Holiday rentals in Geyserville

4.95 out of 5 average rating, 461 reviews

Dry 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.

Guest house in Healdsburg

4.98 out of 5 average rating, 291 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

4.97 out of 5 average rating, 427 reviews

Guest suite in Windsor

Private Entrance Suite in Heart of Wine Country

Situated in an upscale neighborhood, this exquisite guest suite boasts a private entrance on a safe, quiet cul-de-sac in the heart of the wine country. The en-suite is perfect for a romantic getaway, comfortable for an infant or small child, and ideal for the business traveler. We are 5 miles from Healdsburg and 3 from the Sonoma Co. Airport. Three parks within 4 miles encompass over 20 miles of hiking/biking. The Russian River, Redwoods, and Sonoma Coast are only a short, panoramic drive away.

Guest suite in Healdsburg

4.93 out of 5 average rating, 444 reviews

Pony Ranch Vineyard Estate with Pool

Guest House with private entrance on gorgeous gated Vineyard Estate. Overlooks pool and vineyards with views to Mount St. Helena. Gas fireplace, refrigerator, microwave, Keurig coffee maker, queen bed. Seasonal private pool with fabulous views, occasionally shared with owners. Toilet and sink separate from shower. 8 minutes to the Healdsburg Plaza. Less than a mile from 3 wineries, very close to dozens more. Agricultural Education Programs available. Sonoma County TOT Certificate 1362N

4.93 out of 5 average rating, 592 reviews

Healdsburg Garden House

Enjoy a real Sonoma County Experience Best Value in the Valley Organic grapes, hops, flower and vegetable gardens Centrally located home away from home Large Covered Redwood Deck with Gas Grill NEW A/C and Heating (controls in each bedroom) Super clean and sanitized Private, spacious & comfortable Fully Stocked Kitchen w/ Dishwasher 50” HDTV’s in each room (HBO, Showtime, Netflix, YouTube…) 1 GB High Speed Ethernet Level Walk to Town Square and Russian River Beach TOT # 798N

Guest house in Healdsburg

4.96 out of 5 average rating, 119 reviews

Mediterranean Getaway with breakfast Healdsburg

An attractive, ultra-romantic, almost-a-cottage Bed&Breakfast is waiting for you in our restored 1930s-era home in a peaceful corner of northern Sonoma County. Ours is a quiet rural road nestled in beautiful oaks, redwoods, California bay, and buckeye trees near the bottom of Fitch Mountain, some 100’ above the Russian Rive. Fitch Mountain is known for its interesting local history, eclectic building styles, beautiful views, secluded neighborhoods, and friendly spirit.

5 out of 5 average rating, 169 reviews

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!

Guest house in Healdsburg

4.99 out of 5 average rating, 283 reviews

Luxurious, Private, Healdsburg Guest Cottage

1083 Guest House is comfortable luxury in a spacious private cottage within walking distance of four-star restaurants, wineries, fabulous boutique shopping, and the Russian River. Your secluded cottage is nestled in the trees with views of a wooded area and is the perfect base for your Wine Country get away. There is no stove/oven due to zoning/licensing so the cottage has a microwave, small air fryer, toaster and bbq.

4.93 out of 5 average rating, 117 reviews

Flat in Cloverdale

2 Bedroom Flat With Short Walk to Downtown

Keep it simple at this peaceful and centrally-located place. Our 100+ year old vacation home has a classic vintage vibe with newly renovated modern touches. The upstairs apartment features 2 bedrooms and 1 bathroom. It is only half a block from downtown Cloverdale where you’ll find restaurants, bars, shopping and live music in the summer. This is the perfect place to enjoy a family vacation or a friends getaway!

Guest house in Cloverdale

4.93 out of 5 average rating, 115 reviews

Ideal romantic getaway...♥️♥️👨‍❤️‍👨👩‍❤️‍💋‍👩

A lovely studio , with a private entrance, above the world famous Alexander Valley. Just 20 minutes to Healdsburg wineries, shopping and fine dining. Kick back and relax in this calm, stylish space. Incredible views from your private patio with your own hot tub await. Secure gated property in this tranquil area of Northern California, yet just 10 minutes from the charming village of Cloverdale.

5 out of 5 average rating, 196 reviews

Cottage in Healdsburg

Bee Haven Cottage

This unique property is located only 2.4 miles from Healdsburg Plaza. Situated on a historic 11-acre farm with 5 acres of Zinfandel grapes. This newly renovated Studio cottage was built in 1903. This creekside cottage is fully restored in an artist's handcrafted manner. All the furnishings are of the highest quality. Enjoy the natural surroundings while soaking in the private outdoor spa.

4.99 out of 5 average rating, 101 reviews

Home in Geyserville

Historic Home; Walk to Cyrus, Diavola, Catelli's

This remodeled historic home is a Sonoma County Historic Landmark, called "The Bosworth, 1904," after the family who built it at the turn of the century. Beautifully restored, this 4 bed/4 bath home is two blocks from Geyserville's restaurants and wineries and a 10 minute drive from downtown Healdsburg and all the wineries the Anderson Valley and Dry Creek have to offer. TOT# 2463N

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Other great holiday rentals in Geyserville

4.92 out of 5 average rating, 85 reviews

Cabin in Cobb

Cozy vintage cabin with fireplace near hot spring

AmberRating, 5 stars4 weeks ago

Thank you for a wonderful stay! We had a very cozy stay and the place was great for a weekend getaway with dogs. It was super helpful also to be walking distance from the grocery store! We also cooked a few meals with the kitchen and grill and had no problems making what we wanted. Great collection of spices too. Thank you again!

4.96 out of 5 average rating, 85 reviews

Vineyard views, stunning house & deck

AlexaRating, 5 stars3 weeks ago

This was one of my favorite Airbnb's of all time !! The location is perfect - serene, private, and quiet all while being just around the corner from tons of wineries and Healdsburg square. The space is so clean, spacious, and has amazing natural light. We spent lots of time on the deck overlooking the wineries and beautiful trees. The house was stocked with everything you might need along with a beautiful wine bar with glasses, decanter, and more :) This was a family trip with me and my husband and my parents. Both couples had our own bedroom and bathroom - and lots of space to gather. Will fore sure be recommending and coming back when in the area!

5 out of 5 average rating, 34 reviews

Vineyard Oasis: Luxury Home in the Heart of Sonoma

DarcyRating, 5 stars1 week ago

Super great location near Windsor and 12 minutes from Healdsburg. Easy check in, lovely view, and comfortable beds. Fenced in yard as well. Would definitely go back!

4.99 out of 5 average rating, 100 reviews

Luxe Healdsburg Home ~ Sauna, Hot Tub, EV Charger

ZhanettaRating, 5 starstoday

What an incredible home! We traveled as 3 couples and the house was spacious, beautiful and perfect for socializing/cooking and spending time together. Location is gorgeous, secluded and yet you can literally walk down the hill and across the bridge into the cute down. Can’t wait to come back!

5 out of 5 average rating, 76 reviews

Healdsburg House - Chiquita Road

BartRating, 5 stars1 month ago

We had a wonderful stay at Katherine’s home. Plenty of room for 3 couples with very comfortable accommodations. The setting is beautiful and serene among the huge oak trees. We were able to instantly settle in and relax and enjoy the house and the surroundings. The kitchen was fantastic and very well stocked for everything we needed. We would come back to Katherine’s home in a heartbeat and are happy to give it our highest recommendation.

5 out of 5 average rating, 32 reviews

Flat in Healdsburg

Downtown Healdsburg Perch

ChelseaRating, 5 stars1 month ago

This place is fabulous! Perfect location, right in the center of town with tons of shops, restaurants, etc. within steps of our front door. The unit itself is spectacular - spacious, beautifully designed, elegant... everything we wanted and more! We had 2 minor issues with the AC and hot water in the shower but overall, everything was great. Megan was extremely responsive and even went out of her way to buy a clothing steamer for the unit when I inquired if there was one… she is the best! The welcome bottle of bubbly was a lovely touch, too. We’d stay here again in a heartbeat.

4.93 out of 5 average rating, 44 reviews

Villa in Geyserville

Adventure Alexander Valley Lodge w/ Pool & Hot tub

JennyRating, 5 stars1 month ago

This was the perfect place for a girl’s getaway. We cooked and hung out on the patio overlooking the gorgeous view of Alexander valley. The place was clean and very comfortable to hang out with friends. Beds were comfy too! Would definitely stay again.