed to provide both comfort and luxury, making it the perfect setting for our long-overdue family reunion. With seven beautifully appointed bedrooms, each family had their own space while still enjoying the togetherness we were craving after a...
Insane Mountain Views - New Listing

Best views on Mountain! Breathtaking 5 Star. Avail March 3-7 Break! BOOK NOW!

10.0 out of 10, Exceptional, (232)
"The property was outstanding and the host was exceptional. The sunrise view is the only way to start your day"
Best views on Mountain! Breathtaking 5 Star. Avail March 3-7 Break! BOOK NOW!

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (228)
"Property was beautiful, the views amazing. Feel likt the host thought of everything a family would need. Definitely comfortable and cozy. Super beautiful too. Would recommend and stay again there!! Thank you !"
Restored Double Log Cabin on 400 Mountain Acres

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (39)
"17 family members stayed for a long holiday weekend and this house was absolutely perfect! The open floor plan on the main floor offered something for everyone! The kitchen is spacious, has every amenity imaginable including two refrigerators. We used the two sided fireplace which kept us toasty and added to the ambiance. The guys loved having the pool table, and the comfy chairs by the window became the perfect spot to sip some wine and watch the snow fall. We loved the rustic mountain...
The newest and largest edition to the Wintergreen Retreat portfolio!

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

9.8 out of 10, Exceptional, (22)
"Three couples enjoyed this well appointed home….plenty of room and beautiful views. It was convenient to some great restaurants and wineries. We definitely will visit this area again!"
The price is €381
includes taxes & fees
5 Mar - 6 Mar
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

10.0 out of 10, Exceptional, (235)
"My family and I had an amazing time at Quarters Farm and was astonished by the beauty of the home! Words can’t describe the decor and comfort the home feels. Must stay!"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Wintergreen. Minutes from ski slopes Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (65)
"We were hoping to stay close to the ski resort and have enough room for two adults and a handful of cousins to spread out and relax. This was the perfect spot for us. Beautiful sunset views, comfortable and clean bedding, excellent location. Rebecca couldn't have been more communicative or friendly. I definitely hope to return. "
The price is €264
includes taxes & fees
3 Mar - 4 Mar
Wintergreen. Minutes from ski slopes Sunset Vista Villa - Sea of Mountains

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (14)
"Loved staying there. Clean and "
The price is €240
includes taxes & fees
6 Mar - 7 Mar
Cozy Country small two bedroom home.

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (23)
"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "
The price is €407
includes taxes & fees
3 Mar - 4 Mar
Hillside Haven: Modern Retreat, Mountain Views

Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

10.0 out of 10, Exceptional, (130)
"We enjoyed our stay. The kids loved being able to hit the slopes across the street. The house was well stocked and clean. Loved the mudroom and hot tub. Seating at the table and the living room was a little tight but cozy. The fireplace was great for drying our gear since there is no washer and dryer. Beautiful views. The only two things I would suggest is leaving ice melt/salt for the stairs. They got icy after it rained and were quiet slippery. Also an extra drying rack would have been great...
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

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

10.0 out of 10, Exceptional, (70)
"This property was amazing! Absolutely beautiful views. The cabin was furnished with everything you could ask for, down to, chocolates, homemade brownies and a selection of tea. The owner greeted us on our way to the cabin and was even plowing and salting the long driveway. I would definitely stay here again. "
The price is €194
includes taxes & fees
3 Mar - 4 Mar
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
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.
Don't see what you're looking for?
See all available properties in Howardsville
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Howardsville you may be interested in

Sleep Inn & Suites Monticello

2.5 star property
8.2 out of 10, Very good, (1001)
"Great bang for the buck. Very courteous and kind staff."
The price is €91
includes taxes & fees
16 Mar - 17 Mar
Sleep Inn & Suites Monticello

Holiday Inn Charlottesville-Monticello by IHG

3.0 star property
8.2 out of 10, Very good, (1003)
"Staff was great. Breakfast very good. Initial room smelled like a dog...it was changed immediately with no problems."
The price is €104
includes taxes & fees
6 Mar - 7 Mar
Holiday Inn Charlottesville-Monticello by IHG

The Ultimate Escape. Unpack, Relax, Enjoy

10.0 out of 10, Exceptional, (11)
"Wife and I were looking for a place away from the hustle that comes with NOVA normally, and especially the weekend of the inauguration. I must say we found the absolute best spot. Nelson county has always been a favorite spot for us to go to, but most of the time we have made day trips. I absolutely love being able to post up for a weekend in a quiet setting and being able to relax. Even the pup enjoys the quiet and are keen to relax next to the stoves. Most places just leave it up to you to...
The Ultimate Escape. Unpack, Relax, Enjoy
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.

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?

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.: This holiday home rental outside of Howardsville is located on a lake, and has an outdoor pool, a fireplace 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. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.