
Pet-friendly holiday rentals in Healdsburg
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Top-rated pet-friendly home rentals in Healdsburg
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Pet-friendly house rentals

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.

Easy elegance in this wine country home
A picturesque getaway! The property was so beautiful, the house was charming and laid out perfectly for multiple guests. We enjoyed every minute of our time in Sonoma. Highly recommend!

Quiet Wine County Retreat with Bocce and Hot tub!
We loved every minute at Virginia’s place…it was one of our favorite Airbnbs ever! From the bottle of wine that greeted us upon arrival, to the lovely free pastries at the bakery to the hot tub under the stars and perfectly designed house…we didn’t want to leave!

Hilltop Haven 🌅 view & hot tub
David was so kind and left us with a well stocked, clean, lovely home. A quiet neighborhood with a beautiful deck looking out at the coastal range. We loved the hot tub, so relaxing. We saw a mother fox with her three kits playing for several minutes. Since it was spring, a lovely chorus of birds greeted us every morning with their beautiful songs. If we needed anything David was just a phone call away. Thankfully we didn't anything, because if we forgot something, the house was fully stocked. Thank you David.

Stunning Estate home near Healdsburg/Wineries
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!

Serene Wine Country Retreat with Pool & Hot Tub
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!

Elegant & Spacious Luxury Wine Country Estate
My friends and I had an amazing time at this property! It was absolutely gorgeous and super clean! Beds were comfy and all the amenities were great! The exterior is so calming and relaxing! Highly recommend!

Updated 5 BR house w/ hot tub - walk to downtown!
We absolutely loved our stay! The location was great, walkable to all the Geyserville restaurants and the Geyserville Inn, where our friends were staying. The space was very clean and big enough for our group of friends to have plenty of private space and still all fit around the dining room table for a group dinner. The hot tub was very relaxing and we loved that it was shaded from the direct sun. Wish we had more time to stay and relax!
Pet-friendly home rentals with a pool

An Italian Villa in the heart of Napa Valley!
We went to Napa for a group ladies trip and Mark’s place was perfect. The location and decor was exactly as described and pictured. It was so beautiful and I also loved how private it was. It was clean, spacious and the kitchen is fully stocked with the utensils and everything you need to cook if you want to. If you don’t want to cook, then it is only 10 min from downtown Napa with plenty of restaurants to choose from. It was nice to come back from wine drinking for the day and relax in the hot tub and pool, and we enjoyed the outdoor gas fireplace at night. Julie, the contact while there, was very accommodating with any questions we had. And Mark gave us great recommendations for restaurants and also a private driver, Paul Bailey, that took us to three incredible, boutique wineries. This place is perfect for a large group and we made a lot of good memories while there.

Sonoma Moon House
We cannot say enough about this place. The perfect wine-tasting weekend! Exceeded expectations all around. We will stay here again!

Heated Pool / Hot Tub. Walk to Shops, Wine, Food.
What a great find! The home was so cozy. Well equipped and decorated with attention to detail. The location was great. Nice quiet neighborhood. The backyard is a perfect paradise and my family of 6 were so happy to spend time just chilling in that beautiful fruit tree lined backyard. Highly recommend!!

Happy House Getaway - Pool, Hot Tub & Wine Country
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🙌🏽😄

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
Great as always, this was our 3rd time and I know we will be back!

Pacific Gardens Retreat
Matthew’s home exceeded expectations and was incredibly cozy, private, spacious, clean, and spa-like. It was luxurious! It was very pet-friendly, I brought my Labrador with me and he loved lounging on the deck. The weather subsided (though I love the rain) all day Friday to allow for an entire day outdoors! The hot tub was clean and instructions were easy to follow. I loved that Matthew included local recommended spots to check out— I went to Russian River Brewing and Pacific Markets— both great spots with ample walking areas. The home decor is unique and has such character and charm without feeling like you’re stepping into “Magnolia Farms”— so far from it! There are beautiful works of art, antiques, classic and contemporary books; it’s lovely. Matthew is a responsive and kind, generous host. I found my stay tranquil and will be staying again as well as recommending to others! Matthew, thank you for providing a wonderful space for others to enjoy! All my best! Kaitlin & Buddy.

Sonoma Green House *Pool*Close to Wine Country
Conveniently located, lovely decorated home. Quiet neighborhood with access to downtown Santa Rosa, wine country, Russian River, Healdsburg, and more. Comfortable accommodations with everything you need. We spent afternoons floating in the pool after wine tasting. The property owner communicated well and responded quickly when messaged.

The Deer Retreat – Privacy and Comfort
We were in town for a family wedding. Dave's house was just beautiful! Very private with beautiful grounds! We were fortunate enough to have great weather and were able to take advantage of the pool, which was lovely. The bathrooms were all beautifully redone. The beds were HEAVENLY! We were unable to take advantage of the many recommendations because we had family obligations, but they were plentiful! The location of the house is just perfect... less than 2 miles into the center of Sebastopol and less than 30 mins to some great excursions! Would absolutely stay here again!
Private, pet-friendly home rentals

Vineyard views, stunning house & deck
This was our second stay with Julia. The home is very comfortable, clean and has mini-split heating and AC. We especially enjoy the country setting and views of the vineyards and hills of West Dry Creek from the large outside deck. The deck is perfect for the morning sun and partially shaded by the adjoining hill and oak trees in the afternoon. The property is just minutes to some of the best wineries in Dry Creek, and close to Geyserville, Alexander Valley and the upper end of the Russian River Valley. Big John's Market and Healdsburg are also less than ten minutes away.

SPRiNGHiLL Yowza! Wine Tasting Hot Tub Redwoods
The perfect spot for a couples trip to Russian River! A beautiful and relaxing place to stay. We loved both the cabins.

Wikiup lookout retreat
This place and the view were as described. The view was absolutely beautiful to enjoy during the day and at night. It was just 2 of us and a toddler for one night, but it would be a great value for a larger group for a longer stay! The location was also fantastic.

Modern and Luxe: Studio455 (+bikes)
Perfect place to stay for trips over to Napa while being very affordable. The place was just as described and loved that there was even a mini fridge, microwave, coffee maker and toaster if needed. We didn’t spend lots of time in the room as we were doing wineries and BottleRock. We didn’t mind the 25 minute drive to Napa but did hit an hours worth of traffic Saturday night of BottleRock coming back. We would still donut the exact same way just make sure you’re aware that could happen for big events :) for the price and peacefulness of the stay it’s totally worth the drive! Love that there were full length mirrors, soft white robes and even soft reading lights above the bed. Only other thing to note would be to bring an eye mask if you’re very light sensitive, as some filters in. Kate was very response in helpful when I needed an iron too! Highly recommend this stay!

Coastal Cabin, with king bed, big deck, hot tub
The place was awesome. Beautiful scenery. We felt right at home. Ryan and James answered all our questions. If you are looking for a quiet getaway with beautiful scenery and all you need to be comfortable this is the place.

Eagle's Nest Treehouse Farm Stay
This is a piece of Heaven on Earth. Glamping at its finest ❤️ Bed was toasty and warm, propane heater was easy to light. Hot shower, soft towels. It was so amazing to wake up in the trees. I didn’t have a plan while staying here and ended up checking out Duncans Mills, which is a cute historic logging town. Cute shops and great coffee. Bought some snacks at the general store and had a campfire dinner and it was awesome. Make sure so bring your own firewood. Also went for about a two hour trek on the grounds the morning before I left and it was so beautiful and I highly recommend. So grateful for this place and the wonderful animals I saw. I can’t wait to come back.

Cozy Creekside Retreat in Sonoma Wine Country
Amazing stay! Very peaceful, beautifully surrounded by nature, nice and quiet. Very spacious and super clean, great for travelers with dogs. Only advice: bring a flashlight as it gets very dark at night and it will help if you have to take the pups out around the vicinity and/or if you arrive late at night.
Redwood Escape: Spa, Decks, Views and Fireplaces
We have stayed at Nathan’s cottage several times and each time is absolutely incredible! The cottage is so comfortable and beautifully decorated, the surroundings are stunning, and Nathan is so wonderful to communicate with. You just feel surrounded by the nature and beauty of the area. We spent so much time being outside on the lovely deck just soaking up the ambience of the outdoors. It’s such a treat to visit time after time.
Quick stats about holiday rentals that are pet-friendly in Healdsburg
Total rentals
50 properties
Nightly prices starting at
₹8,564 before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Lake Berryessa
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