
Holiday rentals with a pool in Sonoma County
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Top-rated rentals with a pool in Sonoma County
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

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.

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub
3-BR/2-BA Main house + 1BR Pool House with Bathroom. Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

Woodhawk Manor of Alexander Valley
Welcome to Woodhawk Manor! We have completed our remodel. Previous guests will now find en suite bathrooms for the four main bedrooms, plus a new tub in the master bath. Brand new hardwood floors adorn the home with freshly painted walls and ceilings to add to the charm. As of May 2024, an outdoor kitchen is available for you at the swimming pool. The property is now gated and fenced, giving you additional exclusivity on your special getaway. We invite you to come and stay at Woodhawk Manor

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

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. SVR25-100

Wing in Tuscan Villa with Vineyard and two bedrms
Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N

Vineyard Vista, Modern Farmhouse Cottage with Pool
Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

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

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.

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 Sonoma County rentals with a pool
House rentals with a pool

Design & Style with White Water View

Bright Modern Home | Ocean Side

Wine Country Retreat- Privacy-Spa/Pool/Games

Eclectic Hideaway with Backyard Pool & Hot Tub

Spacious 5 BR 3BA Pool EV Charger Group Getaway

ROSEA Ranch: cozy, oceanfront, walk to beach

Charming Home w Pool+Hot Tub. Walk to Shops & Wine

Private Vineyard • Walk to Wineries • Press Pick
Condo rentals with a pool

WorldMark Windsor, CA

Santa Rosa - Self Contained Suite 5 Mins Away

2Bdm Condo Windsor WM Resort#4

Resort Amenities Near Top Food & Wine - Slp 6

2 Separate 3BR Apts with Resort Amenities

Make This Your Best Vacation Ever - 2 Bdrm Condo

1 BR Worldmark Windsor Resort Condo Wine Country

Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6
Other holiday rentals with a pool

Luxurious 3-Bedroom Home in Healdsburg

Las Palmas Cottage

Wine Country Estate: Pool, Spa & Vineyard Views

When in Glen | Views | Pool & Hot Tub

Mini-Mod #3 at The Sea Ranch.

ALBA | A modern luxury retreat in Healdsburg

Private HBG Retreat -Pool, Hot Tub, Wine Tastings

Wildwood Retreat and Pool
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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Limantour Beach
- Johnson's Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Armstrong Redwoods State Natural Reserve
- Jack London State Historic Park
- Chateau St. Jean
- Charles M. Schulz Museum
- V. Sattui Winery
- Sugarloaf Ridge State Park
- Healdsburg Plaza
- VJB Vineyard & Cellars
- Sonoma State University
- Iron Horse Vineyards
- Napa Valley Wine Train Wine Shop
- Francis Ford Coppola Winery
- Harbin Hot Springs
- Lawsons Landing
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