
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

Seaward Bliss ★ (Private Hillside Retreat)
Seaward Bliss faces stunning expansive blue and white-water views of the Pacific Ocean. This dog-friendly 2 Bedroom (4 adults / 5 if you BYO-bedding) Sea Ranch home has a beautifully furnished open floor plan with full kitchen, dining areas that includes entertainment (stereo, TV, Wi-Fi). Dedicated office off Primary Bedroom Suite. Hot Desk off of Guest Bedroom. Private 15 min walk to beach. Hot tub overlooking ocean. Enjoy shared pool and tennis at one of three nearby rec centers.

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.

Sonoma Valley Vacation Home with Seasonal Pool
Gather indoors and outside at our Sonoma Valley rancher with tons of amenities! inside, a comfortable modern interior with 3 private bedrooms, office room with twin daybed, 2 full baths, large dining table fork 8, fully equipped kitchen & breakfast/bar table. The backyard has a large pool (seasonal), gas bbq, fire table, seating and dining table. Minutes by car to Sonoma Square, Glen Ellen, wineries, hiking trails, spas, shopping and dining. Blocks to park, cafe & two local favorite eateries.

Bright Modern Home | Ocean Side
Experience all The Sea Ranch has to offer when you stay at our modern Sea Ranch home in a light-filled living space with golden meadow views. Our family-friendly home with 2BR + kids loft / 2BA is located at the north end of Sea Ranch. We are a block to the 7-mile Sea Ranch Bluff trail that spans along the entire Sea Ranch coast and a 5 minute drive to the town of Gualala (stores and restaurants) as well as Gualala State Beach, Del Mar Rec Center, and Sea Ranch Golf Course (currently closed).

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.

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.

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 cleaning protocols

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

Gray Fox Dacha: The Sea Ranch Retreat
The Gray Fox Dacha, a concept design retreat in Sea Ranch, outfitted with elemental, organic materials. With spectacular ocean views and perched on a hillside amongst fragrant shore pines, towering redwoods, and rugged, windswept cypress, this sunlit, eclectically designed smart home is ethereal and airy. The Gray Fox Dacha offers a constellation of lovingly curated spaces with globally-sourced artifacts from the host’s personal collection.

Wine Country Gem - Sonoma Cottage with Pool Oasis
Charming Sonoma cottage perfect for a romantic getaway, girls’ trip, or family stay. Explore Sonoma, Glen Ellen & Napa with ease. The private unit has gourmet appliances, a minimalist-country style, and its own deck with dining + lounge seating. The peaceful 1-acre property features vineyards, a large saltwater pool, a veggie + herb garden, and fruit trees. Relax, recharge, and enjoy the best of wine country living. TOT #3140N
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Vineyard Vista, Modern Farmhouse Cottage with Pool

Argonautica: Oceanfront Sea Ranch Escape

Architectural Treasure | Private Hot Tub!

When Only the BEST Will Do (True Ocean Bluff)

The Bluffs at Sea Ranch - Expansive Ocean Views

6 beds•Pool•Spa•10 min to Wine•Fire Pit•Ping Pong

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

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.
Apartment rentals with a pool

Silverado! Luxe King Suite Mountain View Balcony

Wine Country Living at it's best at Silverado CC

Chic 1 BR Condo Par Excellence at Silverado Resort

Romantic Luxurious Resort in Napa Valley, Sleeps 4

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Beautiful Premium Jr Suite, Silverado Resort & Spa

Lux Water View with Balcony Minutes -San Francisco
Other holiday rentals with a pool

Luxury Container Home w Infinity Pool + 360 Views

An Italian Villa in the heart of Napa Valley!

Farm Cottage With Private Pool

Vineyard Villa: Pool | Spa | Games Room | EV Char.

Sea Ranch Forest Retreat with Ocean Views

Fir Wood – Original Sea Ranch Cluster House

Sonoma Mountain Retreat

Romantic Tropical Garden Casita
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Chateau St. Jean
- Armstrong Redwoods State Natural Reserve
- V. Sattui Winery
- Charles M. Schulz Museum
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Iron Horse Vineyards
- Mendocino National Forest
- Healdsburg Plaza
- Salt Point State Park
- VJB Vineyard & Cellars
- Sonoma State University
- St. Francis Winery and Vineyard
- Bodega Head
- Francis Ford Coppola Winery
- Ledson Winery & Vineyards
- Clear Lake State Park
- Things to do Wine Country
- Art and culture Wine Country
- Food and drink Wine Country
- Nature and outdoors Wine Country
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