Places to stay in Kenwood

4.94 out of 5 average rating, 253 reviews

A serene outdoor patio is presented, featuring two colorful umbrellas providing shade over a small round table and chairs. Surrounding greenery and well-maintained landscaping enhance the inviting atmosphere. The space is easily accessible from the private entrance of the studio.

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 queen size bed. TOT (Transient Occupancy Tax) included. TOT #3720N

The exterior of the house is visible, featuring a white wooden façade and a covered front porch supported by beams. A white picket fence encloses the garden, which includes neatly arranged low shrubs and seasonal plants. The sky is partially cloudy, enhancing the property's inviting appearance.

4.94 out of 5 average rating, 109 reviews

Modern Luxury in Sonoma's Valley of the Moon

Go for a long visit in this luxury vacation rental with hardwood floors, custom high end furnishings, stone counter tops and much more. Ideally suited for the sophisticated traveler who desires high quality modern accommodations. Relax in a private backyard with a deck overlooking our vineyard and seasonal creek. Enjoy dinner at the large grapevine covered picnic table. Stroll through the Zinfandel & Petite Syrah vineyard. Every detail is taken into consideration to insure your maximum comfort.

4.99 out of 5 average rating, 256 reviews

A well-appointed bathroom features a neutral-toned countertop and a round sink. White towels are neatly hung on a towel rack, accompanied by a decorative mirror above. A small painting of a landscape adds a touch of visual interest, alongside various toiletry items organized neatly nearby.

Cottage in Kenwood

Private Charming Poolside 1 BD/BA in 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

A charming craftsman cottage is framed by lush greenery and blooming flowers. The entrance features a covered porch with inviting seating and a decorative lantern, leading to a bright door. The warm yellow exterior is complemented by the surrounding nature.

4.97 out of 5 average rating, 132 reviews

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

Guest suite in Glen Ellen

A deer is seen standing among lush green foliage, with plants and shrubs framing the scene. The natural landscape provides a serene backdrop, with the deer appearing calm and curious in its environment.

4.95 out of 5 average rating, 265 reviews

Hummingbird Hideaway, Glen Ellen in Sonoma Valley

Hummingbird Hideaway is the perfect location to enjoy everything wine country has to offer. Located in the heart of Glen Ellen in the Sonoma Valley, you can stroll to wine tasting, restaurants, French Bakery, gourmet market and historic saloon for a night cap. Hiking the trails at the Jack London State Park is just minutes up the road. When you're ready to venture further, Sonoma is a short 15 minute drive, Kenwood is 10 minutes and just an hour to Bodega Bay on the Coast.

4.92 out of 5 average rating, 553 reviews

A historic brick building features large windows and a covered entrance. A second-floor balcony extends over the porch area, providing a charming outdoor space. Lush greenery surrounds the property, enhancing its character. The clear blue sky and sunlight create a bright ambiance.

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

4.91 out of 5 average rating, 294 reviews

Two inviting lounge chairs in turquoise are positioned beside a serene creek, surrounded by lush greenery. The tranquil water reflects the sunlight and the trees overhead, creating a peaceful outdoor setting ideal for relaxation.

Cottage in Glen Ellen

Cozy Creekside Retreat in Sonoma Wine Country

Perched on the bank of the Sonoma Creek this cottage strikes a balance between small town charm, a bit of nature, and accessibility to incredible wineries. Sitting on the back porch while popping open a bottle of wine as the sun sets, your main squeeze in your arms, and maybe see some otters paddling by makes this place special. We offer a clean, cute accommodation and simple bliss.

Guest suite in Santa Rosa

A private patio area is framed by lush greenery and colorful flowers. A cozy seating arrangement includes a small bistro table and chairs, offering an inviting space to enjoy the outdoor surroundings. The entrance to the studio is visible in the background.

4.9 out of 5 average rating, 730 reviews

Wine Country guest house

This large private studio apartment is modern and cozy. You are next to beautiful country side while you are in the city. There is a large patio for you to relax and enjoy the beautiful wine country view. You can drive or ride your bike to Sonoma Wine Country at HWY 12 or to Russian River Brewery. The Listing excludes Tax. The unit has short term permit form Santa Rosa SVR24-056.

4.97 out of 5 average rating, 708 reviews

A lush courtyard is surrounded by trees, providing a shaded area for relaxation. A wooden fire pit with seating is centrally located, and a gazebo can be seen in the background. The rustic red cabin adds a warm touch to the tranquil outdoor space.

Cabin in Glen Ellen

Wine Country Cabin in the Woods

Enjoy our family owned historic cabin and the beautiful area. Our gas fireplace, hot spa, fine bedding, and high speed wi-fi await. We're 5-10 min from wineries/dining in Kenwood and Glen Ellen in the heart of Sonoma Valley, adjacent to Napa Valley, with fantastic wineries, restaurants, breweries and 4 state parks with a free pass! We welcome friendly people of all backgrounds!

A bright kitchen space features a turquoise refrigerator and modern appliances against white cabinetry. Wood countertops provide warmth, while the dining area is visible in the background with a wooden table and chairs, enhancing the open and inviting design.

4.89 out of 5 average rating, 476 reviews

Vineyard Cottage • Hot Tub + Wine Tasting Included

🍷✨ Vineyard Cottage Getaway | Hot Tub + Wine Tasting + Views Escape to your private wine country retreat in the heart of Sonoma Valley! Located on our family’s working vineyard at Hamilton Family Wines, your stay offers the perfect balance of cozy charm and modern comforts — just steps from tasting rooms, shops, and dining in the village of Kenwood.

4.97 out of 5 average rating, 837 reviews

A paved pathway leads alongside a wooden fence, bordered by decorative plants. Soft lighting illuminates the space, enhancing the inviting ambiance of this private outdoor area. A small seating arrangement is positioned at the end, providing a cozy spot for relaxation.

Apartment in Santa Rosa

Private Getaway in West Santa Rosa

This is the perfect place to spend your Wine Country vacation or just a weekend getaway. A 500-square foot private 1 bedroom granny in a quiet safe neighborhood. We want very much for this to feel like your home away from home when visiting Sonoma County. Thanks, Rhonda & Jeanine.

4.85 out of 5 average rating, 216 reviews

Bungalow in Kenwood

Heiter House | Scenic Hilltop in Kenwood

Welcome to Heiter House, your peaceful escape in Kenwood, Sonoma County—just minutes from downtown and surrounded by world-class wineries and breathtaking natural beauty. “Heiter” means serene in German, and this beautifully renovated home lives up to its name.

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Popular amenities for Kenwood places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Kenwood's top sights

St. Francis Winery and Vineyard15 locals recommend

Sugarloaf Ridge State Park15 locals recommend

Landmark Vineyards3 locals recommend

Other great vacation rentals in Kenwood

Guest suite in Santa Rosa

A private entrance features a sliding glass door leading to a small patio area. A beige gate is visible alongside a wooden fence, offering a degree of privacy. Concrete flooring is present, showing a functional outdoor space.

5 out of 5 average rating, 18 reviews

1 Bedroom In law + Kitchen Bath, No TV Small Desk

4.92 out of 5 average rating, 62 reviews

A hot tub filled with bubbling water is positioned on a wooden deck. Sunlight highlights the surrounding trees and vibrant greenery, creating a serene outdoor space. A set of stairs leads away from the deck, enhancing the connection to nature.

Home in Glen Ellen

Wine Country Creekside Retreat With Hot Tub

5 out of 5 average rating, 7 reviews

A modern single-story cottage is surrounded by lush greenery and features large windows for natural light. A small staircase leads to the front entrance, which is framed by a grassy area and ornamental plants. The exterior showcases a mix of gray siding and white accents.

Cottage in Glen Ellen

Modern Cottage on Sonoma Creek

A covered deck features rustic wooden tables and benches, with a vase of plants on the table. Expansive views of the vineyard and hills are visible through large openings, providing a scenic backdrop of greenery and distant mountains.

Apartment in Kenwood

5 out of 5 average rating, 3 reviews

Beautiful Private Apartment on Vineyard Estate

5 out of 5 average rating, 29 reviews

[Egg Farm Ranch] Heated Pool-Water Slide-Hot Tub

An outdoor dining area is set under the open sky, featuring a long wooden table surrounded by dark chairs. Stone planters filled with greenery and colorful flowers are present in the background, while a wine barrel and additional bottles enhance the inviting atmosphere.

4.97 out of 5 average rating, 67 reviews

Vineyard Lane Pool , Hot Tub -Inspired in Sonoma

5 out of 5 average rating, 17 reviews

Kenwood Vista by AvantStay | 7acres, Vineyard View