House holiday 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, 124 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, 294 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 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, 191 reviews

Wine Country Adventure Fun for Families & Friends

Located in Santa Rosa, this home is the perfect retreat for families, friends, and anyone looking to relax and enjoy the area. Just one block away, a fantastic new park features a playground for kids and a spacious dog park perfect for outdoor fun. Enjoy a game of billiards, unwind in the garage-turned-game room, or relax in the inviting living space. Step outside to the patio seating area and BBQ grill—ideal for dining under the stars and making unforgettable memories. SVR24-154 Permit 2024

The living room features a leather sofa and loveseat, accompanied by an end chair. A coffee table sits in the center, and a wall-mounted TV is positioned above a gas fireplace. Large windows and sliding doors provide views of the outdoor area.

4.94 out of 5 average rating, 225 reviews

Winemaker's Delight: 3BD/3BA Russian River Valley

Welcome to Wine Country Haven, a splendid 3-bedroom retreat nestled in the heart of Santa Rosa, owned by passionate wine makers. While not on a vineyard, this cozy abode is designed to immerse you in the spirit of viticulture, offering a unique and charming getaway for wine enthusiasts and those seeking a taste of the good life. Indulge in the warmth and comfort of our wine-inspired home. This retreat is perfect for up to six guests, whether you're traveling with friends or family.

5 out of 5 average rating, 679 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

Home in Historic Railroad Square

The front exterior of the house is highlighted, showcasing a well-maintained facade with green wood paneling and a geometric roofline. A driveway leads to the garage, complemented by potted plants on both sides of the entrance, creating a welcoming approach.

4.96 out of 5 average rating, 164 reviews

3 Bedrooms 1 Bath | Quiet Neighborhood House

This listing is for an entire house 3 bedrooms 1 bathroom, fully remodeled. We built all of the wood furnishings from scratch and put this home together for us and are now sharing it with our guests to enjoy. We live in the unit behind this house and will be available as needed. Brand new furnishings and everything you need to make you feel at your home away from home. We've invested heavily in quality mattresses, pillows, & sheets to ensure a good nights rest. STR #SVR23-019

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, 101 reviews

Botany House Designer Home with Hot Tub

Message us on Social Media at Inspired in Sonoma for Inspiration and Tips. 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 Santa Rosa escape today.

The kitchen features warm wooden cabinetry and an expansive central island. Stainless steel appliances include a refrigerator and microwave. Pendant lights illuminate the space, while natural light streams through a nearby window. Bar stools provide seating at the island, enhancing a functional cooking area.

5 out of 5 average rating, 179 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.

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, 128 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 light-filled living area features a sectional sofa, coffee table, and a flat-screen television mounted on the wall. Large windows provide sweeping views of the surrounding vineyards and natural light. A patterned area rug complements the wood flooring, enhancing the cozy atmosphere.

5 out of 5 average rating, 154 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.

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, 432 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, 206 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 house rentals in Windsor

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 165 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

4.99 out of 5 average rating, 177 reviews

A private outdoor pool area features a sleek, blue pool surrounded by smooth stone tiles. Chaise lounges are positioned nearby, inviting relaxation. The setting is complemented by a rustic wooden structure and a charming home with a brick chimney, set against a colorful sunset sky.

Home in Sonoma

Vineyard-House Escape in Sonoma Wine Country

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, 143 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.

4.88 out of 5 average rating, 240 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, 103 reviews

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

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

4.96 out of 5 average rating, 191 reviews

Home in Glen Ellen

Vineyard Home • Walk to Tastings • Press Pick

4.98 out of 5 average rating, 172 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, 196 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, 589 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

4.98 out of 5 average rating, 48 reviews

Family Wine Country Retreat | Near Healdsburg

4.99 out of 5 average rating, 301 reviews

The open concept living area features large windows showcasing a panoramic ocean view. Two comfortable chairs are positioned near the windows, and a sectional sofa invites relaxation. The warm, neutral decor complements the space, with natural light illuminating the room.

Home in Bodega Bay

The Beach House

4.96 out of 5 average rating, 428 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

4.99 out of 5 average rating, 334 reviews

A modern living space is shown with mid-century-style furniture. A luxurious dark sofa is paired with two yellow accent chairs and a round coffee table. The open kitchen with wooden cabinetry and a breakfast bar is visible in the background, enhanced by natural light from high windows.

Home in Forestville

Somms Rest Designed Curated Peaceful

4.99 out of 5 average rating, 212 reviews

A custom-designed beach house with large windows offers panoramic views of the Pacific Ocean. Its multiple decks invite relaxation with direct access to the surrounding landscape. The natural setting is complemented by a clear blue sky and a gentle wave-lapping shoreline.

Home in Dillon Beach

Dillon Beach Nirvana

4.96 out of 5 average rating, 103 reviews

A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.

Home in Calistoga

Calistoga Tejas Trails

Private house rentals

Superhost

The image captures the exterior of the farm house at sunset, featuring a newly installed in-ground pool highlighted by sun rays. Two lounge chairs are positioned near the pool, surrounded by landscaped gardens and serene greenery, with the backdrop of the charming house and towering trees.

4.81 out of 5 average rating, 26 reviews

Eastside Eden | A Wine Country Escape

4.95 out of 5 average rating, 84 reviews

An open-concept kitchen and dining area features a large wooden dining table and modern kitchen appliances. A spacious island with bar seating is included, and the bi-fold patio doors lead to a deck with lounge seating surrounded by greenery.

Home in Forestville

Russian River Luxury Escape | Private Hot Tub

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, 69 reviews

Vineyard Oasis: Luxury Home in the Heart of Sonoma

An airy living space is highlighted by high-beamed ceilings and large windows, allowing plenty of natural light. A gray sofa and two brown leather chairs are arranged around a round coffee table on a light-colored rug. The adjacent dining area features a wooden table, surrounded by various chairs.

5 out of 5 average rating, 94 reviews

Healdsburg House - Chiquita Road

Superhost

5 out of 5 average rating, 3 reviews

Sauna Ice Bath Putting Green 3-Bedroom Home

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.

4.88 out of 5 average rating, 58 reviews

Adventures surround this charming 2bedroom home.

A cozy living area features a soft grey sectional sofa and a round coffee table. A bright, white fireplace serves as a focal point, with a circular mirror above it. Natural light pours in through large glass doors, leading to an outdoor patio with scenic views.

5 out of 5 average rating, 12 reviews

Modern Wine Country Cottage

Superhost

A serene outdoor area features a large pool surrounded by spacious lounge chairs and lush greenery. A hot tub is situated near the pool, with a view of the mountains in the background. The home’s structure is framed by well-maintained landscaping.