Vacation rentals with outdoor seating in Windsor

4.99 out of 5 average rating, 110 reviews

A covered patio is framed by wooden beams, offering a view of expansive vineyard landscapes and distant hills. Outdoor seating, including a dining table and lounge chairs, is arranged on the deck, inviting relaxation amid the tranquil scenery.

Guesthouse in Healdsburg

Bucher Vineyard Cottage

Discover the Charm of Our Vineyard Cottage! Escape to the heart of wine country with a stay at our fantastic one-bedroom cottage, nestled on the renowned Bucher Vineyard. Large room with kitchen & cozy seating area. Enjoy a restful night in a comfy queen bed surrounded by a stunning Redwood wall. Covered patio with heaters and fan. Deck with spectacular views of our vineyard & the Russian River Valley. Gas fire pit near deck. Hosts John & Diane are farmers and winery owners live on the property.

4.94 out of 5 average rating, 237 reviews

A pathway of wooden planks meanders through lush greenery, leading towards a studio cottage nestled among trees. The exterior of the cottage features warm earth tones, blending with the natural surroundings. Sunlight filters through the foliage, casting dappled light on the ground.

Cabin in Sebastopol

Country Studio Cottage Sanctuary

Cozy, quiet studio cottage nestled on 1/3 acre of trees and surrounded by seasonal creeks. Indoor gas fireplace and full kitchen & large spacious deck. In Sonoma Wine Country, 12 minutes to downtown gourmet restaurants, and organic coffee houses. Take gorgeous backroads to Bodega Bay and Sonoma Coast. Nestle into the warm glow of a gas fireplace or watch for deer and wildlife from the deck or living room. This is a perfect retreat space for one or two people; it is not appropriate for parties.

4.99 out of 5 average rating, 126 reviews

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.

Home in Windsor

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.

4.89 out of 5 average rating, 1,203 reviews

The studio cottage features a balanced layout with a queen bed highlighted by wooden furnishings. A small desk and an ergonomic chair are positioned near a wall-mounted television. Natural light illuminates the space through two windows, creating a comfortable environment.

Guesthouse in Santa Rosa

Clean Comfy Cottage Downtown

Our tree shaded studio cottage is one block from the heart of downtown. Stay just a two block walk from Russian River Brewing. This clean and quiet cottage has a full kitchen, a comfortable queen bed. I am happy to customize the space to your needs. I offer soft and firm mattresses. I use cotton blankets so that you can have any weight on your bed that you would like. You are welcome to stack seven or more blankets at a time. I will adjust my cleaning regimen to meet your preferences.

Guest suite in Santa Rosa

A spacious private deck is seen with views overlooking the rolling hills and valleys. Comfortable green lounge chairs are positioned for relaxation. The deck features wooden railing and steps leading down, while a doorway connects to the guest suite.

4.96 out of 5 average rating, 364 reviews

Wikiup lookout retreat

We self-developed our rural property as a secluded retreat with dog-friendly gardens. To share our creation with you, we designed a private 2nd-floor guest suite (ok to bring your good dogs). Your suite includes secure parking, private entrance, deck, kitchen, dining, living, 3 beds (queen, double, twin), one bath & a fenced back yard. We are on a country road near Healdsburg, Windsor, Russian River, Sebastopol, Santa Rosa, Calistoga, Sonoma & Napa valleys, wineries & beaches.

4.93 out of 5 average rating, 101 reviews

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.

Home in Santa Rosa

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, 692 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

Guest suite in Junior College

A cozy guest suite features a queen-size bed with a textured blanket and decorative pillows. A small desk with a chair and a mini fridge are positioned nearby. Soft lighting and wall art enhance the ambiance, while a ceiling fan provides comfort.

4.94 out of 5 average rating, 236 reviews

Cozy Private Guest Suite Centrally Located

This recently remodeled guest suite in Santa Rosa’s Junior College neighborhood offers a cozy retreat for 1-2 guests. It features a queen-size bed with a natural latex mattress, Smart TV, WiFi, mini fridge, microwave, Keurig coffee maker, and electric kettle. Relax in the shared garden courtyard with Adirondack chairs, a bistro table, and a propane grill. On-street parking is plentiful, and with a Walk Score of 85, you’re close to shops, dining, and the college.

4.97 out of 5 average rating, 654 reviews

The exterior of a rustic winery building is featured, characterized by its earthy tones and distinctive red door accents. Lush greenery and blooming purple flowers surround the structure, enhancing its natural setting. The building's design includes terracotta roofing and large windows that invite an abundance of natural light.

Farm stay in Healdsburg

Gracianna Winery Vineyard Loft - Farm Stay

Costs vary based on availability. Luxury estate loft in Gracianna Winery's vineyard on Westside Road's Miracle Mile of Pinot Noir in Healdsburg includes equipped kitchen with new gas Wolf Range. Pick up breakfast needs before arriving. Vineyard machines may work overnight with lights & disruptive noises, especially during the summer and harvest is in late August early Sept. TASTING ROOM CLOSED DECEMBER 1 - MARCH 31. LOFT AVAILABLE YEAR ROUND. TOT #3294N

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, 195 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.

4.96 out of 5 average rating, 434 reviews

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.

Home in Windsor

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, 218 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 outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 204 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

4.93 out of 5 average rating, 197 reviews

The spacious kitchen features a large island with a polished granite countertop and a six-burner gas stove. Large windows provide views of the waterfront, and soft natural light brightens the area. A dining space is visible to the side, enhancing the open concept design.

Home in Bodega Bay

Birdwatching in Bodega Bay

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, 134 reviews

Healdsburg 2br Cottage with Private Yard!

4.92 out of 5 average rating, 130 reviews

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.

Home in Santa Rosa

Farpoint: Heated Infinity Pool, Mountain Views

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

The bedroom features a spacious bed with white linens accentuated by a decorative pillow. A ceiling fan is present, and natural light enters through a window. Artwork adorns the walls, including a map and framed prints. A small desk and a television stand complete the space.

4.89 out of 5 average rating, 405 reviews

Wine Country Cottage in Healdsburg

5 out of 5 average rating, 112 reviews

Home in Rio Nido

Redwood Luxe Modern Farmhouse in Guerneville

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~

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 487 reviews

A round table with two chairs is positioned on lush green grass, overlooking a misty landscape at sunrise. The fog blankets the valley, enhancing views of rolling hills and distant trees. A potted plant adorns the table, creating a serene outdoor dining space.

Apartment in Penngrove

Valley View-Sonoma Mountain Terrace

4.99 out of 5 average rating, 744 reviews

A modern studio space features a spacious layout with a queen bed and a desk area. Natural light streams in through skylights and a window, highlighting the warm wood tones of the cabinetry and furniture. A cozy seating area includes a round table and an ergonomic chair.

Apartment in Sebastopol

Amy's Local BNB - walk to town **and hot tub!**

4.99 out of 5 average rating, 177 reviews

A comfortable seating area features a spacious sofa and two high-backed chairs, accompanied by a coffee table on a light rug. Natural light enters through large windows covered with woven shades, enhancing the relaxed ambiance of the space.

Apartment in Sonoma

2 bedroom Apartment with Balcony Downtown Sonoma

4.93 out of 5 average rating, 270 reviews

The loft features a cozy sleeping area with a spacious bed dressed in decorative linens. A small dining table is positioned nearby, complemented by a lamp and artwork on the walls. Natural light enters through a skylight, enhancing the inviting atmosphere.

Apartment in Sonoma

Lily's Loft

4.91 out of 5 average rating, 226 reviews

A covered outdoor space is framed by wooden beams and features a gravel floor. A rectangular table is surrounded by several chairs, with a bright green lounge chair visible in the background. A decorative sign reading 'HELLO WINTER' hangs on the fence.

Apartment in Santa Rosa

Sonoma County Getaway: Mins to Wineries & Downtown

4.97 out of 5 average rating, 195 reviews

A vibrant street scene features a stone building with a distinct architectural style, framed by lush greenery and palm trees. Vehicles line the road, suggesting a lively atmosphere. Rolling hills are visible in the background, adding depth to the landscape.

Apartment in Sonoma

Above and On Broadway - MaryJean’s Place

4.94 out of 5 average rating, 36 reviews

A studio apartment is shown, featuring a comfortable bed with green bedding and several decorative pillows. A wooden coffee table sits in front of a plaid sofa. A TV is positioned on a patterned cabinet, while natural light enters through the windows with sheer curtains.

Apartment in Forestville

Enchanting Russian River Retreat

4.98 out of 5 average rating, 514 reviews

A studio apartment features a queen bed with white bedding against a vibrant blue wall. A cozy seating area includes two armchairs and a coffee table. Decorative accents are present, with a sliding barn door leading to a stylish bathroom visible in the background.

Apartment in Petaluma

Central charming studio w/pvt patio + breakfast

Condo rentals with outdoor seating

A spacious outdoor pool is surrounded by lounge chairs and shaded by trees. Clear water reflects the sky, and a calming atmosphere is created by the overall layout. Nearby, buildings provide access to the pool area, enhancing the resort-like feel.

Windsor, CA, Studio #2

An inviting pool area is featured, surrounded by sun loungers arranged around the circular shape. Lush greenery and several multi-story buildings are visible in the background, with a sunset sky adding a soft hue to the scene.

Windsor, CA, 1-Bedrm SN #2

The outdoor pool area features a circular pool surrounded by a spacious deck. Several lounge chairs are positioned around the pool, offering seating options. A large tree provides shade nearby, and a building with patio seating is visible in the background.

Windsor, CA, Studio Z #2

A circular outdoor pool is framed by a mixture of lounge chairs and shaded areas, surrounded by greenery and resort buildings. The water reflects a serene sky with pastel hues, inviting relaxation and leisure.

Windsor, CA, 1-Bedroom SN #1

Windsor, CA, 2-Bdr Queen Z #1

A spacious pool area features a large, clear water swimming pool surrounded by lounge chairs and umbrellas. The adjacent building showcases multiple balconies and staircases, enhancing the inviting atmosphere of the resort.

1 BR Worldmark Windsor Resort Condo Wine Country

An outdoor pool is surrounded by comfortable lounge chairs and shaded by surrounding trees. The tranquil water reflects the evening sky, creating a serene atmosphere for relaxation. The multi-story buildings provide a backdrop, emphasizing the resort's spacious landscape.

Windsor, CA, Studio #1

An outdoor pool is surrounded by lounge chairs and shaded areas, with a large tree providing a natural focal point. The pool's calm water reflects the soft colors of the sky at dusk, creating a serene atmosphere.