Holiday rentals with a patio in Healdsburg

4.91 out of 5 average rating, 443 reviews

An outdoor fire pit surrounded by four wooden chairs offers a welcoming gathering space. The stone patio extends outward, framed by lush greenery and the vibrant hues of sunset. A vineyard is visible in the background, enhancing the natural setting.

Cottage in Sebastopol

Stunning Sauna Cottage Retreat on Private Vineyard

Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

4.96 out of 5 average rating, 103 reviews

An open-concept kitchen and dining area features a large wooden dining table and modern kitchen appliances. A spacious island with bar seating is included, and the bi-fold patio doors lead to a deck with lounge seating surrounded by greenery.

Home in Forestville

Russian River Luxury Escape | Private Hot Tub

Indulge in luxury at your new modern style home. Unwind in the elegant, open space interior with natural lighting and Forestville's scenery seeping through the windows. Craft culinary creations in the fully stocked kitchen with a spacious island, and relax on the large backyard deck or hot tub. Stay connected with fast Wi-Fi, the dedicated office space, and the electric car charging outlet. Conveniently located near the Russian River, enjoy your space designed for utmost comfort and tranquility.

4.99 out of 5 average rating, 121 reviews

A covered patio is framed by wooden beams, offering a view of expansive vineyard landscapes and distant hills. Outdoor seating, including a dining table and lounge chairs, is arranged on the deck, inviting relaxation amid the tranquil scenery.

Guesthouse in Healdsburg

Bucher Vineyard Cottage

Discover the Charm of Our Vineyard Cottage! Escape to the heart of wine country with a stay at our fantastic one-bedroom cottage, nestled on the renowned Bucher Vineyard. Large room with kitchen & cozy seating area. Enjoy a restful night in a comfy queen bed surrounded by a stunning Redwood wall. Covered patio with heaters and fan. Deck with spectacular views of our vineyard & the Russian River Valley. Gas fire pit near deck. Hosts John & Diane are farmers and winery owners live on the property.

4.94 out of 5 average rating, 151 reviews

A spacious great room features a high wood-beamed ceiling and natural light pouring in through skylights. Comfortable lounge seating is arranged near a fireplace, with a large dining table designed to accommodate multiple guests, creating an inviting space for gatherings.

Cabin in Forestville

The Black Sheep - Wine Country • Hot Tub • Theater

This bold, eclectic 2000 sqft cabin provides a unique bohemian experience and a spacious calm retreat, ideal for multiple couples or families. The Black Sheep is nestled among the redwoods and perfectly situated for the Russian River (4min), wine tasting (8min), restaurants (10min), and the Armstrong Redwoods preserve. After a day spent floating on the river or tasting some of the best wines in the world, soak in the hot tub, BBQ, or watch a movie/karaoke/play games on the 12ft movie screen!

4.92 out of 5 average rating, 210 reviews

A cozy treehouse retreat is surrounded by towering redwoods, resting on stilts above the forest floor. Large windows illuminate the structure, allowing natural light to flood the interior. A wooden deck extends outdoors, providing a relaxing space to enjoy the serene woodland environment.

Treehouse in Camp Meeker

Redwood Treehouse Retreat - Hot tub, fire pit

Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

4.97 out of 5 average rating, 116 reviews

A spacious deck features comfortable seating arrangements with wicker chairs and side tables. A large dining table is positioned under an umbrella, providing a shaded area for meals. Lush greenery and vineyards are visible in the background, enhancing the serene environment.

Home in Healdsburg

Views, hot tub, sauna, cold plunge, cinema!

Relax at this stunning and peaceful two level house overlooking vineyards. Incredible deck, beautiful living/dining room with fireplace. Spa area with hot tub, sauna, cold plunge, gym and massage table. Two huge ensuite bedrooms and flex space playroom with queen daybed too. So much space. Sorry no parties/events allowed here. Max 6 guests and 3 cars as per county rules. I’ve just updated the listing with some new amenities if anything is unclear please message me and I'll reply fast! :)

4.91 out of 5 average rating, 141 reviews

A modern living area showcases a comfortable gray sectional sofa and two accent chairs. A round wooden coffee table sits in the center, with a small plant adding a touch of greenery. Soft lighting is provided by a ceiling fixture and table lamps, enhancing the inviting atmosphere.

Home in Healdsburg

Healdsburg 2br Cottage with Private Yard!

Relax at our renovated private guesthouse a 5 min drive (1 mi) from the Healdsburg Plaza. Updated 2 br/ 1 ba home with private yard and outdoor dining and lounge areas. Our layout is ideal for one family or close friends traveling together as the one bathroom is accessed through the primary bedroom. Perfect for a wine country getaway- convenient location just outside of Healdsburg city limits in a vineyard adjacent neighborhood. We love kids and welcome them! Permit #TVR22-0119

4.99 out of 5 average rating, 256 reviews

A bright and welcoming living space features a mix of modern and cozy elements. Wooden beams enhance the ceiling above various seating arrangements, including a plush sofa and a round dining table. Natural light filters through large windows, highlighting framed art on the walls.

Cottage in Sebastopol

Designer Wine Country Cottage in Perfect Location

Welcome to your wine country home, with every detail carefully designed to be the perfect luxury retreat. A 2 bed, 1 bath, 800 sq ft cottage on a private half acre garden. Walking distance to two tasting rooms, a sunny cafe, late-night gastropub, and nature trail. A ten minute drive to 18 more tasting rooms. 25 minutes to the coast. With a fully-stocked kitchen, outdoor barbecue, visiting chickens, and luxury linens and towels, this is the perfect base to explore the best of wine country.

A well-appointed bedroom features a spacious bed with a light-colored upholstered headboard, draped in soft linens and a textured throw. Two nightstands flank the bed, each with a lamp and decorative items. Large windows allow natural light to illuminate the room, while soft curtains frame the view.

4.94 out of 5 average rating, 111 reviews

Centrally Located Modern Wine Country Home

Your wine country retreat awaits you. This gorgeous home features a new modern kitchen, outdoor seating area, washer and dryer, free WiFi and parking. This home is conveniently located in the heart of wine country minutes away from Sonoma wineries, breweries, Sonoma County Airport, downtown Santa Rosa, downtown Sebastopol and great dinning. Due to COVID we clean and sanitize the house thoroughly before and after each stay. Welcome to your home away from home!! Your concierge Ana

4.95 out of 5 average rating, 155 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.

4.98 out of 5 average rating, 123 reviews

Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.

Villa in Santa Rosa

Farmhouse Villa w/ Captivating Views & Hot Tub

Experience the ultimate Wine Country escape. The property sits on 11 private acres, offering complete privacy, peaceful surroundings, and stunning 360-degree views, including the iconic Mount Helena. Ideally located near Calistoga (15 minutes) and Healdsburg (20 minutes) and surrounded by top-rated wineries. Whether you’re here for wine tasting, relaxation, or a scenic getaway, this property delivers space, comfort, and unforgettable views.

4.94 out of 5 average rating, 144 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!

Popular amenities for Healdsburg Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.9 out of 5 average rating, 103 reviews

Apartment in Napa

Stunning Silverado | Gtwy to Wine Country

4.89 out of 5 average rating, 74 reviews

A spacious living area features a comfortable beige sofa, accent chairs, and a coffee table. Large glass doors provide access to a private balcony, while a dining area with four chairs is visible. The fully equipped kitchen is seen in the background, offering modern appliances.

Apartment in Napa

Napa Valley Getaway in Silverado

4.8 out of 5 average rating, 30 reviews

A sleeping area features a spacious bed adorned with a patterned blanket and matching pillows. Wall sconces provide soft lighting, and a round mirror is mounted above a pair of nightstands. A window allows natural light, illuminating the hardwood floor.

Apartment in Sebastopol

Charming countryside apartment

4.88 out of 5 average rating, 48 reviews

A cozy living space features a gray sofa and a light coffee table, positioned on a textured rug. The space is illuminated by warm lighting, showcasing a mirror against a dark wall. A soft curtain separates the living area from the bedroom in the background.

Apartment in Glen Ellen

Spacious Studio Apt. Glen Ellen

Superhost

A modern living area features a gray sofa adorned with blue patterned pillows. A glass coffee table with decorative items sits in front of the couch, complemented by a stylish area rug. The kitchen area is visible in the background, showcasing sleek white cabinetry and stainless-steel appliances.

Apartment in Sonoma

4.93 out of 5 average rating, 29 reviews

Chic 2BR Sonoma Condo + Patios

Superhost

A large outdoor pool is surrounded by lounge chairs on a sunlit deck. Various umbrellas provide shaded seating areas, while well-maintained landscaping and the resort buildings are visible in the background under a clear blue sky.

Apartment in Windsor

4.89 out of 5 average rating, 9 reviews

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!

4.96 out of 5 average rating, 27 reviews

A bright living area features a spacious gray sofa adorned with colorful throw pillows. A wooden coffee table sits in front, accompanied by a green patterned chair. Potted plants bring a touch of nature, while art pieces decorate the wall, offering visual interest.

Apartment in Sebastopol

The Downtown French Flat

4.99 out of 5 average rating, 69 reviews

A bright sleeping area features a spacious bed with white bedding, complemented by two bedside tables and lamps. Two pieces of wall art showcase natural patterns, while a comfortable seating area is provided by a red chair and a small lamp on a side table.

Apartment in Santa Rosa

Suite Retreat

Holiday House Rentals with a Verandah

The spacious farmhouse is set amidst lush greenery, showcasing a serene pool surrounded by a patio. The exterior glows softly in the evening light, accentuating the property's inviting architecture and tranquil atmosphere.

4.9 out of 5 average rating, 134 reviews

Farmhouse at Sonoma Oaks: Hot Tub · Pool · Bocce!

4.98 out of 5 average rating, 127 reviews

Wine Country Retreat- Privacy-Spa/Pool/Games

The outdoor space features a gazebo with a fire pit, surrounded by comfortable seating. Lounge chairs are positioned near an unheated pool, and a dining table with seating is visible in the background, creating a welcoming atmosphere for relaxation and gatherings.

4.94 out of 5 average rating, 171 reviews

Wine Country Escape: Pool & Hot Tub. Fast WiFi

4.94 out of 5 average rating, 117 reviews

A private deck surrounded by greenery features a hot tub, inviting relaxation amidst nature. A potted plant adds a touch of elegance, while a wooden bench offers additional seating options. Sunlight filters through the trees, enhancing the serene atmosphere of the outdoor space.

Home in Guerneville

Redwood Treehouse with Hot Tub

4.97 out of 5 average rating, 108 reviews

A comfortable living room is displayed, featuring a leather sectional couch complemented by decorative cushions. A television is positioned nearby, with a stylish wooden coffee table in front. Warm light filters through a large window, illuminating the open kitchen area with modern appliances.

Home in Glen Ellen

Fireside Sips & Oak Dreams in Sonoma Valley

4.93 out of 5 average rating, 178 reviews

A spacious hot tub sits on a wooden deck, surrounded by lush greenery. The tub features a cover and steps for easy access, providing a serene spot for relaxation while enjoying the natural surroundings.

Home in Forestville

Vino Rio: Wine Country • Hot Tub • Russian River

4.98 out of 5 average rating, 189 reviews

A private outdoor area features a hot tub adjacent to a wooden deck. A white dining table is positioned for meals, surrounded by lush greenery. Soft lighting hangs above, adding to the relaxed setting. A window on the house offers natural light to the space.

Home in Junior College

Pacific Gardens Retreat

4.94 out of 5 average rating, 16 reviews

Home in Healdsburg

ALBA | A modern luxury retreat in Healdsburg

Holiday condos with a patio

A modern living space features a stylish fireplace with a lit fire, beside a coffee table displaying a bottle of wine and two glasses. A large television screen showcases a golf scene, while sliding glass doors provide access to a private balcony with green views.

4.98 out of 5 average rating, 42 reviews

Napa Retreat w/View | 2 King Suites + Pool Access

A rustic dining area features a wooden table set for six, surrounded by comfortable seating. Two mirrors reflect light and add depth, while a chandelier hangs above. Large sliding doors lead to an outdoor patio, enhancing the inviting ambiance.

4.99 out of 5 average rating, 94 reviews

Scenic Fairway Stay | BBQ + Firepit

5 out of 5 average rating, 12 reviews

Remodeled Napa, CA Silverado Golf Course Condo

An open concept living and dining area showcases wooden flooring and a spacious dining table surrounded by woven chairs. A comfortable seating space features a large rug and a bright blue accent chair. Large glass doors offer views of the outdoor area with greenery.

4.94 out of 5 average rating, 117 reviews

Wine Country Living at it's best at Silverado CC

A spacious living area is highlighted by a dining table accommodating six, with modern light fixtures above. A patterned armchair and a soft couch offer comfortable seating options. Large windows allow natural light to fill the room, complemented by neutral wall tones and tasteful artwork.

4.97 out of 5 average rating, 71 reviews

Cozy 3 Beds/2 Ba - Silverado

Superhost

Condo in Vallejo

Luxe Escape near Napa

A private patio features a swinging egg chair, capable of seating at least two people, surrounded by lush bamboo and a grassy area. Outdoor lights can be seen, complementing the serene atmosphere, while a pyramid heater provides warmth for cooler evenings.

4.99 out of 5 average rating, 119 reviews

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

A modern kitchen features light cabinetry and a spacious island with seating for four. Two pendant lights hang over the counter. Stainless steel appliances are strategically placed, with natural light streaming in through a window, highlighting the sleek design.