Vacation rentals in Shenandoah Valley

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Top-rated vacation rentals in Shenandoah Valley

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Guest favorite

A hot tub is positioned on a gravel patio, surrounded by natural boulders. Lush green hills and trees create a serene backdrop, while a gentle stream can be seen in the distance under a clear blue sky. A comfortable chair adds to the outdoor relaxation space.

Tiny home in West Point

4.98 out of 5 average rating, 479 reviews

[HOT TUB] Twin Rivers Tiny House, Latvian Retreat

The Tiny Home is an Escape ONE XL (with HOT TUB) ,388 square feet including two lofts- each with a queen bed. The bathroom is very spacious for a tiny home, complete with a standard bathtub/shower and a Separett composting toilet from Sweden. The maple cabinetry kitchen is complete with a gas cooktop/oven, as well as a full size fridge. It has a comfortable living space with a sofa bed couch and a TV/Roku Bluetooth Soundbar, the main loft also has a TV/Roku. As well as A/C and heating to relax.

Top guest favorite

A green house with a welcoming porch is framed by vibrant purple lavender plants in full bloom. The clear blue sky adds to the serene outdoor setting, with large windows providing a glimpse of the inviting interior.

Home in Plymouth

5 out of 5 average rating, 360 reviews

The Historic Bunk House at Butler Hill

Welcome our tranquil home in Plymouth. Our house is a restored gold rush era bunk house in the foothills with central air and heat! Every detail and modern convenience has been added while repurposing the historic parts of the property. A one-of-a-kind adventure awaits. House and grounds-within walking distance to 5-star dining and a 10 minute drive to 50+ wineries and shopping. We have over an acre in town with Bocci and games galore. Our license allows six guests, thus we must be firm on that.

Superhost

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

4.93 out of 5 average rating, 180 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, 108 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

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, 121 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.

Guest favorite

The entrance to the guest cabin is shown, featuring a covered porch with wooden posts. A white door with glass panels invites guests inside. Potted plants are positioned on either side of the entrance, and a welcome mat is placed on the concrete floor.

Apartment in Plymouth

4.74 out of 5 average rating, 301 reviews

Bright Private Guest House, Steps from Downtown

Bright, cozy guest cabin just steps from downtown Plymouth. Postcard views, country cottage. Guest have entire guesthouse to themselves with private parking and entrance. Minutes from various wineries, attractions and quaint country adventures. Note: please no extensive cooking. There is no stove top, only a mini fridge, toaster, microwave and kettle coffee maker. There are also two friendly dogs, But they cannot access. Pets accepted but one 1 pet per stay. LGBTQIA friendly.

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, 256 reviews

Whispering Pines Apartment

Summer is upon us here in beautiful Amador County! 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 and 1/2 from Tahoe)

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, 204 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.

Superhost

An inviting outdoor seating area is arranged around a stone patio, featuring wooden Adirondack chairs. A large wine barrel adds a rustic touch nearby, with string lights overhead providing ambient lighting. The charming cottage, framed by greenery, enhances the warm atmosphere.

Cottage in River Pines

4.83 out of 5 average rating, 145 reviews

Chalet Vigne - 2 bedroom wine country cottage

Incredibly spacious lot just minutes away from several wineries. Outdoor seating and firepit are the perfect place to enjoy time with family and friends. Inside, you'll find a spacious, fully stocked kitchen and welcoming dining table, as well as a comfortable living area with flat screen streaming television and enough seating for everyone. 2 bedrooms (king and queen) that feature incredibly comfortable, high thread count sheets.

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

4.97 out of 5 average rating, 192 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

A wooden outdoor deck surrounded by lush greenery features a propane grill and seating options. A solar panel is positioned on the cabin, while nearby colorful flowers enhance the natural setting. The area offers a peaceful retreat amidst the trees.

Guest suite in Wilseyville

4.95 out of 5 average rating, 265 reviews

Sierra Foothills River Retreat

Enjoy a private guest suite on the Mokelumne river with no cleaning fees and a hassle free stay. Fall asleep to the sound of the river. Sit on 1 of 3 decks to enjoy the scenic views and watch the wildlife. Walk in the river, go fishing, pan for gold. The lower deck on the river has a hammock & 2 person swing. Visit Silver lake, Kirkwood, Big Trees Nat. Park or Lake Tahoe. Go wine tasting, antiquing or hiking.

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, 148 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.