10 Best Kenwood Apartments on Holiday Lettings - Estates

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168 Vacation rentals

(6) 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 $311 / night

$1,959 - $4,964 / week

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from $311 / night

(18) Excellent 

18

Vacation cottage with shared pool, golf nearby in Kenwood

Sonoma County / Kenwood

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • 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

from $225 / night

$1,365 / week

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Responds fast!
avg. 1 hour 5 minutes

from $225 / 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

$3,850 / week

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from $550 / night

(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 $399 / night

$3,495 - $3,995 / week

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from $399 / 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

$2,450 - $2,800 / week

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from $335 / night

17

Kenwood Vacation home rental

Sonoma County / Kenwood

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
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 $2,700 / night

$18,900 / week

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from $2,700 / night

18

Kenwood Vacation cottage rental

Sonoma County / Kenwood

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Rose cottage is a serene and charming retreat within minutes to world class wineries along the famed "Wine Highway", restaurants, outdoor activities and shopping in gorgeous Sonoma. Your stand alone private ~1000 square foot 1 bedroom cottage is located on an exclusive, …see more

from $500 / night

$3,500 / week

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from $500 / night

28

Vacation villa in Kenwood

Sonoma County / Kenwood

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Ask about pets
On a gentle knoll outside one Sonoma Valley’s premier tasting towns, you’ll discover a slice of wine country paradise. Kenwood Knoll is an expansive and picturesque villa anchored by a beautiful contemporary house and guest house, with stunning natural surroundings. You …see more

from $950 / night

$6,650 / week

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Responds fast!
avg. 2 minutes

from $950 / night

17

Kenwood Vacation villa rental

Sonoma County / Kenwood

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
All originally built or restored by owners for friends and family - this elegant home sits on an acre with over 300 feet of rare Sonoma Creek frontage in Kenwood. Behind the stone wall and gated circular driveway there's a 16' x 33' solar heated saline pool with a child …see more

from $700 / night

$5,000 / week

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from $700 / night

20

Vacation home rental

Sonoma County / Kenwood

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
Pinot Blanc Cottage is cute little home located in the heart of Sonoma Valley on a quiet, tree lined street with easy walking access to the local market and numerous wineries and tasting rooms. There are two full bedrooms - one with a queen bed and one with a king bed. …see more

from $246 / night

$1,722 / week

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Responds fast!
avg. 47 minutes

from $246 / night