Pet-friendly holiday rentals in Nellysford

Home in Wintergreen Resort

A welcoming living area features two leather couches arranged around a wooden coffee table, which is complemented by a patterned rug. Large windows allow natural light to illuminate the space, offering views of the surrounding trees. Sliding glass doors provide access to an outdoor deck.

4.99 out of 5 average rating, 137 reviews

Close to skiing! | King Beds | Fireplace | Hot Tub

Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Holiday home in Lovingston

The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.

4.96 out of 5 average rating, 224 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

4.94 out of 5 average rating, 241 reviews

A cozy cabin constructed of logs stands among tall trees, with a small porch inviting guests in. An outdoor fire pit is situated nearby, surrounded by yellow seating. The gravel path leads to the cabin, showcasing a tranquil natural setting.

Farm stay in Esmont

Small cozy Cabin in the foothills! Dogs welcome!

Peace and tranquility is what you will find in this guest cabin for two nestled in the rolling hills of Esmont. The 60+ acre farm is teeming with wildlife. Spend your morning walking over two miles of private trails (when open) throughout the property and enjoy evenings sitting around the fire pit. Hate cleaning fees? Us too, so we've decided to eliminate it for our rentals-just please clean up after yourselves. Dog friendly with a $50 NON-REFUNDABLE fee. Dog must be noted on your reservation.

4.92 out of 5 average rating, 615 reviews

An interior view showcases a cozy living space with wooden walls and ceiling, abundant natural light from large windows, and a ceiling fan. A gray sofa is complemented by a colorful throw blanket, while a small dining area with bright chairs is positioned nearby.

Guesthouse in Afton

Spacious Tiny Home Close to Wine, Beer & Mountains

A six-figure tiny home in the epicenter of VA's Brew Ridge Trail. FORBES listed this model as the most beautiful tiny house in the world. "Big Tiny", built in 2017, is a luxurious retreat that is huge on both character and amenities. This handcrafted home boasts a full-sized kitchen private bedroom, cozy sleeping loft, 2 large screen TVs, and full bath with tub. With a cathedral ceiling and walls of windows, this Escape Traveler XL is the flagship offering of the premiere tiny home builder.

4.92 out of 5 average rating, 606 reviews

Farm stay in Nellysford

The Cottage at Spindle Hill: an Artist’s Farm

Relax and unwind in this fabulous handcrafted cottage— every detail has been considered! Beautiful mountain setting on small, historical farm just off Blue Ridge Parkway, the heart of Virginia wine country. Deep, hand-built cedar hot-tub. Minutes to the Appalachian Trail and Wintergreen resort. An easy walk to public trails, Devil's Backbone Brewery and Bold Rock Cidery. Beautiful gardens, hammocks, featured in design blogs. High-speed fiber internet. Library. Hens. Miniature Goats. EV Charger.

A three-story wooden house is nestled among lush greenery in a forested setting. The deck and patio area are accessible, surrounded by trees and natural landscaping, creating a serene environment for relaxation.

4.99 out of 5 average rating, 134 reviews

Cabin in Woods | Family & Dog Friendly | Fire Pit

Welcome to the Wooder House, a cozy haven nestled in the woods of Virginia's beautiful Nelson County! Enjoy relaxing and connecting in a private home centered on 38 wooded acres, but close to NelCo fun! - Peaceful nature retreat - Outdoor patio & fire pit - Great for families & dogs - Fully stocked kitchen - Private trail + hiking options nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun, check us out on IG: @thewooderhouse

4.99 out of 5 average rating, 137 reviews

A firepit area features several Adirondack chairs arranged around a sandy circle. Natural rock formations and a lush tree line create a serene backdrop, framed by expansive mountain views in the distance.

Chalet in Afton

Elk Mountain Overlook: Breathtaking Views

Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blue Ridge Parkway this petite chalet is under 30 min from Charlottesville, 10 min to 151 vineyards/breweries/cideries, and 10 min to Waynesboro. Relax in this natural retreat featuring 2 king bedrooms, 2 person soaker tub, double headed shower, and ample kitchen w/many extras. Take in the views from the large deck, firepit, under porch swing, or mountainside adirondack chairs.

4.98 out of 5 average rating, 193 reviews

A bright living area features large windows providing ample natural light. A light-colored sofa is paired with two blue armchairs and a circular coffee table. Nearby, a television is positioned against a wall adorned with framed artwork, seamlessly connecting to the kitchen area.

Cottage in Nellysford

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!

A spacious deck is surrounded by greenery, featuring several black Adirondack chairs arranged around a firepit. The glass railing provides an unobstructed view of the outdoors, enhancing the inviting outdoor space.

4.99 out of 5 average rating, 152 reviews

151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs

Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house ideally located in Virginia Wine Country at Wintergreen Resort’s Stoney Creek valley area. This amazing home features: - 75” & 55” 4k TVs - Fully equipped, live edge wet bar & bar countertop - Professional Ping Pong table - Deck with views, firepit & grill Just minutes from skiing, golf, hiking, wineries, breweries, apple-picking and other adventures the area offers all year long!

4.98 out of 5 average rating, 204 reviews

A bright and airy living area is highlighted by large windows offering mountain views. A casual seating arrangement features a light-colored sofa and a wooden dining table surrounded by black chairs. Sliding glass doors provide access to an outdoor deck.

Apartment in Rockfish

Blue Ridge Bliss - For family & friends to enjoy!

Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

4.87 out of 5 average rating, 607 reviews

A charming cottage exterior is depicted, showcasing a white wooden facade with a blue roof. A patio area is furnished with a table and chairs under a green umbrella, surrounded by landscaped gardens and a pathway. Warm light is visible from the windows, suggesting a welcoming interior.

Cottage in Afton

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.

4.99 out of 5 average rating, 275 reviews

A charming cottage is positioned alongside a gently flowing trout stream, with a backdrop of lush greenery. Rocks line the water's edge, and a large, fenced yard surrounds the home, providing a peaceful setting. A red roof contrasts beautifully with the natural surroundings.

Cottage in Tyro

Bear Creek Inn

You will be renting the 3 bedroom cottage, 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.

Popular amenities for Nellysford pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

An outdoor dining area is featured on a wooden deck, showcasing a round table with metal chairs. A large umbrella provides shade above the table, while a view of lush green fields and distant mountains creates a serene backdrop.

4.89 out of 5 average rating, 113 reviews

Fleetwood (c. 1809) - A renovated landmark

4.93 out of 5 average rating, 152 reviews

A functional kitchen with wooden cabinetry and an island is featured. The space includes a stove, modern appliances, and a ceiling fan. A brick wood stove adds a rustic element, while a small plant sits on the island, providing a touch of greenery.

Home in Afton

Farmhouse on Working Vineyard

4.96 out of 5 average rating, 132 reviews

A comfortable gray sectional sofa is positioned near large windows, allowing natural light to brighten the space. Decorative throw pillows, including one with stripes, add subtle texture. A wooden side table holds a lamp, while a patterned area rug contributes warmth to the room.

Home in Afton

Min to Wineries | Breweries | Restaurants | Trails

A spacious two-story mountain house is surrounded by tall trees, showcasing a welcoming wooden deck that extends across the front. Stacked firewood is visible beneath the deck, and a set of stairs leads up to the main entrance.

4.99 out of 5 average rating, 102 reviews

Mountain Season Lodge

4.96 out of 5 average rating, 119 reviews

The exterior of a rustic farmhouse features white siding and a metal roof. A covered porch with seating is visible, surrounded by green grass and blooming shrubs. The property is framed by tall trees and blue skies, indicating a serene outdoor environment.

Home in Crozet

"The Shire" at Hollow View: Crozet Farmhouse

A wooden deck is adorned with hanging lights, providing a warm atmosphere. The scene captures a captivating sunrise over a range of mountains, with soft pastel colors illuminating the sky and the landscape below, showcasing the natural beauty of the surrounding area.

4.98 out of 5 average rating, 102 reviews

Book for Fall! Nelson 151, MTN views!

Home in Wintergreen Resort

The exterior of a cozy two-story mountain house is visible, featuring brown wooden siding and large windows. Leaves cover the ground, and a gravel driveway leads up to the home, surrounded by trees displaying autumn foliage.

4.99 out of 5 average rating, 103 reviews

Cozy, relaxing mountain getaway on the golf course

4.98 out of 5 average rating, 130 reviews

The exterior of the two-story house is illuminated at dusk, showcasing a welcoming aesthetic. A circular stone fire pit is situated in the foreground, surrounded by landscaped gravel and rocks. A pair of chairs sits nearby, inviting relaxation by the fire.

Home in Afton

Afton Home on 25 Acre Ridgetop with Amazing Views

Pet-friendly home rentals with a pool

A warm and inviting living space features a stone fireplace with a fire glowing inside. A comfortable chair with patterned fabric sits beside a small glass coffee table. Natural light enters through large windows, creating a cozy atmosphere.

4.93 out of 5 average rating, 30 reviews

Hot Tub! Wintergreen Resort!

Townhouse in Wintergreen Resort

The exterior of a two-story townhome is shown, featuring natural wood tones and a welcoming American flag displayed. A wooden ramp leads to the entrance, surrounded by wooded greenery, with large windows that allow for ample natural light.

4.94 out of 5 average rating, 198 reviews

Fantastic home in an ideal location, dogs welcome!

Home in Wintergreen Resort

A secluded farmhouse-style home is surrounded by a winter landscape, featuring a blend of snowy ground and leafless trees. The structure showcases a wrap-around porch and large windows, highlighting the inviting architectural design. Scenic mountain views are visible in the distance.

4.89 out of 5 average rating, 75 reviews

4 min to Ski! Mntn View Hot Tub EV Charger Grill

Cabin in Wintergreen Resort

The cabin features a warm wooden exterior with a red metal roof, set against a backdrop of lush greenery. A spacious front porch is presented, supported by wooden columns and adorned by wooden railing, inviting guests to enjoy the surrounding nature.

4.88 out of 5 average rating, 132 reviews

The Bear Dance Cabin at Wintergreen Resort

A cozy living area features natural stone accents around a wood-burning fireplace. A small dining table with two chairs is positioned near large windows, allowing ample natural light. Green accent walls enhance the inviting atmosphere, while a comfortable seating area is visible nearby.

4.91 out of 5 average rating, 192 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

4.95 out of 5 average rating, 191 reviews

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

The living area features a spacious gray sectional couch with decorative pillows, a low wooden coffee table, and a patterned area rug. A wood-burning fireplace is situated against a white wall adorned with rustic decor. Natural light enters through large windows.

4.94 out of 5 average rating, 257 reviews

Cozy, clean, quiet mountain condo- King bed

Apartment in Wintergreen Resort

An outdoor deck is adorned with string lights, creating a warm ambiance. A seating area with a wooden table and lounge chairs is set against a backdrop of lush trees and mountains visible in the distance, inviting relaxation in a natural setting.

5 out of 5 average rating, 11 reviews

Discover Swoopside Hideaway: Trails+Tastings+Peace

Private, pet-friendly home rentals

4.86 out of 5 average rating, 323 reviews

A well-lit kitchen area features a blend of modern and rustic elements, including a farmhouse-style island with seating. Light streams through the double French doors, leading to a small dining space with two chairs and a circular rug on the floor.

Guesthouse in Crozet

Stylish Carriage House Suite near Crozet center

A panoramic view of rolling mountains under a dramatic sky filled with clouds. Light filters through the clouds, illuminating sections of the landscape. Tree-covered hills stretch into the distance, showcasing varying shades of green and blue.

4.74 out of 5 average rating, 156 reviews

Mountain Views

4.97 out of 5 average rating, 154 reviews

An open living area features a wooden coffee table with books, a large flat-screen TV mounted on a wall, and comfortable leather seating. The dining area accommodates six and includes large windows that provide natural light, leading to a well-equipped kitchen with stainless steel appliances.

Cabin in Faber

140 Acres River trails, Peaceful, 10 min to Rt.151

5 out of 5 average rating, 67 reviews

Barn in Nellysford

5 King Beds | Sleeps 18 | Game Room | Brew Trail

The cottage is set against a clear blue sky, surrounded by lush greenery. Features a light-colored exterior and a metal roof, creating a charming contrast with the natural landscape. A spacious front porch invites relaxation, complemented by steps leading to the entrance.

5 out of 5 average rating, 52 reviews

Beech Grove Cottage: 151, Firepit, EV Charger

The exterior of a cozy modern cabin is visible, framed by lush greenery in the foreground. Fall leaves rest on the ground, while a flag hangs from the side of the home. Trees in vibrant autumn colors surround the cabin, enhancing the natural setting.

4.91 out of 5 average rating, 47 reviews

Cozy Modern Cabin near Wintergreen and Bold Rock

5 out of 5 average rating, 106 reviews

A cozy cabin is nestled among trees, featuring a metal roof and a spacious front porch with black rocking chairs. The gravel driveway leads to the entrance, surrounded by neatly trimmed bushes and a lush landscape.

Cabin in Lovingston

Cabin Overlooking Vineyards of Lovingston Winery