
Luxury rentals in Sonoma County
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Top-rated luxury holiday rentals in Sonoma County
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxury, Pool, Hot Tub & Views—Near Plaza
With hilltop views of Sonoma Valley, this impeccably designed private estate offers a refined wine country stay just 6 mins from historical Sonoma Plaza. Enjoy a new heated pool & spa, rooftop deck, game room with pool table, and fireplaces throughout. Pet-friendly and ideal for weekends that blend relaxation, connection, and indulgence. It’s the perfect location to disappear from it all or take in all the adventures that Sonoma and Napa Valley wine country offer. TVR25-0142/LIC25-0595/TOT 2294N

Oak & Hill | Sonoma-Napa Private Retreat + Hot Tub
Rated in the top 5% Guest Favorites, this modern country home offers luxury and classic California indoor-outdoor living. Set on an expansive sun-filled lot with lawns, fruit trees and a garden, it is framed by peaceful low hills on three sides. Explore over 250 Sonoma and Napa wineries, hot springs, beaches, rivers, and redwood forests all within 30 miles. While private, Santa Rosa city amenities are just 10 minutes away. Ideal for wine country getaway, wedding trip, remote work or staycation.

Luxury Modern Home w/ Infinity Pool - 3400 sq ft
Welcome to Chestnut Knoll, a gated luxury Sonoma residence offering approximately 3,400 sq ft with 3 bedrooms and 3.5 bathrooms, featuring sweeping valley and vineyard views and a private infinity-edge pool and hot tub. Built in 2009, the home blends modern design with high-end finishes, a chef’s kitchen, open living spaces, and seamless indoor-outdoor flow. Set on a 1.24-acre lot just minutes from Sonoma Plaza and world-class wineries, the property also features expansive entertaining areas.

New! The Quails Crossing- Healdsburg Vineyard Home
Brand new modern luxury home designed to maximize the natural beauty & surrounding calm. Perched on a hill surrounded by 100 year old oak trees, this spectacular home was built facing beautiful rolling hills and vineyards with ultimate guest comfort in mind. Enjoy your AM coffee watching a family of quails roaming the vineyard and end your evening with a glass of wine on the deck watching the sun set behind the golden vineyard hills. Located approx 3.5 miles (6min) from the Healdsburg Plaza.

10 Acre Estate with Views, Teahouse, and Picklebal
Discover a private paradise at this 10-acre estate. Surrounded by a hobby vineyard, oak woodlands, and seasonal creeks, this property is a destination in itself. Unwind in the Japanese teahouse, play on the private tennis and pickleball courts, or take in the views from the outdoor patio. The beautifully appointed home features fireplaces, a gourmet kitchen, and a deck overlooking the landscape. It's an unparalleled retreat for relaxation, recreation, and exploring the best of Sonoma County.

Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Welcome to Sonoma Valley Villa, your one-of-a-kind wine country oasis in Kenwood. The newly built gated villa overlooking vineyards features all the luxury amenities of a five-star resort. → Year-round heated swimming pool with cover → Spacious hot tub → Cozy outdoor fire pit → Vineyard views for miles → Outdoor kitchen and dining → Chef's kitchen with everything for gourmet meals → Fast wifi → Dedicated office area → Lots of space for everyone Walking distance to Kenwood wineries.

Boho Mod Farmhouse Estate Sonoma Pool Spa Bocce Cl
Nestled on 2.1 acres in the heart of Sonoma, this stunning modern farmhouse—recently remodeled and soon to be featured on Staycation—blends elegance with wine country charm. Lounge by the 50-ft pool, soak in the hot tub, or enjoy the bocce court, redwood grove, and sunset swing. With 4 bedrooms (3 king, 1 queen), 3 baths, a sunroom, and open-concept living, every detail invites relaxation and luxury. Book your stay today! The farmhouse is centrally located btwn Sonoma & Napa Valleys.

Luxury Villa, Pool, Spa, BBQ, By Healdsburg Sonoma
Top 5% of homes, Luxe badge, and guest favorite badge by Airbnb. Welcome to Villa Montage - Brand new, luxury 4br/3.5ba Villa in the heart of Sonoma. Close to Wineries & Healdsburg. An award-winning architecture firm in SF designed the house. ☞ New & modern home ☞ Pool & Spa (Pool heated April-Oct) ☞ Outdoor & Indoor fireplaces ☞ Pool table ☞ BBQ with covered patio and dining table ☞ Chef's kitchen ☞ Baby-friendly (crib, toys, monitor) ☞ Tesla Charger ☞ IG @Villamontage.sonoma

Luxurious 3-Bedroom Home in Healdsburg
Escape to the heart of wine country at this luxurious 3-bedroom home in Healdsburg. - New construction completed in 2024 - Stylish interiors with premium furnishings and natural light - Modern amenities including a fully equipped kitchen and high-speed Wi-Fi - Outdoor oasis with a saltwater pool, spa, and BBQ - Spacious layout with an indoor/outdoor feel - Universal electric vehicle charger available for your use - charging from 12am-5am complimentary.

Luxury Calistoga Retreat
Kalla Calistoga is a peaceful retreat tucked away in the hills of wine country. Thoughtfully designed with high-end finishes throughout, it offers a quiet space to relax, recharge, and enjoy the beauty of Calistoga. Whether you’re here to share time with friends and family, take in the surrounding nature, or simply slow down from the pace of everyday life, this home was created as a place to reconnect - with yourself, with each other, and with the land around you.

*Specials!* Poolside luxury and family enjoyment.
Discover Sonoma Nest, a luxurious family haven nestled in the heart of Santa Rosa, California. This exquisite 4-bedroom house offers a private pool, hot tub, and stunning mountain views, promising an unforgettable escape. Enjoy the convenience of a fully-equipped kitchen, outdoor seating, and easy access to Wine Country's renowned wineries and family-friendly attractions. Create lasting memories in this idyllic retreat.

Modern, private Healdsburg oasis
Recently constructed in 2020, our 5 BR house is located on 50 acres with vast views. Less than 15 minutes to Healdsburg Square, but a world away. You will have privacy and serenity, but not isolation. Enjoy indoor/outdoor living at its finest at our home, designed to be sustainable and integrate with the natural surroundings, including plentiful redwoods and madrone trees. 50+ 5-star reviews on a different platform.
Popular amenities for Sonoma County luxury holiday rentals
Other great luxury holiday rentals in Sonoma County

Alexander Valley Estate

Magical Wine Country Compound – Epic Views & Pool

Villa with 50-ft Pool, Zen-like Gardens, Private

Sunset View by BeautifulPlaces

Sandstone Estate | Resort Pool & Walk to Wineries!

Wine Country Estate

Sonoma Valley Private Resort including service

Kenwood Knoll
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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Safari West
- Limantour Beach
- Armstrong Redwoods State Natural Reserve
- Point Reyes National Seashore
- Sonoma Coast State Park
- V. Sattui Winery
- Trione-Annadel State Park
- Iron Horse Vineyards
- Jack London State Historic Park
- Harbin Hot Springs
- Healdsburg Plaza
- Charles M. Schulz Museum
- Sonoma State University
- VJB Vineyard & Cellars
- Ledson Winery & Vineyards
- Sugarloaf Ridge State Park
- Lawsons Landing
- Oxbow Public Market
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