Vacation rentals in Fair Play

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Top-rated vacation rentals in Fair Play

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The exterior of the guest cottage displays two shipping containers connected by a wooden deck. A grilling area is visible, along with sliding glass doors leading into the living space. Soft lighting illuminates the space, creating a welcoming entrance.
Guesthouse in Somerset
4.83 out of 5 average rating, 169 reviews

Valley View Container Cottage

Welcome to our recently completed guest cottage made from two shipping containers featuring a unique indoor/outdoor living concept. One container is the living room and eat in kitchen and the other houses two bedrooms and two baths. The two containers are connected by a spacious wrap around deck. Remote enough to allow you to unwind but also could serve as a great place to work remotely. Within 10 miles of 40+ vineyards, it makes a great weekend getaway! Pet Friendly! Washer and dryer in unit

Top guest favorite
A spacious living unit is depicted beneath a covered patio, surrounded by lush green grass and vibrant flowering plants. An entrance door is visible, along with comfortable outdoor seating and a barbecue grill. The building features a charming two-story design with a welcoming exterior.
Guest suite in Placerville
4.94 out of 5 average rating, 498 reviews

Granny's farm; Wineries, Views, Gardens, Animals

Rural area 20 minutes from Placerville. Surrounded by 25 Wineries in Somerset and Fairplay. Apple Hill 20 minutes. Rivers, lake, hiking trails all close by. Skiing 45 minutes Choice of good restaurants, Great grocery store, all minutes away. Spacious living, In-Law unit located below my home. Separate and completely private. Patio, yard, parking and entry door, all private and separate. Gated security. Sheep and Tortoises live here. Welcome to visit them. I can provide treats to feed.

Top guest favorite
The exterior of LaCava Inn features a white-washed building with arched windows and a wooden door. A gentle slope leads to the entrance, framed by a wooden railing and accompanied by lush greenery. The scenic hillside can be seen in the background, evoking a serene atmosphere.
Guesthouse in Auburn
4.99 out of 5 average rating, 102 reviews

LaCava Inn -Mediterranean suite w/ hot tub & view!

This is LaCava Inn! Be transported to a Mediterranean hideaway in this one-of-a-kind bed and breakfast suite with stunning pastoral views, a hot tub and conveniently located on the Placer wine trail. The suite accommodates 2 adults and was designed specifically to be your peaceful and romantic retreat. LaCava Inn is stocked with a fully functioning kitchen, dining nook, bed cove, spacious bathroom, private balcony, and sunk in hot tub overlooking breathtaking views. A destination in itself!

Top guest favorite
Cabin in Fair Play
4.97 out of 5 average rating, 232 reviews

Riverfront-6 Acres/Hot Tub/Games/Dog Friendly

Private riverfront cabin retreat on 6 acres at 2,000 ft. elevation, this cozy cabin rests just yards from the sandy banks of the Cosumnes River. Perfect for a couples retreat with a hot tub, pool table, foosball table, arcade games, kayaks, cornhole, horseshoes and a quiet place to fish, swim or relax. An outdoor kitchen area for BBQ activities along the river. Located in El Dorado County’s wine country with nearby wine tasting. Driving distance to lakes, hiking and other outdoor activities.

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, 217 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, 191 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 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
5 out of 5 average rating, 302 reviews

Whispering Pines Apartment

It's hot out there! Come take refuge in a beautiful Sierra Lake... 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 favorite
Tiny home in Somerset
4.94 out of 5 average rating, 48 reviews

Toogood Winery Tiny Home - ZinScape 21+

This charming farmhouse-inspired tiny home accommodates 4 guests. Enjoy stunning views of the vineyard & valley from shared outdoor spaces, including a pool, hot tub, & fire pit. With 2 lofted bedrooms, full kitchen, & bathroom, perfect for wine lovers. Explore nearby wineries to indulge in wine tastings. Unwind with provided entertainment options or simply take in the beauty of the surroundings. Experience a vinous retreat like no other at Toogood. Book now for an unforgettable stay!

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, 230 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.

Guest favorite
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
4.85 out of 5 average rating, 164 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
4.98 out of 5 average rating, 214 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, 162 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.

Popular amenities for Fair Play vacation rentals