House vacation rentals in Windsor

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Top-rated house rentals in Windsor

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Guest favorite

Home in Healdsburg

4.95 out of 5 average rating, 433 reviews

Dry Creek Valley Cottage

Enjoy your stay in beautiful Dry Creek Valley, a pastoral rural setting surrounded by vineyards and local wineries, minutes from Healdsburg's historic quaint downtown plaza. The cottage is 480 square feet with big windows, high ceilings and its own private entrance. There is parking right in front. It has kitchen amenities (coffee and tea pot, mini refrigerator, toaster and microwave), living room and bathroom with a mosaic tile shower. Right across the way you can take a lovely walk or run alongside the vineyards or you can rent a bike to explore the beauty of the valley. If you enjoy hiking, seasonal kayaking or canoeing there are opportunities all around us to explore as well. Our property has multiple fruit trees and we will be happy to share whatever bounty is in season when you arrive. The water here is also clean spring fed and very tasty and the sky at night is full of stars! You can enjoy sitting in the front yard which is bordered by a dozen Redwood trees or you can picnic in our big back yard among the fruit trees. We also have 2 female dogs who are quite friendly if you'd like to meet them. We would be happy to welcome you to Sonoma County and insure that your stay here is enjoyable.

Aug 17 – 24

G$41,204 GYD per night

Guest favorite

Home in Windsor

4.99 out of 5 average rating, 101 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.

Oct 17 – 24

G$94,420 GYD per night

Guest favorite

Home in Occidental

4.99 out of 5 average rating, 114 reviews

Guest favorite: Serene retreat on private road

Magical 2nd story Victorian style carriage house. 1,250SF of open interior space with soaring ceilings containing 1-bedroom, 1-bathroom, full kitchen, laundry room, with 2 small decks on either side. Located on top of a hill on a 10-acre gated property via a private road above the town of Occidental. Described as a” hidden gem”, “tree house", "cathedral like" space and or just plain "wow". It is fun watching people’s faces the first time they see it. A fun, comfortable, serene, romantic place.

Jun 8 – 15

G$36,081 GYD per night

Guest favorite

Home in Windsor

4.99 out of 5 average rating, 144 reviews

Luxury Wine Country Estate with pool & hot tub

Welcome to our amazing Wine Country oasis, perfect for your relaxing getaway! This home features a large chef’s kitchen, four spacious bedrooms, and two living rooms. Enjoy the outdoor amenities, including large pool, hot tub, outdoor kitchen, bathroom, and dining area. You can also play a game of pool or pingpong in the finished garage! This home is located close to the Sonoma County Airport, wineries, and world-class dining, making it the perfect choice for enjoying all wine country offers

Sep 4 – 11

G$136,659 GYD per night

Guest favorite

Home in Windsor

4.96 out of 5 average rating, 381 reviews

Winelight Vineyard Home With Spa

Available for minimum 3 day rental. 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.

Oct 4 – 11

G$45,891 GYD per night

Guest favorite

Home in Healdsburg

4.97 out of 5 average rating, 149 reviews

Secluded Healdsburg Sanctuary on 10 Private Acres

This stunning, modern home sits on a picturesque 10-acre property, complete with a thriving vineyard that provides a serene and secluded backdrop for your getaway. As you enter the home you'll be struck by its elegant and refined design and large picture windows that look out on breathtaking vistas of vine, olive & oak dotted hills. Whether you are seeking a romantic getaway, a family vacation or a peaceful respite from city life, this exceptional retreat has everything you need & more.

Aug 8 – 15

G$157,185 GYD per night

Guest favorite

Home in Healdsburg

4.93 out of 5 average rating, 529 reviews

Healdsburg Garden House

Enjoy a real Sonoma County Experience Best Value in the Valley Organic grapes, hops, flower and vegetable gardens Centrally located home away from home Large Covered Redwood Deck with Gas Grill NEW A/C and Heating (controls in each bedroom) Super clean and sanitized Private, spacious & comfortable Fully Stocked Kitchen w/ Dishwasher 50” HDTV’s in each room (HBO, Showtime, Netflix, YouTube…) 1 GB High Speed Ethernet Level Walk to Town Square and Russian River Beach TOT # 798N

Mar 23 – 30

G$47,091 GYD per night

Guest favorite

Home in Graton

5.0 out of 5 average rating, 562 reviews

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 covid cleaning protocols

Nov 15 – 22

G$97,723 GYD per night

Guest favorite

Home in Santa Rosa

5.0 out of 5 average rating, 108 reviews

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa

Enjoy beautiful unobstructed vineyard views (seasonal) 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.

Feb 14 – 21

G$83,379 GYD per night

Guest favorite

Home in Sebastopol

4.96 out of 5 average rating, 368 reviews

Sebastopol Guest House

Let the sun shine in! Serene, modern, open floor plan with skylights, heat, air conditioning, full kitchen and bath and a private patio covered by a grape arbor. The Guest House is on a quiet 'country-like' road downtown A short stroll to the Barlow, Zagat-rated restaurants, galleries, farmers markets and boutiques. Gorgeous wineries are 10 minutes away. You'll find our extensive guide book inside that we created to share our love of the area with you.

Jun 25 – Jul 2

G$29,353 GYD per night

Superhost

Home in Healdsburg

4.81 out of 5 average rating, 425 reviews

C - Wineries/breweries seconds away

Great location for a wine country getaway! Please use the Airbnb app for self check-in instructions! The owner is severely allergic to animals, so please do not request or bring any animal with you. We have an automated backup generator for loss of power issues! Full kitchen, Outdoor patio, BBQ, Fire pit (propane tank included but not fuel), Two bikes included in stay. California King Tempurpedic bed. Laundry room, Fully renovated bathroom.

Mar 3 – 10

G$33,074 GYD per night

Guest favorite

Home in Windsor

4.93 out of 5 average rating, 147 reviews

Luxurious home and pool

Beautiful executive home loaded with sophisticated upgrades. This spacious open floor plan features 4 bedrooms, 3 baths, and a private pool with a fountain. The gourmet kitchen, hardwood floors, and granite counters are all part of the great room with fireplace. Centrally located in Sonoma county with more than 20 wineries within a 10 minute drive. This house is just 5 miles from Healdsburg and 20 miles from Calistoga.

Aug 17 – 24

G$118,964 GYD per night