
Vacation rentals with outdoor seating in Healdsburg
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Top-rated outdoor seating rentals in Healdsburg
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Popular amenities for Healdsburg outdoor seating rentals
House rentals with outdoor seating

Luxe WineCountry getaway with Pool, hottub & Bocce
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

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

Game Night Meets Wine Country Elegance
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.

Relaxing "Hillside Lodge" Sleeps 4
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.

Vineyard Vista, Modern Farmhouse Cottage with Pool
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.

Spectacular Vineyard View!! SPA, Close to Plaza!
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!

Modern mid-century-inspired, Deer Ranch
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.

Dry Creek Retreat- Bocce, Hot Tub, EV Charger
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

Maple Cottage - peaceful and elegant
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!

Private Getaway in West Santa Rosa
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.

Carriage House at Main Street Farmhouse!
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!

Valley View-Sonoma Mountain Terrace
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!

Sonoma County Getaway: Mins to Wineries & Downtown
Quaint little space, in good location. Everything was nice and clean. Host was quick to respond.

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

Victorian Garden Apartment - Petaluma’s West Side
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!

Getaway At The Grove- 1,400 sq ft unit
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

Silverado Resort Dual Suite golf course villa
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!

Silverado! Luxe 1BR King Suite This View! Balcony
Beautiful place. Host was very helpful and friendly. Definitely recommend .

Wine Country Living at it's best at Silverado CC
Daniel was extremely proactive, helpful and responsive. We had a great time at his place, and would definitely return! Highly recommend

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!
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.

Chic 1 BR Condo Par Excellence at Silverado Resort
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!

Casa Vina at Silverado Resort and Spa | Fireplace
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!

Chic Retreat in Napa: Pool Access, Kitchen, Patio
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!

Fairways Silverado Golf and Country
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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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Clam Beach
- Drakes Beach
- Limantour Beach
- Six Flags Discovery Kingdom
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon
- Dominus Estate
- Santa Maria Beach
- Doran Beach
- Bowling Ball Beach
- Cooks Beach
- Safari West
- Caymus Vineyards
- Mayacama Golf Club
- Sonoma Coast State Park
- Pebble Beach
- Portuguese Beach
- North Salmon Creek Beach
- Silver Oak Cellars
- Sea Ranch Golf Links