Vacation rentals in Kenwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Kenwood

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

Guest favorite

Guesthouse in Glen Ellen

4.91 out of 5 average rating, 930 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.

Aug 12 – 19

$119 per night
Guest favorite

Guesthouse in Kenwood

4.94 out of 5 average rating, 195 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

Jul 26 – Aug 2

$198 per night
Guest favorite

Home in Kenwood

4.98 out of 5 average rating, 165 reviews

Sonoma Valley Getaway

Sonoma Valley Getaway is your perfect wine country accommodation! It is 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 wineries are just minutes away by car. For more exploring, the Napa Valley is a scenic 30 minutes away through the vineyards. Book now and come enjoy our contemporary 2 bed, 2 bath home with vineyard and mountain views! Sonoma County Use Permit #UPE21-0053 & TOT#: 2801N

Oct 31 – Nov 7

$374 per night

Popular amenities for Kenwood vacation rentals

Stay near Kenwood's top sights

VJB Cellars70 locals recommend
The Kenwood Restaurant & Bar60 locals recommend
Kunde Family Winery75 locals recommend
Cafe Citti46 locals recommend
TIPS Roadside40 locals recommend
Kenwood Inn & Spa8 locals recommend

Other great vacation rentals in Kenwood

Guest favorite

Guest suite in Santa Rosa

4.99 out of 5 average rating, 324 reviews

The Suite Life! Permit Number#SVR22-078

Sep 20 – 27

$118 per night
Guest favorite

Guest suite in Santa Rosa

4.91 out of 5 average rating, 245 reviews

Peaceful Wine Country Retreat / PRIVATE ENTRANCE

Nov 11 – 18

$118 per night
Guest favorite

Apartment in Santa Rosa

4.97 out of 5 average rating, 755 reviews

Private Getaway in West Santa Rosa

Nov 17 – 24

$86 per night
Guest favorite

Home in Sonoma

4.95 out of 5 average rating, 394 reviews

Zen House on 15 acres

Dec 15 – 22

$386 per night
Guest favorite

Apartment in Santa Rosa

4.91 out of 5 average rating, 247 reviews

Getaway At The Grove- 1,400 sq ft unit

Jun 21 – 28

$136 per night
Guest favorite

Cottage in Sonoma

4.99 out of 5 average rating, 140 reviews

Modern Farmhouse on Vineyard w Deck + Bocce Court

Feb 3 – 10

$326 per night
Guest favorite

Guest suite in Santa Rosa

4.97 out of 5 average rating, 179 reviews

Wine Country Retreat

Nov 28 – Dec 5

$140 per night
Guest favorite

Home in Glen Ellen

5.0 out of 5 average rating, 124 reviews

Tuscan Wine Country Villa Sleeps 6

Nov 29 – Dec 6

$716 per night
Guest favorite

Home in Glen Ellen

4.88 out of 5 average rating, 450 reviews

The Oak Haven - a relaxing sanctuary w/spa!

Jan 22 – 29

$186 per night
Guest favorite

Home in Glen Ellen

5.0 out of 5 average rating, 163 reviews

Walk Everywhere! Quiet Wine County Retreat! Views!

Jun 30 – Jul 7

$786 per night
Guest favorite

Home in Glen Ellen

4.96 out of 5 average rating, 169 reviews

Vineyard Home with Stunning Views. Near Wineries

Nov 28 – Dec 5

$789 per night
Guest favorite

Guest suite in Sonoma

4.91 out of 5 average rating, 196 reviews

Heart Suite...for a private, comfortable stay.

Sep 15 – 22

$104 per night

Quick stats about vacation rentals in Kenwood

Total rentals

40 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

3.3K reviews

Nightly prices starting at

$110 before taxes and fees

Frequently Asked Questions

  • Do house rentals in Kenwood have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Kenwood. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Kenwood with our house rentals, starting at about $110 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 vacation rentals in Kenwood?

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

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

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

  • Are there Kenwood vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes 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 30 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 30 homes with wifi, over 30 homes with air conditioning, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Kenwood