
Holiday 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.

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

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.

Designer Sonoma Getaway with Pool, Hot Tub & Bocce
Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

Modern wine country stunner with pool & pickleball
Enjoy the best of Sonoma from this recently remodeled home. On over 1 acre with mature beautiful landscaping. Just added pickle ball/sport court! New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining. Gorgeous pool. Hot tub and bar area in converted container. Close to the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4481N

Unique Stay! Pool/ Hot tub/ Game Room/ Bar/ Views
This 3,700 sqft open floor plan home will leave you awestruck the minute you enter. This home was constructed using old-growth timber from the Fort Bragg bridges and the Potter Valley Lumber Mill, with over 1,300 linear feet of large timber mixed with patina sheet metal and 36' high ceilings. It features an arched bridge spanning over 20' across open air space to access the master bedroom. The home also offers a 40,000 gallons deep water swimming pool, hot tub, gas fire pit, and a large bar.

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.

Indoor outdoor expansive views above valley-pool!
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'

Design & Style with White Water View
A truly one-of-a-kind, stylish retreat with unobstructed, cliffside Pacific views and all the comforts of a boutique hotel. Located in historic Condo Unit 2 and designed by the original architects, Moore Lyndon Turnbull Whitaker. The home sits adjacent to The Sea Ranch Lodge, with direct access to 10 miles of coastal trails & all The Sea Ranch amenities . It has been thoroughly updated with today's convenience and comfort in mind. Unwind, unplug, relax in this unique paradise on the coast.

Private and spacious redwoods retreat at Sea Ranch
Tucked away in the redwoods, this newly furnished home is a serene retreat at Sea Ranch. It enjoys near-total privacy on three acres of forest, plus the sound, smell and sight of the ocean through a gap in the trees on a clear day. The main room and the master bedroom are spacious, with views of the forest from every angle. The house has fiber-optic internet and has sufficient space for two people to work remotely very comfortably. More pictures on IG: @theseaforesthouse. TOT 3398N.

Modern mid-century-inspired, Deer Ranch
Deer Ranch is a remodeled 2 bedroom, 1 bathroom home sitting on four acres of private land, with outdoor decks, hot tub, and plunge pool. This contemporary Frank Lloyd Wright-styled-like home sits on top of a hill with meadows below and towering redwoods that add to a peaceful seclusion getaway, and still only minutes from the hamlet of Occidental (1.3 miles). The pool is open during the summer months only (late May-end of September). The hot tub is on all year-round.

ROSEA Ranch: cozy, oceanfront, walk to beach
Located steps from premier sand beach, Walk on Beach. Entering the gates, you'll be greeted by a tranquil, mature garden blocked from the wind, a deck, and a hot tub. Inside this solar powered 1970s modern vernacular contemporary home, you'll find a cozy raised living room positioned for maximum views. Bedrooms are on the ground floor, along with bathrooms, living, dining, fully-equipped kitchen, and laundry. A study is upstairs. 1% of proceeds go to airbnb.org

Romantic Tropical Garden Casita
As you step through the entrance and under the arch, you are transformed into another time and place. We have been told by guests they feel it reminds them of Italy, France, and Spain. The Hacienda is very private, behind the walls of the early California style home. The gardens are lush and filled with birds of all kinds. There are several vignettes to relax and watch nature. Nights are cool so there is no need for A/C if you leave window open at night.
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Casa Del Mar, Spectacular Ocean Views!

The Wild Kindness: 3BR/2BA, Hot Tub, EV charger

Coastal Modern Retreat w/ Hot tub

The Bluffs at Sea Ranch - Expansive Ocean Views

Heated Pool·Spa·Fire Pit·6 Beds·10 Min to Wineries

Wine Country Retreat | Pool, Hot Tub + Vibes

Lakefront family retreat!

La Cava -Valley of the Moon
Apartment rentals with a pool

Silverado Resort Dual Suite golf course villa

Silverado! Luxe King Suite Mountain View Balcony

Remodeled Napa, CA Silverado Golf Course Condo

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Stylish Napa Stay • Pool Access + 10 Min to DT

1 bed | 1 bath | Silverado Resort Experience

Your wine and wellness retreat at Silverado Resort
Other holiday rentals with a pool

Luxury Container Home w Infinity Pool + 360 Views

Private Sonoma Vineyard Estate + pool, spa, views

Mid-Century Sea Ranch Retreat Private Hot Tub + EV

Sea Ranch Forest Retreat with Ocean Views

Idyllic Sonoma Vineyard Farmhouse With Pool

Owl House - Hideaway Sanctuary

Jago Bay - Vineyard Home with Pool and Hot Tub

Fir Wood – Original Sea Ranch Cluster House
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
- Trione-Annadel State Park
- Iron Horse Vineyards
- Charles M. Schulz Museum
- Chateau St. Jean
- Ledson Winery & Vineyards
- Sugarloaf Ridge State Park
- VJB Vineyard & Cellars
- V. Sattui Winery
- Healdsburg Plaza
- Salt Point State Park
- Francis Ford Coppola Winery
- Sonoma State University
- Harbin Hot Springs
- Mendocino National Forest
- Bodega Head
- Clear Lake State Park
- Bowling Ball Beach
- Things to do Wine Country
- Art and culture Wine Country
- Food and drink Wine Country
- Nature and outdoors Wine Country
- Things to do California
- Tours California
- Sports activities California
- Art and culture California
- Sightseeing California
- Food and drink California
- Entertainment California
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- Wellness California
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