
Holiday rentals in Fair Play
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Top-rated holiday rentals in Fair Play
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
4.94 out of 5 average rating, 502 reviews
Blue Lead Lodge | outdoor cinema, spa + game room
Welcome to Blue Lead Lodge! This isn't your typical dusty rental, it's a remodeled cabin amongst the trees; packed full of amazing activities. The perfect property for all ages; with something for everyone, no one will be saying "I'm Bored"! Watch deer play at this tranquil getaway nestled in the heart of Apple Hill vineyards, golf courses, and apple orchards. Right next to The El Dorado Trail; take a serene bike ride through the trees. This property will impress even the harshest of critics!
4.93 out of 5 average rating, 288 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.
4.97 out of 5 average rating, 235 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.
5.0 out of 5 average rating, 220 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.
4.96 out of 5 average rating, 179 reviews
Private Vineyard Home - 25 Acre, Pets ok, King bed
Nestled among rolling Zin and Syrah vineyards, oak trees, wooded trails and a seasonal creek, our 1,700 sq ft vineyard house offers a true vineyard living experience. Step outside to the deck, enjoy sunrise strolls through the vines, sweeping views of Mt Aukum to the west and breathtaking sunsets that stretch across the Sierra Nevada foothills. Whether you are reconnecting with loved ones or escaping the rush of everyday life, this home invites you to unwind in the most beautiful way.
4.83 out of 5 average rating, 92 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!
4.94 out of 5 average rating, 54 reviews
Travelers Treetop Tiny Home
Have you been binge watching Tiny house nation and now are curious what its like? Well come give it a try! With over 50 gorgeous vineyards in striking range (most with adorable tasting rooms), this is a great place to come and unwind! With Wifi and available laundry, this is great for a short stay or long stay! VERY pet friendly! If theres anything we can do to make it more comfortable, let us know in advance and we will do our best! Note: all bookings must be paid through AirBnB.
4.93 out of 5 average rating, 515 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.
5.0 out of 5 average rating, 233 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.
4.85 out of 5 average rating, 167 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.
5.0 out of 5 average rating, 169 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.
4.94 out of 5 average rating, 158 reviewsPopular amenities for Fair Play holiday rentals
Other great holiday rentals in Fair Play

Laughing Cedars
4.96 out of 5 average rating, 28 reviews
Lakefront Haven+GameRoom+Canoe with Stunning Views
4.93 out of 5 average rating, 14 reviews
August Moon Rental
4.89 out of 5 average rating, 19 reviews
Quiet mountain getaway with great views.
5.0 out of 5 average rating, 28 reviews
Bay Area Escape w/ Epic Views, 25+ Wineries
5.0 out of 5 average rating, 22 reviews
Private Forest Spa | Sauna, Hot Tub & Cold Plunge
5.0 out of 5 average rating, 33 reviews
Vineyard View Cottage - Located on Winery Estate!
4.98 out of 5 average rating, 82 reviews
Monarch Trails · Wine Country Retreat
4.89 out of 5 average rating, 45 reviewsDestinations to explore
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- Columbia State Historic Park
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