Vacation rentals with outdoor seating in Healdsburg

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Popular amenities for Healdsburg outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.
Home in Sonoma
4.95 out of 5 average rating, 476 reviews

Luxe WineCountry getaway with Pool, hottub & Bocce

KateRating, 5 stars2 weeks ago
Lovely home!! I will definitely be back. The outdoor shower was such a vibe, beautiful and comfortable furniture, lovely decor and close to town! Great place
Top guest favorite
A light-filled living area features a sectional sofa, coffee table, and a flat-screen television mounted on the wall. Large windows provide sweeping views of the surrounding vineyards and natural light. A patterned area rug complements the wood flooring, enhancing the cozy atmosphere.
Home in Santa Rosa
5 out of 5 average rating, 138 reviews

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa

SteveRating, 5 stars1 month ago
We so enjoyed our stay here. It was a perfect home with beautiful space and decor. We were not ready to leave!! Absolutely perfect! What a great host! Hope to be back!!
Guest favorite
A spacious living area is designed for relaxation, featuring a comfortable light-colored sofa with decorative throw pillows. A large window allows natural light to fill the space, highlighting the modern décor. A stylish coffee table rests in front of the seating, complemented by a vibrant area rug.
Home in Santa Rosa
4.96 out of 5 average rating, 168 reviews

Game Night Meets Wine Country Elegance

HillaryRating, 5 stars3 days ago
Our stay was great! Check-in was super easy, the house was clean, and it had everything we needed. Cynthia and the other hosts were communicative and clear, and made this easy and smooth for us. We were especially pleased with how comfortable the beds were! If we find ourselves back in Santa Rosa, we would happily stay again.
Top guest favorite
A warm living area is furnished with comfortable seating arrangements, including both a sofa and accent chairs. Natural wood paneling complements the cozy atmosphere. A collection of framed artwork adorns the walls, and a window offers a view of the outdoors. Several decorative items are placed on the coffee table.
Home in Guerneville
4.97 out of 5 average rating, 586 reviews

Relaxing "Hillside Lodge" Sleeps 4

ChristinaRating, 5 stars1 week ago
Gorgeous spot nestled among trees. Allan was a very responsive host and the space was pristine. Great kitchen for cooking in. There is no AC and we got there during a heat wave but the house was still lovely and cool. Allan was thoughtful to leave several fans on for us… and a bottle of wine! We appreciated all the details and would definitely come back.
Guest favorite
A heated swimming pool reflects the early evening sky, surrounded by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a shaded umbrella. The vineyard is visible in the background, enhancing the peaceful atmosphere of this outdoor space.
Home in Healdsburg
4.91 out of 5 average rating, 111 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

SamuelRating, 5 stars5 days ago
This is a great place to stay for a few nights while exploring Healdsburg and Windsor wineries. The surroundings are beautiful and the swimming pool is pristine. Nilus was a responsive host, and we appreciated his hospitality and proactive communication.
Guest favorite
A spacious hot tub, surrounded by lush greenery, is set on a manicured lawn. Beyond, expansive views of the vineyards and rolling hills are visible under a clear blue sky, creating a tranquil outdoor retreat.
Home in Healdsburg
4.82 out of 5 average rating, 148 reviews

Spectacular Vineyard View!! SPA, Close to Plaza!

BryanRating, 5 stars1 month ago
What a wonderful home. Some descriptions say "5 min from this or that" but this really is a very short drive to grocery stores, restaurants and the Healdsburg town square. BUT at the same time extremely quiet and serene. Everything is very cozy, the decor is peaceful, the kitchen very well appointed, bathrooms, water everything is clean and easy to use. Owners were very responsive to a very minor issue that was cleared up very quickly - good to know they are _right_ there if needed. Although there is a busy road you don't hear it because of the wonderful landscaping and waking up to a vineyard every morning? That was just fantastic. Overall we had a great stay and would definitely come back!
Guest favorite
An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.
Home in Occidental
4.95 out of 5 average rating, 151 reviews

Modern mid-century-inspired, Deer Ranch

LaurenRating, 5 stars1 week ago
Amazing retreat in the Redwoods - the property is quiet, has beautiful views of the redwoods with both outdoor sun and shade spots, and has a cool interior. Pool was perfect for cooling off on a hot day. I would stay again! We stayed in May, and while the yard was mowed, it had a type of grass that was very prickly so not barefoot or dog friendly - so we weren’t fully able to enjoy the expansive yard space.
Top guest favorite
A spacious outdoor area is framed by three tall redwood trees, offering views of the surrounding vineyard landscape. A well-maintained lawn leads toward a bocce ball court and a hot tub. A gravel path guides through the yard, complemented by planting beds and greenery.
Home in Healdsburg
4.92 out of 5 average rating, 140 reviews

Dry Creek Retreat- Bocce, Hot Tub, EV Charger

MarenRating, 5 stars3 months ago
The house was amazing. It was perfect as described and such an amazing find. We were so lucky to be able to stay in Christina's home. The location was also amazing as it is right on dry creek road and close to both downtown and all the wineries. Christina was incredible and super responsive. She really wanted to make sure that we had everything we needed for our stay and was very helpful. I highly recommend staying here. I wish we could have stayed longer.

Apartment rentals with outdoor seating

Superhost
A spacious bedroom is highlighted by large windows allowing natural light, showcasing the surrounding greenery. A comfortable bed with a cozy blanket is positioned against a wooden frame. Art adorns the walls, complemented by contemporary furniture and a geometric-patterned rug.
Apartment in Point Reyes Station
4.87 out of 5 average rating, 182 reviews

Maple Cottage - peaceful and elegant

ZacharyRating, 5 stars3 days ago
Very peaceful and cozy cottage stay for a wedding weekend! The Maple cottage was gorgeous inside and out, and Meg was very responsive with all our messages and questions. Would go back in a heartbeat!
Top guest favorite
A hand-painted welcome sign is displayed on a white oval background. Red cursive lettering spells 'Welcome,' surrounded by colorful flowers and green leaves, creating an inviting entry point.
Apartment in Santa Rosa
4.97 out of 5 average rating, 836 reviews

Private Getaway in West Santa Rosa

AnnonRating, 5 stars1 week ago
In a quiet neighborhood; clean and attractive, easy to find, all that I needed for my stay. Rhonda was friendly and helpful. It was also an excellent place for working remotely. I will certainly return whenever I'm in Santa Rosa.
Guest favorite
A comfortable living area features a light-colored sofa adorned with decorative pillows. A sturdy wooden coffee table sits in front, while a television is positioned on a console. The kitchenette and dining area are visible in the background, with natural light entering through the patio doors.
Apartment in Napa
4.96 out of 5 average rating, 885 reviews

Carriage House at Main Street Farmhouse!

MelissaRating, 5 stars1 week ago
We loved staying at the Cottage! It was truly a retreat. The landscaping and setting was absolutely stunning and so relaxing. The space is comfortable and so cute. Tom and Judy are great hosts, so friendly and welcoming!
Guest favorite
A round table with two chairs is positioned on lush green grass, overlooking a misty landscape at sunrise. The fog blankets the valley, enhancing views of rolling hills and distant trees. A potted plant adorns the table, creating a serene outdoor dining space.
Apartment in Penngrove
4.97 out of 5 average rating, 438 reviews

Valley View-Sonoma Mountain Terrace

NaveenRating, 5 stars2 weeks ago
We had a fantastic stay at the Valley View apartment! Lynn gave us clear directions, and her detailed guidebook was incredibly helpful for planning our time in Napa and Sonoma. The apartment itself is cozy and comfortable, with stunning views and a beautifully maintained property. We loved the peaceful setting. There are cows on the property, plus we spotted turkeys, deer, and even got daily visits from Hazel the cat, which was such a sweet bonus. This is a truly special place, and Lynn is an exceptional host. We’d absolutely stay here again and highly recommend it to anyone visiting the area!
Guest favorite
A covered outdoor space is framed by wooden beams and features a gravel floor. A rectangular table is surrounded by several chairs, with a bright green lounge chair visible in the background. A decorative sign reading 'HELLO WINTER' hangs on the fence.
Apartment in Santa Rosa
4.9 out of 5 average rating, 204 reviews

Sonoma County Getaway: Mins to Wineries & Downtown

MargaritaRating, 5 stars2 weeks ago
Quaint little space, in good location. Everything was nice and clean. Host was quick to respond.
Top guest favorite
A spacious living room features large windows allowing natural light to fill the space. Comfortable seating is arranged around a circular coffee table, which holds magazines. A gas-powered fireplace adds warmth, complemented by greenery from nearby plants.
Apartment in Napa
4.99 out of 5 average rating, 377 reviews

Mendez On Main #1 King Bed/10min walk to downtown

ElenaRating, 5 stars1 week ago
We had an absolutely wonderful stay in Debra’s very charming house! The place was spotless, beautifully designed, and looked exactly like the photos—if not better. Every detail was thoughtfully curated, and it had everything we needed for a comfortable and relaxing stay. The bed was incredibly cozy, and we slept like a dream each night. The location was perfect—just minutes away from some of the best restaurants in the area. Everything about our stay was fantastic. I would highly recommend this gem to anyone visiting Napa and would love to return again soon!
Top guest favorite
The exterior of a Victorian home is surrounded by vibrant greenery, featuring a white picket fence and colorful shrubs. A pathway leads to the entrance, with large windows adorning the house, highlighting its charming architectural details.
Apartment in Petaluma
4.97 out of 5 average rating, 319 reviews

Victorian Garden Apartment - Petaluma’s West Side

SarahRating, 5 stars2 days ago
Very nice spot. Steve was proactive and responsive. Neighborhood felt extremely safe and was beautiful to walk around. It is a basement apartment so we would occasionally hear people moving around the upstairs but was never too loud or too early/late to bother us, just something to know if you’re sensitive to sound. Kitchen was very well equipped. Entire place was cozy and very central. Overall would definitely stay again, we loved the place!
Guest favorite
A spacious living room features a dark sofa adorned with decorative cushions, complemented by a round coffee table. Natural light filters in through a nearby door, enhancing the neutral tones of the room. A simple wall mirror and a floor lamp add subtle decor elements.
Apartment in Santa Rosa
4.92 out of 5 average rating, 273 reviews

Getaway At The Grove- 1,400 sq ft unit

NataliaRating, 5 stars1 month ago
This is a great location in Santa Rosa for visiting all the surrounding wineries. It’s near plenty of great spots on the Sonoma Hwy, but it’s also an easy commute to Sebastopol and surrounding attractions. The hosts were very accommodating for all of our needs, and the Airbnb itself was cozy and perfect for our stay. If you’re looking for a quiet getaway in wine country, this is it.

Condo rentals with outdoor seating

Guest favorite
A serene outdoor patio, illuminated by string lights, features comfortable seating arrangements including cushioned sofas and tables. Two large umbrellas provide shade, while a cozy fire feature is visible. Lush greenery complements the inviting atmosphere, perfect for relaxation or socializing.
Condo in Napa
4.96 out of 5 average rating, 156 reviews

Silverado Resort Dual Suite golf course villa

ChanceRating, 5 stars1 week ago
We loved our time here. The condo is a great location at the start of Silverado Trail, an easy drive to many wineries. It is also a short drive to downtown Napa. We visited for a wedding and Matt was very helpful and accommodating with all our questions. We hope to stay here again next time we visit Napa!
Top guest favorite
The image showcases a scenic view of the Silverado Resort grounds, featuring well-maintained grassy areas and a sparkling pool surrounded by trees. The backdrop includes distant mountains and a clear blue sky, providing a tranquil outdoor setting.
Condo in Napa
4.99 out of 5 average rating, 432 reviews

Silverado! Luxe 1BR King Suite This View! Balcony

Sylvia ARating, 5 stars1 week ago
Beautiful place. Host was very helpful and friendly. Definitely recommend .
Guest favorite
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.
Condo in Napa
4.94 out of 5 average rating, 100 reviews

Wine Country Living at it's best at Silverado CC

RebeccaRating, 5 stars1 month ago
Daniel was extremely proactive, helpful and responsive. We had a great time at his place, and would definitely return! Highly recommend
Top guest favorite
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.
Condo in Napa
5 out of 5 average rating, 48 reviews

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

MelissaRating, 5 stars2 weeks ago
We had an amazing stay in Napa with Johnathan and Kaylee. The location was perfect to explore Napa Valley and the apartment couldn't have been better. There is also a delicious restaurant just one minute away. They were so helpful and responsive the entire trip. I would definitely stay there again next time we visit.
Top guest favorite
A modern living room features a sleek gray sofa paired with a glass coffee table on a light area rug. Subtle wall accents and a cozy fireplace enhance the space, while large windows allow natural light to fill the room.
Condo in Napa
4.99 out of 5 average rating, 222 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

VivianRating, 5 stars3 weeks ago
One of my best Airbnb experiences to date! Erin was incredibly responsive and thoughtful throughout our stay. The apartment is stylish, comfortable, and impeccably clean—so much so that I joked with my husband it was even cleaner than my recent stay at a SoCal Hyatt. We absolutely loved it and would happily stay again!
Top guest favorite
The exterior of a private cottage is displayed, featuring a inviting entrance framed by shrubs and trees. Sunlight filters through the branches, casting a warm glow on the cottage dimensions. A pathway leads to the door, complementing the landscaped surroundings.
Condo in Napa
4.98 out of 5 average rating, 102 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

DanaRating, 5 stars2 weeks ago
We had a fantastic stay! Craig was incredibly responsive and was able to rent to us same day as we didn't want to leave Silverado Resort and beautiful Napa! The condo decor was stylish and modern with an upscale vide that fit perfectly with Silverado Resort. The unit is stand alone with no one upstairs which was a plus. Silverado Resort is a one-of-a kind complete destination resort with golf, pools, tennis, spa and restaurants. Added bonus we were less than 10 minutes to downtown Napa. Can't wait to come back!
Top guest favorite
A bright living area features a spacious sofa and armchair, complemented by warm lighting and natural decor. Artwork adorns the walls, while a large TV is mounted opposite the seating. Sliders provide access to the outside, enhancing the airy ambiance.
Condo in Napa
4.98 out of 5 average rating, 170 reviews

Chic Retreat in Napa: Pool Access, Kitchen, Patio

JackieRating, 5 stars3 weeks ago
Krista's condo is truly chic. The photos represented the condo beautifully which is not always the case with other airbnbs we have stayed at! Everything was perfect and we would stay again in a second!
Guest favorite
The open-concept kitchen features modern appliances, including a microwave and oven, complemented by a large island with seating. Natural light floods the space, which seamlessly connects to the living area, revealing views of the outdoor patio through oversized windows.
Condo in Napa
4.94 out of 5 average rating, 123 reviews

Fairways Silverado Golf and Country

Maria LeahRating, 5 stars3 days ago
I’m so glad to have found this airbnb! It was in a quiet, beautiful neighborhood. The place was cozy, clean and had everything we needed for a comfortable stay. We did have issues with wifi connections and would get bad signal on/off, also had trouble with opening the door (several tries with the code and being able to push open the door), but other than that, everything was perfect! Highly recommend this place and Kristina was awesome! I definitely would book here again if the need arises!

Quick stats about vacation rentals with outdoor seating in Healdsburg

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    4.1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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