Guesthouse vacation rentals in Wine Country

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Wine Country

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Gualala

4.96 out of 5 average rating, 789 reviews

Casita 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.

Jul 28 – Aug 4

€ 127 per night

Guest favorite

Guesthouse in Healdsburg

4.98 out of 5 average rating, 251 reviews

Alexander 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

Jul 25 – Aug 1

€ 206 per night

Guest favorite

Guesthouse in Sonoma

4.94 out of 5 average rating, 140 reviews

Cozy Sonoma Studio Nearby Wineries and Restaurants

Our super cozy Sonoma studio nestled on a twelve acre parcel has a welcoming living area, a comfortable king size bed, kitchen, and a recently refreshed bathroom. Self check in for privacy and social distancing. Home is cleaned and disinfected for 24 hours between guests, including all surfaces, sheets, towels, bedspreads, etc. This studio is a perfect wine country retreat, located about 4.4 miles from Sonoma Square, 3.7 miles to Glen Ellen, and surrounded by a multitude of wineries.

Jul 2 – 9

€ 162 per night

Guest favorite

Guesthouse in Sonoma

4.99 out of 5 average rating, 259 reviews

The Barn (with Electric car charging station)

On the outside, it looks like a barn. However, on the inside it’s like a modern hotel suite. On a country lane just outside the town limits, The Barn is the perfect spot for a getaway. When it’s time to relax, you can lounge in the living room with the big screen, cozy up to a good book, or relax on the porch. When it’s time to explore, we are a few minutes away from the Plaza, 400+ wineries and wonderful food options. TOT Certificate 3235N. Check us out on Insta: the_barn_sonoma

Sep 24 – Oct 1

€ 425 per night

Guest favorite

Guesthouse in Ukiah

4.97 out of 5 average rating, 108 reviews

Chic Wine Country Carriage House Cottage

Chic and charming carriage house getaway downtown Ukiah, your home away from home! Features 1 bedroom, 1 bathroom, cozy living room and fully-equipped kitchen. Enjoy the garden retreat and outdoor dining; with privacy panels available for a more intimate setting. Many outdoor activities nearby, and short walking distance to downtown shopping, restaurants and parks. Continental breakfast items provided. PLEASE NOTE: A MAXIMUM OF 2 ADULTS & 1 CHILD UNDER AGE 13 ARE PERMITTED.

Nov 18 – 25

€ 142 per night

Guest favorite

Guesthouse in Sonoma

4.99 out of 5 average rating, 209 reviews

707 BARREL LOUNGE Cottage

LIVE ALOHA IN SONOMA! Enjoy this tropical Hawaiian Getaway in the Heart of Sonoma Wine Country. Sonoma is a great little town to eat, drink, shop, hike, bike, walk, swim, and relax. There is so much to do here! This cottage will put you in a vacation state of mind as soon as you arrive. Relax around the pool, enjoy a good book, walk into town or hire a car service and visit some of the many amazing wineries in the Sonoma-Napa-Alexander Valleys. COME ENJOY ALOHA IN SONOMA!

Jun 10 – 17

€ 287 per night

Guest favorite

Guesthouse in Sonoma

4.97 out of 5 average rating, 218 reviews

Sonoma Wine Country Cottage

Private cottage on wooded lot in Sonoma Valley wine country with a separate gated entrance. Recently renovated, fully equipped, and always very clean. Perfect for couples, girls getaways, wedding weekends, or remote work. 5-10 minutes to top wineries, restaurants, hiking and the Sonoma Square. Open studio has queen bed, full sofa bed, bathroom with walk-in shower, new full kitchen with cafe table, private deck with grill, AC, WiFi, Apple TV, and new EV car fast charger.

Oct 10 – 17

€ 249 per night

Guest favorite

Guesthouse in Little River

4.99 out of 5 average rating, 197 reviews

The Little River Love Shack-Romantic Spa Retreat

More than a place to sleep, our spa-themed sanctuary for two is just 7 minutes from the village of Mendocino. Be the magic in this private, romantic, cozy, up-cycled guest house. Your relaxing heaven has sleeping, living, and workspaces connected to a separate shower house through a covered porch. You have a garden courtyard, an outdoor shower, double clawfoot bathtubs, eco-luxe bedding, a gloriously clean spa jacuzzi hot tub, and cozy cotton robes.

Mar 26 – Apr 2

€ 282 per night

Guest favorite

Guesthouse in Willits

4.99 out of 5 average rating, 120 reviews

Willits Garden Cottage 1 bedroom guesthouse

Situated in beautiful country, in quaint town, this cozy and tranquil 1-bedroom 975 sq ft home features a lovely secluded fenced garden yard with patio table and lighted umbrella. Close to Skunk Train depot, Olde Town shopping and restaurants, art gallery, museum, parks, rodeo grounds. Great home base for day trips to the redwoods or stunning Mendocino Coastline. New Strong Wi-Fi Access Point offers reliable streaming!

Mar 11 – 18

€ 109 per night

Guest favorite

Guesthouse in Sonoma

4.96 out of 5 average rating, 446 reviews

Tranquil Wine Country Guest Cottage

Our cozy guest cottage is located at 1300 feet on Sonoma Mountain, offering serenity and tranquility with all the fine dining and shopping options of downtown Sonoma only a few miles away. You’ll love the cottage's privacy, open space and natural light. We are pet-friendly! Well-behaved, trained pets are welcome, but we ask for prior approval and there is a $50 per stay charge.

Sep 29 – Oct 6

€ 153 per night

Guest favorite

Guesthouse in Santa Rosa

4.9 out of 5 average rating, 677 reviews

Wine Country guest house

This large private studio apartment is modern and cozy. You are next to beautiful country side while you are in the city. There is a large patio for you to relax and enjoy the beautiful wine country view. You can drive or ride your bike to Sonoma Wine Country at HWY 12 or to Russian River Brewery. The Listing excludes Tax.

Dec 20 – 27

€ 116 per night

Guest favorite

Guesthouse in Sonoma

4.97 out of 5 average rating, 272 reviews

Cozy cottage in garden setting

Cottage located in garden setting. Situated in rural area among vineyards. 3 miles from downtown Sonoma. Bathroom, sitting area, bedroom and private patio. Guests also have access to Creek Garden with stunning vineyard views. Mini fridge, Wi Fi, AC, TV and microwave. 2 night minimum stay. (TOT#1514N)

Dec 14 – 21

€ 207 per night