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House holiday rentals in St. Helena

Find and book unique houses on Airbnb

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Popular amenities for St. Helena house rentals

House rentals with a pool

Guest favourite
Home in Healdsburg
4.91 out of 5 average rating, 112 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

Bryan And HollyRating, 5 stars4 days ago
This place was absolute perfection. The house is adorable, well decorated, comfortable, fabulous kitchen and comfortable beds. Plus coffee was there for us and a generous amount of cooking basics. We had 2 kids with us who loved roaming around the yard and the private location meant they could be as loud as they wanted while playing in the pool. The lounge chairs on the deck were perfect spot for morning coffee, afternoon cocktails and nighttime tea before bed. There were a few cuddly blankets that were great for the chilly mornings. The neighboring cows were talkative and there were a few roosters nearby and some coyotes at night - it felt like we were really in the country but also so close to charming Healdsburg. We are already planning our return trip!
Guest favourite
Home in Santa Rosa
4.92 out of 5 average rating, 118 reviews

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

AlexisRating, 5 stars2 weeks ago
We had a wonderful experience having a small family reunion here. We had two older adults who use walkers and a baby, so I wanted to make sure that the house could accommodate all of us. Place was perfect for this with 3 bedrooms on the first floor, and only a couple steps to manage into the front door. Robin and other hosts were really helpful in answering all of my questions prior to the booking (and after). Loved the pool, hot tub and gazebo sitting area. Used the grill for family dinners. Will treasure our memories here!
Guest favourite
Home in Santa Rosa
4.9 out of 5 average rating, 158 reviews

Stunning Estate home near Healdsburg/Wineries

BriaRating, 5 stars2 weeks ago
This Airbnb was AMAZING!!! My friends and i absolutely loved staying here. The location was great for the wineries we went to which were sterling vineyard and Caymus. The only downfall was the pool rules and hours, also no microwave in the home. Either way i would definitely book this airbnb again!
Superhost
Home in Sebastopol
4.88 out of 5 average rating, 101 reviews

Serene Wine Country Retreat with Pool & Hot Tub

ShanaRating, 5 stars2 months ago
I almost don't want to tell you how good this place is, so we can rent it again sometime. :-) But it's that good. We visited over spring break with our daughters, eight and 11, and had one of the most amazing stays we've ever had at an Airbnb. The home, the land, the pool, and the local area are all 100% amazing. And the sunsets. You know how you sometimes stay at Airbnb's where you feel like the hosts did the bare minimum to qualify to list it? This is *not* that place. There is everything you need and more. Thank you so much SatKartar!
Superhost
Home in Sebastopol
4.92 out of 5 average rating, 106 reviews

Luxury home (+ pool house) with views, pool & spa

ErikaRating, 5 stars1 month ago
Andrew’s house is spectacular. We had such a great time and there was so much space for everyone. The kids loved the pool and we watched the Warriors games in the pool house. The property landscaping was beautiful also. Andrew was a great communicator. I would highly recommend his place for a great getaway.
Top Guest favourite
Home in Sebastopol
4.98 out of 5 average rating, 177 reviews

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

TessRating, 5 stars2 weeks ago
I loved this place. It was beautifully decorated and had amazing views. The pool was an added benefit on hot days! It’s somewhat small for a group because it only has one bedroom but still worth the experience.
Guest favourite
Home in Santa Rosa
4.96 out of 5 average rating, 187 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

JoseRating, 5 stars2 weeks ago
10/10 I stayed here with my girlfriend and my dog and it was really peaceful and had a great time,the pool and jacuzzi was amazing and the house was really clean🙌🏽😄
Top Guest favourite
Home in Sonoma
4.98 out of 5 average rating, 113 reviews

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.

MikeRating, 5 stars1 week ago
We celebrated our honeymoon in Sonoma and couldn’t have picked a better place to stay. The home was spotless, beautifully designed, and had all the thoughtful touches that made it feel special—fresh flowers, local wine, and cozy spots to relax after wine tasting all day. The setting was peaceful and private, yet close to everything we wanted to explore. Our host was incredibly welcoming and responsive, which made our stay completely stress-free. This place truly made our honeymoon unforgettable—we can’t wait to come back!

Weekly house rentals

Superhost
Home in Guerneville
4.96 out of 5 average rating, 116 reviews

Riverlands 2 bed1 bath Luxurious Riverfront Living

MichelleRating, 5 stars1 month ago
The host was very accommodating and responsive. The rental was amazing. Love the open concept overlooking the river and trees. The kitchen was huge and had all the cookware and accessories we needed. Loved the modern bathroom and beautiful shower. Overall, we loved the rental, and would love to come back and stay again.
Top Guest favourite
Home in St. Helena
5 out of 5 average rating, 16 reviews

Downtown St. Helena Vineyard Cottage

Soo HyunRating, 5 stars4 weeks ago
Pictures don’t do it justice! It’s so cute and you can walk to model bakery from the Airbnb in ten minutes or so. Lovely views and just the best little small Napa getaway. Also Emilia responds quickly and gets you paper towels when you run out really quick!
Guest favourite
Home in Napa
4.93 out of 5 average rating, 212 reviews

Casa Alta with Hot Tub near Oxbow Market!

JaredRating, 5 stars3 weeks ago
Thanks to Belinda for allowing us a great place to stay during BottleRock. The place is exactly as advertised with three bedrooms two bathrooms a well stocked kitchen and a great back patio. Check out instructions were not overly burdensome either. It was a short five minute walk from the house down to the venue for a Bottlerock.
Guest favourite
Home in Sebastopol
4.97 out of 5 average rating, 262 reviews

Sonoma County Historical Ranch House on a Vineyard

JuanRating, 5 stars1 week ago
My girlfriend (now fiance) and I loved this home. It was beautiful to wake up and look in the backyard and just see a vineyard everyday. Pretty much has anything and everything you could think about needing at a home! The grill and hot tub were great to use! We took this time to celebrate our anniversary while also getting engaged at a winery nearby. The drive to the town was short and there was a gas station just right before going in. The privacy of the location is great and really gave us that comfortable setting to where we could be ourselves.
Guest favourite
Home in Napa
4.88 out of 5 average rating, 361 reviews

Downtown Napa Retreat-Walking Distance to Main St.

DavidRating, 5 stars3 weeks ago
Charming place that was very well located - easy walk to everything but nice and quiet neighborhood. Very nice and thoughtful extras provided. Hosts were super responsive. Would stay again.
Guest favourite
Home in St. Helena
5 out of 5 average rating, 16 reviews

Charming Wine Country cottage close to downtown

GregoryRating, 5 stars3 months ago
Great place for a couple to stay. Nice walk to town for coffee. House is very modern and clean.
Guest favourite
Home in St. Helena
4.98 out of 5 average rating, 42 reviews

MaisonFleurie Private Retreat

MariannaRating, 5 stars2 weeks ago
My husband and I, along with another couple, stayed in the house together for a long weekend. It was perfect for us. Each couple had their own space and then we were able to enjoy the common spaces together. The house was beautifully appointed and very clean. Andre was a great host and very responsive. Recommend this home as a central place to stay when visiting Napa Valley.
Superhost
Home in Napa
4.88 out of 5 average rating, 149 reviews

w/ Hot Tub & Detached Office, Modern 3BR in Napa!

GuangningRating, 5 stars4 weeks ago
Steve’s house is a top notch choice to stay in Napa: a great living room space, a modern kitchen, clean, lovely back yard. Steve responds promptly, proactively. I highly recommend his house for people who look for a comfortable, modern space to stay in Napa.

Private house rentals

Top Guest favourite
Home in Napa
5 out of 5 average rating, 78 reviews

Stunning Golf Course Retreat: Pool, BBQ, Fire Pit

LisaRating, 5 stars3 weeks ago
Very nice place! Great location enjoyed our trip very much- would def stay here agin. The hostess was very great with communication and the entire experience was very easy
Top Guest favourite
Home in Calistoga
5 out of 5 average rating, 26 reviews

Wine Country Retreat with Vineyard Views

CarolinaRating, 5 stars2 weeks ago
We loved Sierra's place. The home is very conveniently located close to the main street where we could access restaurants and cafes daily. We mostly walked to grab food and drinks and drove when accessing vineyards nearby. Her home was pristine and beautiful. The outdoor spaces are lovely and we took advantage of them every day. It's a great place to relax and enjoy beautiful Napa. Sierra also gave as an extensive list of recommendations that we used for our planning purposes. Her home is also stocked with everything we needed. We would go back in a heartbeat!
Guest favourite
Home in St. Helena
5 out of 5 average rating, 17 reviews

Urban Retreat in the Heart of Napa Valley!

AngelinaRating, 5 stars2 months ago
We had a fantastic stay! The location was perfect, and the home was exactly as described - clean, comfortable, and well-equipped. Suzanne was incredibly responsive and made the experience seamless. Highly recommend!
Guest favourite
Home in Santa Rosa
4.99 out of 5 average rating, 90 reviews

Wine Country Retreat- Privacy-Spa/Pool/Games

NickRating, 5 stars3 weeks ago
Amanda's place is absolutely the place you want to stay in. My girlfriend and I stayed here for her birthday trip to Napa and it definitely worth the money and time spent here. Location is perfect for both privacy and closeness to numerous surround long towns with tons to do and just a short drive to both Napa and Sonoma county The house itself is beautiful, extremely clean and organized, fantastic views from any location inside the house. Bedrooms were super comfortable with luscious space Multiple bathrooms made it great for getting ready to go out and about Kitchen has everything you need The property was great private but doesn't feel desolate The pool was great the hot tub was so relaxing The detached game room made for some great fun at the end of the nights All in all amanads place was amazing and I would absolutely recommend to someone staying in the area If I return I will definitely be rebooking this listing Thank you again for the great hosting!
Superhost
Home in St. Helena
4.76 out of 5 average rating, 89 reviews

Heart of Napa Valley - 2BR Retreat

BrianRating, 5 stars2 weeks ago
Great little home and location for a place to stay in expensive downtown St Helena, only note to make is that if you have a pet the backyard is not enclosed.
Guest favourite
Home in Calistoga
4.98 out of 5 average rating, 40 reviews

Calistoga Dream Inn

JoviRating, 5 stars2 weeks ago
Had an amazing stay at David’s location. Was in town for a wedding and it had all we needed from iron + steamer, makeup wipes in every restroom and a fully stocked kitchen! Amazing location and would love to return for our next visit
Guest favourite
Home in Calistoga
4.97 out of 5 average rating, 87 reviews

Calistoga Tejas Trails

RhondaRating, 5 stars2 weeks ago
Beautiful, peaceful surroundings. Was clean and well stocked. Communication was great, would definitely recommend.
Top Guest favourite
Home in Healdsburg
4.98 out of 5 average rating, 42 reviews

The Dragonfly Healdsburg

JoannRating, 5 stars1 week ago
Truly an impeccable property! Not only was it beautiful and looked just like the photos, but it was so clean. The appliances were top notch, kitchen stocked with everything you need to cook. The pool/hot tub and the outdoor space was simply divine and definitely was the highlight for us. We actually made an effort to stay in as much as possible because we loved the home so much. It was nice to see all the farm animals and friendly neighbors on our walks as well. I’ve rented many Airbnb’s but this was by far the best place we ever rented. We had an amazing time and would love to return.

Quick stats about house rentals in St. Helena

  • Total rentals

    120 properties

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Napa County
  5. St. Helena
  6. House rentals