
House vacation rentals in Windsor
Find and book unique houses on Airbnb
Quick stats about house rentals in Windsor

Total vacation rentals
Explore 60 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 3,370 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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!
Top-rated house rentals in Windsor
Guests agree: these houses are highly rated for location, cleanliness, and more.

Gourmet Kitchen in Wine Country w/Hot Tub + Office
There is no better way to enjoy your stay in wine country than sipping on a glass of wine in this this stunning home! The 14ft bifold door invites out to the beautiful spacious yard where you can relax at any of the 4 sitting areas nestled under a beautiful display of lights. Featuring a chef kitchen, an office, large yard for children & pets, spacious bedrooms, stunning master bath, hot tub, fire table, games & more. Just minutes from elite award winning wineries, craft breweries & restaurants
4.95 out of 5 average rating, 116 reviews
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.
4.99 out of 5 average rating, 135 reviews
Chic Wine Country Stay - Walk to River & Downtown
Discover our cozy two-bedroom retreat, just minutes from downtown. This charming space features top-quality cooking items, a bidet, and a heated towel rack. Enjoy seamless indoor-outdoor living with doors that open to a deck, complete with a BBQ and outdoor dining area. Located across from scenic walking trails and only four blocks from the Russian River, it's the perfect spot for nature lovers. Despite its small size, every detail is thoughtfully designed for your comfort. Book your stay today
4.92 out of 5 average rating, 134 reviews
Healdsburg House - Chiquita Road
Relax with the whole family at this peaceful and private home mins to the Healdsburg Square, Montage Resort, and Dry Creek/Alexander Valley Wineries. The updated home features an open concept kitchen, two family rooms, and a sparkling hot tub on 1.5 private acres surrounded by vineyards and oak trees. Cruise your bike to town or head directly out Chiquita Road to some of the world's greatest cycling. 2.4 miles to the Montage Resort. 2.5 miles to the Healdsburg Square. Welcome to Wine Country!
5.0 out of 5 average rating, 125 reviews
Spacious 3BD/2BA, ideal for families!
Located in a quiet residential neighborhood in Santa Rosa, this spacious single level house is in the heart of California's Wine Country. With 3 bedrooms, 2 bathrooms, an open-plan living room and fully equipped kitchen there is plenty of room to cater for friends and family. The property has parking for two cars and outdoor seating to enjoy the great California weather on the new patio. Enjoy a local wine tour, explore a Giant Redwood forest or explore the stunning coastline at your feet.
4.85 out of 5 average rating, 224 reviews
Healdsburg 2br Cottage with Private Yard!
Relax at our renovated private guesthouse a 5 min drive (1 mi) from the Healdsburg Plaza. Updated 2 br/ 1 ba home with private yard and outdoor dining and lounge areas. Our layout is ideal for one family or close friends traveling together as the one bathroom is accessed through the primary bedroom. Perfect for a wine country getaway- convenient location just outside of Healdsburg city limits in a vineyard adjacent neighborhood. We love kids and welcome them! Permit #TVR22-0119
4.92 out of 5 average rating, 157 reviews
Elegant & Spacious Luxury Wine Country Estate
The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!
4.97 out of 5 average rating, 244 reviews
Centrally Located Modern Wine Country Home
Your wine country retreat awaits you. This gorgeous home features a new modern kitchen, outdoor seating area, washer and dryer, free WiFi and parking. This home is conveniently located in the heart of wine country minutes away from Sonoma wineries, breweries, Sonoma County Airport, downtown Santa Rosa, downtown Sebastopol and great dinning. Due to COVID we clean and sanitize the house thoroughly before and after each stay. Welcome to your home away from home!! Your concierge Ana
4.94 out of 5 average rating, 126 reviews
Casa de Gamay - Your Home Away From Home
Casa de Gamay is your home away from home. We've strove to include all the amenities one would need. Start with a complete kitchen with a few items ready to cook for that last minute dinner. We have the spices and staples to help you create a marvelous meal. Sit down next to our gas fireplace and watch cable TV (Comcast with a voice controlled remote), DVD player, Netflix, Hulu. Charge your car in our EV station, and then sleep in a king sized bed. Doesn't get better.
5.0 out of 5 average rating, 199 reviews
VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa
Enjoy beautiful unobstructed vineyard views from your own private patio while sipping coffee or a glass of wine. This beautifully decorated new home is located in a quiet peaceful neighborhood in N. Santa Rosa in the heart of wine country with several wineries and breweries nearby. We are located only 5 miles from downtown Santa Rosa, 12 miles from the Healdsburg plaza, and 45 miles from Napa. This one-story home is perfect for enjoying all that Sonoma County has to offer.
5.0 out of 5 average rating, 174 reviews
Wine Country Cottage Escape
Hidden down a quiet private lane & surrounded by vineyards, you will feel worlds away from the hustle and bustle of every day life yet only be moments away from everything Santa Rosa, Healdsburg, and the Russian River have to offer. License #LIC24-0961 TOT#4924 all bookings are subject to 12% tot Max overnight guest: 6 Max on site vehicles:NA Max off site vehicles:0 Nighttime hours 9:00 pm -7 :00 pm must be observed No outdoor amplified sound of any kind allowed.
4.95 out of 5 average rating, 111 reviews
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.
4.96 out of 5 average rating, 445 reviewsPopular amenities for Windsor house rentals
House rentals with a pool

Vineyard Vista, Modern Farmhouse Cottage with Pool
4.93 out of 5 average rating, 134 reviews
5-Bedroom Creekside Wine Country Retreat
4.96 out of 5 average rating, 102 reviews
Farpoint: Heated Infinity Pool, Mountain Views
4.93 out of 5 average rating, 149 reviews
Wine Country Retreat | Pool, Hot Tub + Vibes
4.97 out of 5 average rating, 236 reviews
Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard
4.98 out of 5 average rating, 127 reviews
Wine Country Escape: Pool & Hot Tub. Fast WiFi
4.93 out of 5 average rating, 193 reviews
Haven: 5 King Bedrooms, Heated Pool and Hot Tub
4.88 out of 5 average rating, 104 reviews
Eco Luxury Private Sanctuary / The Farmhouse Oasis
5.0 out of 5 average rating, 728 reviewsWeekly house rentals

Botany House Designer Home with Hot Tub
4.96 out of 5 average rating, 134 reviews
WineCamp - Wine Country - Vineyard View Hot Tub
4.97 out of 5 average rating, 146 reviews
Sonoma Wine Country Retreat | 3 Ensuite Baths
4.94 out of 5 average rating, 270 reviews
Wake Up at Your Own Private Vineyard - Healdsburg
4.98 out of 5 average rating, 184 reviews
Dry Creek Valley Cottage
4.96 out of 5 average rating, 496 reviews
Healdsburg Garden House
4.93 out of 5 average rating, 659 reviews
Russian River Luxury Escape | Private Hot Tub
4.97 out of 5 average rating, 116 reviews
Peaceful location, hot tub, fire pit, game room!
4.89 out of 5 average rating, 366 reviewsPrivate house rentals

Rincon Valley Wine Country Vacation Home
4.9 out of 5 average rating, 154 reviews
3 Bedrooms 1 Bath | Quiet Neighborhood House
4.94 out of 5 average rating, 227 reviews
Calistoga Hills Hideaway on 22 Acres
4.94 out of 5 average rating, 109 reviews
Somms Rest Designed Curated Peaceful
4.99 out of 5 average rating, 376 reviews
Back Yard Escape: Mins to Wineries & Downtown
4.93 out of 5 average rating, 216 reviews
Modern Healdsburg Retreat • Hot Tub, Bocce & Views
4.93 out of 5 average rating, 181 reviews
Hilltop Haven Retreat | Scenic Hydro-Spa + Sauna
4.97 out of 5 average rating, 229 reviews
Ocean Front Paradise w Hot Tub&Fire Pit
4.95 out of 5 average rating, 184 reviewsWhen is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €229 | €262 | €288 | €375 | €363 | €320 | €310 | €306 | €290 | €248 | €371 | €314 |
| 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 |
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- Lake Berryessa
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- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Point Reyes National Seashore
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