Holiday rentals with a patio in Windsor

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Top-rated rentals with patio in Windsor

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Guest house in Healdsburg
4.99 out of 5 average rating, 106 reviews

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.

Top guest favourite
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
4.94 out of 5 average rating, 235 reviews

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.

Superhost
A welcoming entrance features a bright orange door framed by a cheerful rose bush, showcasing red and yellow blooms. A doormat is positioned at the base of the steps, which lead up to the door, creating a friendly atmosphere.
Home in Santa Rosa
4.83 out of 5 average rating, 111 reviews

Centrally located in the Heart of Wine Country!

This lovely house is in the center of Wine Country! Just mins away from dining, shopping and wineries. Valley of the Moon, Alexander Valley, Russian River Valley, and Dry Creek Valley only 20-60 min drives! This is also a micro-brewery haven, including the famous Russian River Brewery. Find outdoor adventure with hiking and bike trails at Annadel and Mt. Taylor, kayak the Russian River, or golf one of the many courses (incl disc-golf)! The coast is only 30 mins away. You'll love Sonoma County!

Top guest favourite
A private patio is surrounded by lush greenery, featuring a propane grill and a small dining table with a chair. A cozy seating area composed of a large cushion and an accent stool enhances the outdoor space, with gravel pathways leading through a natural stone garden.
Guest suite in Guerneville
4.96 out of 5 average rating, 156 reviews

Relaxed 1 Bedroom under the Russian River Redwoods

Cuddle up in your own one bedroom apt. under a forest canopy in the Russian River Valley. Rejuvenate in a queen bed overlooking a redwood grove of ferns and ivy just off a private patio. Built into the hillside, Nine Trees gives you wine cellar coolness in the summer and temperate winter temperatures even without the romantic warmth of the guest-controlled gas fireplace. You have: •Off-street parking •Stocked kitchenette •Sleeper Sofa Nine Trees is just waiting to let you exhale. Tony

Guest favourite
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.
Home in Healdsburg
4.91 out of 5 average rating, 134 reviews

Healdsburg 2br Cottage with Private Yard!

Relax at our renovated private guesthouse a 5 min drive (1 mi) from the Healdsburg Plaza. Updated 2 br/ 1 ba home with private yard and outdoor dining and lounge areas. Our layout is ideal for one family or close friends traveling together as the one bathroom is accessed through the primary bedroom. Perfect for a wine country getaway- convenient location just outside of Healdsburg city limits in a vineyard adjacent neighborhood. We love kids and welcome them! Permit #TVR22-0119

Guest favourite
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
4.97 out of 5 average rating, 181 reviews

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

Top guest favourite
A bright and welcoming living space features a mix of modern and cozy elements. Wooden beams enhance the ceiling above various seating arrangements, including a plush sofa and a round dining table. Natural light filters through large windows, highlighting framed art on the walls.
Cottage in Sebastopol
4.99 out of 5 average rating, 243 reviews

Designer Wine Country Cottage in Perfect Location

Welcome to your wine country home, with every detail carefully designed to be the perfect luxury retreat. A 2 bed, 1 bath, 800 sq ft cottage on a private half acre garden. Walking distance to two tasting rooms, a sunny cafe, late-night gastropub, and nature trail. A ten minute drive to 18 more tasting rooms. 25 minutes to the coast. With a fully-stocked kitchen, outdoor barbecue, visiting chickens, and luxury linens and towels, this is the perfect base to explore the best of wine country.

Top guest favourite
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.
Home in Santa Rosa
4.98 out of 5 average rating, 107 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.

Top guest favourite
A leather sofa is positioned near a set of glass-paneled doors, allowing natural light to brighten the space. Two plaid ottomans sit in front, accompanied by a wooden tray holding a mug and a small plant. Framed artwork decorates the wall, enhancing the cozy ambiance.
Guest house in Petaluma
4.96 out of 5 average rating, 116 reviews

Downtown Farmhouse Retreat

Welcome to this original hay barn located within our 1900's Victorian Property -- lovingly transformed into a modern and charming farmhouse retreat. Perfect for 2 adults, this cottage provides all the amenities you'll need for a convenient and cozy stay. Enjoy the privacy of your own entrance and yard, ideal for morning coffee or a sunset glass of wine. Within easy walking distance, you'll find yourself amidst the bustling vibe of historical Downtown Petaluma.

Superhost
A wooden deck extends from the cottage, featuring a comfortable seating area with cushions. String lights are hung overhead, offering a warm glow as the sun sets. Surrounding trees provide a natural backdrop, creating a peaceful outdoor space.
Home in Glen Ellen
4.93 out of 5 average rating, 153 reviews

Creekside Sonoma Cottage • Patio, Hot Tub & BBQ

Escape to our creek-side cottage in the heart of Sonoma’s Wine Country. Relax on the private patio, soak in the hot tub under the stars, and grill dinner on the BBQ. 1 king, one queen, perfect for couples Steps from wineries, tasting rooms & hiking trails Fully equipped kitchen & fast Wi-Fi Free parking and self-check-in Wake to birdsong, unwind by the creek, then stroll to world-class wineries—book your dates while they’re still open! Permit# ZPE15-0779

Top guest favourite
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.
Home in Healdsburg
5 out of 5 average rating, 216 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!

Guest favourite
An outdoor space is presented, featuring a comfortable seating area with woven chairs surrounding a fire pit. Lush greenery accents the scene, and a hammock is positioned nearby beneath a wooden trellis. A cozy lounge area is set against a backdrop of an inviting home.
Guest house in Santa Rosa
4.81 out of 5 average rating, 113 reviews

Wine Country Guest House

Keep it simple at this peaceful and centrally-located home. Travel 12 miles to Calistoga or 16 miles to Sonoma and taste some of the best wines in the world! Then come home to soak in the hot tub or doze off in the hammock enjoying the warm fire pit & perfect California weather. This 1 bedroom, 1 bath features a fully stocked kitchen, bathroom and bedroom with a sofa bed in the living room for extra seeping space.

Popular amenities for rentals with patio in Windsor

When is the best time to visit Windsor?

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Avg. price$271 SGD$268 SGD$262 SGD$249 SGD$254 SGD$280 SGD$274 SGD$266 SGD$267 SGD$291 SGD$281 SGD$268 SGD
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Quick stats about holiday rentals with a patio in Windsor

  • Total holiday rentals

    Explore 230 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    220 of Windsor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor rentals

  • 4.9 Average rating

    Windsor stays are highly rated by guests – averaging 4.9 out of 5!

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