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

Sonoma-Napa Private Retreat by the Hills + 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 lot with lawns, fruit trees and a garden, it is surrounded by peaceful hills on three sides. Explore over 250 Sonoma and Napa wineries, hot springs, beaches, rivers, and redwood forests all within 30 miles. While completely private, Santa Rosa city amenities are just 10 minutes away. Ideal for wine country getaway, wedding trip, remote work or staycation.

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.

Calistoga Mansion - 38 Acres | Lap Pool | Views
Escape to your own private 38-acre luxury retreat in pristine Calistoga wine country, with sweeping vineyard views and resort-style amenities. Designed for up to 16 guests, the estate features a main house over 5,000 sq ft, private guest house, 75-ft lap pool with optional heating, outdoor kitchen and bar, game rooms, serene pond, and so much more. Enjoy exceptional privacy ~20 minutes north of downtown Calistoga perfect for upscale getaways to Napa Valley, Sonoma Valley, or even Healdsburg!

Sonoma Wine Country Estate New
Private yet just several blocks from the historic Sonoma Plaza. Located on the valley floor of Sonoma's Eastside, this modern estate is the epitome of chic Wine Country living. The 4 (can be delivered as 5) bedroom, 4.5 bath main house, just over 5000 SqFt, situated on 4.5 acres, offering stunning vineyard and mountain views 200 year old heritage groves. Interior features include floor-to-ceiling sliding glass doors, oak floors, a temperature-controlled wine room, home office, media room.

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

Luxury Retreat with Breathtaking Views
Welcome to Sunset Ridge, where luxury and relaxation await. - Stunning interiors with soaring ceilings - Seamless indoor-outdoor living with multiple decks - World-class sauna, saltwater pool, and hot tub - 500 sqft gym and game room for entertainment - Breathtaking panoramic hilltop views - Chef's kitchen with high-end appliances - Four beautifully appointed bedrooms - Complimentary 1GB Fiber Optic Internet - Heart of Wine Country, near renowned wineries

The Overlook by Sonoma Stays – Modern Luxe Retreat
Set on nearly eight acres in the quiet hills of Santa Rosa, this spacious and modern 5-bedroom, 4-bath home offers comfort, privacy, and stunning scenery. Perfect for families or groups, it features a pool and spa, private yoga studio, bocce court, and beautifully landscaped grounds. With open living spaces, natural light, and contemporary design, there’s plenty of room to relax and enjoy moments with friends and family.

*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.

Villa with 50-ft Pool, Zen-like Gardens, Private
There are places where time slows, where the quiet of the hills embraces your thoughts and the scent of vineyards invites you to breathe more deeply. Il Paradiso in Terra is one of them: a 3,052 square foot retreat in Sonoma’s Valley of the Moon, surrounded by views and vineyards. Here modern comfort meets authentic natural beauty, just steps from restaurants and wine bars, for moments of true wonder.

Sky House • Luxury Villa with Spa, Theater & Gym
"It’s magical and unique, thoughtfully designed and exquisite...this may be one of the most beautiful places you’d ever stay in." - Ben, Malibu Perched above the untouched Dillon Beach coastline, Sky House is a designer retreat that invites you to experience the rhythm of the coast in effortless, elevated style.

Sunset View by BeautifulPlaces
Private Mid-Century home with Vineyard Views, Pool, Media Room, Pool Table and Bocce Court. Sunset View is situated on 5 acres and has views over the property's private vineyard to the hills to the west. Enjoy spectacular sunsets from the expansive decks and pool area.
Popular amenities for Santa Rosa luxury holiday rentals
Other great luxury holiday rentals in Santa Rosa

The Francis House Estate

Twilight Ridge by BeautifulPlaces

Villa Casterno by BeautifulPlaces

Simply Divine by BeautifulPlaces

Calistoga Wine Ranch Estate

Luxury Estate | Gatherings | 2 Villas Organic Farm

Casa Rosa
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