5 Best Kenwood Apartments on Holiday Lettings - Estates

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9 Vacation rentals

(4) Excellent 

23

Vacation home in Kenwood

Sonoma County / Kenwood

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 52 mi
  • Child friendly
  • Car not necessary
Sonoma Valley is the epicenter of food and wine culture, but sometimes no one wants to have to be the "D.D." on vacation. With our perfect location in the heart of Sonoma Valley, you can walk to 9 wineries within 5 blocks, and still feel like you're "getting away from …see more

from $429 / night

$2995 - $3995 / week

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from $429 / night

(17) Excellent 

Certificate of Excellence

18

Vacation cottage with shared pool, golf nearby in Kenwood

Sonoma County / Kenwood

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
Relax and unwind in a brand new, poolside guest cottage on a private compound just off the Highway 12 Wine Trail in Kenwood. The Sonoma Valley scenery is gorgeous - from vineyards and wide open fields studded with ancient oaks to rolling hills and dramatic mountains. Yo …see more

Certificate of Excellence

from $195 / night

$1170 - $1365 / week

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Responds fast!
avg. 1 hour 34 minutes

from $195 / night

(9) Excellent 

31

Home rental in Kenwood

Sonoma County / Kenwood

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Air conditioning
Escape to this 2 acre, 3-bedroom retreat in the heart of Sonoma Wine Country, nestled among Oak and Fir trees along a calming seasonal creek. Located in Adobe Canyon, off the Valley of the Moon Highway, the quintessential Wine Country Hamlet of Kenwood is just a short 5 …see more

from $550 / night

$3850 / week

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from $550 / night

(4) Excellent 

25

Vacation home in Kenwood

Sonoma County / Kenwood

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Heiter in German means serene, and there is no doubt how this home got its name the Heiter House. It is the perfect setting and environment for relaxing in beautiful Sonoma Wine Country. With a perfect mix of modern yet homey décor coupled with the views of Sugarloaf, t …see more

from $280 / night

$1764 - $3017 / week

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from $280 / night

(1) Excellent 

24

Home rental in Kenwood

Sonoma County / Kenwood

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Hello and welcome to Casa Orinda, our newly renovated wine country home in Kenwood, in the heart of the Valley of the Moon. Our 2 bedroom, 2 bathroom home features an open kitchen-living floor plan perfect for enjoying a good time with family and friends. …see more

from $335 / night

$2450 - $2800 / week

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from $335 / night

28

Vacation villa in Kenwood

Sonoma County / Kenwood

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
The decision to spend time outdoors or indoors will be difficult as this luxury vacation home features gorgeous and well appointed living areas both inside and out. Upon arrival you will notice that the architecture of the luxurious Estate in the Vines was designed to c …see more

from $1695 / night

$11865 / week

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from $1695 / night

23

Vacation home in Kenwood

Sonoma County / Kenwood

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 53 mi
  • Swimming pool
  • Child friendly
Perfectly located in the heart of the Sonoma Wine Country, this one-acre property is set amongst surrounding vineyards and mountains and is just steps to the town of Kenwood with access to numerous wine tasting rooms, restaurants, and shopping. This Kenwood home is des …see more

from $400 / night

$2400 - $3600 / week

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from $400 / night

8

Kenwood Vacation villa rental

Sonoma County / Kenwood

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
Secluded two-story mansion in Kenwood is perfect for a luxurious, private getaway. Regal, columned home is situated on 20 acres of land, accessed via cul-de-sac private drive with security gate. The grounds include a pool with bath house, guest house, and children's pla …see more

from $2000 / night

$14000 / week

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from $2000 / night

22

Kenwood Vacation home rental

Sonoma County / Kenwood

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
This one of a kind stone lodge is located in a secluded location at the very heart of the Sonoma Valley, all 5 bedrooms are large and have a private, ensuite bath. We have a caretaker who lives just down the lane, so you can be assured of superior oversight and assistan …see more

from $980 / night

$18900 / week

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from $980 / night