Vacation rentals with a pool in Kentfield

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kentfield

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

Home in Santa Rosa

4.84 out of 5 average rating, 118 reviews

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

This tropical oasis is located right in the heart of wine country, featuring 5 bedrooms, 4 full bathrooms, an in-ground pool, hot tub, waterfall with a fire pit, beautiful fireplace in the living room, and an open floor plan perfect for spending time with family and friends. Located just down the road from Anadell State park and the local Bennet Valley golf course; just minutes to downtown Santa Rosa featuring restaurants, bars, shopping and more. Only 30 min to Sonoma and 20 min to Healdsburg.

Top guest favorite

Condo in Napa

4.99 out of 5 average rating, 186 reviews

Bottle Rock: King Bed, Balcony, Kitchen

Come experience a comfortable and relaxing retreat in the amenity-rich Silverado resort community and convenient to Napa Valley attractions. Everything you need is here – from a well-equipped kitchen to cozy bedroom, 2 king beds, fireplace, and balcony overlooking the condominium pool. You’ll enjoy access to resort amenities – restaurants, pool, Tesla charging station, laundry, and more. Guests rave about cleanliness, coastal decor, and responsive host. Launch your wine-country exploration here!

Top guest favorite

Home in Sonoma

5 out of 5 average rating, 159 reviews

Vineyard House Pool Hot Tub by Inspired in Sonoma

Enjoy your own retreat in the middle of the vineyards, yet close to all of downtown Sonoma's charms and conveniences Central location -many wineries & the Sonoma Plaza, but you may never want to leave this tranquil property surrounded by vineyards. *3 bd/2 bath *Gas Fireplace *Pet Friendly *Pool *Hot Tub *Fire pit *Multiple lawns and lawn games *Outdoor movie area *Outdoor BBQ / dining area *Includes 4 bikes *Sleeps a total of 8 guests *Follow us on social media at Inspired in Sonoma

Top guest favorite

Guesthouse in Oakland

4.97 out of 5 average rating, 237 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Superhost

Home in Santa Rosa

4.87 out of 5 average rating, 221 reviews

Hot Tub/Pool ~ Walk To Wine, Shops & Restaurants

Escape to our Mid Century Modern home in beautiful Sonoma Wine Country, a 10 min drive to some of the best wineries in the world! Relax in the large pool & hot tub, by the Traeger grill for BBQ dinners - where pets are welcome! Walking distance to Howarth Park, Spring Lake, in the neighborhood of Annadel State Park for hiking & biking. One block from Montgomery Village, full of boutique shops & Wine-Country restaurants. A 20 minute drive to Sonoma, & near Healdsburg, Kenwood + Bodega Bay.

Guest favorite

Villa in Napa

4.95 out of 5 average rating, 146 reviews

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

Guest favorite

Guesthouse in Santa Rosa

4.88 out of 5 average rating, 172 reviews

2 Wine Country Gem 2 Bedroom Upstairs

Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

Top guest favorite

Home in El Sobrante

4.99 out of 5 average rating, 206 reviews

Zen Meets Pool Retreat!

Welcome to your peaceful get-away! Just minutes off both hwy 80 and hwy 24 and BART, you will find this quiet nook waiting for you to enjoy private outdoor living, complete with pool and hot tub, pool side seating with umbrellas and fire pit, patio with grill and of course, all the modern amenities inside to ensure a quiet and decompressing time away from it all! Have a fun sneak preview on youtube by entering the following search: Airbnb 100 Reviews Zen Meets Pool Retreat

Guest favorite

Home in Glen Ellen

4.91 out of 5 average rating, 176 reviews

Luxury home, hot tub/spa pool, walk to restaurants

Luna Lodge, a 3 bedroom 2 bath Glen Ellen village luxury home in the heart of Sonoma wine country. The home has a beautiful garden with spa pool by a peaceful creek. Everything you need for a great vacation is at your fingertips. Situated on a quiet lane, 5 min walk to wine tasting rooms, top restaurants, food markets. Enjoy a gourmet private chef dinner while at the home. Let us know if you are interested and we will help you arrange a very special dining experience.

Guest favorite

Condo in Napa

4.88 out of 5 average rating, 155 reviews

2 bed I Silverado Resort & Spa in Napa - Wine Town

Stay in the center of Napa Valley at this first class resort in a beautiful fully upgraded 2 bed (1 bed is a queen bed out of a sleeper sofa) 1 bath condo at Silverado Resort & Spa. Minutes from world class wineries and five star restaurants. Amenities include association pool, cocktail lounge, restaurants, pizza lounge, coffee lounge & market all on the grounds for your use! Unwind at the end of each day on your own private balcony with views of the grounds and mountains.

Superhost

Home in Sebastopol

4.91 out of 5 average rating, 103 reviews

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

This wine country luxury retreat is a perfect venue for a family or small group escape. Includes a 2 level main house with 3 bedrooms, a large pool, hot tub and separate pool house. Plus wine cellar/game room, work area, family room, gourmet kitchen, five gorgeous stone fireplaces, and a patio kitchen with a gas range & dining area. This beautiful property feels like your own private resort, set on nearly 4 acres including gardens and spectacular views of Mt St Helena.

Guest favorite

Home in Sonoma

4.88 out of 5 average rating, 302 reviews

*Heated* Swimming Pool Retreat Near Sonoma Square

We're thrilled to share our house in Sonoma with you! There's a heated swimming pool, a beautiful and quiet setting, and we think it's the best location for exploring Sonoma wine country. The home is 1.5 miles to Sonoma Square with a year-round heated swimming pool. Pool has an automatic safety cover that keeps the pool warm and makes it perfect for families with children. And great proximity to wineries, restaurants and all that Sonoma has to offer!

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What guests are saying

Romantic Mtn Studio - Pool, Sauna, Views!

4.89 out of 5 average rating, 435 reviews1 week ago

If you’re looking for a few nights tucked away in the hills of Northern California, this is a great spot. It feels like a true retreat, but you’re still just a short drive from Sausalito, Mill Valley, Stinson Beach, downtown San Francisco, and more. The space is wonderfully designed—it has a real vibe—and our hosts were kind and helpful throughout.

Guest suite in San Rafael

What guests are saying

Modern Sonoma Haven with Backyard Paradise & Pool

4.94 out of 5 average rating, 235 reviews3 days ago

Eliza and Kevin are the consummate hosts! The location, beauty and comfort of their home is remarkable. And the pool was just what my husband needed. We are in the middle of a move and the quiet beauty of their spot was healing. It was so wonderful that we are going back in 3 days!

Guesthouse in Sonoma

What guests are saying

Adorable guesthouse with pool

4.96 out of 5 average rating, 27 reviews7 months ago

This little house was great. It had a lovely feel to it, with simple clean decor. The pool was beautiful and had a table to dine at as well as several comfortable sitting areas. The pool house is a studio, with a big fridge and a nice bathroom with a beautiful shower. The bed is a Murphy bed, but was as comfortable as a normal bed, and all linens were provided. The area is an easy 5-10 minute drive (closer to 5) from Napa downtown and a similar distance the other way to food and essentials shopping. Our stay was a real treat.

Guesthouse in Napa

What guests are saying

PrivateWarm&Cozy+Spa+Pool+FirePit+Wi-Fi!

4.92 out of 5 average rating, 114 reviews5 days ago

We had a great weekend at Robin’s Airbnb. Good location/ close to stores, but also felt very private and peaceful.. it was a beautiful sunny/ hot weekend in Santa Rosa and we spent the whole time outside by the pool/ hot tub, it was exactly what we needed. Robin was also very responsive and helpful whenever we had any questions. Thanks for a great stay!

Home in Santa Rosa

What guests are saying

20 Acre Ranch w/Vineyards, Pool, Hot Tub, & Views!

4.99 out of 5 average rating, 109 reviews3 weeks ago

We loved our stay at the Giusti Ranch house! The location is fantastic and central to all the things we wanted to do whether it was hiking through redwoods, playing a round of golf, or checking out local vineyards and breweries. Coming back to the house at the end of the day was a nice treat to a quiet home base with fantastic views. It was very comfortable for our group of 6 and Kurt and his co-hosts made it an easy process and very comfortable stay and we wouldn’t hesitate to go back!

Home in Forestville

What guests are saying

Tropical Garden Cottage +HOT TUB &POOL by Downtown

4.91 out of 5 average rating, 570 reviews1 month ago

I rented Polina’s place for my daughter and toddler grandson during their visit to the area because my husband and I did not have room for them to stay with us. It was an excellent choice - a lovely well maintained unit on the grounds of Polina and her family’s home in the hills above Walnut Creek. Very peaceful area, yet close to downtown and transportation options. Polina was so kind and helpful, the unit has everything one would need for a short stay in the area. Highly recommended and a good value for the area.

Guesthouse in Walnut Creek

What guests are saying

Vineyard Home - Featured in Top Publications

4.96 out of 5 average rating, 187 reviews6 days ago

My wife and I were meeting long time friends and their adult daughter, everyone was delighted with this house. Not only is it in a great setting but everything is just right. From communication with Bill to his helpful guidebook to the very nice pots and pans we used to cook each day. The house is beautiful and is spotless throughout. The windows and doors are new and keep the space peaceful. There are (to my count) 10 separate seating areas outside, we used 9! Bocce ball was fun and we had dinner outside. The spa was the right temperature and simple to use. The furniture and linens were great. And the views perfectly framed…. Beautiful landscaping with water features and abundant olive trees and large mature trees. Gorgeous The only downside was that we had to leave. It wasn’t inexpensive but we certainly were happy with the experience for what we paid, I’d be more than happy to visit again.

Home in Glen Ellen

What guests are saying

Cozy Bungalow 2 Bedroom Retreat, Pool and Hot Tub

4.92 out of 5 average rating, 39 reviews2 weeks ago

We had the best stay! The home is centrally located and an easy bike ride into town. We loved the outdoor spaces, amenities, and easy instructions on how everything operates. Our host was very responsive and proactive with any questions we had. The property and setting feels so private and open, exactly what you want from a Sonoma getaway!

Home in Sonoma

What guests are saying

Silverado Resort Condo with Pool

4.95 out of 5 average rating, 171 reviews1 month ago

This is a beautiful condo and resort. The space and bed are very comfortable. We loved walking and biking the area. It is also very close to downtown Napa. For most of our stay no one was around, and it was very quiet. However, one night the condo above us was occupied and it was very noisy. I still gave it a 5, as it is a very nice space.

Condo in Napa

What guests are saying

Gorgeous West County Sonoma retreat

4.93 out of 5 average rating, 171 reviews2 weeks ago

Some people offer a place to stay; others offer a place to belong, if only for a while. Mike’s home is clearly shaped by someone who understands the quiet dignity of hospitality—not as a performance or metric, but as a way of being. This house is is comfortable, thoughtfully prepared, with every amenity in its place and then some. But more than that, there is a warmth here—an intangible, human generosity—that made us feel not just welcome, but genuinely cared for, as if we are visiting a friend’s place. In a world often driven by efficiency and transaction, this home was a reminder of grace.

Home in Sebastopol