House vacation rentals in Windsor

4.96 out of 5 average rating, 432 reviews

A view of the open living area reveals a cozy sofa adorned with colorful cushions. A wooden dining table is situated nearby, accompanied by simple wooden chairs. A large artwork of sunflowers adds a touch of character, while a decorative coffee table holds potted plants and flowers.

Home in Sebastopol

Sebastopol Guest House

Let the sun shine in! Serene, modern, open floor plan with skylights, heat, A.C. 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. We only host non-smokers and we'll meet you at check-in

The exterior of a charming Victorian house is visible, featuring a welcoming front porch with a green door. Lush greenery and colorful plants frame the entrance, and a rustic wooden cart is placed nearby on a gravel pathway, enhancing the inviting outdoor space.

4.99 out of 5 average rating, 125 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.

4.96 out of 5 average rating, 298 reviews

A warm living space features wooden paneling and natural light from large windows. A comfortable chair sits beside a small wooden table, and a piano is positioned nearby. Decorative plants hang from the ceiling, complemented by a cozy fireplace and a bookshelf in the background.

Home in Forestville

Forest Cozy Home

My house in Forestville is a walk to the river (Steelhead County Beach), near endless wineries, canoe rentals, gorgeous Sonoma coast beaches, Santa Rosa airport, a bicycle trail through West County with bike rentals in downtown Forestville offering immediate access to the trail, and a very well-stocked little grocery store a 5-minute walk down the hill. Lovely back roads take you to Healdsburg to the north or Sebastopol to the south. My dog & I stay in a basement studio when guests are here.

A spacious living area is illuminated by natural light from large windows. Plush sofas are arranged around a coffee table, while a fireplace adds warmth. A wall-mounted TV is positioned for easy viewing. A sliding door leads to an outdoor space with seating.

4.94 out of 5 average rating, 282 reviews

Russian River Brew-cation · Wine Tasting Retreat

Welcome to the Russian River Brewhouse in the heart of Wine Country. Enjoy a space made for comfort and connection, with evenings best spent gathered around the fireplace. You can arrange a private wine tasting in the home, where a tasting experience is brought directly to you. No driving, no reservations, just a relaxed and memorable way to enjoy Wine Country from the comfort of your rental. Your reservation includes tastings at CAST Wines, Christopher Creek Winery, and Ramazzotti Wines.

A modern kitchen features a large island with four bar stools, blending navy cabinetry with marble countertops. Bright windows illuminate the space, revealing a glimpse of the outdoor area. An elegant gold sink contrasts with stainless steel appliances and minimalist decor.

4.98 out of 5 average rating, 110 reviews

Botany House Designer Home with Hot Tub

Discover your Wine Country sanctuary in this lush, design-forward Santa Rosa retreat. With a chef’s kitchen, a six-person hot tub, a fire pit, and Restoration Hardware furnishings, every detail is crafted for comfort and style. Perfectly located near wineries, Michelin-star dining, and redwood adventures, it’s ideal for families or friends seeking luxury and connection. Book your escape today. We are pet-friendly. Message us on Social Media at Inspired in Sonoma for Inspiration and Tips.

The living room showcases a spacious sectional sofa adorned with decorative pillows. A wall-mounted TV is visible alongside a contemporary shelf displaying plants and decor. Natural light filters through the window treatments, highlighting the neutral tones of the furnishings.

4.91 out of 5 average rating, 245 reviews

Cozy Wine Country Retreat | Monthly Stays

Relax in this charming one-bedroom Wine Country retreat, perfect for extended stays and monthly bookings. Featuring a private queen bedroom, full bathroom, and full-size pullout sofa, it’s ideal for couples, traveling nurses, remote workers, and wine club members. After a day of work or wine tasting, unwind in a quiet, comfortable space with easy access to local wineries, dining, and Wine Country attractions. A cozy alternative to a hotel, designed for longer, more relaxed stays. 🍷🏡

A well-appointed bedroom features a spacious bed with a light-colored upholstered headboard, draped in soft linens and a textured throw. Two nightstands flank the bed, each with a lamp and decorative items. Large windows allow natural light to illuminate the room, while soft curtains frame the view.

4.93 out of 5 average rating, 100 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

5 out of 5 average rating, 689 reviews

A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.

Home in Graton

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

An expansive outdoor patio area features modern metal furniture and a covered dining table, inviting al fresco meals. Large sliding glass doors create a seamless flow between indoor and outdoor spaces, with a view of the surrounding natural landscape and vineyard beyond.

4.97 out of 5 average rating, 129 reviews

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.

An open living space seamlessly connects with an outdoor deck, featuring a dining table set for several. Natural light floods the area, highlighting wooden flooring and a cozy rug. Lush greenery can be seen in the garden area beyond the deck, creating a serene atmosphere.

4.94 out of 5 average rating, 194 reviews

Wine Country Cottage Walkable to River or Downtown

Centrally located retreat 5 blocks from downtown, Russian River and 3 blocks from at least 9 wineries. Living room fully opens to private deck w/BBQ, outdoor kitchen, dining space and fire place. Gourmet equipped kitchen with many cooking amenities to enjoy wine and a great meal in the garden patio or BBQ outside and relax. Luxury bathroom with heated towel rack, heated floor and bidet. A small cozy two bedroom with many amenities and thoughtful touches.

A spacious living area features a blue sofa adorned with a soft orange throw. A large area rug with intricate patterns anchors the space, while natural light floods in through large windows. A wooden coffee table rests centrally, complemented by decorative items.

4.96 out of 5 average rating, 434 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.

A hot tub is positioned on a grassy area, offering a view of rows of grapevines against a serene sunset. Colorful flowers are visible nearby, complementing the natural surroundings.

5 out of 5 average rating, 217 reviews

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!

Popular amenities for Windsor house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene infinity pool extends towards the horizon, bordered by lush greenery. Eight lounge chairs, with two umbrellas, face the pool, inviting relaxation. A wooden structure sits in the background, along with a staircase leading to the home, all under a soft, pastel sky.

4.91 out of 5 average rating, 127 reviews

Farpoint: Heated Infinity Pool, Mountain Views

A heated swimming pool reflects the early evening sky, surrounded by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a shaded umbrella. The vineyard is visible in the background, enhancing the peaceful atmosphere of this outdoor space.

4.92 out of 5 average rating, 121 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

4.95 out of 5 average rating, 167 reviews

An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.

Home in Occidental

Modern mid-century-inspired, Deer Ranch

The outdoor space features a gazebo with a fire pit, surrounded by comfortable seating. Lounge chairs are positioned near an unheated pool, and a dining table with seating is visible in the background, creating a welcoming atmosphere for relaxation and gatherings.

4.93 out of 5 average rating, 153 reviews

Private, Warm & Cozy + Spa + Pool + Fire Pit + WiFi!

4.84 out of 5 average rating, 188 reviews

This classic vacation home features a low-maintenance exterior surrounded by neatly trimmed bushes. A gravel pathway leads to the entrance, while a covered carport provides shaded parking. Lush greenery and trees can be seen in the background, creating a serene setting.

Home in Guerneville

STAY AWHiLE Guerneville Hot Tub Fireplace Yard

4.86 out of 5 average rating, 118 reviews

A modern hillside lodge is surrounded by lush greenery, featuring a wrap-around deck adorned with string lights. Steps lead up to the entrance, with multiple levels of wooden decking providing serene outdoor spaces.

Home in Guerneville

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Superhost

A hot tub bubbles gently, positioned next to a large swimming pool. Lush greenery surrounds the area, complemented by a vibrant sky with hues of orange and pink. A lounge chair and a sun umbrella are visible in the background, enhancing the outdoor relaxation space.

Home in Montgomery Village

4.87 out of 5 average rating, 245 reviews

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food

4.98 out of 5 average rating, 181 reviews

A private outdoor area features a hot tub adjacent to a wooden deck. A white dining table is positioned for meals, surrounded by lush greenery. Soft lighting hangs above, adding to the relaxed setting. A window on the house offers natural light to the space.

Home in Junior College

Pacific Gardens Retreat

Weekly house rentals

4.97 out of 5 average rating, 203 reviews

A bright living area features a unique circular fireplace with a dark metal chimney as the focal point. Large windows allow natural light to fill the space, highlighting a wooden ceiling and floor. A cozy seating arrangement includes a modern leather chair and a wooden coffee table.

Home in Jenner

Pelican Hill House

4.94 out of 5 average rating, 601 reviews

A welcoming living space features wooden walls and ceiling beams, enhancing the warm ambiance. A comfortable brown leather sofa faces a central wood-burning stove. Floor-to-ceiling glass doors provide access to the outdoor area, allowing natural light to fill the room.

Home in Bodega Bay

Ocean View Spa House

A spacious living area is designed for relaxation, featuring a comfortable light-colored sofa with decorative throw pillows. A large window allows natural light to fill the space, highlighting the modern décor. A stylish coffee table rests in front of the seating, complemented by a vibrant area rug.

4.93 out of 5 average rating, 199 reviews

Wine Country Adventure Fun for Families & Friends

4.96 out of 5 average rating, 291 reviews

A spacious deck features a hot tub surrounded by vibrant greenery and comfortable outdoor chairs. Views of the vineyard and rolling hills are visible in the background under a clear blue sky.

Home in Sebastopol

Sonoma County Historical Ranch House on a Vineyard

4.97 out of 5 average rating, 183 reviews

A vibrant pink door welcomes guests to the home, framed by a green exterior and wooden porch. A wooden bench sits on the porch beside a decorative rooster. Lush greenery accents the area, providing a serene entryway.

Home in Forestville

Hilltop Haven 🌅 view & hot tub

5 out of 5 average rating, 111 reviews

Home in Rio Nido

Rated Top 5% Modern Cozy Farmhouse in the Redwoods

4.98 out of 5 average rating, 106 reviews

The main room features original vaulted ceilings made from redwood, with large sliding glass doors offering views of the surrounding landscape. Comfortable seating includes a three-seat sofa and two accent chairs, arranged around a round coffee table on a patterned area rug.

Home in Forestville

Wine Country Dream Retreat! By Wineries/River~

4.86 out of 5 average rating, 125 reviews

A bright dining area features a round table with white chairs and a golden tablecloth, positioned on a patterned rug. A chandelier hangs above. An archway leads into a cozy living space, showcasing a comfortable sofa, colorful area rugs, and decorative items that create a welcoming environment.

Home in Burbank Gardens

Downtown- walk to brewery, restaurants and parks

Private house rentals

The exterior of the modern home is displayed, showcasing a two-story structure with neutral grey siding and large windows. Pathways lined with low-maintenance landscaping lead to the entrance, with areas of gravel and various plants adding a natural touch. A wooden fence encloses the backyard.

4.99 out of 5 average rating, 115 reviews

Modern 4-Bedroom Retreat in Santa Rosa

5 out of 5 average rating, 64 reviews

Casa de la Esperanza: 1890s Gem - Hot Tub - 5BD/3BA

A tree-lined driveway leads to a charming house, surrounded by tall evergreens and low hedges. The pathway is paved with a subtle texture, and gentle slopes are visible on either side, adding depth to the serene landscape.

4.97 out of 5 average rating, 77 reviews

Private Wine Country Retreat in Healdsburg

The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.

4.97 out of 5 average rating, 92 reviews

Wine County Opulent Villa Pool/Hot Tub-Upper Level

Superhost

A well-appointed sleeping area features a four-poster bed dressed with a floral duvet. Two bedside lamps flank the bed, providing soft lighting. A small wooden table and chair are situated to one side, with light filtering in from sheer curtains framing the window.

4.82 out of 5 average rating, 61 reviews

Adventures surround this charming 2bedroom home.

4.88 out of 5 average rating, 222 reviews

The exterior of the house is framed by lush vegetation and ancient Redwood trees. A pathway leads to a set of wooden stairs, which provide access to the front deck. The natural surroundings integrate harmoniously with the rustic architecture.

Home in Occidental

The "Bird's Nest" in the Redwoods

4.94 out of 5 average rating, 90 reviews

A private deck surrounded by greenery features a hot tub, inviting relaxation amidst nature. A potted plant adds a touch of elegance, while a wooden bench offers additional seating options. Sunlight filters through the trees, enhancing the serene atmosphere of the outdoor space.

Home in Guerneville

Redwood Treehouse with Hot Tub