Howardsville Holiday Rentals

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Holiday Rentals in Howardsville

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

9.6 out of 10, Exceptional, (293)
"Cozy, Clean and Convenient!"
The price is AU$607
includes taxes & fees
19 Feb - 20 Feb
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

RIGHT ON THE ROCKFISH RIVER!Brand New Cabin, Completely Private,Peaceful,Hiking!

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 AU$382
includes taxes & fees
24 Feb - 25 Feb
RIGHT ON THE ROCKFISH RIVER!Brand New Cabin, Completely Private,Peaceful,Hiking!

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

10.0 out of 10, Exceptional, (234)
"A beautiful historic property and working farm, it was the perfect getaway for some lifelong friends looking to get away. Bill and Cynthia are wonderful hosts and the home has everything you could need. It is very large and can easily accommodate a large family or group event.We were even given samples of maple water from the frees, and farm-fresh eggs! We would definitely stay here again.Thank you Bill and Cynthia for a perfect weekend."
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (9)
"Best price and a perfect little condo just a short walk to the ski lifts. An old man, 3 teenagers, and my mini me, truly enjoyed it. It has all you need to cook and chill out after a long day on the slopes. The fireplace with a constant supply of wood was the sugar on top. Thanks for a great stay."
The price is AU$386
includes taxes & fees
27 Feb - 28 Feb
Wintergreen Condo -Steps to Ski and restaurants

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!

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

10.0 out of 10, Exceptional, (150)
"The cabin was cute and cozy and the perfect getaway! It was a peaceful and quiet place and we really enjoyed it."
The price is AU$286
includes taxes & fees
3 Mar - 4 Mar
Cozy cabin for 2 w/ great mt views & walking trails!

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

10.0 out of 10, Exceptional, (162)
"This condo is absolutely beautiful - very clean, beautifully decorated and accommodating in every way. The owners have dedicated a space to provide guests with everything they need to make the stay just right. The location is perfect and in walking distance to the ski lift and the resort.Wintergreen has been a very special place for my family - and this stay has just made it even more special. Thank you Jamie and Naquita! "
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

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

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

9.4 out of 10, Exceptional, (120)
"Well stocked kitchen, , clean, firewood provided, close to mountain!! would come back again"
The price is AU$383
includes taxes & fees
17 Mar - 18 Mar
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Mountaintop Wintergreen Resort House w/ Deck

9.8 out of 10, Exceptional, (12)
"We had a wonderful stay at this property and highly recommend it. We would definitely stay again. It was very clean, and the property manager was easy to work with. We were not sure about some of the layout in advance. Maybe this will help a future renter. Entering at the front door – areas are spacious. There are two large sitting areas on this level with a step down from the entry for one – two areas along with the dining and kitchen area circle and are open and spacious. The main level...
Mountaintop Wintergreen Resort House w/ Deck

4 BR cabin mins to trails & breweries pets welcome

9.8 out of 10, Exceptional, (21)
"Excellent location, clean, comfortable, would stay again!"
The price is AU$1,062
includes taxes & fees
17 Mar - 18 Mar
4 BR cabin mins to trails & breweries pets welcome

Unwind in Seclusion: Log Cabin retreat with Wood Burning Stove & Game Table

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...
Unwind in Seclusion: Log Cabin retreat with Wood Burning Stove & Game Table

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (60)
"Easy in and out. Nicely finished clean place. Super friendly hosts. Great stay!"
The price is AU$542
includes taxes & fees
9 Mar - 10 Mar
Endless Mountain Top Views from All The Way Up!

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

Green House on the Hill - near route 151

10.0 out of 10, Exceptional, (28)
"Great stay. I would do it again."
Green House on the Hill - near route 151

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

10.0 out of 10, Exceptional, (231)
"Absolutely loved my second stay at the gorgeous property! The sunrise and sunset views can’t be beat. "
Best views on Mountain! Breathtaking 5 Star. Avail March 3-7 Break! BOOK NOW!

The Modern Mountain Condo

10.0 out of 10, Exceptional, (20)
"Everything was good. Could not get the tv in bedroom to work. Would like to have a Keurig type coffee maker"
The price is AU$354
includes taxes & fees
24 Feb - 25 Feb
The Modern Mountain Condo

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

Panoramic Peak: Wintergreen Condo with Views

9.6 out of 10, Exceptional, (20)
"It was great. "
The price is AU$480
includes taxes & fees
4 Mar - 5 Mar
Panoramic Peak: Wintergreen Condo with Views

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
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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Other types of properties in Howardsville you may be interested in

Holiday Inn Charlottesville-Monticello by IHG

3.0 star property
8.2 out of 10, Very good, (1002)
"Staff was great. Breakfast very good. Initial room smelled like a dog...it was changed immediately with no problems."
The price is AU$169
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Charlottesville-Monticello by IHG

Sleep Inn & Suites Monticello

2.5 star property
8.2 out of 10, Very good, (1004)
"Goid"
The price is AU$145
includes taxes & fees
23 Feb - 24 Feb
Sleep Inn & Suites Monticello

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

9.6 out of 10, Exceptional, (293)
"Cozy, Clean and Convenient!"
The price is AU$607
includes taxes & fees
19 Feb - 20 Feb
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
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.