Vacation rentals with a pool in Wine Country

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wine Country

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

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Guest favorite

Home in Ukiah

4.97 out of 5 average rating, 259 reviews

Eco-Chic Sunset Glidehouse-hottub, mountain views

G-oogle's architect in-residence, Michelle Kaufmann, designed this beautiful 3 bedroom, 2 bath, bright open concept home - the Sunset Glidehouse- named one of the 10 homes that changed America by PBS. The house is surrounded by sliding glass and embodies modern indoor/outdoor living. Quiet & perched on a mountain, home is only 5 minutes from the 101 above beautiful wineries.House, deck, pool & hot tub command views of surrounding mountains and vineyards. 03/21 new listing!@'Stellar Jay Valley'

Aug 4 – 11

G$113,834 GYD per night

Guest favorite

Home in The Sea Ranch

4.97 out of 5 average rating, 245 reviews

Award-Winning Forest Getaway: @thesearanchhouse

**Recently refreshed/re-furnished!** This house was named 'The Ranch House' by its architect Don Jacobs, this updated 70s cabin is a forest getaway with modern sensibility. The house is surrounded by redwoods & has 2 large decks, 1 w/ propane firepit w/ ample seating, the other w/ hot tub. Living room has picture windows w/ forest views & Morso wood-burning stove. Guests are encouraged to enjoy the hiking trails, pools, and outdoor amenities. House comfortably sleeps 4, plus fiber-optic internet

Nov 2 – 9

G$83,446 GYD per night

Guest favorite

Guest suite in Sonoma

4.91 out of 5 average rating, 344 reviews

Wildwood Retreat and Pool

The Wildwood Retreat is located on a wooded 2 acre country property in the hills above Sonoma just minutes from the Historic Downtown Sonoma Plaza. The newly remodeled studio apt is very private on a separate level below the main house conveniently close to the pool. Amenities include a king size bed, kitchenette, private bath,sunny deck,pool access and convenient parking. Great walks are just outside your door. This tranquil retreat is ideally located for enjoying all the Wine Country offers.

Dec 10 – 17

G$30,870 GYD per night

Guest favorite

Guest suite in Redwood Valley

4.92 out of 5 average rating, 623 reviews

Recording Studio, Horses, Vineyards

The Recording Studio is a converted four-room studio (no gear left ) in the country surrounded by vineyards & forests on a one-lane dirt road. We also have a Level 2 EV plugin. You have a half bath & kitchenette, the main kitchen & shower are shared. No pets please. Our place is quiet, full of art, Alice in Wonderland magical landscaping, music, horses and creativity. A perfect retreat to unplug and relax in a rural setting. A private 56-acre woodland reserve for hiking is just down the road.

Apr 11 – 18

G$26,771 GYD per night

Guest favorite

Cottage in Sonoma

4.91 out of 5 average rating, 101 reviews

Farm Cottage With Private Pool

*NOTE: the pool is solar heated and is only open JUNE 1- OCTOBER 31. Private, quiet, peaceful family or couple-friendly rustic farm cottage, wine country retreat with a private pool minutes away from wineries, like Schug, Gloria Ferrar, Viansa, Ram's Gate and Sonoma town square. Solar-heated pool is open June-October. We are locked in by three dead-end roads, so it's very quiet. Large deck, large pool patio, kids' play structure, and more. Horses are our neighbors and life slows down here.

Aug 1 – 8

G$161,257 GYD per night

Guest favorite

Villa in Sonoma

4.98 out of 5 average rating, 183 reviews

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

3-BR/2-BA Main house + Private Cottage with Bathroom Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

Dec 29 – Jan 5

G$232,239 GYD per night

Guest favorite

Cabin in The Sea Ranch

4.99 out of 5 average rating, 135 reviews

Historic Baker House available for the first time

As seen in Dwell, Turnbull's Baker House is a Sea Ranch classic Binker Barn resting on 2 acres of redwoods. While it was built in 1968, it's been updated to make sure you have everything you need for a private and relaxing stay: the separate office has monitors and 300+ Mbps internet, the kitchen is fully-equipped, and the garage has a level 2 EV charger and a Peloton. Enjoy the outdoors year-round from the hot tub or the Galanter & Jones heated furniture that overlooks the forest and ocean.

Jul 25 – Aug 1

G$126,519 GYD per night

Guest favorite

Villa in Napa

4.95 out of 5 average rating, 104 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!

Mar 7 – 14

G$184,197 GYD per night

Guest favorite

Home in Graton

5.0 out of 5 average rating, 565 reviews

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict covid cleaning protocols

Apr 2 – 9

G$97,451 GYD per night

Guest favorite

Guesthouse in Sonoma

4.99 out of 5 average rating, 209 reviews

707 BARREL LOUNGE Cottage

LIVE ALOHA IN SONOMA! Enjoy this tropical Hawaiian Getaway in the Heart of Sonoma Wine Country. Sonoma is a great little town to eat, drink, shop, hike, bike, walk, swim, and relax. There is so much to do here! This cottage will put you in a vacation state of mind as soon as you arrive. Relax around the pool, enjoy a good book, walk into town or hire a car service and visit some of the many amazing wineries in the Sonoma-Napa-Alexander Valleys. COME ENJOY ALOHA IN SONOMA!

Jun 10 – 17

G$54,681 GYD per night

Guest favorite

Home in The Sea Ranch

5.0 out of 5 average rating, 106 reviews

Argonautica: Oceanfront Sea Ranch Escape

Legendary Sea Ranch beauty, and the best of contemporary design await you at this oceanfront Cal-Green certified home. This 2017 newly-built home provides you a perfect floor plan, the latest technology for the tech-savvy, detail-oriented vacationer, and a bright interior amidst this incomparable natural setting. Ocean and cypress views abound from nearly every room in this Frank/Architects-designed home. Smuggler's Cove beach, and the best of Sea Ranch are steps away.

Sep 22 – 29

G$198,690 GYD per night

Guest favorite

Home in Ukiah

4.95 out of 5 average rating, 246 reviews

Verona: Awesome Views, Pool, Vineyard, Hot Tub!

Come enjoy the pool and and the spectacular scenery of Mendocino County! Watch the stars from the hot tub. Relax out on the decks and in our very private midcentury home with expansive views of the coast mountains and Ukiah Valley from any window. Explore the 10 acres of zinfandel and cabernet vines. Short hiking path on site. Only 2 hours from SF! *No extra guests allowed- 13 person max.* *Please let me know if you are interested in bringing a dog.*

Dec 21 – 28

G$168,987 GYD per night