
Holiday 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.

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

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'

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.

Spectacular Stone Pool/Spa with Views; Near Plaza
A spectacular stone pool and spa with bubbling stream compliments the warm and welcoming Summers House. (Please see notes below regarding pool and spa fees.) The house exudes charm. Sweeping views reach to the San Francisco Bay. Art, antiques and books create an embracing ambiance. Nestled into three, private wooded acres, Summers House is near wineries, and just 10 minutes from Sonoma Plaza restaurants, shops, and events. Well equipped kitchen, great dining spaces, large deck, comfy beds.

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.

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.

Private Pool, Hot tub, lakeview w/family & friends
Relax with the whole family or friends at this peaceful private unique place to stay. Have fun or just enjoy quiet time. Swim or hang by the pool or hot tub. BBQ or cook in the kitchen and eat while you look at the lake view! There are smart phone jacks in each room, plenty of parking, a private fenced in yard and screen room. This property has all the added modern comforts of a forced air heating and cooling system, washer/dryer and safe play area for the kids!!

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.

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.
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Farmhouse at Sonoma Oaks: Hot Tub · Pool · Bocce!

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

Bright Modern Home | Ocean Side

Wine Country Escape: Pool & Hot Tub. Fast WiFi

When Only the BEST Will Do (True Ocean Bluff)

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Lakefront family retreat! June just opened!

Whitecap Lookout w/Ocean Views@Sea Ranch, 1 Pet OK
Apartment rentals with a pool

Silverado! Luxe King Suite Mountain View Balcony

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Your wine and wellness retreat at Silverado Resort

Bright Napa Condo • Pool View + 10min to DT

Beautiful Premium Jr Suite, Silverado Resort & Spa
Other holiday rentals with a pool

Luxury Container Home w Infinity Pool + 360 Views

Sattva House | Modern Home w/ Peekaboo Ocean Views

Sky View: Heated Pool & Hot Tub, 5 Acres

Farm Cottage With Private Pool

Petaluma Wine Country relaxing get away w/pool/spa

Artful Eco Retreat • Pool, Hot Tub, Sebastopol

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
- Johnson's Beach
- Safari West
- Armstrong Redwoods State Natural Reserve
- Trione-Annadel State Park
- Sonoma Coast State Park
- V. Sattui Winery
- Iron Horse Vineyards
- Ledson Winery & Vineyards
- Charles M. Schulz Museum
- Manchester State Park
- Sugarloaf Ridge State Park
- VJB Vineyard & Cellars
- Sonoma State University
- Chateau St. Jean
- Healdsburg Plaza
- Salt Point State Park
- Francis Ford Coppola Winery
- Harbin Hot Springs
- Bodega Head
- Mendocino National Forest
- Howarth Park
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- Nature and outdoors Wine Country
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