Holiday rentals in Shenandoah Valley

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Top-rated holiday rentals in Shenandoah Valley

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Top guest favourite
An aerial view captures a serene landscape featuring a large pond surrounded by lush green grass and trees. A road winds through the property, leading to a white house situated among the expansive greenery, with rolling hills visible in the background.
Guest suite in Plymouth
4.97 out of 5 average rating, 286 reviews

The Loft at Spirit Oaks Farm

Spacious and comfortable loft located in the Sierra Foothills of Amador County. Stroll through the 16 acre property and enjoy trees, flowers, herbs, birds and more. Relax in the claw foot tub and sleep deeply on the memory foam king mattress. Unplug in the peaceful setting and rejuvenate your body and soul. Wellness/healing sessions, herbal cooking classes and private chef experiences may be booked with the host as available. Dining, shopping and wine tasting nearby. Friendly dogs welcome.

Guest favourite
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, 184 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 favourite
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.
Guest house in Fiddletown
4.99 out of 5 average rating, 116 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.

Guest favourite
A spacious bedroom is furnished with a double sleigh bed adorned with quality linens. Natural light enters through French doors and a large window. A ceiling fan and a bedside lamp add comfort, while a mirrored accent reflects the inviting decor.
Guest house in Placerville
4.93 out of 5 average rating, 432 reviews

Cozy Secret Garden, Historic Stay

From your own private brick patio & secret garden, you will be welcomed inside to polished wood floors, deep soak Jacuzzi tub/ hand-held European style shower, comply QUEEN bed, quality linens, everything clean to a 't'. We are Self-Catered but with lite breakfast items & snacks available. Better yet, a short 2 block walk & you can explore Old Town shops & eateries. Another accommodation in the same locations offers a full kitchen & can accommodate friends (The Dogwood, Old Town Cottage)

Top guest favourite
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, 273 reviews

Whispering Pines Apartment

The fall colors are spectacular for a hike up scenic Highway 88! 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)

Guest favourite
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, 159 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 favourite
The cottage is set amidst lush landscaping featuring vibrant flowers and trees. A decorative pond with a waterfall can be seen near the wooden deck. Patio umbrellas provide shade over seating areas, inviting relaxation in a tranquil outdoor environment.
Guest house in Placerville
4.96 out of 5 average rating, 485 reviews

Miners Cottage

Cozy Private Cottage in a country setting. A retreat to recharge the soul. Two miles from Hwy 50. Ideal for 2 people, Queen bed, bathroom with large shower. Mini fridge, Microwave. WIFI. Smart TV. A/C and heat. Patio with the decorative pond and waterfall. Close to historic downtown Placerville, Coloma/ Marshall Gold Discovery State Park . Wineries, Apple Hill, cut your own Christmas Tree at numerous Tree Farms, World Class Rafting, Kayaking. It is 1 hour to Skiing/Snowboarding.

Guest favourite
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.
Flat in Plymouth
4.75 out of 5 average rating, 315 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 favourite
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, 215 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
4.84 out of 5 average rating, 153 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 favourite
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, 199 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 favourite
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, 292 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.

Popular amenities for Shenandoah Valley holiday rentals