House vacation rentals in Kenwood

4.97 out of 5 average rating, 118 reviews

#1 WineCountry Retreat: Creekside Cottage

Discover creek-side wine country enchantment in our stylish oasis! A splash of modern comfort meets a darling cottage and the charm of nature. With incredible wineries, food, hiking and more nearby, you can unwind with family/friends in bright spaces, soundtrack provided courtesy of the creek. Views that inspire, vibes that relax—your perfect retreat awaits! After a day of adventure and sink into relaxation as you listen to the creek's melodic tales under a star-studded sky. Permit# ZPE15-0779

4.94 out of 5 average rating, 109 reviews

Home in Kenwood

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.

5 out of 5 average rating, 145 reviews

Tuscan Wine Country Villa with Pool sleeps 6

Picturesque and beautifully appointed villa on acreage with heated (seasonally) pool. Hot tub spa open year 'round. Gourmet kitchen, fireplace, stone work, patio and vistas. Ideal location for luxuriating in the beautiful Sonoma Valley; near wineries and quaint village of Glen Ellen. Discount for 7+nights not blocking both weekends. When requesting a reservation, please tell us about yourselves and confirm you understand our house rules: no additional visitors or parties of any kind. Thank you!

4.99 out of 5 average rating, 234 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

4.99 out of 5 average rating, 135 reviews

GlenEllenHaven/HotTub/YogaYurt/EvCHGR/Pet Friendly

*5 min Glen Ellen/Kenwood. *20 min to Sonoma/Santa Rosa *45 min Napa Welcome to Glen Ellen Haven, a private 2 bd 1 bath cottage surrounded by organic cabernet vineyards offering views of Sonoma Mountain from expansive deck. We invite you to relax in the hot tub after a day of wine tasting or hiking, practice your daily yoga habit in the 300 sq ft yurt (ask about Sound Healing/Yoga Instructor recommendations), or relax and enjoy the views from our deck. One dog allowed max 25lbs, $150 pet fee.

4.97 out of 5 average rating, 133 reviews

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

4.88 out of 5 average rating, 498 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

Superhost

Home in Santa Rosa

4.8 out of 5 average rating, 104 reviews

Annadel House Retreat- Stunning Wine Country Luxe!

Luxurious 3,000 SF wine country home with a hot tub overlooking the sweeping Bennett Valley and Spring Lake views. Unwind in the warm, bubbling spa while soaking in the California vibes. Hike Annadel Mountain , dine al fresco under the arbor, or bike to local wineries. A paradise for bikers, hikers, and families—perfect for anyone seeking a stunning Sonoma retreat to explore wine country, including Sonoma, Healdsburg, and Calistoga. 4 King Beds + Bonus spaces. Perfect for Couples!

4.89 out of 5 average rating, 156 reviews

Glen Ellen In-town Getaway

Within blocks of Historic Glen Ellen, this 1 bdr./1 ba. has it all: Great room with open beam ceilings, full kitchen & dining area, king size bed, chaise lounge, couch, outdoor seating on both the front and back patios provides plenty of room for R & R. The house is tucked into a great little neighborhood where you can walk to the local market, the french cafe, Glen Ellen Star and bike or hike up to the reservoir in the Sonoma Valley Regional Park. Magical! TOT # 1270N

4.96 out of 5 average rating, 188 reviews

Wine Country Retreat

My 3 bedroom, 1.5 bath home has high-end finishes and designer details. Bedroom #3 can also be used as an office with designated work space. Bedroom #1 & 3 are separated by the shared 1/2 bath. The beautifully landscaped backyard, with outdoor shower, is a quiet oasis with complete privacy. The kitchen is fully stocked for your cooking needs. Close to amazing restaurants, wineries and hiking trails.

4.96 out of 5 average rating, 117 reviews

Home in Santa Rosa

Mountain top, wine country escape

Welcome to your private mountain top, wine country, garden escape. Think Joni Mitchell meets Stevie Nicks — witchy and sweet. Take one step onto this property and you’ll know what we mean. Built in the 1950s by two true Northern California spirits with their own two hands and a whole lot of love, this hillside haven has serenity, creativity, and good feels baked into her bones.