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257 Houses

41

Sonoma Wine Country Retreat + Concierge Services

Sonoma County / Penngrove

Penngrove house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$525

Price per night from

$525

14

Hillside Vineyard Estate on 6 Gated Acres Beautiful Retreat with Amazing Views

Sonoma County / Penngrove

Penngrove house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Air conditioning
  • Private garden

Price per night from

$745

Price per night from

$745

Great rentals within 20 miles that match your search

Distance approx 13.75 km from Penngrove

15

THE BIRDHOUSE RETREAT WITH POOL AND HOT TUB

Sonoma County / Sebastopol

Sebastopol house

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 24 mi
  • Swimming pool
  • Child Friendly

Price per night from

$314

Price per night from

$314

Distance approx 16.51 km from Penngrove

29

Large, Family Friendly Beach House - Views!!

Marin County / Dillon Beach

Dillon Beach house

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$640

Price per night from

$640

Distance approx 10.57 km from Penngrove

(2) Excellent 

26

THE STONE CUTTER'S COTTAGE

Sonoma County / Sebastopol

Sebastopol cottage

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Nearest beach 8 mi
  • Child Friendly
  • Air conditioning

Price per night from

$211

Price per night from

$211

Distance approx 17.04 km from Penngrove

31

Inverness House w/Views of Tomales Bay!

Marin County / Inverness

Inverness house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$330

Responds fast!
avg. 22 minutes

Price per night from

$330

Distance approx 19.32 km from Penngrove

20

4BR/3BA Healdsburg Home with Gardens and Views

Sonoma County / Healdsburg

Healdsburg house

10 3 nights min

  • sleeps 10
  • 3 nights min
  • Nearest beach 10 mi
  • Child Friendly
  • Air conditioning

Price per night from

$970

Price per night from

$970

Distance approx 7.56 km from Penngrove

(2) Excellent 

18

Star West Ranch & Retreats

Sonoma County / Sonoma

Sonoma house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Private garden
“Couldn't have been better!” We were looking for a place that had great outdoor living accommodations with a convenient location and Star West Ranch had it. The ranch is located amongst rolling hills and vineyards with great views. There is a great p
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Price per night from

$1,368

Responds fast!
avg. 3 hours 27 minutes

Price per night from

$1,368

Distance approx 15.64 km from Penngrove

17

The Pastel Room! Cozy home! Great location!

Marin County / Novato

Novato studio

Studio 2 1 night min

  • Studio
  • sleeps 2
  • 1 night min
  • Air conditioning

Price per night from

$78

Responds fast!
avg. 2 hours 28 minutes

Price per night from

$78

Distance approx 8.96 km from Penngrove

12

Harvest Hideaway

Sonoma County / Glen Ellen

Glen Ellen room

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$115

Price per night from

$115

Distance approx 17.37 km from Penngrove

37

The InverNest. Treetop cabin with Inverness charm.

Marin County / Inverness

Inverness house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$228

Price per night from

$228

Distance approx 12.21 km from Penngrove

(4) Excellent 

27

Montagne Della Luna - Private 5+ Acre Estate

Sonoma County / Glen Ellen

Glen Ellen house

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Air conditioning

Price per night from

$656

Price per night from

$656

Distance approx 9.1 km from Penngrove

(5) Excellent 

13

Little Bird Cottage, Perfectly Located

Sonoma County / Sebastopol

Sebastopol cottage

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$200

Responds fast!
avg. 3 hours 59 minutes

Price per night from

$200

Distance approx 9.78 km from Penngrove

(1) Excellent 

17

Annabelle's Cottage-Farmhouse chic in wine country

Sonoma County / Sonoma

Sonoma cottage

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Ask about pets

Price per night from

$189

Price per night from

$189

Distance approx 11.28 km from Penngrove

(9) Excellent 

15

Charming Sonoma County Vacation Rental

Sonoma County / Sebastopol

Sebastopol house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 26 mi
  • Child Friendly
  • Private garden

Price per night from

$228

Price per night from

$228

Distance approx 8.65 km from Penngrove

18

Peaceful Wine Country Vineyard Cottage with Pool & Hot Tub

Sonoma County / Kenwood

Kenwood cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$571

Price per night from

$571

Distance approx 16.55 km from Penngrove

7

2 bedrooms in Bel Marin Keys

Marin County / Novato

Novato apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly

Price per night from

$114

Responds fast!
avg. 15 minutes

Price per night from

$114

Distance approx 11.59 km from Penngrove

(1) Excellent 

13

Wine Country Retreat

Sonoma County / Santa Rosa

Santa Rosa cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 40 mi
  • Child Friendly
  • Air conditioning

Price per night from

$159

Price per night from

$159

Distance approx 8.87 km from Penngrove

(1) Excellent 

18

Many Moons Ranch Guest House

Sonoma County / Sonoma

Sonoma house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$228

Price per night from

$228

Distance approx 10.39 km from Penngrove

30

Downtown, 3 bdrms close to Pliny and Great food

Sonoma County / Santa Rosa

Santa Rosa b and b

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Private garden

Price per night from

$673

Responds fast!
avg. 3 hours 22 minutes

Price per night from

$673

Distance approx 17.58 km from Penngrove

48

5BD Luxury Napa Valley Walk to Town Home

Napa Valley / St. Helena

St. Helena house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning

Price per night from

$1,371

Price per night from

$1,371

Distance approx 19.67 km from Penngrove

17

Napa Valley Vineyard, Pool & Remodeled Estate.

Napa Valley / Calistoga

Calistoga house

5 8 7 nights min

  • 5 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,713

Price per night from

$1,713

Distance approx 15.87 km from Penngrove

10

The Ultimate Wine County View Estate

Sonoma County / Healdsburg

Healdsburg house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Air conditioning
  • Private garden

Price per night from

$952

Price per night from

$952

Distance approx 14.89 km from Penngrove

22

Romantic Wine Country Cabin in the Woods! Originally Studio of Famous Cartoonist

Sonoma County / Graton

Graton house

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$570

Price per night from

$570

Distance approx 11.82 km from Penngrove

16

Sonoma Vineyard - Two Bedroom Bocce Cottage!

Sonoma County / Sonoma

Sonoma cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min

Price per night from

$316

Responds fast!
avg. 3 hours 12 minutes

Price per night from

$316

Distance approx 10.5 km from Penngrove

49

Casa Bella Estate in Wine Country

Sonoma County / Kenwood

Kenwood house

10 12 min stay varies

  • 10 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$1,371

Price per night from

$1,371

Distance approx 8.64 km from Penngrove

(1) Very Good 

9

Sonoma County Living ~ Casual Elegance

Sonoma County / Santa Rosa

Santa Rosa house

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 20 mi
  • Air conditioning
  • Private garden

Price per night from

$155

Responds fast!
avg. 3 hours 39 minutes

Price per night from

$155

Distance approx 14.09 km from Penngrove

(2) Average 

32

Converted Barn in Sebastopol w/ Private Patio!

Sonoma County / Sebastopol

Sebastopol house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Air conditioning

Price per night from

$228

Responds fast!
avg. 22 minutes

Price per night from

$228

Distance approx 19.33 km from Penngrove

10

Reisling Rose Napa 3BR/2BA

Napa Valley / Napa

Napa house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$285

Responds fast!
avg. 3 hours 44 minutes

Price per night from

$285

Distance approx 17.46 km from Penngrove

4

Worldmark Windsor #3 Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

Sonoma County / Windsor

Windsor condo

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$457

Price per night from

$457

Distance approx 17.46 km from Penngrove

4

Worldmark Windsor #4 Healdsburg Wine Country 3BR 2Ba Nice Resort Condo Sleeps8!

Sonoma County / Windsor

Windsor condo

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$457

Price per night from

$457

Distance approx 19.59 km from Penngrove

20

Midcentury Cabin in the Redwoods

Sonoma County / Forestville

Forestville house

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$320

Price per night from

$320

Distance approx 11.1 km from Penngrove

(20) Excellent 

31

EXECUTIVE WINE COUNTRY HOME HEART OF SONOMA VALLEY

Sonoma County / Santa Rosa

Santa Rosa house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 61 mi
  • Child Friendly
  • Air conditioning
“Fantastic Home & Great Location!!!” I cannot say enough wonderful things about this home! It was just lovely. The home decor was excellent, the layout was great and everything was so comfortable! There were multiple decks that all had great views. Th
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Price per night from

$542

Responds fast!
avg. 39 minutes

Price per night from

$542

Distance approx 10.95 km from Penngrove

13

Walk to Sonoma Square! Lovely Home in Wine Country

Sonoma County / Sonoma

Sonoma house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Child Friendly

Price per night from

$402

Price per night from

$402

Distance approx 19.81 km from Penngrove

10

The Nest

Napa Valley / Napa

Napa studio

Studio 2 30 nights min

  • Studio
  • sleeps 2
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$212

Price per night from

$212

Distance approx 19.81 km from Penngrove

11

The Orchard House

Napa Valley / Napa

Napa apartment

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$568

Price per night from

$568

Distance approx 19.42 km from Penngrove

(2) Excellent 

23

Wine Country Get Away in the Heart.

Sonoma County / Healdsburg

Healdsburg condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Ask about children
  • Private garden

Price per night from

$285

Responds fast!
avg. 3 hours 45 minutes

Price per night from

$285

Distance approx 17.74 km from Penngrove

54

Stunning home w/ pool, hot tub, decks, & gourmet kitchen - close to wineries!

Sonoma County / Santa Rosa

Santa Rosa house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$337

Price per night from

$337