Howardsville Vacation Rentals

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Vacation Rentals in Howardsville

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (40)
"We took our two kids and our poodle, Rocky, for a few days of hiking and unplugging! It was the perfect spot!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

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

10.0 out of 10, Exceptional, (320)
"I’ve stayed here a few times now with various members of my family and all of us love this place! The accommodations are great, the place is well stocked with careful attention to detail, and we always look forward to returning. Thanks again for a great stay!"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

10.0 out of 10, Exceptional, (237)
"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. FLASH SALE! April 4-6 ONLY! 150 nt!

Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

10.0 out of 10, Exceptional, (13)
"We loved staying at this property. Easily accommodated our family and was such a pretty setting. Host was excellent in answering questions and providing information. Would definitely stay here in the future."
Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

10.0 out of 10, Exceptional, (12)
"The house was lovely. The location was great. Plenty of space for everyone. We really enjoyed this home."
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!

9.8 out of 10, Exceptional, (184)
"Great condo with a great view, would definitely stay here again."
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!

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

9.6 out of 10, Exceptional, (311)
"Exactly as advertised. Clean, everything worked, great location."
The price is CA $244
CA $576 total
includes taxes & fees
Aug 7 - Aug 8
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (21)
"My brother and his friend stayed here to go snow skiing and loved it "
The price is CA $178
CA $395 total
includes taxes & fees
Jul 27 - Jul 28
Wintergreen Condo -Steps to Ski and restaurants

Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

9.8 out of 10, Exceptional, (48)
"Great place, easy to find, and quick drive to the Wontergreen Resort!"
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

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

9.6 out of 10, Exceptional, (128)
"This property is one of the best prperties we have ever stayed at. The owner is very responsive and goes the extra mile. We will definitely rent this property again!!"
The price is CA $151
CA $342 total
includes taxes & fees
Jul 27 - Jul 28
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

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

10.0 out of 10, Exceptional, (134)
"Excellent house close to the slopes"
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Cottage w/ James River Access in Wingina!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very charming and welcoming!"
Cottage w/ James River Access in Wingina!

Charming 2-bedroom condo in beautiful Wintergreen Resort

10.0 out of 10, Exceptional, (1)
"We stayed here for a couple of nights over July 4th and it was a nice short getaway. The condo is in a good location - 5 min walk to resort restaurants - and is very comfortable. The kitchen is well-equipped with plenty of cooking tools. The living room seating space was comfortable and allowed for just hanging out. We really enjoyed our stay! "
The price is CA $206
CA $526 total
includes taxes & fees
Jul 22 - Jul 23
Charming 2-bedroom condo in beautiful Wintergreen Resort

Wintergreen Resort Studio w/ Deck & Ski-Out Access

9.8 out of 10, Exceptional, (33)
"Awesome spot! Very clean, super close to the slopes like 1 minute walk."
Wintergreen Resort Studio w/ Deck & Ski-Out Access

Unwind at Bear Pause, located right at Wintergreen Resort.

10.0 out of 10, Exceptional, (1)
"There were a few little hiccups, the top bunk bar was not attached (not an issue as it wasn’t fully needed) and the oven was broken but I message the owner and he replied back very quickly. Neither were an issue for us. The house was perfect! Plenty of cooking supplies for our crew of 12. We loved the deck and spent plenty of time out there and there were more than enough towels for everyone. The check out rules were very clear and reasonable. I would say that something should be listed for the...
The price is CA $343
CA $749 total
includes taxes & fees
Jul 24 - Jul 25
Unwind at Bear Pause, located right at Wintergreen Resort.

Coin Cottage farmhouse on 151 Trail in Nelson County

10.0 out of 10, Exceptional, (34)
"Had a great time at this great property, will definitely be back!"
Coin Cottage farmhouse on 151 Trail in Nelson County

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

10.0 out of 10, Exceptional, (45)
"We had a great stay in this beautiful cabin. Floor-to-ceiling windows, extremely clean, charming in every way. Secluded and peaceful. Would love to return! "
New Cabin Right on The Rockfish River! Peacefull River Sounds, Stunning views!

Bear Tracks Cottage: New Hot Tub + Fire Pit

10.0 out of 10, Exceptional, (17)
"The cabin and view exceeded expectations. There are several thing to see and do in the area."
The price is CA $251
CA $597 total
includes taxes & fees
Jul 22 - Jul 23
Bear Tracks Cottage: New Hot Tub + Fire Pit

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (233)
"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

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

10.0 out of 10, Exceptional, (57)
"Great location, amenities and owner's willingness to address all our questions/issues."
Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!
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

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?

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.: This vacation home rental outside of 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 4 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.