Vacation rentals in Geyserville

The exterior of a charming cottage is framed by lush greenery and features a welcoming entrance with wooden doors. A stone pathway leads to the home, which is complemented by vibrant foliage and a pergola adorned with vines.

4.95 out of 5 average rating, 467 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.

4.98 out of 5 average rating, 296 reviews

A spacious studio guest house is shown, featuring a comfortable queen bed adorned with soft linens. A cozy seating area is present with a plush couch, and a wall-mounted TV is visible. Natural light fills the room through large windows, complemented by wooden beams on the ceiling.

Guesthouse in Healdsburg

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, 438 reviews

The inviting guest suite features a queen bed with soft linens, complemented by a cozy seating area with a light-colored sofa. Natural light flows through the plantation shutters, enhancing the neutral tones of the decor. A small table is set with a notepad and pen.

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

A spacious guest house is set within a picturesque vineyard estate, featuring a distinct architectural style with multiple gabled rooftops. The driveway leads to a well-maintained entrance, surrounded by lush landscaping and mature trees, providing a serene and welcoming arrival experience.

4.93 out of 5 average rating, 449 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

A bright yellow exterior is complemented by vibrant flowers in front of the window. Lush greenery surrounds the area, highlighting a tranquil outdoor space. The view includes trees and open fields, suggesting a peaceful and natural setting.

4.93 out of 5 average rating, 603 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

4.93 out of 5 average rating, 229 reviews

A Tuscan-inspired villa is set among rolling hills and vineyards. The property features a well-maintained front yard with a gravel drive, surrounded by lush grapevines. Elegant seating options are visible near the entrance, framed by vibrant trees and a scenic backdrop of the mountainous landscape.

Guesthouse in Cloverdale

Wing in Tuscan Villa with Vineyard and two bedrms

Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N

4.93 out of 5 average rating, 123 reviews

The image captures a serene landscape view featuring rolling hills and lush greenery. Sunlight filters through the leaves, illuminating the valley below. A tranquil atmosphere is conveyed by the soft colors of the sky and the natural surroundings.

Guesthouse in Cloverdale

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

A lovely studio , with a private entrance, above the world famous Alexander Valley. Just 20 minutes to Geyersville/Healdsburg wineries, shopping and fine dining. A secure gated property in this tranquil area of Northern California, yet just 10 minutes from the charming historic village of Cloverdale awaits. The perfect place to kick back and relax in a calm, stylish space. Let your stress melt away while you enjoy incredible views from your private patio, complete with hot tub.

The ranch-style home is surrounded by landscaped gardens, featuring a driveway that curves gently towards the entrance. The exterior showcases a combination of light-colored siding and brick accents, with large windows allowing natural light to fill the interior spaces.

4.93 out of 5 average rating, 268 reviews

The Wine Ranch

The Wine Ranch Just five minutes north of Healdsburg Plaza, The Wine Ranch is a beautifully remodeled ranch-style home, set on over a half acre of lush outdoor space. The property features a bocce ball court, ping-pong, an expansive deck and patio perfect for al fresco dining or tranquil relaxation. Designed to host gatherings, the spacious living room, dining area, and gourmet kitchen create an inviting atmosphere for couples, families, or groups of up to eight friends.

4.94 out of 5 average rating, 344 reviews

The cottage exterior features light green siding, surrounded by lush greenery and flowering plants. A cozy adirondack chair with striped cushions is positioned nearby, inviting relaxation. The front door is framed by decorative vines and a star accent, enhancing the welcoming entrance.

Guesthouse in Healdsburg

Healdsburg Cottage-Workspace, Walk to Plaza

This light-filled cottage is a comfortable, easy to access hide-away in a friendly, historic neighborhood just 5 blocks from the Healdsburg Plaza. Have a glass of wine or dine at your own picnic table in the private, garden setting. Relax in the adirondack chairs. Build a fire in the fire pit (weather permitting). It's an easy stroll into town for wine tasting, shopping or dinner. Transient Occupancy Tax (TOT) of 16% is included in the price.

4.97 out of 5 average rating, 208 reviews

A bright living area features a spacious white sectional couch and a wooden coffee table. An expansive bookshelf holds various items, with a television and fireplace being focal points. Large glass doors open to a garden, bringing in natural light and outdoor views.

Guesthouse in Healdsburg

Healdsburg Contemporary Cottage With Lush Backyard Patio

Your private Healdsburg retreat—just a 4-minute walk to downtown wine tasting rooms, restaurants, shops, and the Farmers Market. This stylish guest cottage offers parking in front of a private entry, garden with al fresco dining, BBQ, lounge area, and a fully equipped Pilates studio. Designed with international contemporary art and thoughtful touches, it’s perfect for a weekend escape or a longer stay while house hunting.

4.93 out of 5 average rating, 121 reviews

A bright bedroom is furnished with a metal bed frame topped with white linens. Soft gray curtains frame the window, allowing natural light to fill the space. A dark dresser stands against the wall, and a small area rug adds texture to the floor.

Apartment 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!

Superhost

The exterior of the villa is framed by tall, slender cypress trees, creating a serene entrance. The structure features a flat roof and large windows, with a backdrop of rolling vineyards and soft, distant hills illuminated by the warm light of sunset.

Villa in Healdsburg

4.94 out of 5 average rating, 173 reviews

Hilltop Vista Villa

Nestled on a serene acre beside the scenic Fitch Mountain Park & Open Space Preserve, Hilltop Vista Villa offers a private sanctuary with sweeping views of world-class vineyards. Enjoy direct access to tranquil hiking trails and close proximity to the Russian River’s inviting beaches. This bright and welcoming single-level retreat features an open-concept floor plan filled with natural light.

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Other great vacation rentals in Geyserville

A living area features a green upholstered sofa and patterned accent chairs. A round coffee table sits at its center, adorned with fresh flowers. Light streams in from large windows, highlighting the area rug beneath, while a dining space is visible through the open doorway.

5 out of 5 average rating, 29 reviews

Cuvée House

An aerial view of a charming farmhouse surrounded by vineyards, showcasing lush green fields stretching into the distance. The property features a well-manicured yard, outdoor seating area, and is framed by a tree line, enhancing its tranquil setting in the scenic Dry Creek Valley.

4.97 out of 5 average rating, 64 reviews

Santini Farmhouse | Tasting at Croix included!

4.94 out of 5 average rating, 79 reviews

The spacious bedroom features natural wood beams and hardwood floors, creating a cozy atmosphere. A large bed with soft linens is flanked by windows that let in natural light. A desk and chair are positioned neatly beside the bed, complementing the room's inviting design.

Farm stay in Healdsburg

Casita in the Vineyards w/ Farm Brunch add-on

A tree-lined driveway leads to a charming house, surrounded by tall evergreens and low hedges. The pathway is paved with a subtle texture, and gentle slopes are visible on either side, adding depth to the serene landscape.

5 out of 5 average rating, 46 reviews

Vineyard Oasis: Luxury Home in the Heart of Sonoma

4.96 out of 5 average rating, 156 reviews

A spacious sleeping area features a large bed adorned with a patterned blanket and decorative pillows. Natural wood walls and ceiling add warmth, while large windows provide forest views. Nightstands are placed on either side of the bed, each with a lamp for soft lighting.

Treehouse in Bodega Bay

Eagle's Nest Treehouse Farm Stay

Superhost

The exterior of a charming Victorian house is showcased, featuring unique shingles and bright yellow siding. Large windows with light curtains provide a glimpse inside, while greenery surrounds the home, adding to its quaint appeal. Sunlight creates a warm glow around the structure.

Apartment in Cloverdale

4.67 out of 5 average rating, 18 reviews

Cloverwood Love Nest

A bright living room features a light gray sofa and a yellow armchair, both positioned near large windows that allow natural light to fill the space. A wooden coffee table sits in the center, surrounded by indoor plants and artwork on the walls.

5 out of 5 average rating, 30 reviews

Riverhouse by the plaza