Roseland places to stay

Vacation home in Lovingston

4.97 out of 5 average rating, 198 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!

4.96 out of 5 average rating, 701 reviews

Cabin in Roseland

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.

4.92 out of 5 average rating, 582 reviews

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, 583 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.

4.99 out of 5 average rating, 160 reviews

Yurt in Roseland

Across from Devil’s Backbone~5mi to Lake & Hikes!

Come for a memorable stay at the Rockfish Valley Yurt and enjoy "glamping" at its finest! Picturesque mountain views await at this magical yurt conveniently located ON the “151 Brew Ridge Trail", on 3 acres close to popular attractions- Nat. Park & hiking 2 mi, Lake 10 mi, Devils Backbone Brewery 1 mi, Bold Rock 2 mi & Wintergreen Ski & Spa 10 mi. You’ll have 15+ wineries & breweries within a 20 min radius. It’s a one of a kind experience! Create memories here that will last a lifetime!

5 out of 5 average rating, 221 reviews

Cottage in Roseland

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!)!

4.89 out of 5 average rating, 126 reviews

Guest suite in Roseland

Dogwood Suite at Open Heart Inn

Welcome to your country retreat! This unique section of the farmhouse was originally built in 1840, and features a cozy, king-sized bed. Relax on your private front porch, enjoy the views from the back patio, explore our 10 acres of farmland, take in the dogwoods and beautiful flowers, and get away from it all! Minutes from the Appalachian Trail, Devil's Backbone, and much more-- we are perfectly located to explore the trails, breweries, and wineries of scenic Nelson County.

4.93 out of 5 average rating, 274 reviews

Guesthouse in Lowesville

Scenic Cabin+river+hot tub No cleaning/pet fees!

Relax in the river or hot tub at this cozy 180 sq ft. cabin on 7 acres. Build a fire by the river or grill on your private patio. The charmingly decorated area includes a small kitchen sink with a mini fridge, microwave, hot plate and coffeemaker as well as a small sitting area with TV in addition to the bedroom & bathroom. The patio has an umbrella, lounge chairs and bar stools for al fresco dining as well as a grill. Bring your pet for scenic walks through the fields.

5 out of 5 average rating, 252 reviews

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.

4.91 out of 5 average rating, 258 reviews

Tiny home in Roseland

The Humble Abode Camp

The Humble Abode is a secluded CAMP & offers a scenic view of DePriest Mountains range and is the perfect place to un-plug & disconnect to reconnect!! Our private and secluded camp provides with spectacular mountain views and a NEW OUTDOOR Shower!! with pressurized ambient water temperature, spacious deck, covered porch, double bed, hammock, yard to play croquet/corn hole, private port-a-potty, charcoal grill, and a solo stove firewood pit.

Superhost

4.89 out of 5 average rating, 111 reviews

Fleetwood (c. 1809) - A renovated landmark

Built in 1809 as a country home and renovated in 2019, Fleetwood is great balance of old-world charm and modern convenience located right in the middle of Nelson County's music, craft beer, and adventure destinations. Fleetwood sits atop a private bluff of solid rock overlooking the Tye River, with beautiful views of the Blue Ridge Mountains. When you visit you’ll feel that people have enjoyed this special spot for thousands of years.

4.96 out of 5 average rating, 143 reviews

Tiny home in Tyro

Little is Much - Tiny on the Tye

Enjoy the peaceful sound of flowing water when you stay in this Riverfront Tiny House, located right beside the Tye River in Nelson County, VA. While staying enjoy fishing the trout stocked river, hiking the Appalachian trail or Crabtree Falls, many attractions at Wintergreen Ski Resort, beauty of the Blue Ridge Parkway, hunting in the George Washington National Forest and much more!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Roseland places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Roseland

5 out of 5 average rating, 19 reviews

Hot Tub! Wintergreen Resort!

MalenaRating, 5 stars1 week ago

Camille's place at Wintergreen was perfectly situated for our weekend at Devil's Backbone. The house was clean and tidy, it was easy to find, and her directions and instructions for getting there and getting in the house were spot on. it's an adorable little place and has plenty of room with the three bedrooms. We would love to come back and rent again. Our dog loved it too!!

4.98 out of 5 average rating, 82 reviews

Yurt in Afton

Mountain View Getaway Yurt

HaileyRating, 5 stars3 weeks ago

Our time staying at the yurt was above and beyond what we expected. The property and the yurt itself are so serene and enjoyable. Michelle is the most friendly host I have encountered, and talking with her about her goats brought so much joy! It is clear from the layout of the yurt to the care of the property all the way through the way they care for each and every guest and Michelle and her family truly love hosting. And that is something worth far more than five stars!

Superhost

Farm stay in Amherst

4.86 out of 5 average rating, 49 reviews

Private, Breathtaking Mountain Views, dogs welcome

SuzetteRating, 5 stars2 weeks ago

We enjoyed our stay. The setting was beautiful and the views were amazing! The space was perfect for us and our dog. We enjoyed local beer, ice cream and hikes based on Martha's recommendations.

4.9 out of 5 average rating, 89 reviews

Farm stay in Roseland

Huge Farmhouse, Heated Pool for Family Vacations

NancyRating, 5 stars5 days ago

We loved our stay at Elmwood Acres! The location was absolutely beautiful and the amenities were abundant. The setting was amazing and all the kids stayed busy the whole time ....playing ball in the game room, swimming in the awesome pool, exploring the gardens, hanging by the fire and eating "s'mores", catching fireflies and picking blueberries at Seamans' Orchard (within walking distance of home). Thank you Kyle and Krystal. We will definitely be back and recommend to all.

Superhost

4.79 out of 5 average rating, 48 reviews

Cozy Country small two bedroom home.

StefanieRating, 5 stars3 weeks ago

My husband and two young kids stayed over the weekend. It was perfect. It was exactly as described. I loved how clean it was and how it had every thing you needed. The location was amazing. We played in creeks, fished, hiked, and stayed up late with family board games. My kids said they didn’t want to leave. Thank you so much for a wonderful stay!!!

5 out of 5 average rating, 42 reviews

Home in Massies Mill

Country retreat w. mountain views + river access

ThomasRating, 5 stars1 week ago

Kelsey’s place was exactly as advertised!! Super clean. Well stocked. Very comfortable. The hot tub and fire pit were awesome. The screen porch was great for morning coffee and watching the deer. We would recommend to everyone and hope to return next year.

4.94 out of 5 average rating, 54 reviews

Farmette! On River by Wintergreen & Blue Ridge Pkw

AmyRating, 5 stars5 months ago

We had a wonderful stay over New Years - convenient to Wintergreen and lots of cool spots to eat. We thoroughly enjoyed the property (the fresh eggs were a bonus) and hostess Amy was very responsive and nice. Thank you for allowing us to stay at such a cool little place - we made wonderful memories there together!