Holiday rentals in Kenwood

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Top-rated holiday rentals in Kenwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An outdoor fire pit surrounded by four wooden chairs offers a welcoming gathering space. The stone patio extends outward, framed by lush greenery and the vibrant hues of sunset. A vineyard is visible in the background, enhancing the natural setting.
Cottage in Sebastopol
4.91 out of 5 average rating, 392 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

Top guest favourite
Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.
Villa in Santa Rosa
4.98 out of 5 average rating, 105 reviews

Farmhouse Villa w/ Captivating Views & Hot Tub

Welcome to your perfect retreat in the heart of wine country! This newly renovated modern farmhouse villa offers 11 acres of private serenity, surrounded by nature and breathtaking 360-degree views, including the majestic Mount Helena. Perfectly situated between the cities of Calistoga (15 mins away), Healdsburg (20 mins away), and surrounded by amazing wineries, this is the perfect place for you and your friends/families to decompress. Book your stay today and experience the magic for yourself!

Top guest favourite
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.
Home in Glen Ellen
4.99 out of 5 average rating, 261 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

Top guest favourite
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.
Guest house in Kenwood
4.95 out of 5 average rating, 277 reviews

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

Top guest favourite
A spacious living room features a dark sofa adorned with decorative cushions, complemented by a round coffee table. Natural light filters in through a nearby door, enhancing the neutral tones of the room. A simple wall mirror and a floor lamp add subtle decor elements.
Flat in Santa Rosa
4.92 out of 5 average rating, 290 reviews

Getaway At The Grove- 1,400 sq ft unit

Located in the heart of Sonoma Valley is a historic property on 1.11 acres that boasts several gardens and an olive orchard. The 1,400 sq ft unit is located directly below the host's main residence and features a large bedroom, bathroom, and living room with a wet bar, fridge, microwave, Nespresso coffeemaker and water kettle. It is also equipped with WiFi & AC/heating. The property is located across the street from beautiful St. Francis Winery and hiking trails at Hood Mountain Regional Park.

Top guest favourite
A cozy treehouse retreat is surrounded by towering redwoods, resting on stilts above the forest floor. Large windows illuminate the structure, allowing natural light to flood the interior. A wooden deck extends outdoors, providing a relaxing space to enjoy the serene woodland environment.
Treehouse in Camp Meeker
4.92 out of 5 average rating, 172 reviews

Redwood Treehouse Retreat - Hot tub, fire pit

Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

Top guest favourite
Cottage in Kenwood
4.99 out of 5 average rating, 267 reviews

Enjoy autumn and beyond 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

Top guest favourite
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.
Flat in Penngrove
4.97 out of 5 average rating, 475 reviews

Valley View-Sonoma Mountain Terrace

Take your wine country tour to a new level with a visit to Sonoma Mountain Terrace, a unique agri-tourism stay on a luxurious, non-traditional dairy farm. Nestled in the foothills of wine country, Sonoma Mountain provides a farm experience like none other, with the opportunity to feed a baby calf, observe milking our elite show cows, or just enjoy "being unplugged." Take a stroll through our extensive gardens, or enjoy million-dollar sunsets each night overlooking Petaluma & Rohnert Park.

Top guest favourite
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
4.97 out of 5 average rating, 137 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 favourite
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.
Home in Glen Ellen
4.89 out of 5 average rating, 518 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

Top guest favourite
The cottage exterior is softly illuminated by string lights, enhancing its inviting atmosphere. A bicycle hangs decoratively beside the door. Lush greenery and decorative plants are present along the pathway, leading to a porch that welcomes guests into the charming space.
Cottage in Glen Ellen
4.91 out of 5 average rating, 320 reviews

Creekside Retreat Cottage – Wine Country Haven

Wake up beside the gentle creek in your own cottage escape! •Queen bed & cozy fireplace •Peaceful waterfront deck •Fully stocked kitchen & coffee bar •Fast Wi-Fi plus workspace •Backyard with creek access Minutes to Sonoma Plaza, wineries and trails, our 800-sq-ft hideaway is perfect for couples or solo travelers seeking nature and convenience. Washer/dryer, board games and parking included. Book your Wine Country Haven today!

Top guest favourite
A rustic cabin is nestled among towering redwood trees, featuring wooden shingles and large windows. A wooden deck, adorned with string lights, enhances the inviting exterior, while the natural landscape provides a serene backdrop. A gravel path leads to the entrance.
Cabin in Occidental
4.97 out of 5 average rating, 575 reviews

Rustic Yet Luxurious Cabin in the Redwoods

This rustic yet luxurious cabin is the perfect place to unplug. Walk through the woods, relax by a fire, and enjoy the food and wine of the Russian River Valley. 10 minutes from the beach. Minutes from Occidental, Graton, Forestville, and Guerneville. House has a full bathroom, bedroom downstairs with a Cal King bed and one upstairs with two twin beds. 5 acres in the redwoods, trampoline, fire pit area, high-speed Internet.

Popular amenities for Kenwood holiday rentals

When is the best time to visit Kenwood?

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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Kenwood?

    Experience the best of Kenwood with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Kenwood have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Kenwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Kenwood?

    Four-legged friends are welcome in Kenwood. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Kenwood?

    Yes! Work meets play with ease at over 30 house rentals in Kenwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Kenwood have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Kenwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there Kenwood hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 hotel rentals with pools in Kenwood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do hotel rentals in Kenwood have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Kenwood. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Hotel Rentals in Kenwood?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Kenwood?

    Kenwood has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Kenwood have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Kenwood. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Kenwood

  • Total holiday rentals

    Explore 60 holiday rentals in Kenwood

  • Nightly prices starting at

    Kenwood holiday rentals start at € 51 per night before taxes and fees

  • Verified guest reviews

    Over 3,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Kenwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kenwood rentals

  • 4.9 Average rating

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

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