Holiday rentals in Kenwood

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Top-rated holiday rentals in Kenwood

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Guest favourite

Guest house in Kenwood

4.95 out of 5 average rating, 200 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 queen size bed. TOT (Transient Occupancy Tax) included. TOT #3720N

9–16 Oct

$311 SGD per night

Guest favourite

Guest house in Glen Ellen

4.91 out of 5 average rating, 932 reviews

Crow Cottage ~ 3 min walk to town - restaurants

Crow Cottage is newly rebuilt and decorated in an eclectic whimsical style by the artist owners. It is light and airy with a private shade deck and sunny patio. The Cottage has a queen bed. There is a portable A/C. The cottage is well insulated so it doesn't get too hot in the summer. There is also a fan. Set on a country lane just a 3 min walk to great restaurants & a gourmet market. While we do have rescued cats in our yard we don't let them in any of the rooms. If highly allergic, reconsider.

27 Dec – 3 Jan

$184 SGD per night

Guest favourite

Home in Glen Ellen

5.0 out of 5 average rating, 173 reviews

Walk Everywhere! Quiet Wine County Retreat! Views!

Central wine country location Walk 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

18–25 Jul

$1,049 SGD per night

Guest favourite

Guest suite in Santa Rosa

4.97 out of 5 average rating, 182 reviews

Wine Country Retreat

Nestled in an upscale leafy neighborhood with stunning views of Spring Lake Regional Park from the deck. This bright, air conditioned, space comes with its own deck and propane grill for your sole use. The cottage also has a kitchen with a refrigerator, range, dishwasher, microwave, toaster oven, Keurig coffee maker etc. We also have a washer and dryer in the property and a tv. The cottage has its own entrance and is attached to the main house. It's not a detached unit. TOT account #1847

25 Jan – 1 Feb

$197 SGD per night

Guest favourite

Home in Kenwood

4.99 out of 5 average rating, 272 reviews

Sonoma Vineyard Home With Pool & Stunning Views

In one of the loveliest spots in Sonoma Valley. Stunning views of vineyards and mountains beyond. New, modern swimming pool and hot tub. Bocce Ball court through olive trees. Interior designer furnishings. New gourmet kitchen overlooking pool and vineyard. Dozens of wineries nearby. Beautiful lawn surrounding pool. Two acres. Fully updated with all new furniture. Fire pit overlooking vineyards. Perfect for friends & families in town for lazy weekends or Wine Country weddings.

8–15 Dec

$1,388 SGD per night

Guest favourite

Home in Kenwood

4.88 out of 5 average rating, 415 reviews

Carriage House at Hamilton Family Vineyards

Stay among the vines in our renovated Carriage House. Located on our working vineyard in the heart of Sonoma Valley, you’ll love our updated Carriage House’s vintage, wine country charm, while appreciating its modern amenities. Relax in your private outdoor space, or enjoy some friendly competition on our Bocce court. We’d also love to invite you to visit our tasting room just a few minutes away. A short walk through the vines takes you on to other world class wineries and restaurants.

21–28 Dec

$420 SGD per night

Guest favourite

Guest suite in Glen Ellen

4.96 out of 5 average rating, 193 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.

19–26 Aug

$195 SGD per night

Superhost

Home in Kenwood

4.85 out of 5 average rating, 195 reviews

Heiter House- hot tub, views, & nearby wineries

This 2 bedroom 2 bathroom jewel sleeps 4 and provides everything needed for a perfect stay in the heart of Wine Country. A well-equipped kitchen, fast Wifi SMART TV, ping pong(located in garage), 2 garages, a deck with great sunrises, AC in the bedrooms - it's all there. The lovely town of Kenwood is minutes away by car, as are some of the best vineyards in the area. Both Sonoma and Santa Rosa can be reached within 20 minutes, making this the perfect base for any trip.

20–27 Nov

$547 SGD per night

Guest favourite

Home in Kenwood

4.98 out of 5 average rating, 167 reviews

Sonoma Valley Getaway

Sonoma Valley Getaway is your perfect wine country home! Located in a quiet neighborhood in the quaint village of Kenwood, it is within walking distance to several tasting rooms, restaurants and parks. Dozens of world class wineries are just minutes away by car. For more exploring, the Napa Valley is a scenic 30 minute drive through the valley vineyards. Book now and come enjoy our contemporary 2 bed, 2 bath home with vineyard and mountain views!

23–30 Oct

$580 SGD per night

Guest favourite

Guest suite in Santa Rosa

4.99 out of 5 average rating, 326 reviews

The Suite Life! Permit Number#SVR22-078

Our private Airbnb is an extremely comfortable guest suite of over 700 square feet with air conditioning and a gas fireplace. It's beautifully decorated with a large sofa and dining area. You'll have complete privacy with your own entrance and parking space plus free WiFi. Located in a beautiful area. World class wineries, and parks are minutes away. Please feel free to message Janette with any questions about the suite! Permit Number#SVR22-078

25 Apr – 2 May

$163 SGD per night

Guest favourite

Cottage in Kenwood

4.99 out of 5 average rating, 237 reviews

Top 5% Worldwide! Sonoma Valley Sweet Spot for 2

Enjoy your stay in our charming guest cottage on a private, peaceful residential compound in Kenwood. Close to 25 wineries/tasting rooms and great restaurants w/in 5 minute drive. Bring a glass of wine to the bocce court, watch the local birdlife and the sun setting on the mountain. Hike in nearby regional and state parks. One hour from San Francisco, 12 miles to Sonoma Plaza and easy access to the coast, Napa, Russian River & Healdsburg.

11–18 Oct

$337 SGD per night

Guest favourite

Cabin in Glen Ellen

4.97 out of 5 average rating, 627 reviews

Wine Country Cabin in the Woods

Enjoy the beautiful wooded area and our family owned historic cabin. Our gas fireplace, hot spa, fine bedding, and high speed wi-fi await. We're 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!

23–30 Aug

$236 SGD per night