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 The Sea Ranch

4.97 out of 5 average rating, 243 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 25 – Dec 2

R7,798 ZAR 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.

Oct 7 – 14

R2,804 ZAR per night

Guest favorite

Guest suite in Redwood Valley

4.92 out of 5 average rating, 621 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.

Oct 5 – 12

R2,431 ZAR 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.

Oct 8 – 15

R14,649 ZAR 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 10 – 17

R16,253 ZAR per night

Guest favorite

Home in Sonoma

5.0 out of 5 average rating, 116 reviews

Sonoma Vineyard House with Pool close to Plaza

Enjoy your own retreat in the middle of the vineyards, yet close to all of downtown Sonoma's charms and conveniences Central location to many wineries & the Sonoma Plaza, but you may never want to leave this tranquil property surrounded by vineyards. *3 bd/2 ba *Gas Fireplace Heat, AC in house and pool house *Pool *HotTub *Fire pit *Multiple lawns and lawn games *Outdoor movie area *Outdoor bbq / dining area *Complimentary Sonoma wine *Includes 4 bikes *Sleeps a total of 8 guests.

Dec 29 – Jan 5

R21,093 ZAR per night

Guest favorite

Cabin in The Sea Ranch

4.99 out of 5 average rating, 134 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 19 – 26

R12,649 ZAR per night

Guest favorite

Villa in Napa

4.95 out of 5 average rating, 103 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!

Dec 15 – 22

R16,738 ZAR per night

Guest favorite

Home in Graton

5.0 out of 5 average rating, 563 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

Nov 15 – 22

R8,857 ZAR per night

Guest favorite

Guest suite in Santa Rosa

4.99 out of 5 average rating, 142 reviews

Wine Country Retreat w Pool & Spa - Near Vineyards

This one-acre estate offers the quiet and convenience of beautiful Bennett Valley. Just a short drive to the east you will find beautiful vineyards, wine tasting, and farm-fresh cuisine in Sonoma Valley. North 20 minutes up highway 101 you will find spectacular vineyards in Alexander Valley, Dry Creek Valley, as well as elegant tasting rooms and shops in the town of Healdsburg. Located minutes from shopping and local sites, but you will feel worlds away in a quiet, peaceful setting.

Sep 28 – Oct 5

R3,551 ZAR per night

Guest favorite

Guesthouse in Sonoma

4.99 out of 5 average rating, 208 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!

Sep 5 – 12

R5,250 ZAR per night

Guest favorite

Home in The Sea Ranch

5.0 out of 5 average rating, 105 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.

Oct 12 – 19

R18,058 ZAR per night