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Vacation rentals in Nellysford

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Top-rated vacation rentals in Nellysford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Cottage in Afton

5 out of 5 average rating, 140 reviews

Cozy Mountain Cottage on Brew/Wine Trail-King Bed

Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

Cabin in Roseland

4.96 out of 5 average rating, 677 reviews

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Home in Nellysford

4.98 out of 5 average rating, 123 reviews

Glass House | Mountain & Water Views @ Wintergreen

This custom home at the base of Wintergreen is located 40-minutes from Charlottesville. The waterside setting offers views from living, primary bedrooms, decks and porches, as well as upstairs bedroom and balcony. Large glass walls and sliding doors ensure connection with the landscape. A two-person master-bathroom shower with views of the pond is a key feature of the home's sleek and minimalist design. The home is off of the Rte. 151 beer/wine/distillery trail and nestled beside a golf course.

Cabin in Schuyler

4.98 out of 5 average rating, 182 reviews

Cozy cabin for 2 w/mountain views & trails

Cozy cabin in the woods with beautiful mountain views from covered back deck! Perfect for nature lovers, couples, singles. Ideal for a peaceful escape or visiting local wine/brew trail. While remote, also a convenient base to visit area attractions, hikes & easy drive to C'ville. Relax on the covered back deck watching the sunset and wildlife. Over 2 miles of wooded trails on property for guest use. 15-20 min walk through woods trails (part of this walk is on a hill) to access Rockfish River.

Condo in Wintergreen Resort

5 out of 5 average rating, 106 reviews

1 bedroom condo close to hiking breweries & resort

Enjoy the mountains in the spring & summer enjoy hiking or a swim in the pool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace (wood provided) flat screen TV w/ streaming channels

Guest suite in Nellysford

4.98 out of 5 average rating, 186 reviews

Wintergreen Bunkroom Private Suite BEST Location

Wintergreen Resort, (4.6 mi) Bold Rock Cider (1/2 mile/walking distance) Devil’s Backbone, Blue Toad Cider. Hazy Vineyard. Blue Mountain Brewery. Veritas Vineyard. Afton Mountain Vineyard. Rockfish Glider Port (backyard) Off 151, in Nellysford. Attached suite, PRIVATE entrance & bath, self check in. NOT a shared space with owner. 2 rooms sleep 6 MAX. Bunkroom sleeps 4, living room sleeps 2 on sofa bed. Clean and sanitized to standards. Microwave, mini fridge, wet bar. NOT a full house rental.

Cottage in Nellysford

4.97 out of 5 average rating, 158 reviews

Rockfish Valley Cottage

Relax with the whole family or a group of friends at this peaceful home in the country. Located in the heart of the Rockfish Valley enjoy great mountain views and a central location to all that Nelson County has to offer. Our cottage is on 5 private acres in the lovely Nellysford area right off of Rte. 151. Book a stay with us and enjoy the sound of the river, beautiful mountain views and access to the best hiking and biking, some of which are just outside our doorstep. HIGH SPEED INTERNET!

Cabin in Nellysford

4.96 out of 5 average rating, 195 reviews

Tiny Luxury Retreat: Lake, Hikes, Brews & Vines

Welcome to our luxurious tiny house nestled in the heart of Nelson County, Virginia. This enchanting retreat, surrounded by the majestic Blue Ridge Mountains, offers an unparalleled experience in a landscape dotted with wineries, breweries, distilleries, and sprawling farmland. This luxury tiny house was built in 2022 and is available for couples, solo travelers, or a small family wanting to explore this beautiful stretch of the Blue Ridge Mountains. FREE Electric Vehicle Charger on-site.

Farm stay in Afton

4.98 out of 5 average rating, 243 reviews

Afton, Mountain View Mini Farm

Welcome to Mountain View Mini Farm! We are located in the Rockfish Valley(Afton, VA)with amazing views of the Blue Ridge Mountains. Our farm is just minutes to wineries, breweries, cideries, Shenandoah National Park and more! There is so much to do close by, but once you get on the farm, you won't want to leave! We have a total of 5 horses, with 3 being mini rescue horses. There's a fire pit area where you can roast S'mores while you watch the sunset. Be sure to look at bedrm 2 description.

Cottage in Tyro

5 out of 5 average rating, 224 reviews

Bear Creek Inn

You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

Cottage in Roseland

5 out of 5 average rating, 200 reviews

Blue Ridge Cottage - 3 Miles to Wintergreen

Our little piece of Blue Ridge Heaven is ready to share! Cozy - 2 bedrooms (one king, one queen), 1 bath, 956 square feet - well appointed in a terrific location! Beautiful mountain view from the 360 square foot, partially covered deck; fiber optic TV and wi-fi; South Fork of the Rockfish River out back. 3 miles from Wintergreen Resort, 1 mile from Devil's Backbone; Close to great hiking/biking, and many wineries, breweries, cideries, and distilleries (if you're into that kind of thing!)!

Cottage in Afton

4.9 out of 5 average rating, 528 reviews

Couples Getaway,heart of RT 151,stunning views

The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

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Popular amenities for Nellysford vacation rentals

Free parking on premises

Air conditioning

Stay near Nellysford's top sights

Bold Rock Hard Cider251 locals recommend

Wild Wolf Brewing Company127 locals recommend

Basic Necessities103 locals recommend

Hill Top Berry Farm & Winery77 locals recommend

Blue Ridge Pig58 locals recommend

Lake Monocan Park54 locals recommend

Other great vacation rentals in Nellysford

Home in Nellysford

4.91 out of 5 average rating, 81 reviews

Spruce Creek Abode

Chalet in Afton

5 out of 5 average rating, 103 reviews

Elk Mountain Overlook: Breathtaking Views

Farm stay in Roseland

5 out of 5 average rating, 16 reviews

Fall on the farm. No charge for the view!

Condo in Wintergreen Resort

4.96 out of 5 average rating, 186 reviews

New Construction! 1 Bed/2 Bath, pet friendly

Tent in Nellysford

5 out of 5 average rating, 35 reviews

Natural Living in a Bell Tent

Cottage in Nellysford

4.96 out of 5 average rating, 46 reviews

Cozy Mountain Cottage*Fire Pit*Front Porch Views

Condo in Roseland

4.91 out of 5 average rating, 47 reviews

Nature’s Haven 1 Bedroom Condo Wintergreen Resort

Barn in Nellysford

5 out of 5 average rating, 5 reviews

NEW! Sleeps 18: Game Room, Fire Pit, & Wineries

Quick stats about vacation rentals in Nellysford

Total rentals
70 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool

Frequently Asked Questions

How much does it cost to stay in boutique hotel rentals in Nellysford?
Experience the best of Nellysford with our boutique hotel rentals, starting at about $210 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Bed And Breakfast Rentals in Nellysford?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Nellysford?
Nellysford has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Nellysford vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Nellysford, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Nellysford have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Nellysford. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Nellysford?
Yes! Work meets play with ease at over 50 vacation rentals in Nellysford featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Nellysford have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Nellysford. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Nellysford have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Nellysford. Enjoy a tailored experience with all the comforts you desire.

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