
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.

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'

Sonoma Retreat-Pool, Spa, Barn, OD Fire & Kitchen
Escape to a private 1.3-acre wine country retreat in Sebastopol, minutes from Russian River wineries, Occidental & downtown. Lounge by the heated pool, soak in the hot tub, and pick apples from your own Gravenstein orchard. Fire up the grill under the stars, then head to the game barn for air hockey, movie project, Jenga, darts and kitchenette. Walk the expansive outdoor space with plenty to do for all ages. Pet- & family-friendly, EV charging, fast WiFi — a designer retreat built for gathering.

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.

Vineyard-House Escape in Sonoma Wine Country
Property is managed by Inspired in Sonoma. Gather your group and enjoy a stunning wine-country home just 5 minutes from downtown Sonoma. This 3 bedroom ensemble includes a main house + guest cottage, pool, hot tub, fire pit, lightning fast Wi-Fi, Sonos Indoor/Outdoor sound system and gas fireplace — perfect for lively group days and quiet restful nights. Surrounded by vineyards, yet close to dining and town, this distinctive retreat invites you to indulge in togetherness, and rejuvenation

Wine Country Villa Heated Pool Hot Tub Upper Level
Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101

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

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.

Mini-Mod #3 by Esherick | NRHP
Hidden among the redwoods of California’s Sonoma Coast, roughly three hours north of San Francisco, Mini-Mod #3 is one of only two individual residences at The Sea Ranch listed on the National Register of Historic Places. Designed in 1967 by Joseph Esherick and George Homsey, the small modernist retreat is one of the defining homes from Sea Ranch’s formative years, pairing Northern California modernism with understated contemporary comforts.
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Wine Country Luxury Retreat - Pool Sauna Spa Views

Design & Style with White Water View

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

When Only the BEST Will Do (True Ocean Bluff)

Sonoma Country Club Wine Country w/ pool

Private Pool, Hot tub, lakeview w/family & friends

Art & Nature Retreat at The Ridge Collection

ROSEA Ranch: cozy, oceanfront, walk to beach
Apartment rentals with a pool

Silverado! Luxe King Suite Mountain View Balcony

Poolside Retreat | Patio | 10 Min to DT

2 bed I Silverado Resort & Spa in Napa - Wine Town

Chic 1 BR Condo Par Excellence at Silverado Resort

Fairways Silverado Golf and Country

Fairway Escape | BBQ | Firepit | Golf Course View

Wine Country Living at it's best at Silverado CC

Silverado Resort Condo with Pool
Other holiday rentals with a pool

Wing in Tuscan Villa with Vineyard and two bedrms

Villa Annadel - Stunning 5 Bedroom with a Pool

Schoner Haus at the Sea Ranch

Romantic Tropical Garden Casita

707 BARREL LOUNGE Cottage

The Guest House Bed and Breakfast

Farm Cottage With Private Pool

Hillside Wellness Retreat | Pool, Gym & A/C
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Safari West
- Sonoma Coast State Park
- V. Sattui Winery
- Iron Horse Vineyards
- Mendocino National Forest
- Harbin Hot Springs
- Charles M. Schulz Museum
- Healdsburg Plaza
- VJB Vineyard & Cellars
- Trione-Annadel State Park
- Salt Point State Park
- Sugarloaf Ridge State Park
- Sonoma State University
- Ledson Winery & Vineyards
- Francis Ford Coppola Winery
- Chateau St. Jean
- Calistoga Spa Hot Springs
- Manchester State Park
- Howarth Park
- Things to do Wine Country
- Tastings Wine Country
- Cooking Wine Country
- Art workshops Wine Country
- Food tours Wine Country
- Cultural tours Wine Country
- Wildlife Wine Country
- Things to do California
- Art workshops California
- Flying California
- Cooking California
- Landmarks California
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- Wildlife California
- Wellness California
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- Museums California
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- Shopping and fashion California
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