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Windsor vacation rentals

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Top-rated vacation rentals in Windsor

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Home in Santa Rosa

4.94 out of 5 average rating, 192 reviews

Rejuvenate in the Zen Bath at a House on Taylor Mountain

Step into the outside shower in complete privacy with a stunning view of the natural surroundings. This is a colorful home with a variety of artwork from vintage American to French impressionists, with private decks and a hot tub for relaxation. Book a relaxing massage outside on the deck or inside in a cozy bedroom. Hire our private chef for a delicious dinner cooked on premises. Just to note our home and the surrounding area has been completely unaffected by any of the unfortunately wildfires in the region. Please note that there are no Saturday checkouts. The house has two bedrooms plus Den and 2½ Baths. Relaxing hot tub. Beautiful Zen Bathroom with Private outdoor shower conveniently off the hot tub deck. Sleeps up to 6 people. Upper Level: Kitchen, Dining/Living area: Rock & Roll Den: Queen Day Bed Living Room: Fold out sleeper couch with select number mattress ½ bath with toilet and sink Hot tub deck: Zen bathroom with daybed and large private outdoor shower with view. Lower Level: Vintage Americana Suite: Queen Bed in main room and twin bed in attached Sun room. Private Deck. Paris Bedroom: Queen Bed Full Bath with Shower The house has a fully equipped kitchen, well-stocked pantry and a comfortable living room/dining room area with a large television, premium channels and wireless internet access. The main deck off the dining room has a gas grill with patio seating. Our hot tub deck is adjacent and fully private- just you and the view! Our Zen bathroom with outdoor shower right off the deck means you have all you need without going back into the house. All bedrooms have comfortable beds with luxury bedding. Towels are provided as well as soap, shampoo and other toiletries. Washer & Dryer on site with laundry detergent provided. Wine and Chocolate provided on arrival. Coffee & Condiments in Kitchen The house includes a comprehensive guide to entire area with our personal recommendations. The owners live 1/16 miles away and are available for suggestions and assistance with local activities and winery visits. The house is at the end of a picturesque road on Taylor Mountain, overlooking Rohnert Park and Petaluma. Bordered by 2 private ranches there are no neighbors, so it’s a tranquil rural setting. Hundreds of world-class wineries are a short drive away. Car is required. Uber and local taxi service are available Large Private Deck with Hot Tub, Outdoor shower and bathroom adjacent to deck. Al Fresco dining, Outdoor seating, Deck Loungers 12% Sonoma County Tax will be collected on rental rate plus cleaning fee (certificate 1515N)

Home in Guerneville

4.93 out of 5 average rating, 395 reviews

Vineyard Vista / Scenic Home Close to The Russian River

Unwind in your own private oasis overlooking a stunning vineyard. Cook a meal in the fully-stocked kitchen, read a book in the hammock, sip a glass of wine in the 6-person hot tub, or just relax with a cup of coffee on the patio. This beautiful home has everything you need for a wine tasting retreat, a weekend get away, or a family river adventure. TOT Certificate number 1019N Vacation Rental Permit ZPE15-0210 Beyond Vineyard Vista's beauty are amenities designed to help you feel both comfortable and pampered: The first floor features the living space, including an entryway living room and an open great room with kitchen, dining and main living room. All the windows of the great room have amazing views of the vineyards and hills beyond, and the dining table is set in a large bay window with stunning 180-degree views.The kitchen is well-stocked with everything needed to make a gourmet meal and includes a gas range, refrigerator, microwave, coffee maker and dishwasher. The second story includes 3 large master bedrooms. There are 4 beds (2 King and 2 Queen size beds). There is also a full size sofa bed that can accommodate 2 people (cozy). The house provides comfortable furnishings, 1 flat-screen TV, a gas fireplace, a gas grill and a 6-person spa. The entire place is yours for the duration of your stay - enjoy the spa, well-stocked kitchen, and comfortable living spaces! As host we are pretty hands off. You will receive house access instructions and general rules so you can self-check in/out approximately a week before check in. We are available via phone call/text or email if you have any questions. I case of any emergency the property manager is available 24/7. This house is located in a quiet private road at the end of a cul de sac in Guerneville, with just 2 other houses in the immediate area. Most rooms in the house have a sweeping, beautiful view of the vineyard. You'll often see turkeys, deer, and other wildlife wandering through the trees and vines. But you'll also be able to take a very short walk to all the bars, restaurants, and wine tasting in downtown Guerneville. The house is walking distance ( within half a mile ) of restaurants, coffee shops, bars and grocery store. For visiting the area is best to use a car.

Home in Glen Ellen

4.96 out of 5 average rating, 176 reviews

Stay on a Vineyard. Great Location. Great Views.

Immerse yourself in a Wine Country experience that has captured the attention of prestigious publications - Condé Nast Traveler - House Beautiful - House & Garden - Esquire - Refinery 29 - The Bold Italic - The Wine Daily - Bon Traveler - Sunset Magazine WHY YOU'LL LOVE IT - Vineyard setting and views - Minutes to award-winning wineries, restaurants & spas - Fully-stocked kitchen - Pool, hot tub, bocce ball court - Ultra high-speed Internet - Complimentary tasting at the Estate Winery next door

Home in Dillon Beach

5 out of 5 average rating, 120 reviews

Elegant retreat just above beautiful Dillon Beach

Luxuriate and relax in an elegant, well-appointed, view-rich 3BR home (two with en-suite bathrooms.) Stocked with what you need & want: three fireplaces, jacuzzi, Sonos sound, Nespresso, EV charger and lounge complement the teenzone/movie area with PS5, Peloton, pingpong, foosball, lux beanbag, massage chair & '80s game console. 3000+ square feet to roam. Visit California's only private beach, using our beach chairs/kid toys/stuff; unplug from your hectic life for a bit. Revive, relax, restore.

Home in Windsor

4.96 out of 5 average rating, 397 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.

Home in Guerneville

4.98 out of 5 average rating, 208 reviews

Zin & Zen Winter Special - Hot Tub, Kayaks, Views!

PROMOTION VALID UNTIL MARCH 31, 2025: THIRD NIGHT FREE (SUN-THURS ONLY) WHEN BOOKING TWO NIGHTS. HOLIDAYS EXCLUDED. Charming two-story riverfront cottage with wood-burning stove in Sonoma wine country with hot tub, kayaks, bicycles, private dock, outdoor shower, propane BBQ grill, and fire-pit area. Wine tasting, hiking, golf and ocean beaches nearby! Movies, games, and books for all ages. Serene views from inside the house, or from the brick-paver patio and upper and lower decks.

Cottage in Santa Rosa

4.95 out of 5 average rating, 112 reviews

Discounted wine tastings, mins from Napa, Hot tub

* WineTasting discounts to top wineries on-request, worth $800(Dec 7 - Feb 9 stays only) * Hot Tub to relax in, nestled among the redwoods * 3 bdrms, sleeps 6 * 10 mins to spas in Calistoga * Wineries (5-10 mins), St. Helena(22 mins) * Gorgeous views of a gurgling creek * Backyard deck + grill * For familiies, kid friendly - pack n play, kid utensils, 5 mins to Safari West Note: accurate guest count required to honor county rules. Extra fees will be charged if more guests at check-in.

Home in Bodega Bay

4.94 out of 5 average rating, 117 reviews

The Birds in Bodega Harbour

Charming, mid- century seaside bungalow. Decor inspired by Alfred Hitchcock's, 'The Birds'. This rental Features 2 queen bedrooms, 2 full baths, sleeper sofa, fully equipped kitchen, hot tub and washer and dryer. Enjoy a short a stroll to beautiful sonoma coast beaches, wonderful hiking trails, the Links golf course and dining at Bluewater Bistro. Limited clubhouse amenities included . Please Inquire . Due to allergies, animals are not allowed on the property. No RV. TOT 1774N

Home in Graton

4.87 out of 5 average rating, 100 reviews

Celia's Garden - Lovely Home, Wonderful Location!

Celia's Garden is a joyful sanctuary - custom built in 2018 and just two blocks from downtown Graton where you’ll find restaurants and wine tasting rooms that exemplify West Sonoma County. This sunny and welcoming property is your home away from home - with an open and well-stocked kitchen and dining room. The living area is comfortable for entertaining and has an eclectic collection of books, DVDs, fanciful records, and kid-friendly activities that fill the bookcases and drawers.

Home in Marshall

4.86 out of 5 average rating, 346 reviews

Bleu Bay Cottage

*1 bdrm/1 bath charming coastal cottage *Hot tub on the deck, over top of the water *Enjoy your own private low-tide beach *Overlooking Tomales Bay, offering phenomenal views *Deluxe amenities *Fully equipped kitchen (complimentary organic coffee, tea, oils, condiments) *Gas stove provides gentle heat and ambiance *Dedicated workspaces + high speed wifi *Professionally cleaned and well maintained *No cleaning chores upon check-out! *Generous arrival/departure times (3pm+noon)

Home in Guerneville

4.94 out of 5 average rating, 165 reviews

Escape to Guernevilla, sunniest spot on the river!

Adventure awaits at Vacation Beach! Guernevilla is our happy place and pretty sure it'll become yours too. This charming family- and dog-friendly home offers everything you need to kick back and relax, including a chef's kitchen, outdoor dining, a front porch that overlooks an enclosed patio courtyard and a fully fenced and private backyard with 4-person hot tub. Two different beaches with river access are both just a short 5-7 minute walk away. @visit.guernevilla on instagram

Home in Bodega Bay

4.96 out of 5 average rating, 571 reviews

Water’s Edge - Ocean Views, Private Hot Tub

Enjoy breathtaking views of the ocean and coastline from this 2-bedroom, 2-bath home overlooking Bodega harbor, or from its private hot tub, strategically positioned to catch the sunset. Wood burning stoves hearkens back to its beginnings as a fisherman's cottage, while the chef’s kitchen, custom bathrooms, fast WiFi and smart TV create a modern oasis. Relax in the hot tub, enjoy amazing sunsets, grill, and sleep peacefully next to the sparkling waters of Bodega Bay.

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Popular amenities for Windsor vacation rentals

Laptop-friendly workspace

Stay near Windsor's top sights

Luther Burbank Center for the Arts71 locals recommend

John Ash & Co.65 locals recommend

Kendall-Jackson Wine Estate & Gardens46 locals recommend

J Vineyards & Winery43 locals recommend

Marla Bakery & Catering38 locals recommend

Oliver's Market - Windsor37 locals recommend

Other great vacation rentals in Windsor

Home in Sonoma

4.92 out of 5 average rating, 273 reviews

Sonoma Country Estate Near Square Hot-tub Fire Pit

Home in Glen Ellen

5 out of 5 average rating, 136 reviews

Tuscan Wine Country Villa sleeps 6

Guest suite in Sebastopol

5 out of 5 average rating, 379 reviews

VILLA CIEL: Modern. Serene. Spectacular Views.

Home in Sonoma

4.96 out of 5 average rating, 199 reviews

Exceptional Wine Country Estate

Home in Healdsburg

4.82 out of 5 average rating, 135 reviews

Spectacular Vineyard View!! SPA, Close to Plaza!

Home in Bodega Bay

4.92 out of 5 average rating, 169 reviews

Bodega Bay-Magical Ocean Front and Coastal View!

Home in Sonoma

4.81 out of 5 average rating, 360 reviews

Sonoma Hideaway: 3BD/2.5BA Beautiful Patio/Garden

Home in Sonoma

4.97 out of 5 average rating, 120 reviews

Large Charming Home Surrounded by a Vineyard

Quick stats about vacation rentals in Windsor

Total rentals
350 properties
Total number of reviews
12K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
230 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Windsor?
Yes! Work meets play with ease at over 160 vacation rentals in Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Windsor?
Four-legged friends are welcome in Windsor. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there Windsor vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in Windsor, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in serviced apartment rentals in Windsor?
Experience the best of Windsor with our serviced apartment rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Windsor have a gym?
Absolutely! We offer over 30 apartment rentals with a gym in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windsor have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windsor have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Windsor have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Windsor?
Windsor has more than 250 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Serviced Apartment Rentals in Windsor?
Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

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