Holiday rentals in Shenandoah Valley

House in the Trees l Sutter Creek

Perched above historic Sutter Creek, The House in the Trees offers sweeping views of California Gold Country. Surrounded by trees and designed to bring the outdoors in, this hilltop retreat is the perfect place to slow down, sip a glass of local wine, and watch the sun set over the rolling foothills. Just minutes from award-winning wineries, charming Main Street shops, and outdoor adventures, The Lookout combines privacy, comfort, and unforgettable views for a truly unique Gold Country getaway.

Vintage Farmhouse on 50 acres surrounded by vines

This 1,500 sq ft 3 bed 1 bath Vintage Farmhouse is located in the HEART of the Shenandoah Valley wine country on 50 acres surrounded by wineries including: Borjon, Karmere, Cooper, Terra D’Oro, Helwig, Andis, Villa Toscano just to name a few! A working ranch with horses, cows & sheep living on the property along with two old rustic barns and much more!There is adequate phone service at the property for most major cell phone carriers. We also offer a guest suite that could be booked separately.

Whispering Pines Apartment

The wildflowers in our Sierras are absolutely breathtaking right now! 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)

Koi on Toyan | Fire Pit, Walk to Brewery, Traeger

Welcome to Koi on Toyan! A beautifully designed oasis with a stunning outdoor space. Listen to the soothing sounds of the Koi pond waterfall as you lounge by the fire pit or curl up on the couch with a movie on the smart TV. You'll be just a short walk away from delicious eats at Solid Ground Brewery and a quick drive to Main Street Placerville, Apple Hill, and the wineries of the Shenandoah Valley. Sure to impress the harshest of critics! Book now to start planning the perfect getaway.

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.

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.

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.

Wine Country Retreat | 25 Acres | Dog Friendly

NEW LISTING SPECIAL - Limited Time! Modern 2BR on 25 secluded acres in Sierra foothills wine country. Contemporary design, panoramic views, high-speed WiFi, keypad entry. Dogs roam 4 fenced acres. Master: queen/workspace. Second BR: full + queen sleeper. Jacuzzi tub, outdoor dining. Kirkwood skiing 1 hour, wineries minutes away. Perfect for couples, remote workers, families. Wine country luxury meets mountain access—without Tahoe crowds! Book now for introductory rates.

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.

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.

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.

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.