Villa holiday rentals in Healdsburg

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Popular amenities for Healdsburg villa rentals

Private villa rentals

Guest favourite
Villa in Napa
4.95 out of 5 average rating, 149 reviews

An Italian Villa in the heart of Napa Valley!

NancyRating, 5 stars1 week ago
This is a truly lovely property with breathtaking views of the vineyard and sunset. The interior is well appointed and spotless. The linens and bedding are sumptuous. There are many fragrant fruit and flowering trees around the pool deck.
Superhost
Villa in Monte Rio
4.75 out of 5 average rating, 32 reviews

Rivendell – Lovely Riverfront Home, Classic Style

ShannonRating, 5 stars2 weeks ago
Absolutely stunning property. You'll find everything you need in the home. The kitchen is stocked with anything and everything you need to prepare any kind of dish should you want to stay in a cook, and eat outside to view the stunning surroundings. Great location for restaurants, hikes, shopping, etc. River access is a huge plus for warmer months. Loved everything about this place.
Superhost
Villa in Novato
4.75 out of 5 average rating, 4 reviews

Under the Oaks | Luxe 2-Acre Wine Country Estate

SandraRating, 5 stars3 weeks ago
Beautiful home and was wonderful for our family get a way. The home was clean and had everything you need for comfort!
Superhost
Villa in Penngrove
4.92 out of 5 average rating, 104 reviews

Charming Home in Penngrove

MoyraRating, 5 stars3 months ago
Frank was very easy to work with and was extremely responsive. Penngrove is such a quaint town. Franks place feels like a treehouse! So beautiful inside and out.
Superhost
Villa in Sebastopol
4.95 out of 5 average rating, 77 reviews

Green Valley Retreat ~ Wine Country, Pool & Hot

GaryRating, 5 stars2 weeks ago
A beautiful, comfortable, spacey home on a magnificent and uniquely designed property. As a long-term Airbnb customer, this place ranked at the TOP for me and my family! Want to stay at somewhere special, in a neighborhood unique, with extraordinary comfort and special outdoor service and play? Book it! This home is SPECIAL! Perfectly priced, wonderfully managed by always-available staff and crew, this is now one of my favorites. Looking forward to returning!
Top Guest favourite
Villa in Santa Rosa
4.96 out of 5 average rating, 24 reviews

Mountain Villa near Calistoga with Hot Tub

ReijiRating, 5 stars1 week ago
We loved the place and will be back there again. The location is isolated but convenient to both Sonoma and Napa.
Guest favourite
Villa in Santa Rosa
4.89 out of 5 average rating, 94 reviews

Spacious wine country villa with pool

KatyRating, 5 stars5 months ago
We really enjoyed our Thanksgiving stay at this beautiful property. Our kids loved the swing set, the yard, watching deer and listening to frogs, and all the toys and games inside. The adults in our party enjoyed the gorgeous scenery and spacious clean property.
Superhost
Villa in Sebastopol
4.86 out of 5 average rating, 72 reviews

Fallen Tree Ranch - Wine Country, Pool, Hot Tub

AmbroseRating, 5 stars5 months ago
Beautiful secluded property in stunning countryside, well designed and maintained, surrounded by vines and forest yet close to amenities and activities, overall a great experience. Host was responsive, house was well stocked especially the kitchen, and the grounds (and fruit trees) were amazing. Wineries within walking distance.

Luxury villa rentals

Superhost
Villa in Monte Rio
4.75 out of 5 average rating, 32 reviews

Rivendell – Lovely Riverfront Home, Classic Style

ShannonRating, 5 stars2 weeks ago
Absolutely stunning property. You'll find everything you need in the home. The kitchen is stocked with anything and everything you need to prepare any kind of dish should you want to stay in a cook, and eat outside to view the stunning surroundings. Great location for restaurants, hikes, shopping, etc. River access is a huge plus for warmer months. Loved everything about this place.
Villa in Vallejo
4.74 out of 5 average rating, 34 reviews

BOM Vacation house between NAPA & San Francisco

KevinRating, 5 stars7 months ago
Athena’s home is fantastic. My wife and I along with two other couples took a trip for our ten year anniversary. House was pristine, accommodations were fantastic. Perfect weather for the pool and spa. Was just far away from the downtown commotion but still just a quick uber ride away. We highly recommend this space. You will not be disappointed
Villa in Calistoga
4.5 out of 5 average rating, 12 reviews

Villa in French Chateau Estate in Napa Valley

JamesRating, 5 stars2 months ago
Our family of three really enjoyed the stay in Calistoga. The house is great and very clean. The location is beautiful and very peaceful. The house is close to 5 min away from downtown and we drove there a few times for meals. We also visited the petrified forest which is about 15 min away. Overall was a great stay.
Villa in Geyserville
4.71 out of 5 average rating, 84 reviews

Alexander Valley Lodge Pool/Hot Tub

HeidiRating, 5 stars63 months ago
We had a fabulous time as a group of 10 girls celebrating my sister's engagement. The house has the most beautiful view and did not disappoint! The best part of our experience was that Danielle was SO helpful in planning our wine tasting day and giving recommendations. We were unfamiliar with Alexander Valley, and she was able to help us coordinate and afforable, unforgetable day visiting wineries!
Villa in Sonoma
4.82 out of 5 average rating, 68 reviews

Wildflower by AvantStay|Steps to Sonoma Golf Club!

ChristopherRating, 5 stars3 weeks ago
Excellent place to stay! Great location. Quiet. 5 min drive to Sonoma Square. There are a lot of great wineries in the area. Kids loved the pool and hot tub. Great kitchen. It was not only stocked with all the kitchenware you will need, but it had high quality kitchenware, too. Beds were very comfortable. Check-in was easy and host was easy to communicate with. I’m will stay here again! Highly recommended!
Superhost
Villa in Sebastopol
4.86 out of 5 average rating, 72 reviews

Fallen Tree Ranch - Wine Country, Pool, Hot Tub

AmbroseRating, 5 stars5 months ago
Beautiful secluded property in stunning countryside, well designed and maintained, surrounded by vines and forest yet close to amenities and activities, overall a great experience. Host was responsive, house was well stocked especially the kitchen, and the grounds (and fruit trees) were amazing. Wineries within walking distance.
Villa in Guerneville
4.74 out of 5 average rating, 126 reviews

Villa Cabernet~Russian River Wine Lodge w/ Hot Tub

LawrenceRating, 5 stars14 months ago
Very responsive hosts, quick to respond to and fix issues. We had a lovely stay and enjoyed the hot tub, firepit and fireplace. Good for a cabin weekend with friends.
Superhost
Villa in Forestville
4.64 out of 5 average rating, 81 reviews

Pocket Paradise - Pool, 3 Acres, Hot Tub

NatalieRating, 5 stars1 week ago
We had a lovely stay at this home. The pool and hot tub were perfect, the pool table is en extra fun addition and the kitchen and living space is open and comfortable. Cozy fun house in a beautiful setting. Communication was timely and helpful.

Villa rentals with a pool

Guest favourite
Private room in Novato
4.89 out of 5 average rating, 18 reviews

Ranch Style Wine Country Escape

JeffRating, 5 stars8 months ago
This place is lovely - a family home - pool - gardens. The on-site host Rue - an aspiring actress - is very sweet - and believable - hope you got the part!
Private room in Geyserville
4.63 out of 5 average rating, 8 reviews

Alexander Valley Lodge Cabana suite

KimRating, 5 stars23 months ago
A beautiful remote place in wind country.
Private room in Geyserville
5 out of 5 average rating, 3 reviews

Alexander Valley Lodge - Queen Room

GalenRating, 5 stars124 months ago
The hosts were awesome and Danielle was very generous. This is a GREAT place to use a base for wine tasting. They serve wine and cheese in the afternoon, and breakfast was delicious. They also have tons of connections to the local wineries, and we were always treated wonderfully when we mentioned we were staying at the Alexander Valley Lodge. The lodge and the property are beautiful and comfortable; this would be an awesome place for parties.
Private room in Geyserville
4.83 out of 5 average rating, 6 reviews

Alexander Valley Lodge - Jr Suite

DonaldRating, 5 stars67 months ago
Danielle heard that there would be power outages due to high winds and fire danger in Geyserville so seamlessly found us another bnb in Healdsburg. Thank goodness, as there was a fire and all Geyserville got evacuated. This is a high level of customer service and a tribute to how the inn keepers in Sonoma look out for their guests and each other. Thanks Danielle, you saved our trip. We’ll be back.
Superhost
Private room in Santa Rosa
4.81 out of 5 average rating, 64 reviews

Cozy en-suite in a newly remodeled house-room 2

JoseRating, 5 stars1 month ago
This is a Great place to just Relax and get an Amazing Rest and forget about all your worries. Very Nice and Clean place and Surroundings are Incredible!
Private room in Geyserville
4.64 out of 5 average rating, 14 reviews

Alexander Valley Lodge Valley View Grand Suite

LucasRating, 5 stars127 months ago
I could not have asked for anything more. It was the perfect setting for my girlfriends birthday. Looking out the lodge's windows are like looking into a beautiful painting. Our host Daniell was exceptional, very warm and open. All in all I could not recommend that place more. It is close to many beautiful wineries and if you dont feel like leaving the lodge there is plenty to do there. perfect place to stay.
Private room in Geyserville
5 out of 5 average rating, 5 reviews

Alexander Valley Lodge -King Room

PhilipRating, 5 stars71 months ago
Danielle's Place is a wonderful home up in the woods in a very private location. Plenty of bedrooms to hold a large family if needed. It is very comfortable and relaxing. A nice patio with a hot tub and pool are perfect for a laid back afternoon or evening. Very convenient to wine country. A large family room and kitchen make staying in easy. Highly recommend.

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