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Top Holiday Rentals in Fair Play

Our top choices for Fair Play holiday rentals

Wine Country Retreat-Beautiful Views-Family Fun

10.0 out of 10, Exceptional, (3)
"The home was a nice place for our stay while visiting our son for his graduation from UC Davis. We also wanted to visit lake tahoe while here. The home was clean and located in a quite location. Has a nice view of the hills nearby and we saw deer, rabbits, quail , and plenty of turkeys every day."
The price is £224
includes taxes & fees
24 Aug - 25 Aug
Wine Country Retreat-Beautiful Views-Family Fun

Cottage amongst the vines in the heart of Fair Play wine country

10.0 out of 10, Exceptional, (56)
"So glad we met the owners and learned about this property. It was every thing it was supposed to be and conveniently located to numerous wineries for our wine tasting weekend. "
The price is £181
includes taxes & fees
25 Aug - 26 Aug
Cottage amongst the vines in the heart of Fair Play wine country

CHUCKELLI FARM's COZY COTTAGE

10.0 out of 10, Exceptional, (62)
"The property was gorgeous and cottage was decorated beautifully. The host was responsive in our communication and would definitely consider returning."
The price is £123
includes taxes & fees
24 Aug - 25 Aug
CHUCKELLI FARM's COZY COTTAGE

Beautiful Cabin in the Woods - Near Jenkinson Lake

10.0 out of 10, Exceptional, (29)
"It was a very nice cabin with lots of room. We brought our 4 dogs with us too. We enjoyed the many amenities offered by the cabin. Overall we had a very enjoyable stay. "
Beautiful Cabin in the Woods - Near Jenkinson Lake

Last-Minute August Deal! 20% Off + Fiber WiFi, Hot Tub, Pets Ok, Alpine Lakes

10.0 out of 10, Exceptional, (18)
"Enjoyed the relaxing stay"
Last-Minute August Deal! 20% Off + Fiber WiFi, Hot Tub, Pets Ok, Alpine Lakes

Cozy Guesthouse on 5 acres

10.0 out of 10, Exceptional, (51)
"Lovely location and nice little property! Very friendly hosts as well, which was a nice bonus!"
Cozy Guesthouse on 5 acres

Pet-Friendly Jackson Wine Country Home w/ Pool!

9.4 out of 10, Exceptional, (30)
"Great stay! The home was clean, relaxing and exactly as advertised. Would definitely stay again."
Pet-Friendly Jackson Wine Country Home w/ Pool!

Quiet & Modern Cabin Near Wineries - Fire Pit and BBQ

9.6 out of 10, Exceptional, (19)
"Loved staying here"
Quiet & Modern Cabin Near Wineries - Fire Pit and BBQ

Mid-Century-Modern Mountain Gem

8.8 out of 10, Excellent, (3)
"Hubby didn't like how the shower in the master bedroom didn't heat quickly as it should. Hot tub is more like a warm tub, but a GREAT hottub. 2 Bucket seat style areas and 1 that gets your hips real good with the pressure. Really good tub! Heat not super hot tho. The house was almost 90 degrees when we checked in. Itd be nice if it was programmed to be cool if the owner has control over that. BUT that is a big ask lol! I loved the place. My hubby had the issues. Home is BIG. My bro, friend and...
The price is £290
includes taxes & fees
24 Aug - 25 Aug
Mid-Century-Modern Mountain Gem

Waterfront Escape on 2 Acres – 2 Cozy Cabins with Fire Pit & Nature Views

2.0 star property
Waterfront Escape on 2 Acres – 2 Cozy Cabins with Fire Pit & Nature Views

Chalet Near Apple Hill, Sly Park Jenkinson Lake, Winetasting, Neighborhood Pool

2.5 star property
9.6 out of 10, Exceptional, (91)
"We had a fantastic stay over the Fourth of July weekend! The house was even nicer than the photos—clean, spacious, and very well stocked with everything we needed. It was a quick, easy drive from the Bay Area, and the location was perfect for relaxing and exploring. We saw deer right outside, enjoyed kayaking at nearby Jenkinson Lake, and loved using the community pool. Kathleen was friendly and very responsive. This was the perfect weekend getaway spot—we’d definitely stay again!"
Chalet Near Apple Hill, Sly Park Jenkinson Lake, Winetasting, Neighborhood Pool

20 Acre- Modern Farmhouse Estate-Custom Pickleball court! Pool! Game room!

9.8 out of 10, Exceptional, (10)
"Really fun place to stay. So many activities. House is nice - lots of beds, big open kitchen, dining, and living room. Lots of outdoor seating too.Would recommend!"
20 Acre- Modern Farmhouse Estate-Custom Pickleball court! Pool! Game room!

Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing

9.6 out of 10, Exceptional, (56)
"Amazing place to stay in a convenient location, we felt like we had a home away from home and Mickey was great about everything. "
The price is £104
includes taxes & fees
24 Aug - 25 Aug
Sleeps 4 - Near Plymouth Wineries, Jackson Casino, Sutter Creek, Kirkwood Skiing

Country Setting in the Heart of Gold Country - Yet close to it all

9.4 out of 10, Exceptional, (42)
"Great stay"
Country Setting in the Heart of Gold Country - Yet close to it all

1 Mi to Jenkinson Lake: ‘Apple’s Chalet’ w/ Deck

9.8 out of 10, Exceptional, (30)
"Property was clean and cute, awesome stay in area. Would also be great for people with kids."
1 Mi to Jenkinson Lake: ‘Apple’s Chalet’ w/ Deck

Charming Creekside Country Home

9.0 out of 10, Wonderful, (30)
"Every thing was just as advertised. Great stay in the hills with wonderful seclusion. Quite, where one can be with nature. We loved hearing the wild turkeys and creek off in the distance. Easy drive to and from town. Park and load/unload right at the front door. Hot tub was wonderful. ."
Charming Creekside Country Home

Country Style Mountain Home - View of Lake Forebay

2.0 star property
8.0 out of 10, Very good, (1)
"Our stay was very nice. Phil and Angela were helpful and accommodating. The house was spacious and inviting with a fantastic dining room and kitchen. The backyard was such a peaceful place to enjoy your morning coffee and stay cool on a hot afternoon. Internet was spotty, we were unable to connect the tv to our streaming service but there was a selection of DVDs, so we were able to enjoy a movie one evening. Overall, a great place for families to come together. I would like to come back during...
Country Style Mountain Home - View of Lake Forebay

Farmhouse with Hot Tub, charming gardens, serenity, 2 blocks to Main Street!

9.8 out of 10, Exceptional, (66)
"We had a great time. the beds were supper comfortable. i would definitely rent this place again."
The price is £317
includes taxes & fees
18 Sept - 19 Sept
Farmhouse with Hot Tub, charming gardens, serenity, 2 blocks to Main Street!

A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.

9.8 out of 10, Exceptional, (185)
"Loved our stay"
A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.

Cozy private home, 1 acre orchards near Apple Hill

10.0 out of 10, Exceptional, (26)
"Beautiful, clean, welcoming with three separate bedrooms, a renovated kitchen, nice outdoor areas and good communication from the host. Would definitely stay there again. "
Cozy private home, 1 acre orchards near Apple Hill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fair Play Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Fair Play?

Yes, there are holiday rentals close to the most popular sights in Fair Play, or you can select a more secluded option if you're looking for a relaxing stay. Fair Play is known for its wineries.

What are some of the best holiday rentals that Fair Play has to offer?

Wine Country Retreat-Beautiful Views-Family Fun: This highly rated holiday home rental in Fair Play offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Fair Play?

While exploring the area, visit family-friendly sights like Sutter Creek Cheese Shoppe, or get outside and enjoy nature at Sly Park Campground. Toogood Estate Winery and Fitzpatrick Winery and Lodge are other places to visit while you're in town.

What’s a holiday rental in Fair Play like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Fair Play. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.