Cottage vacation rentals in Shenandoah

A cozy cottage, named the 'Sugah Shack,' is nestled amidst the rolling hills of the Blue Ridge Mountains. The white exterior contrasts with the vibrant greenery surrounding the property, while the majestic mountains form a picturesque backdrop against a bright, partly cloudy sky.

5 out of 5 average rating, 207 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

4.99 out of 5 average rating, 131 reviews

A fire pit surrounded by multiple Adirondack chairs sits on a gravel surface. The backyard vegetation includes trees and shrubs, while a grey house with lit windows is visible in the background, complementing the serene outdoor setting.

Cottage in Wardensville

Cottage at Lost River Ridge

"This is a beautiful house and the perfect peaceful weekend getaway." -Guest With a hot tub, king beds, complimentary firewood, fully equipped kitchen, and 75-inch TV for movie night, this is the secluded mountain oasis you've been dreaming of for that much-needed getaway! When you're not roasting smores over the fire, or soaking in the hot tub, take a trip into town and experience local gems like a bustling farmer's market, tasty eateries, charming shops, and a wealth of outdoor activities!

4.96 out of 5 average rating, 163 reviews

A spacious deck offers unobstructed views of rolling hills and valleys, accented by vibrant autumn foliage. The sky is expansive, displaying soft clouds and blue tones. A sleek railing encircles the deck, enhancing the serenity of the natural landscape.

Cottage in Markham

Sunrise Cottage in Wine Country

The place for nature lovers and the audiophile! Newly renovated cottage with queen bed and queen sleeper sofa! Situated on five acres, at Sunrise Cottage you can see no other dwellings except those in the valley far below. Lay in bed and watch the sun rise from the East. 60 mile views with a monarch waystation off the deck. Relax in the hot tub or sit around the fire pit. Bathroom has a spa feel with rainfall showerhead. Close to Marriott Ranch for horse trail rides and surrounded by wineries!

4.99 out of 5 average rating, 180 reviews

A new cottage is set against the backdrop of rolling hills and mountains, featuring a metal roof and welcoming porch. A hot tub is positioned on the patio, while a gravel path leads up to the house, surrounded by open farmland with a sunset in the distance.

Cottage in Elkton

Shenandoah River Retreat

New guest cottage with gorgeous view of the Massanutten and Blue Ridge Mountains, access to the South Fork of the Shenandoah River. Sit on the porch and soak it all in, enjoy the river, and local activities King size bed, gas range/fireplace, all new appliances Wi-Fi and TV for local stations and Roku. Surrounded by farm land, bucolic setting. 4.5 miles from Merck, 2.5 miles from Coors, 3.5 miles from Massanutten Resort, 14 miles to Shenandoah National Park, 13 miles to JMU. No pets or smoking

4.91 out of 5 average rating, 202 reviews

A charming cottage exterior showcases a green facade with textured wood siding, complemented by a welcoming porch. Outdoor seating is provided by rustic chairs around a fire pit on the lawn. A table nearby offers an inviting spot for dining, set against a backdrop of distant mountains.

Cottage in Crozet

Idyllic Cottage Retreat

⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

4.99 out of 5 average rating, 112 reviews

A rustic white cottage is featured alongside a glass greenhouse, both set under a blue sky with scattered clouds. Lush greenery surrounds the buildings, and a stone birdbath is visible in the garden area, enhancing the natural charm of the setting.

Cottage in New Market

The Cottage at B and M Journey Farm

Take it easy at this unique and tranquil getaway. The Cottage at B and M Journey Farm is rustic and cozy and placed on a working farmette. Enjoy evening walks through pollinator spaces and the vineyard. Rise with the sunrise over New Market Gap and settle in at the fire pit overlooking the vineyard. In cooler months enjoy the cabin’s gas fireplace (if you wish). Hiking trails are nearby on New Market Mountain or the Shenandoah National Park. Food and wineries may be found within a short drive.

The cottage is framed by lush greenery and trees, showcasing rustic wooden siding and a steeply pitched roof. Large windows allow natural light to fill the interior. A pair of rocking chairs is situated on the porch, inviting relaxation in a serene outdoor setting.

4.99 out of 5 average rating, 261 reviews

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail

Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

4.99 out of 5 average rating, 103 reviews

A spacious outdoor patio area is visible, featuring seating arranged for relaxation. Trees line the bank of the river, with open fields on the opposite side. The clear water reflects sunlight, and the mountains are visible in the background under a bright blue sky.

Cottage in Woodstock

Shenandoah Riverfront and Mountain View Cottage

The Misty River Cottage is located on one of the seven bends of the Shenandoah River and at the base of the Massanutten Mountain. It was designed, built and furnished with the goal of being one of the nicest options in the Shenandoah Valley. With views of the river and mountains from every room. Ensuite bathrooms in each of the two bedrooms. A custom built bunk bed for larger groups. Heated floors, spectacular outdoor space and direct river access all within a short drive to Woodstock.

4.97 out of 5 average rating, 549 reviews

A two-story cottage is set amidst a wooded backdrop, showcasing a mixture of wood and stone exterior. Large windows and a balcony enhance the home’s charm. A pathway leads to the entrance, and a few outdoor seating options are visible on the lower level.

Cottage in Bentonville

The Cottage

Need some time to refresh? Spending time in the foothills of the Skyline Drive at our cozy cottage may be for you. Well behaved dogs are welcome but not on furniture. The driveway is long and home is very secluded. Winter access will be subject to weather conditions. Driveway does not get plowed and gets rutty during rainy periods. Cell service is spotty on Browntown road. The cottage has a landline and wifi. Use your wifi calling feature for cell phone use. More info under photos.

4.95 out of 5 average rating, 263 reviews

An airy living room features a large sectional sofa with decorative pillows, a wooden TV stand with a small television, and a scenic view through French doors. Light-colored curtains frame the doors, and a soft area rug with a subtle pattern lies on the hardwood floor.

Cottage in Timberville

The Orchard Oasis: Charming & Romantic Farm Stay

Welcome to our Orchard Oasis, steps away from the Granny Smith & Gala Apple Trees at Showalter's Orchard, home of Old Hill Cidery. We built this light-filled, romantic aerie to highlight extraordinary views of The Massanutten and the Blue Ridge Mountains, The Shenandoah Valley, rows and rows of apple trees, and abundant wildlife, all from your front porch. The two-story cottage could be a base for all your Shenandoah Valley Travels or a comfortable and cozy place for your farm vacation.

4.96 out of 5 average rating, 225 reviews

Two dogs are seated on black chairs in a grassy area, facing a charming cottage with a stone chimney. The house, featuring numerous windows, is surrounded by a spacious wooden deck. A fire pit is visible in the foreground, providing a cozy gathering spot.

Cottage in Fort Valley

Cozy Cottage/Pet Heaven

Deep breath...exhale. Looking for the perfect place to hideaway? You have found it. Enjoy big skies, picturesque landscapes, friendly farm animals and colorful sunsets. Nestled in the valley within the valley, you are surrounded by the George Washington National Forest. Offering hiking, biking, ATV trails, and so much more. Skyline Drive and Luray Caverns are just a 30 min drive. 30 minutes to shopping. Located less than 2 hours west of DC. Come see what you have been missing.

Cottage in Rockbridge Baths

The living area features rugged timber beams that create a warm ambiance. Large windows provide a view of the surrounding landscape, while a stone fireplace adds a focal point. Comfortable seating arrangements include a pair of chairs and a sofa, complemented by a decorative rug.

5 out of 5 average rating, 400 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse! This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen this is a must see! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away! You won’t want to leave!

Popular amenities for Shenandoah cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.79 out of 5 average rating, 296 reviews

A cozy bedroom features a wooden ceiling with warm lighting and a queen-sized bed adorned with a textured blanket. A wooden desk and chair sit nearby, with natural light filtering through the large windows. Complementary furnishings enhance the inviting atmosphere.

Cottage in Stanardsville

Glade Cottage at White Lotus Eco Spa Retreat

The image showcases a cozy front porch featuring two rocking chairs, perfect for enjoying mountain views. The living area displays a comfortable couch and a stylish coffee table. A private hot tub is visible on the rear deck, complemented by scenic outdoor seating arrangements.

4.97 out of 5 average rating, 142 reviews

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

4.95 out of 5 average rating, 400 reviews

A tranquil pool area is surrounded by lush greenery and vibrant flowers. The charming cottage, featuring a welcoming porch, is visible in the background under a bright blue sky. The clear water of the pool reflects the sunlight, inviting relaxation.

Cottage in Hamilton

*Cottage @ Firefly Cellars* VA Wine Country escape

4.84 out of 5 average rating, 119 reviews

A serene view of the cottage set beside a gently flowing creek. Lush greenery surrounds the property, with a large tree in the foreground. The home is partially visible, featuring a star decoration on the facade and a covered porch overlooking the landscape.

Cottage in Luray

Creekside Cottage at Shenandoah

4.92 out of 5 average rating, 101 reviews

Cottage in Basye

HotTub | FirePit | GameRoom | .5mi to resort l 4BR

4.95 out of 5 average rating, 459 reviews

An aerial view captures the guest house and the surrounding property, showcasing a spacious grass area and a 30,000-gallon in-ground pool. The pool area features several blue lounge chairs and is framed by mature trees and landscaped pathways.

Cottage in Madison

THE PERFECT HIKING & WINERY COUNTRY RETREAT

4.99 out of 5 average rating, 429 reviews

An outdoor hot tub is shown with a glass of red wine and a single rose placed beside it. A scenic view of rolling fields and trees is visible in the background, with a colorful sunset illuminating the sky.

Cottage in Winchester

Uber SXY Private Country Escape! Hot Tub & Views~

4.94 out of 5 average rating, 102 reviews

The exterior of the house showcases a modern design with a red facade and multiple levels. Spacious decks are present, providing areas to relax and enjoy nature. Large windows reflect the surrounding greenery, while trees create a tranquil environment.

Cottage in Front Royal

Country Elegance overlooking the Shenandoah River

Pet-friendly cottage rentals

4.93 out of 5 average rating, 123 reviews

The cabin features a rustic wooden exterior, complemented by multiple large windows that allow natural light to enter. A small covered porch is accessed by a set of steps, surrounded by a forest of trees with autumn foliage.

Cottage in Crozet

#1 Mountain Cabin Near Shenandoah National Park

4.97 out of 5 average rating, 162 reviews

An open living space features a cozy sectional sofa adorned with colorful cushions, paired with a rustic coffee table. Nearby, a queen bed with a bold headboard and patterned bedding is complemented by cheerful wall decor and vibrant rugs, creating an inviting atmosphere.

Cottage in New Market

Peak season! Coffee bar, fish, fire-pit, stargaze!

4.96 out of 5 average rating, 465 reviews

A living area features a comfortable gray sofa and armchair, set on a light area rug. A wooden coffee table is centrally located, while a TV sits on a decorative stand. Natural light enters through a window, complemented by soft lighting from a chandelier above.

Cottage in Orange

Private Fenced Yard for Dogs/Horses - 2BR Cottage

4.97 out of 5 average rating, 151 reviews

Cottage in Fairfield

Vintner’s Vineyard Cottage near W&L,VMI

4.98 out of 5 average rating, 195 reviews

A sunny view of a quaint cottage with a red and green roof, surrounded by lush green fields. Neat rows of vegetables are visible in the foreground, with trees providing shade nearby. The scenic mountains form a backdrop, enhancing the rural charm of the property.

Cottage in Etlan

Amy's Place

4.98 out of 5 average rating, 153 reviews

A charming cottage is nestled among greenery, showcasing a light-colored exterior. The porch features a railing and steps leading to the entrance. Surrounding landscaping includes blooming flowers and shrubs, enhancing the tranquil setting. A gravel driveway provides access to the home.

Cottage in Crozet

The Cottage at Peavine Hollow Farm-No cleaning fee

4.93 out of 5 average rating, 137 reviews

A spacious covered deck is depicted, featuring two lounge chairs and a small table. A long picnic table offers seating for multiple guests. Expansive views of a grassy area and trees can be seen beyond the railing, framed by scenic mountain hills in the background.

Cottage in Luray

Sweet Scenes Cottage

4.9 out of 5 average rating, 203 reviews

A charming cottage is shown nestled in a snowy landscape. The exterior features wooden siding and two balconies that provide access to the home. Surrounding trees are visible, along with a clear blue sky overhead, creating a serene winter scene.

Cottage in Oakland

Pet friendly-Cottage in the Woods

Private cottage rentals

4.9 out of 5 average rating, 301 reviews

The exterior of the cottage features a welcoming porch with two seated chairs and a wooden railing. Lush greenery and trees surround the cottage, complemented by a beige wooden fence that offers privacy. A clear blue sky brightens the scene, enhancing the inviting atmosphere.

Cottage in Waynesboro

The Copper Cottage - near the Appalachian Trail

An open living area features a cozy sofa beside a wooden coffee table, with natural light streaming through large windows. The loft area above contains a spacious bed, while rustic wooden beams emphasize the cabin's charm. A staircase leads to the upper level.

4.96 out of 5 average rating, 214 reviews

Private Forest Cottage near Pippin Hill/Wineries

4.97 out of 5 average rating, 196 reviews

A hot tub is positioned under a covered porch, featuring bubbling water and a soothing green light. In the background, the tranquil Cacapon River is visible, surrounded by autumn foliage. A fire pit can be seen nearby, contributing to the relaxing outdoor ambiance.

Cottage in Capon Bridge

The 3R's River, Relaxation, Retreat + hot tub

4.92 out of 5 average rating, 150 reviews

The kitchen features modern cabinetry and a central wooden island with high stools. A large window allows natural light to fill the space, complemented by stylish pendant lighting. Appliances include a black refrigerator, stove, and sink, creating a functional and inviting area for meal preparation.

Cottage in Madison

Creekside Cottage Near Hiking

4.84 out of 5 average rating, 163 reviews

The Servants' Cottage, built in 1856, is showcased with a classic white exterior and a metal roof. Surrounded by well-maintained grass and shrubs, it is set against a backdrop of trees and open fields. Natural light casts gentle shadows on the lawn.

Cottage in Gordonsville

Quaint Cottage - Wolftrap Farm (Horse neighbors)

Cottage in Charlottesville

A panoramic view of a serene countryside is showcased, featuring rolling green fields and a backdrop of the Blue Ridge Mountains. Fluffy white clouds dot a bright blue sky. A rustic barn and a winding dirt road are visible in the distance, enhancing the peaceful landscape.

4.95 out of 5 average rating, 688 reviews

Tranquil Cottage sleeps 5

Cottage in Charlottesville

A covered patio is featured at the entrance of the cottage, furnished with a swinging bench and hammocks. A small table adds functionality, and a welcoming sign is displayed on the wall, creating an inviting outdoor space surrounded by natural greenery.

4.97 out of 5 average rating, 207 reviews

Mechums River Nature Retreat

Two rustic chairs made from branches are positioned beside a small wooden table. A tray adorned with a bottle of wine, glasses, and colorful flowers rests on the table, with a gentle creek flowing in the background, surrounded by greenery.