Cottage vacation rentals in Shenandoah

5 out of 5 average rating, 231 reviews

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.

Cottage in Afton

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, 459 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

COZY+SEXY Private Country Escape! HOT TUB & Views~

Look no further for privacy, intimacy, & fun~ Foxy is your perfect escape, located in the Shenandoah Valley & surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge in luxury & tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...

5 out of 5 average rating, 153 reviews

A charming cottage is nestled among lush green grass and surrounded by trees. Its metal roof and white siding are complemented by well-maintained shrubbery. Dappled sunlight filters through the tree branches, creating a serene outdoor ambiance.

Cottage in Covesville

Historic cottage with stunning mountain views

Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

4.99 out of 5 average rating, 102 reviews

A modern cottage is nestled among vibrant autumn foliage, featuring a gravel pathway leading to the entrance. Large windows illuminate the building, while a covered porch invites relaxation. The surrounding landscape offers a serene green lawn, complemented by trees displaying fall colors.

Cottage in Elkton

Hot Tub*Near National Park & Massanutten*42 Acres

Seven Springs is a private, tranquil retreat on 42+ acres bordering Shenandoah National Park. Newly remodeled with modern comforts including a private hot tub, fireplace, Wi-Fi, and TVs in each bedroom and living room. Enjoy direct access to hiking, abundant wildlife, a screened porch, 12’ deep pond for fishing, and Elk Creek frontage. Just 15 minutes to Massanutten Resort for skiing and the indoor waterpark, 5 minutes to Shenandoah River access, and 15 minutes to the Swift Run Gap park entrance

4.92 out of 5 average rating, 113 reviews

The charming cottage is nestled on a grassy area, framed by trees. A welcoming front porch and steps lead to the entrance. Two outdoor firepits can be seen nearby, providing cozy spots for gatherings under the evening sky.

Cottage in Mount Jackson

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!

The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

4.94 out of 5 average rating, 178 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!

4.9 out of 5 average rating, 232 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, 111 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.

4.98 out of 5 average rating, 109 reviews

The modern cabin is framed by lush greenery, showcasing a unique combination of wood and metal siding. A circular fire pit surrounded by black adirondack chairs is situated in a gravel area, leading to a pathway that connects to the entrance of the cabin.

Cottage in Lost City

Hidden Hideaway

Welcome to your retreat, your Hidden Hideaway. Leave the hustle and bustle of the city to relax and rejuvenate in Lost River. This luxury minimalist cabin has everything you want and need whether you are looking for a quick weekend getaway or a month-long working vacation. Immerse yourself in nature on the screened in porch, gaze into the Milky Way stars as you sit around the fire pit, or curl up with a book in the sun drenched reading nook, you will find what you need at Hidden Hideaway.

4.97 out of 5 average rating, 565 reviews

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.

4.96 out of 5 average rating, 243 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.

4.94 out of 5 average rating, 301 reviews

A modern living area features a sleek brown sofa adorned with green and cream pillows. Light wood flooring complements the minimalist decor, while a round table with chairs is positioned nearby. The kitchen is visible in the background, showcasing clean lines and bright surroundings.

Cottage in Timberville

Raven Ridge Retreat: Romantic Orchard Getaway

Raven Ridge Retreat sits amidst our Granny Smith & Gala Apple Trees at Showalter's Orchard, home of Old Hill Cidery. This light-filled, recently-constructed cottage highlights extraordinary views of The Massanutten and the Blue Ridge Mountains, the Shenandoah Valley, rows and rows of apple trees, and abundant wildlife. This two-story, romantic farm stay is base for all your area adventures like hiking in Shenandoah National Park or exploring The Shenandoah Spirits Trail.

Popular amenities for Shenandoah cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.96 out of 5 average rating, 163 reviews

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.

Cottage in Afton

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

4.97 out of 5 average rating, 397 reviews

A single-story cottage features a red metal roof and light-colored exterior. Situated on a spacious lawn, the front porch is accessorized with white railings. The backdrop showcases rolling green hills and a distant mountain under a clear sky.

Cottage in Luray

Holly Tree Retreat Located In Beautiful Luray, VA.

4.95 out of 5 average rating, 410 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

4.81 out of 5 average rating, 128 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

4.88 out of 5 average rating, 200 reviews

An inviting outdoor deck features a luxurious hot tub surrounded by trees, creating a serene retreat. Inside, a vibrant bathroom showcases floral wallpaper and elegant fixtures. A cozy bedroom is highlighted by bright orange walls, while the living area features a comfortable blue couch and greenery.

Cottage in Stanley

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP

4.97 out of 5 average rating, 212 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

4.95 out of 5 average rating, 476 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, 155 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

Pet-friendly cottage rentals

4.89 out of 5 average rating, 213 reviews

A charming single-story house is presented with a light-colored exterior and dark shutters. Rocking chairs are positioned on the front porch, inviting relaxation. A well-maintained lawn surrounds the home, and a backdrop of trees complements the serene setting.

Cottage in Orange

Willie's Place Country Cottage Pets Allowed

4.98 out of 5 average rating, 211 reviews

The back view of the farmhouse is presented, showcasing a two-story structure with a light yellow exterior and a red metal roof. A wooden deck leads to a screened porch, surrounded by lush greenery and flowering shrubs, creating an inviting outdoor space.

Cottage in Woodstock

Muse Vineyards Farmhouse, w Seasonal Pool!

4.93 out of 5 average rating, 204 reviews

The exterior of the cottage is captured from an angle, showcasing its charming two-story structure with a sloped metal roof. Lush green hills rise in the background, while a grassy area with trees surrounds the property, providing a serene natural setting.

Cottage in Mathias

Lost River Dog/Bike friendly 3BR/2BA-large deck

4.9 out of 5 average rating, 123 reviews

A covered outdoor patio is visible, featuring two wicker chairs with cushions and surrounded by planter boxes filled with flowers. A view of well-maintained greenery and a gravel area highlights the peaceful outdoor setting.

Cottage in Marshall

Garden Oasis outdoor entertainment at FrogPointe.

4.93 out of 5 average rating, 100 reviews

A spacious living area is designed with wooden paneling and warm lighting. Comfortable seating, including a large cream sofa and armchairs, surrounds a central round coffee table. A patterned area rug covers the wooden floor, while a dining area and kitchen are visible in the background.

Cottage in Madison

Spectacular Mountain Retreat

4.98 out of 5 average rating, 200 reviews

A charming cottage features a red and yellow exterior with a welcoming front porch and steps leading to a bright red door. Vibrant yellow daffodils bloom in the foreground, adding a touch of spring to the serene country setting.

Cottage in Etlan

Amy's Place

4.96 out of 5 average rating, 161 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

5 out of 5 average rating, 106 reviews

The exterior of Shade Tree Cottage is highlighted by a front pathway leading to a welcoming front door, painted in red. Soft garden lighting illuminates the surrounding landscape, enhancing the cottage's rural charm against a dusky sky.

Cottage in Gordonsville

Country Cottage with Modern Amenities

Private cottage rentals

4.98 out of 5 average rating, 127 reviews

The cottage exterior is seen with a spacious front porch featuring two rockers and small tables. A warm glow from lights illuminates the entrance. The building showcases a sloped metal roof, charming green shutters, and potted plants on either side of the door.

Cottage in Scottsville

The Cottage at Hardware Hills Vineyard

Cottage in Charlottesville

A rustic wooden structure is surrounded by lush greenery, featuring a spacious covered porch that invites relaxation. The entrance pathway is lined with stones, leading to large windows that provide an abundance of natural light. The surrounding foliage creates an intimate and serene atmosphere.

4.93 out of 5 average rating, 148 reviews

The Ivy Rose Tea House, 15 min to Cville & Mtns

4.98 out of 5 average rating, 128 reviews

A serene outdoor scene features a gravel pathway leading to a small structure made of stone. A stack of firewood is neatly arranged nearby, with a wheelbarrow positioned in the foreground. Lush greenery surrounds the area, offering a view of the calm river in the background.

Cottage in Strasburg

Shenandoah Riverfront - Happy Peach Cottage

Cottage in Spotsylvania Courthouse

A charming historic cottage is featured, showcasing a white exterior with a red metal roof. The front porch is framed by a small staircase and surrounded by well-maintained greenery. Tall trees provide shade on the side, set against a backdrop of an expansive blue sky.

4.89 out of 5 average rating, 182 reviews

Bond House: Historic Retreat at Walnut Grove

4.96 out of 5 average rating, 163 reviews

The exterior of the house is framed by vibrant autumn foliage, showcasing a mix of reds, oranges, and yellows. Stone steps lead to a welcoming porch, illuminated by soft interior lights. A gravel pathway is bordered by lush greenery, enhancing the natural setting.

Cottage in Palmyra

Hawkwood House King Bedroom

4.96 out of 5 average rating, 360 reviews

A weathered wooden fence is presented in the foreground, supporting a round sign that reads 'The SOPER House, Est. 1964.' The backdrop features a cluster of trees with autumn leaves, and the cottage can be seen softly illuminated in the distance.

Cottage in Warrenton

The Soper House-A Quaint & Lovely Country Getaway

4.95 out of 5 average rating, 131 reviews

An open living space features large windows framing views of the surrounding mountains. A round table surrounded by chairs is positioned near the window, while a cozy seating area is arranged with a blue lounge chair and a sofa bed, inviting relaxation.

Cottage in Afton

Ridge Top Contemporary Cottage-Inspiring Mt. Views