Villa Toscana

3 bedrooms·2 baths
Calistoga • California

$6,775.86 USD total for 31 nights

Nov 17 – Dec 18, 2026

Hollow Farm — Vineyard Estate with Pool

5 bedrooms·4 baths
St. Helena • California
4.85(86 reviews)

$2,385.00 USD total for 3 nights

Nov 17 – 20, 2026

Pinecrest Retreat

3 bedrooms·1 bath
Angwin • California

$1,630.65 USD total for 3 nights

Nov 17 – 20, 2026

French Country Farmhouse

2 bedrooms·2 baths
Santa Rosa • California
5(1 review)

$1,215.00 USD total for 3 nights

Dec 4 – 7, 2026

Sonoma Creek Retreat (Extended Stay)

3 bedrooms·1½ baths
Kenwood • California
4.89(9 reviews)

$12,090.00 USD $11,515.75 USD total for 31 nights

Nov 17 – Dec 18, 2026

Modern Luxury | Heated Pool | Hot Tub | Fire Pit

4 bedrooms·4 baths
Kenwood • California
5(52 reviews)

$4,112.40 USD total for 3 nights

Nov 28 – Dec 1, 2026

The Cabin on Fitch Mountain

2 bedrooms·2 baths
Healdsburg • California

$1,008.00 USD total for 3 nights

Nov 17 – 20, 2026

Warm Springs Haven

4 bedrooms·3 baths
Glen Ellen • California
5(14 reviews)

$2,800.99 USD total for 3 nights

Nov 17 – 20, 2026

Clementine Cottage

2 bedrooms·1 bath
Healdsburg • California

$2,084.38 USD total for 3 nights

Nov 28 – Dec 1, 2026

Bucher Vineyard Studio

1 bedroom·1 bath
Healdsburg • California
5(31 reviews)

$691.04 USD total for 3 nights

Nov 17 – 20, 2026

Bucher Vineyard Cottage

1 bedroom·1 bath
Healdsburg • California
5(34 reviews)

$943.04 USD total for 3 nights

Dec 8 – 11, 2026

Vine Street Villa

3 bedrooms·2 baths
Yountville • California

$27,455.40 USD total for 30 nights

Jan 7 – Feb 6, 2027

Russian River Retreat | Pool, AC & EV Charger

3 bedrooms·2 baths
Forestville • California
5(12 reviews)

$1,863.56 USD total for 3 nights

Nov 17 – 20, 2026

New Carpati Farm Stay Teal Room

1 bedroom·1 bath
Sebastopol • California

$240.00 USD total for 3 nights

Nov 17 – 20, 2026

Adventure Alexander Valley Lodge w/ Pool & Hot tub

5 bedrooms·5 baths
Geyserville • California
4.82(11 reviews)

$2,699.20 USD $2,465.68 USD total for 3 nights

Nov 17 – 20, 2026

Villa Bella Clementina

4 bedrooms·3½ baths
Sonoma • California
5(5 reviews)

$3,426.77 USD total for 3 nights

Nov 29 – Dec 2, 2026

Heart of Sonoma Plaza: Cheerful, Sunny 1877 Victorian

3 bedrooms·2½ baths
Sonoma • California
5(36 reviews)

$2,164.64 USD $1,980.04 USD total for 3 nights

Nov 29 – Dec 2, 2026

$1,585.35 USD total for 3 nights

Nov 17 – 20, 2026

Sol & Vine

5 bedrooms·2½ baths
Napa • California

$8,450.56 USD total for 31 nights

Nov 17 – Dec 18, 2026

Vinter's Studio

1 bedroom·1 bath
Napa • California

$2,416.37 USD $837.36 USD total for 31 nights

Feb 3 – Mar 6, 2027

Oak Knoll Retreat

5 bedrooms·3½ baths
Napa • California

$7,869.54 USD $4,178.37 USD total for 31 nights

Feb 3 – Mar 6, 2027

Casa Vicente

4 bedrooms·2½ baths
Napa • California

$6,099.77 USD $2,128.34 USD total for 31 nights

Dec 8, 2026 – Jan 8, 2027

Redwood Retreat

4 bedrooms·3 baths
Napa • California

$7,973.70 USD total for 31 nights

Nov 17 – Dec 18, 2026

Mid-Century Escape

4 bedrooms·2 baths
Napa • California
5(1 review)

$8,226.23 USD $2,723.65 USD total for 31 nights

Dec 14, 2026 – Jan 14, 2027