
House vacation rentals in Windsor
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Top-rated house rentals in Windsor
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Gorgeous Victorian in the HEART of Windsor
Gorgeous renovated Queen Anne Victorian located in the heart of Windsor, CA combines quality finishes, modern convenience & vintage details. With a stylish kitchen, high ceilings, 3 beds/2 baths on a single level, HVAC & a huge lot with a Bocce Court. Walking distance to the Town Green, restaurants, wine tasting rooms and shopping. Just 3.5 miles from the Sonoma County Airport (STS), 5 miles to downtown Healdsburg, in the heart of the Russian River Valley & just 57 miles from the Golden Gate.

Raven Haven: Cozy Forest Storybook Cabin w Hot Tub
Nestled among majestic redwoods in the historic Rio Nido hamlet near Guerneville, Raven Haus is a delightful Hansel and Gretel cottage. Surrounded by towering firs, the whimsical charm of this cottage captures the essence of a bygone era. Located just a mile from the renowned Korbel vineyards and tasting room, guests can explore the local wine scene. The proximity to the popular Rio Nido Lodge and Roadhouse offers convenient options for dining, drinks, and entertainment within walking distance.

Downtown- walk to brewery, restaurants and parks
Centrally located beautiful three bedroom / one bath home five blocks south of downtown Santa Rosa. Walking distance to Russian River Brewery, movie theaters, many shops, breweries and restaurants. Easy access to Highways 12 and 101. Note: bookings with one guest will have access to one bedroom, two guests will have access to two bedrooms, and three or more guests will have access to three bedrooms. If you wish to use the sofa bed, inform us in advance of your visit so we can provide bedding.

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits! *Hot tub is inoperable from 10/26-11/1

Hilltop Haven 🌅 view & hot tub
Relax with the whole family at this peaceful place to stay on a quiet hilltop. This is a quaint 2 bedroom, 1 bath with a queen bed in one bedroom and bunk (twin over full) in the second bedroom. Relax in the hot tub or in the hammock on the backyard deck with a peaceful nature view or hang inside the cozy abode and make use of the fully-stocked kitchen. we have a limit of 4 overnight guests and 2 vehicles per Sonoma County permit rules. For more pictures on IG @hilltop_haven_vacation

Walk to Downtown & Russian River Brewery
*3 bed/1 bath * Short walk to Downtown Santa Rosa * Close to Great Restaurants and Bars *Fast WI-FI *Washer/Dryer * Free Parking * Central location in Sonoma County * Follow us on social media at Inspired in Sonoma Located in the downtown historic neighborhood of Santa Rosa, this Boho retreat is walking distance to some of the best restaurants and bars . A creatively styled home with full kitchen, TV, laundry, work space. Central to Healdsburg, Sonoma and Napa County. TOT TAX ID 3579

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

WineCamp - Russian River Valley AVA - No Pets
The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the covered terrace and vineyards beyond. This wine and beer themed property is not suitable for children.

Winelight Vineyard Home With Spa
Gated driveway, private, scenic, safe, secure, and impeccably clean. Unwind, prepare dinner on granite counter tops in this newly remodeled well-stocked gourmet kitchen. Enjoy plush amenities, fine decor, hot tub, romantic fireplace, French doors leading to outdoor decks, secluded rural vibe, reliably fast internet. Close to Sonoma County's best wineries, breweries and restaurants. There is a guest laundry, designer carport, and ample parking for guests.

The Explorer’s Wine Country Getaway
Discover the perfect mix of ease and comfort in this charming one-bedroom bungalow, nestled in the heart of wine country. Perfect for a relaxed escape, this cozy retreat features a queen-sized bedroom, a bathroom, and a full-size pullout sofa in the living room. Every detail is designed with your comfort in mind, ensuring a stay that’s both delightful and memorable. Experience the magic of wine country living and make your getaway one to remember!

Downtown Santa Rosa Walk to Russian River Brewery
Located in downtown historic Santa Rosa, this charming duplex is walking distance to some of Santa Rosa’s best restaurants and bars. Creatively styled 3 bedroom home. The entire downstairs of the duplex, equipped with a fully remodeled beautiful kitchen, laundry room, two standard bedrooms and smaller 3rd bedroom with two twins. Central to Healdsburg, Sonoma and Napa counties. NOTE- Fireplace is not - functioning. TOT tax ID 3577.

Centrally Located, Modern Wine Country Estate
Conveniently located in the heart of wine country! Just minutes away from famous wineries, breweries, world class-dining, family 'Epicenter', Sonoma County Airport and downtown Santa Rosa. This home features a gorgeous, new modern kitchen, outdoor dining area under the pergola with a BBQ and fire pit, pool table, washer and dryer, free wifi and parking. Welcome home! - Sincerely, Your Wine Country Concierge.
Popular amenities for Windsor house rentals
House rentals with a pool

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

Modern mid-century-inspired, Deer Ranch

Modern wine country stunner!

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

Spacious home w/heated pool/hot tub, lovely yard

STAY AWHiLE Open Thanksgiving! Fireplace+Hot Tub

Luxury home (+ pool house) with views, pool & spa

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
Weekly house rentals

Russian River Valley Brew-cation Home

Pelican Hill House

Modern 4-Bedroom Retreat in Santa Rosa

4bd Family-Friendly*Play Area*Hot Tub*

Emerald Lodge

Dry Creek Retreat- Bocce, Hot Tub, EV Charger

Sebastopol Guest House

Wine Country Dream Retreat! By Wineries/River~
Private house rentals

Cozy Santa Rosa Home with Scenic Views

Modern Wine Country Escape - 10min to Healdsburg

Russian River Luxury Escape | Private Hot Tub

Vineyard Oasis: Luxury Home in the Heart of Sonoma

Adventures surround this charming 2bedroom home.

Fitch St Escape | A Wine Country Escape

Heart of Wine Country, Cute Cottage w/Hot Tub

Pool, hot tub, fire pit, outdoor ktchn, sleeps 10!
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,036 | ﺩ.ﺇ981 | ﺩ.ﺇ1,032 | ﺩ.ﺇ1,050 | ﺩ.ﺇ1,138 | ﺩ.ﺇ1,124 | ﺩ.ﺇ1,583 | ﺩ.ﺇ1,249 | ﺩ.ﺇ1,278 | ﺩ.ﺇ1,267 | ﺩ.ﺇ1,274 | ﺩ.ﺇ1,102 |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about house rentals in Windsor

Total vacation rentals
Explore 70 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 3,730 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Windsor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor rentals

4.9 Average rating
Windsor stays are highly rated by guests—averaging 4.9 out of 5!
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