Holiday rentals in Chianti
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Top-rated holiday rentals in Chianti
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Healdsburg
4.96 out of 5 average rating, 429 reviewsDry Creek Valley Cottage
Enjoy your stay in beautiful Dry Creek Valley, a pastoral rural setting surrounded by vineyards and local wineries, minutes from Healdsburg's historic quaint downtown plaza. The cottage is 480 square feet with big windows, high ceilings and its own private entrance. There is parking right in front. It has kitchen amenities (coffee and tea pot, mini refrigerator, toaster and microwave), living room and bathroom with a mosaic tile shower. Right across the way you can take a lovely walk or run alongside the vineyards or you can rent a bike to explore the beauty of the valley. If you enjoy hiking, seasonal kayaking or canoeing there are opportunities all around us to explore as well. Our property has multiple fruit trees and we will be happy to share whatever bounty is in season when you arrive. The water here is also clean spring fed and very tasty and the sky at night is full of stars! You can enjoy sitting in the front yard which is bordered by a dozen Redwood trees or you can picnic in our big back yard among the fruit trees. We also have 2 female dogs who are quite friendly if you'd like to meet them. We would be happy to welcome you to Sonoma County and insure that your stay here is enjoyable.
26 Mar – 2 Apr
Guest house in Healdsburg
4.98 out of 5 average rating, 246 reviewsAlexander Valley: Wine Lover and Cycling Paradise
The Finca Guest House is a beautiful modern & private unit, which offers country seclusion just a short hop into Healdsburg. Three private outdoor spaces for your use! Coffee patio, wine patio, goat patio--your choice! World-class biking out the door. Guest House will be thoroughly cleaned per Airbnb guidelines! *This property has farm animals so no outside animals allowed. See Rules and Policies notes Gas grill w/burner is available for outdoor cooking. NO full kitchen. Sonoma Co. TOT#3191N
2–9 Sep
Guest house in Gualala
4.97 out of 5 average rating, 779 reviewsCasita In The Redwoods
Casita In The Redwoods - On the Coast! This beautiful guesthouse has a private garden setting. Come shoot hoops on our basketball court. We're a seven minute drive to Gualala Point Beach, where one can park and enjoy a scenic, short 15 minute or 30 minute walk to the beach. "Gualala" means "Where The River Meets The Ocean." We are minutes away from the Gualala River - kayaking, The Gualala Arts Center, The Sea Ranch Golf Links, the Gualala Township shops, galleries, restaurants, and services.
5–12 Jun
Holiday rentals for every style
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Popular amenities for Chianti holiday rentals
Other great holiday rentals in Chianti
Guest house in Gualala
4.93 out of 5 average rating, 126 reviewsCosy Eco Studio tucked into the Redwoods
10–17 May
Guest house in Sebastopol
4.93 out of 5 average rating, 674 reviewsSun Drenched Flat
1–8 Jul
Home in Clearlake Oaks
4.89 out of 5 average rating, 236 reviewsCozy Cottage: Panoramic Lake View, WiFi, Deck
5–12 Jun
Cottage in Sebastopol
4.92 out of 5 average rating, 200 reviewsStunning Sauna Cottage Retreat on Private Vineyard
31 Dec – 7 Jan
Cabin in Cazadero
4.98 out of 5 average rating, 799 reviewsArchitect cabin in the Redwoods
9–16 Jan
Villa in Healdsburg
4.94 out of 5 average rating, 108 reviewsHilltop Vista Villa
30 Dec – 6 Jan
Guest suite in Forestville
4.97 out of 5 average rating, 152 reviewsForest Gem: peaceful retreat hot tub and firepit
15–22 May
Guest house in Healdsburg
4.96 out of 5 average rating, 101 reviewsDog Friendly Healdsburg / Dry Creek Valley Cottage
9–16 Mar
Cabin in Geyserville
4.93 out of 5 average rating, 14 reviewsWine Ranch Private Cabin with Views
4–11 Sep
Guest house in Cloverdale
4.94 out of 5 average rating, 72 reviewsIdeal romantic getaway...♥️♥️👨❤️👨👩❤️💋👩
8–15 May
Home in Cobb
4.88 out of 5 average rating, 32 reviewsCobb Mountain Chalet Main House
28 Nov – 5 Dec
Cabin in Cobb
4.85 out of 5 average rating, 34 reviewsCozy vintage cabin w fireplace + deck in the woods
22–29 Apr
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