Holiday rentals with outdoor seating in Kenwood

4.98 out of 5 average rating, 334 reviews

A stunning sunset casts warm hues over the rolling hills of Sonoma County, blending shades of orange and purple in the sky. The valley below is highlighted by patches of greenery and the silhouette of distant hills, creating a serene, panoramic view.

Guest suite in Penngrove

Sunset View - Sonoma Mountain Terrace

Take your wine country visit to a new level with a unique agri-tourism stay on a luxurious, non-traditional dairy farm. Nestled in the foothills of Sonoma County, Sonoma Mountain provides a farm experience like none other, with the opportunity to feed a baby calf, observe milking our show cows, or just enjoy "being unplugged." Take a stroll through our extensive gardens or enjoy our million-dollar sunsets each night overlooking Santa Rosa. Lots of opportunity for privacy and outdoor relaxation.

The spacious outdoor deck is illuminated in the evening glow, featuring multiple seating areas, a dining table, and a hot tub. Large glass doors provide a view into the inviting interior, framed by tall redwood trees, creating a serene ambiance.

4.99 out of 5 average rating, 280 reviews

Quiet Wine County Retreat with Bocce and Hot tub!

Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

4.95 out of 5 average rating, 285 reviews

A spacious bedroom features a comfortable, well-dressed bed with neutral-toned linens and decorative pillows. Floor-to-ceiling windows offer a view of the garden patio, while artwork adorns the walls. A bedside table displays a lamp, adding functionality to the inviting space.

Guesthouse in Kenwood

Casa de Vincenzi

Beautiful, immaculate private studio, situated in Kenwood village with separate entrance and garden patio offers a quiet retreat in the heart of Sonoma Valley. Walking distance to world class tasting rooms and restaurants. Close to Sonoma, Glen Ellen and fave parks. Enjoy your ensuite bathroom with fluffy towels and toiletries. Indoor or outdoor dining to enjoy wine, tea, conversation, TV or wifi. Sleep in the quiet of your comfy King size bed. TOT (Transient Occupancy Tax) included. TOT #3720N

A comfortable living room is displayed, featuring a leather sectional couch complemented by decorative cushions. A television is positioned nearby, with a stylish wooden coffee table in front. Warm light filters through a large window, illuminating the open kitchen area with modern appliances.

4.97 out of 5 average rating, 100 reviews

Fireside Sips & Oak Dreams in Sonoma Valley

Ultimate wine country escape! Stylish 3-bedroom, 1-bathroom oasis nestled in serene Sonoma Valley. Charming getaway features an equipped kitchen, inviting outdoor patios, BBQ grill, outdoor games, and cozy fire pit, perfect for enjoying stunning wooded backdrop. Unwind on the Peloton bike or indulge in board games. Ideal destination! Downtown Glen Ellen and Kenwood wineries are just a five-minute drive away. A perfect balance of seclusion and convenience await you. Pets are allowed, with fee.

4.99 out of 5 average rating, 269 reviews

A cozy living area is furnished with a light-colored sectional sofa adorned with colorful accent pillows. A wooden coffee table holds snacks and glasses, while a lamp illuminates the space. Natural light enters through shutters, creating a warm ambiance.

Cottage in Kenwood

Spring getaway in beautiful Sonoma Valley!

Escape to your home-away-from-home on a private residential compound: the perfect getaway spot in the heart of beautiful Sonoma Valley! 🏡 Why You’ll Love It: ✔️ Minutes to 25+ wineries & great restaurants ✔️ Easy drives to Sonoma, Calistoga, Healdsburg, Napa & the Coast ✔️ Great hiking in nearby parks ✔️ Birdwatching in the garden ✔️ Saltwater pool & bocce court ✔️ Stunning Mountain views ✔️ Private patio with gas grill & outdoor dining ✔️ Full kitchen, separate bedroom with ensuite bath

4.97 out of 5 average rating, 140 reviews

A serene backyard setting features a stone patio with four wooden Adirondack chairs arranged around a central fire pit. Lush greenery, including ferns and flowering plants, surrounds the area, creating a cozy atmosphere for relaxation.

Home in Kenwood

The Kenwood House, A Place to Stay

The Kenwood House, is a newly renovated turn of the century craftsman cottage, one of the most charming in Kenwood! Walking distance to wineries, vineyards and restaurants! You’ll love our cozy farmhouse style, relax on the front porch with views of the Kenwood Plaza Park. Enjoy the HOT TUB and fire pit under the stars in the magical backyard! Wine country serenity reminiscent of a New England landscape. Tesla Battery protection. $30 per extra guest over 4 per night. Sonoma County TOT #373

A welcoming home is nestled among large oak trees, featuring a spacious deck and multiple steps leading up to the entrance. Lush greenery and a variety of plants frame the path, enhancing the natural surroundings. Bright sunlight casts a warm glow on the scene.

4.89 out of 5 average rating, 532 reviews

The Oak Haven - a relaxing sanctuary w/spa!

Welcome to The Valley Of The Moon! Glen Ellen, a hidden gem in the heart of the rolling hills of wine country, is only 20 minutes from downtown Sonoma and prides itself on offering something amazing for everyone. Many beautiful state parks and famous vineyards are just a few minutes away. Enjoy wilderness and fine wine at your doorstep in a beautiful, private home away from home at The Oak Haven. Relax, take a load off, you deserve it! License Number: LIC24-0319 TOT Certificate No: 1387N

A spacious wooden cottage is framed by vibrant autumn foliage. The exterior showcases large windows and a wraparound deck with seating. A natural path leads through landscaped greenery, enhancing the serene ambiance of the surrounding environment.

4.94 out of 5 average rating, 112 reviews

Artist inspired retreat in the best part of Sonoma

Find natural beauty in the Redwood as this Cedarfield Forest home shelters you in stylish Sonoma cottage. As you open the privacy Gates you are greeted with a quintessential English garden the scent of fresh rosemary and lavender. Miles of vineyards and wineries are moments away. Sonoma is known for state parks as well as Hot Springs an abundance of eateries and the charming Glen Ellen saloon are less than 3 miles away. Just steps away from natural Sonoma warm springs open seasonally.

4.99 out of 5 average rating, 234 reviews

A cozy living area showcases a rustic brick fireplace, producing a warm glow. Two armchairs with colorful striped blankets sit beside a small round table. A television is mounted above the mantelpiece, contributing to the inviting ambiance.

Cabin in Glen Ellen

Unique Historic Getaway w/Hot Tub and Fireplace

Hosmer House is a vintage gem, well preserved yet well appointed. Fully curated decor fills our families historic cabin. Close to wine tasting, fine dining and 3 state parks w/pass in historic Glen Ellen and Kenwood. Large always hot spa, fireplace, full kitchen, big TV, propane fire pit, screened in dining porch and 2 sets of french doors off the living room so you can enjoy nature or just curl up by the fire. Host next door for wine/food tips! We welcome people of all backgrounds!

Guest suite in Glen Ellen

A private room features a spacious queen bed with a white comforter. Adjacent, there is a small refrigerator and a television. Natural light enters through a large window and glass doors, leading to a cozy sitting area. Light wood flooring enhances the inviting atmosphere.

4.95 out of 5 average rating, 222 reviews

Wine Country Harvest Hideaway-Private entry/space

Welcome to our Harvest Hideaway! We’re centrally located in the heart of Sonoma Valley, right in downtown Glen Ellen. We are walking distance to restaurants, tasting rooms, and the great Glen Ellen Village Market. With dozens of wineries nearby, we are a 10 minute drive to Kenwood, and 15 minutes to the Sonoma Square. Within an hour, you can be on the coast in Bodega Bay or on the Golden Gate Bridge entering San Francisco. We are sure you'll have a fantastic stay!

4.94 out of 5 average rating, 115 reviews

The exterior of a charming single-story home is featured, with a covered porch framed by white columns. A well-maintained garden surrounds the house, showcasing colorful flowers and neatly arranged stepping stones leading to the entrance.

Home in Kenwood

Modern Luxury in Sonoma's Valley of the Moon

Come for an amazing visit in this luxury vacation rental with hardwood floors, custom high end furnishings, stone counters and much more. Ideally suited for the sophisticated traveler who desires high quality modern accommodations. Relax in the private backyard overlooking a vineyard and seasonal creek. Enjoy dinner on the 650 square foot deck. Take a stroll through the Zinfandel & Petite Syrah vineyard and end the evening lounging by the warmth of the firepit.

4.91 out of 5 average rating, 586 reviews

A spacious bedroom features a king bed adorned with a floral-patterned duvet. Natural light fills the room through multiple windows, with a cozy seating area visible. A flat-screen TV hangs on the wall, and a mini kitchen is positioned nearby, complemented by a small dining table.

Guesthouse in Glen Ellen

Glen Ellen Hideaway

One block to downtown Glen Ellen, with dining, shopping, & wine tasting. Hideaway is a charming, private guest house, suite-style behind our home. Spa-like bath, mini kitchen, comfy king bed! There is a large private patio for your enjoyment, great place to relax. Glen Ellen Hideaway is peaceful & private & has a separate entrance for your accommodations. Residents are Constance & Greig, and Franny, the dog, and Charm, the cat!-TOT#2398

Popular amenities for Kenwood outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

A beautifully landscaped garden features a pathway bordered by gravel and decorative plants. White wicker chairs surround a small table, inviting relaxation. The wooden deck and spa pool are visible in the background, complementing the modern home adorned with solar panels.

4.92 out of 5 average rating, 205 reviews

Luxury home, heated spa tub, walk to restaurants

Superhost

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

4.93 out of 5 average rating, 103 reviews

Centrally Located Modern Wine Country Home

4.99 out of 5 average rating, 295 reviews

The elegant exterior of the house is surrounded by lush greenery and decorative plants. Stairs lead to a welcoming wrap-around veranda with ample seating, designed for relaxation. Sunlight filters through the foliage, highlighting the charming stone landscaping in front.

Home in Sonoma

Elegant cottage with panoramic views

4.95 out of 5 average rating, 491 reviews

A spacious retreat is nestled among greenery, featuring a stone pathway leading to the entrance. Solar panels adorn the roof, and soft lighting highlights the outdoor seating area. Surrounding gardens display a variety of plants, adding to the tranquil outdoor setting.

Home in Sonoma

Zen House on 15 acres

4.97 out of 5 average rating, 216 reviews

The exterior showcases a landscaped garden featuring diverse greenery, decorative rocks, and a serene stone pathway. A gazebo is positioned in the garden, complementing the house’s two stories, which are framed by trees and plants. The scene is illuminated by soft natural light.

Home in Santa Rosa

Elegant & Spacious Luxury Wine Country Estate

4.96 out of 5 average rating, 112 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

4.96 out of 5 average rating, 199 reviews

Private Vineyard • Walk to Wineries • Press Pick

4.98 out of 5 average rating, 175 reviews

A bright dining area features a wooden table surrounded by chairs and large windows offering expansive views of the water. Colorful fish decorations adorn the wall, and a small outdoor patio can be seen through the glass doors.

Home in Dillon Beach

Water views/ Close to beach/ Dillon Beach Sea Esta

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 869 reviews

A hand-painted welcome sign is displayed on a white oval background. Red cursive lettering spells 'Welcome,' surrounded by colorful flowers and green leaves, creating an inviting entry point.

Apartment in Santa Rosa

Private Getaway in West Santa Rosa

4.99 out of 5 average rating, 745 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!**

4.93 out of 5 average rating, 271 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, 227 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

Apartment in Silverado Resort

4.89 out of 5 average rating, 302 reviews

2bdr/2ba Silverado Resort : Gated + Golf Views

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

4.98 out of 5 average rating, 520 reviews

Apartment in Petaluma

Central charming studio w/pvt patio + breakfast

5 out of 5 average rating, 534 reviews

Apartment in Napa

New Low Everyday prices EZ Walk to Downtown

Condo rentals with outdoor seating

4.95 out of 5 average rating, 169 reviews

Silverado Resort Dual Suite golf course villa

4.99 out of 5 average rating, 507 reviews

Silverado! Luxe King Suite Mountain View Balcony

An open concept living and dining area showcases wooden flooring and a spacious dining table surrounded by woven chairs. A comfortable seating space features a large rug and a bright blue accent chair. Large glass doors offer views of the outdoor area with greenery.

4.94 out of 5 average rating, 113 reviews

Wine Country Living at it's best at Silverado CC

4.99 out of 5 average rating, 109 reviews

A private patio features a swinging egg chair, capable of seating at least two people, surrounded by lush bamboo and a grassy area. Outdoor lights can be seen, complementing the serene atmosphere, while a pyramid heater provides warmth for cooler evenings.

Condo in Napa

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

The exterior of a private cottage is displayed, featuring a inviting entrance framed by shrubs and trees. Sunlight filters through the branches, casting a warm glow on the cottage dimensions. A pathway leads to the door, complementing the landscaped surroundings.

4.94 out of 5 average rating, 123 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

The open-concept kitchen features modern appliances, including a microwave and oven, complemented by a large island with seating. Natural light floods the space, which seamlessly connects to the living area, revealing views of the outdoor patio through oversized windows.

4.94 out of 5 average rating, 143 reviews

Fairways Silverado Golf and Country

4.78 out of 5 average rating, 288 reviews

1 bed | 1 bath | Silverado Resort Experience

A spacious living area is presented with a large leather sofa adorned with decorative pillows. A round coffee table sits in front, and light is provided by stylish wall sconces. Natural elements are highlighted with a nearby plant and neutral-colored rug.