Vacation rentals with a pool in Wine Country

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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 Sea Ranch

4.96 out of 5 average rating, 282 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

Guest favorite

Cabin in Sea Ranch

4.98 out of 5 average rating, 121 reviews

Mini-Mod #3 at The Sea Ranch.

Despite accolades from esteemed international design and travel publications (which it has from Monocle, Dwell, Travel + Leisure and many more), this perfectly designed and laid out home isn’t about pomp; it’s about simplicity and reliance upon the natural environment that surrounds it. That was the point when it, and a handful of others, were built in the mid 1960’s to showcase Northern California’s famed Sea Ranch project —and the way humans might one day find a better way to live with nature.

Superhost

Guest suite in Sonoma

4.91 out of 5 average rating, 380 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.

Guest favorite

Home in Sonoma

4.95 out of 5 average rating, 446 reviews

Thornsberry House, A Luxe Country Getaway

Thornsberry House is a luxe Wine Country home nestled between the 2 oldest wineries in California and just minutes from the Sonoma Square. It is renovated with a boutique hotel feel to accommodate the most discerning traveler. It consists of 2 separate buildings with 3 bedrooms, connected by a breezeway and large deck with a heated pool and bocce court. Situated on the east side of town, it is in short equal distance to Buena Vista and Gundlach Bundschu, the 2 oldest wineries in California.

Guest favorite

Home in Ukiah

4.91 out of 5 average rating, 453 reviews

Mountaintop open home living-pool, hot tub, views!

House in Mendocino wine country, 1:40 hr drive from SF. Arrive to a clean, window-filled, open floorplan, remodeled kitchen & island, fireplace home w/ spectacular mountainside views above soaring birds. Step onto massive deck w/ pool, hot tub, heated shower. Create lifelong memories relaxing, bonding, dining, grilling, cocktailing, working poolside w/ friends & family-couples, solo, kids, pets-on 21 oak & madrone acres. 4 acre fenced in pet area! 03/21 new listing! @ 'Stellar Jay Valley'

Guest favorite

Villa in Napa

4.96 out of 5 average rating, 134 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

Home in Graton

5 out of 5 average rating, 606 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

Guest favorite

Guest suite in Redwood Valley

4.92 out of 5 average rating, 671 reviews

Recording Studio, Horses, Vineyards

The Recording Studio is a converted four-room studio (no gear left ) in the country surrounded by vineyards & forests. The price includes a $10 county tax fee and no costs for housekeeping or other extras. You have access to a Level 2 EV plugin, half bath & kitchenette, the main kitchen & shower are shared. No pets please. Our place is full of art, Alice in Wonderland magical landscaping, music, horses and creativity. A 56-acre woodland reserve for hiking is down the road.

Guest favorite

Home in Ukiah

4.94 out of 5 average rating, 270 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.*

Guest favorite

Guesthouse in Sonoma

4.94 out of 5 average rating, 227 reviews

Modern Cottage with Pool in Heart of Wine Country

This charming cottage is ideally situated for exploring Sonoma, Glen Ellen and Napa. It's perfect for a romantic getaway, friend-trip, or family fun. The private unit has gourmet appliances and a minimalist-country style. It has its own deck with outdoor dining and lounge chairs where you can relax. The ~1 acre property has vineyards, a large salt water pool and patio, and a garden with fresh veggies and herbs as well as many fruit trees. TOT #3140N.

Guest favorite

Home in Sonoma

4.95 out of 5 average rating, 158 reviews

Casa Sonoma-Pool, Spa, Bocce

Beautiful, Relaxing, Ranch Style Home in the Sonoma Valley. 4 minutes by car to Sonoma center, 20 minutes to Napa and 45 minutes to San Francisco. Large property with Pool, Spa and Hobby Vineyard. Newly added Bocce Court! Large Lawn for croquet or badminton. Gas BBQ and a pair of 8 speed bikes for riding to town! EV outlet. Ask us about our sister property next door; rent both for group functions or family reunions!

Guest favorite

Home in Sonoma

4.93 out of 5 average rating, 201 reviews

House on Broadway at the Plaza!

Minutes from famed wine bars, vineyards, farm to table fare, art galleries and boutique shopping ~ House on Broadway is freshly remodeled: light, airy, modern and beautiful with vaulted ceilings, skylights, and streams of natural lighting. Your wine country holiday home away from home has been stylishly redesigned with high end furnishings and artistic touches for your iconic Sonoma getaway