
Holiday rentals in Kenwood
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Kenwood
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Sonoma Creekside Escape: Couples Retreat
Peaceful retreat in Glen Ellen, right on Sonoma Creek. Sleep to the sound of bubbling water! 1BR/1BA with a full kitchen, smart TV, washer/dryer, big office, and fast Wi-Fi. Relax on the deck with creek views, BBQ, and loungers. Pet-friendly, self check-in and great restaurants. Close to wineries and hiking. Perfect for couples, digital nomads, and nature lovers. You're just minutes from wineries, scenic hikes, and the charm of Glen Ellen — but you might find it hard to leave this peaceful spot.

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.

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

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

Clean Comfy Cottage Downtown
Our tree shaded studio cottage is one block from the heart of downtown. Stay just a two block walk from Russian River Brewing. This clean and quiet cottage has a full kitchen, a comfortable queen bed. I am happy to customize the space to your needs. I offer soft and firm mattresses. I use cotton blankets so that you can have any weight on your bed that you would like. You are welcome to stack seven or more blankets at a time. I will adjust my cleaning regimen to meet your preferences.

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.

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.

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

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

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.

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

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.
Popular amenities for Kenwood holiday rentals
Other great holiday rentals in Kenwood

NO Cleaning Fee Vino bello Resort Napa - Studio

Hummingbird Hideaway, Glen Ellen in Sonoma Valley

Himmel House ~ A tranquil Wine Country retreat

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Suite Retreat

Jack London Inspired Luxury Wine Country Estate

Fireside Sips & Oak Dreams in Sonoma Valley

Kenwood Vista by AvantStay | 7acres, Vineyard View
When is the best time to visit Kenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 364 | € 364 | € 359 | € 382 | € 406 | € 432 | € 428 | € 419 | € 401 | € 460 | € 409 | € 299 |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
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 house rentals in Kenwood have air conditioning?
Absolutely! We offer over 30 house 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 house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Kenwood, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Kenwood have wifi?
Absolutely! We offer over 40 house rentals with wifi in Kenwood. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Kenwood?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with free parking, over 30 homes with a kitchen, over 30 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 € 50 per night before taxes and fees

Verified guest reviews
Over 3,230 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
30 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!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- South Lake Tahoe Holiday rentals
- Rentals with a washing machine and dryer Kenwood
- Rentals with a patio Kenwood
- Villa rentals Kenwood
- House rentals Kenwood
- Rentals with a fireplace Kenwood
- Rentals with outdoor seating Kenwood
- Rentals with a hot tub Kenwood
- Rentals with a firepit Kenwood
- Rentals with pools Kenwood
- Family-friendly rentals Kenwood
- Moscone Center
- Golden Gate Park
- Lake Berryessa
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Baker Beach
- Twin Peaks
- Mission Dolores Park
- Pier 39
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Bolinas Beach
- Jenner Beach
- Painted Ladies
- San Francisco Zoo
- Rodeo Beach
- Safari West
- Goat Rock Beach
- Doran Beach
- California Academy of Sciences
- Duboce Park
- San Francisco Museum of Modern Art




