House vacation rentals in Windsor

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, 123 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, 292 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.

4.9 out of 5 average rating, 144 reviews

The exterior of the cabin is nestled among tall redwood trees, featuring a multi-tiered structure with a large front deck. Stairs lead up to the entrance, with potted plants on the deck and a gravel path framed by lush greenery.

Home in Rio Nido

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.

A charming single-story cottage is framed by vibrant plants, showcasing a well-kept lawn. Large windows invite natural light, while a welcoming front door is visible. The surrounding garden features colorful flowers, enhancing the tranquil setting.

5 out of 5 average rating, 199 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! *Hot tub is inoperable from 10/26-11/1

4.96 out of 5 average rating, 164 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

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

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, 119 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

5 out of 5 average rating, 676 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, 123 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.

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, 428 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.

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.

4.92 out of 5 average rating, 239 reviews

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!

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, 185 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 and bidet. A small cozy two bedroom with many amenities and thoughtful touches.

A two-story home is presented with a light-colored exterior, complemented by large windows. A spacious driveway leads to the attached garage, while a covered porch area with seating is visible. The surrounding yard features low-maintenance landscaping and a wooden fence providing privacy.

4.96 out of 5 average rating, 209 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 502 reviews

A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.

Home in Sonoma

Luxe WineCountry getaway with Pool, hottub & Bocce

4.95 out of 5 average rating, 164 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

4.98 out of 5 average rating, 108 reviews

Wine Country Retreat- Privacy-Spa/Pool/Games

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, 137 reviews

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

A well-maintained backyard features a trimmed green lawn, surrounded by mature trees and shrubs. A seating area with lounge chairs and a barbecue grill is visible on a paved patio, providing a comfortable outdoor space for relaxation. The home is situated in a serene environment.

4.87 out of 5 average rating, 236 reviews

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

A spacious living room features a comfortable arrangement of seating, including a plush sofa, and a large television. Large windows provide views of the surrounding landscape, while the decor is finished with subtle, modern accents.

4.95 out of 5 average rating, 100 reviews

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard

4.84 out of 5 average rating, 183 reviews

An outdoor dining area is set with a table featuring six place settings, each accompanied by decorative dishes. An umbrella provides shade, while a hot tub is visible in the background, surrounded by greenery. Comfortable seating areas are arranged nearby.

Home in Guerneville

STAY AWHiLE Hot Tub Fireplace Walk to Guerneville

The villa stands nestled among the trees, featuring a spacious driveway leading to a tri-garage. Its exterior combines warm tones with charming shutters. The picturesque hillside setting offers a blend of greenery and distant trees, contributing to a serene ambiance.

4.92 out of 5 average rating, 104 reviews

Wine Country Opulent Villa-Brush Creek

Weekly house rentals

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.

4.93 out of 5 average rating, 263 reviews

Russian River Valley Brew-cation Home

4.9 out of 5 average rating, 840 reviews

A cozy living room features light wood flooring and natural light filtering through sheer white curtains. An upright piano is positioned against the wall, accompanied by a wooden chair and a small side table. Decorative plants enhance the serene environment.

Home in Sebastopol

Wine/Apple Country Cottage, Centrally Located

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, 101 reviews

Modern 4-Bedroom Retreat in Santa Rosa

4.98 out of 5 average rating, 46 reviews

Modern Wine Country Escape - 10min to Healdsburg

Superhost

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, 186 reviews

Wine Country Adventure Fun for Families & Friends

A modern living area showcases a comfortable gray sectional sofa and two accent chairs. A round wooden coffee table sits in the center, with a small plant adding a touch of greenery. Soft lighting is provided by a ceiling fixture and table lamps, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 130 reviews

Healdsburg 2br Cottage with Private Yard!

4.96 out of 5 average rating, 422 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

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.

4.89 out of 5 average rating, 54 reviews

Adventures surround this charming 2bedroom home.

Private house rentals

A charming two-story house is framed by lush greenery and mature trees. A spacious deck is visible on the upper level, furnished with chairs for relaxation. The exterior features a combination of white siding and wooden accents, complemented by a clear blue sky in the background.

5 out of 5 average rating, 11 reviews

Blooming Acres, by Vinifera Homes

Luxe

An outdoor pool area features a heated swimming pool surrounded by sleek lounge chairs. Two large umbrellas provide shade, while a built-in hot tub with a fire pit is situated nearby. Lush greenery and trees create a serene backdrop.

Home in Fountaingrove

4.98 out of 5 average rating, 52 reviews

Luxury Villa, Pool, Spa, BBQ, By Healdsburg

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, 63 reviews

Vineyard Oasis: Luxury Home in the Heart of Sonoma

4.83 out of 5 average rating, 6 reviews

Fitch St Escape | A Wine Country Escape

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.

4.94 out of 5 average rating, 95 reviews

Centrally Located Modern Wine Country Home

A bright living room features a light gray sofa and a yellow armchair, both positioned near large windows that allow natural light to fill the space. A wooden coffee table sits in the center, surrounded by indoor plants and artwork on the walls.

5 out of 5 average rating, 36 reviews

Riverhouse by the plaza

An outdoor seating area is furnished with plush chairs arranged around a square fire table. A large umbrella provides shade over the space. In the background, a gazebo offers additional seating options, surrounded by wooden fencing and vibrant greenery.

4.97 out of 5 average rating, 75 reviews

Heart of Wine Country, Cute Cottage w/Hot Tub

A lush garden area features vibrant red and white rose bushes, flourishing in well-tended beds. The natural greenery is complemented by flurries of blossoms, creating an inviting outdoor space. Soft sunlight casts gentle shadows on the manicured grass, enhancing the serene atmosphere.