Vacation rentals in Shenandoah Valley

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Top-rated vacation rentals in Shenandoah Valley

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Top guest favorite
Large glass doors provide seamless access to the outdoor deck, which features a dining table and lounge chairs. The interior space includes a cozy seating area with a sofa, a coffee table, and a wooden dining table surrounded by chairs, all set against a backdrop of trees.
Cottage in Fiddletown
5 out of 5 average rating, 210 reviews

Peaceful Cottage - 2 bedrooms, 2 bathrooms

Our comfortable and quiet guest cottage is set among Ponderosa pines in the Sierra Nevada foothills, 15 minutes from more than 40 Shenandoah Valley wineries. Private tastings can be arranged. The pool is private to our guests and usually open after Memorial Day. About 50 mins to ski areas. The Cottage easily accommodates 2 couples in two bedrooms, each with private bathroom. EV charging is available - additional fee. The deck is great for outside dining or just enjoying a glass of wine.

Guest favorite
A charming ranch house is set against a colorful sunset, surrounded by lush green grass and a variety of plants. Large windows illuminate the cozy interior, while a gravel driveway leads to the entrance. Majestic trees provide shade and natural beauty.
Farm stay in Plymouth
4.94 out of 5 average rating, 186 reviews

Story Vineyard Homestead Home, Artistic Beauty

The Story Vineyard Homestead Home, Artistic Beauty in Historic Hills of Amador County. This 90 year old ranch house has been recently lovingly restored and is a gorgeous, intimate gem located in the heart of Gold Country. It is situated in a field overlooking 45 acres of vineyards, 4 miles outside of Plymouth, CA, on Highway 49, between Placerville and Jackson. The exposed beams and wood floors of this charming 2 bedroom, 2 bath house, make the framework for a perfect creative get-a-way.

Top guest favorite
A cozy interior space features a spacious bed with neutral linens positioned near large stained glass windows. A decorative rug covers the tiled floor, and a comfortable seating area with a light-colored sofa and throw blanket adds warmth. Natural light fills the room.
Guesthouse in Fiddletown
4.99 out of 5 average rating, 120 reviews

Casita in Wine Country

Take it easy at this unique and tranquil getaway. The hosts live on sight but enjoy sharing their beautiful view from this separate Casita. There is a fun 1 mile hike on the property. Only 5-10 minute drive to local wineries. The quaint town of Plymouth is a 10 minute drive which hosts Taste, a 5 Star restaurant. Black Chasm Caverns is a 30 minute drive as well as Jackson Rancheria Casino. Kirkwood Skiing is an hour drive. We have a Tesla charging station for an additional $20 a night.

Top guest favorite
A comfortable living area features a black leather sectional sofa, paired with a glass coffee table. Natural light enters through a large window, and a door leads to an outdoor space. Soft, neutral tones create a serene atmosphere, complemented by a cozy area rug.
Guest suite in Pioneer
4.99 out of 5 average rating, 285 reviews

Whispering Pines Apartment

Kirkwood remains open! Still great snow conditions on the mountain. Our apartment is located under our main house, with its own keyless private entrance. You'll enjoy a quiet and peaceful setting among tall pines, with wildlife abound. Amador County is rich in gold mining history, and has many charming gold rush towns for you to visit. If your travel journeys include both Yosemite and Lake Tahoe, we are conveniently located between the two ( 2 1/2 hours from Yosemite, and 1 1/2 from Tahoe)

Top guest favorite
A well-maintained exterior of the guest house is seen against a backdrop of green hills and trees. Flower beds filled with yellow tulips add a vibrant touch to the landscaped yard, while a paved pathway leads towards the entrance of the house.
Home in Jackson
4.98 out of 5 average rating, 248 reviews

Guest House Mountain Retreat

The perfect place to getaway or to “work at home” away from home in the foothills of the Sierra Nevada Mountains, minutes away from Jackson and Sutter Creek. Relax and enjoy the beautiful views of the valley in your own 1150 sq. foot 2-bedroom guest house complete with a full kitchen, living room with a wood stove fireplace, smart TV, WiFi, desk, private bath and deck with a grill. Relax by the private pool during the summer months 10AM-7PM. You will be surrounded by nature, peace & quiet.

Guest favorite
The cabin is situated on stilts, surrounded by lush greenery and boulders. A spacious deck extends from the structure, offering seating options. Large windows allow for abundant natural light, while solar panels are visible on the roof, complementing the wooden exterior.
Cabin in Placerville
4.96 out of 5 average rating, 165 reviews

Breathtaking Cabin With Hot Tub Overlooking River

Welcome to River's Rest! Situated on 4 private acres and overlooking the Cosumnes River, this cabin has it all! Whether you’re here to check out the festivities at apple hill, or the bustling wine scene in FairPlay, the location is perfect! Head into Tahoe for some snow sports during the day, and return home to a nice Hot Tub or Steam Sauna before letting the river's gentle sounds usher you off to sleep. Additional highlights include pool table, Ping Pong, Hammock, and strong internet.

Top guest favorite
The charming farmhouse features a wrap-around porch adorned with vibrant roses, offering a welcoming entry. The structure showcases a classic design with multiple windows framed by greenery, allowing natural light to enhance the exterior. The roof is sloped, complementing the rural setting.
Home in Plymouth
4.98 out of 5 average rating, 128 reviews

The Amador Farmhouse

Experience wine country the way it used to be: quaint, beautiful, and charming. The Farmhouse built in the late 1800’s offers three updated remodeled bedrooms each with their own private bathrooms/showers. Relax, enjoy and wash the city away in our lovely vintage claw tubs. Slip into the covers of your luxurious King and Queen size beds with fine linens. Enjoy a cozy pull out couch in the living room. Wrap around porch offers stunning vineyard/sunset views. Life is better on the farm.

Top guest favorite
A second-story guesthouse is framed by tall pine trees, blending naturally with the surroundings. The welcoming entrance features a stairway leading to a porch, while a clear path meanders through the landscaped lawn, offering a sense of privacy in a serene setting.
Farm stay in Somerset
5 out of 5 average rating, 218 reviews

Linebarier Vineyards

This is a cute second story guesthouse. Its’s very private, located on our 83+ acre vineyard/ranch. We have a 6 acre working vineyard and commercially growing Zinfandel, Petite Sirah, and Muscat Canelli The guesthouse has recently been up-dated and is light, airy with many up-scale features and amenities. It’s a very private setting with no immediate neighbors. There are approximately 140 wineries within a 25 mile radius of our place.

Top guest favorite
The exterior of a stone home is framed by lush greenery, featuring a shaded area with bright red awnings and striped lounge chairs. A gravel path leads to the entrance, with wooden shutters adorned on the windows, inviting a casual outdoor atmosphere.
Home in Amador City
4.98 out of 5 average rating, 203 reviews

Historic Stone Home and Charming Retreat Getaway!

Such a magical place of sunlight with a Creekside setting to enjoy the outdoor living. Meander down a paved driveway to your own private stone home, located within walking distance to Amador City, just minutes from the Shenandoah Valley wine region and Sutter Creek along historic Highway 49, California's Gold Country. Amador City is California's smallest incorporated city, with a population of just under 200 residents.

Top guest favorite
Shipping container in Pioneer
5 out of 5 average rating, 134 reviews

Relaxing Cabin Retreat - Hot Tub, Sauna with View

Escape to a modern, beautifully designed container cabin tucked among the tall trees of Pioneer. This peaceful retreat offers total privacy, clean modern comfort, and a cozy atmosphere perfect for couples, solo travelers, and anyone needing a quiet reset. Enjoy morning coffee in your private sunroom, evenings by the fire pit, and star‑filled skies you simply can’t get in the city.

Top guest favorite
A spacious living area features a vaulted ceiling with wooden beams and a wood stove at the center. Large windows offer views of the surrounding trees, while comfortable seating arrangements include a leather sofa, armchairs, and a coffee table. A television is mounted on the wall for entertainment.
Cabin in Pioneer
4.94 out of 5 average rating, 125 reviews

Peaceful 3BR lodge between Kirkwood/Jackson

Take it easy at this unique and tranquil getaway! Experience unfiltered natural beauty at this dream cabin in the mountains. Located on a quiet cul-de-sac on a large wooded lot, your hideaway is surrounded by the Eldorado National Forest. Wake up to the harmonic sounds of the birds singing, watch the deer gracefully pass by, and enjoy the chatter of the neighboring squirrels.

Top guest favorite
An inviting entrance is framed by a lush arch of greenery. A brick pathway meanders through the garden, bordered by colorful plants and decorative pots. The pathway leads toward a cozy cottage, concealed by the foliage.
Guesthouse in Fiddletown
4.96 out of 5 average rating, 160 reviews

Fiddletown Cottage

Comfortable 350sf guest suite in a safe, quiet neighborhood in the Northern California Sierra Foothill community of Fiddletown. Fiddletown is in the heart of the Shenandoah Valley wine country and just minutes away from 30 + wineries and tasting rooms. The cottage is located 60 miles from Kirkwood resort and approximately 80 miles to South Lake Tahoe.

Popular amenities for Shenandoah Valley vacation rentals