Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard | Sonoma Retreat
Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard | Sonoma Retreat
Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard | Sonoma Retreat
Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard | Sonoma Retreat
Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard | Sonoma Retreat

Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard | Sonoma Retreat

2 bedrooms·1 bath
Sebastopol • California

$1,850.94 USD total for 3 nights

Oct 25 – 28, 2026

Bright, spacious master bedroom with cozy sitting area and garden views
Updated outdoor furnitures.
Your private sanctuary: Enjoy seamless indoor-outdoor flow from our oversized deck to the sparkling pool.
Shaded garden oasis with pergola deck, mature trees, and serene views.
Bright great room with vaulted beams, stone fireplace, and open dining area

Russian River Retreat | Pool, AC & EV Charger

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

$1,978.92 USD total for 3 nights

Oct 13 – 16, 2026

Welcome to your home base in Sonoma County, Bennett Valley Bungalow!
Thoughtfully curated decor with a comfortable and enlivening aesthetic invites you to make yourself at home.
Local wineries, beautiful coastline and beaches, redwood forest hiking, quaint towns, and miles of country roads all beckon you to explore. Your home base is in a central location in Santa Rosa, walking distance to groceries, restaurants and parks!
Dining room with antique French table, seats 6 for lively meal time conversation.
Spacious kitchen with everything needed to prepare delicious meals.

Bennett Valley Bungalow

4 bedrooms·1 bath
Santa Rosa • California

$1,100.10 USD total for 3 nights

Oct 13 – 16, 2026

Country Living
Enjoy outdoors with covered porch
Spacious great room, plenty of space for all
Dining and Kitchen in great room
Relaxing and stargazing

French Country Farmhouse

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

$1,215.00 USD total for 3 nights

Oct 18 – 21, 2026

Bucher Vineyard Cottage
Bucher Vineyard Cottage
Open kitchen
View of Mount St. Helena
Large shower with beautiful tile and a view!

Bucher Vineyard Cottage

1 bedroom·1 bath
Healdsburg • California
5(33 reviews)

$1,036.00 USD total for 3 nights

Oct 31 – Nov 3, 2026

Bucher Vineyard Studio
Salvaged Redwood wall surrounds the comfy Queen Size bed
Full kitchen with dishwasher and icemaker
Bucher Vineyard Studio
Bucher Vineyard Studio

Bucher Vineyard Studio

1 bedroom·1 bath
Healdsburg • California
5(27 reviews)

$674.24 USD total for 3 nights

Oct 13 – 16, 2026

Redwoods getaway w/ decks & fenced yard
Redwoods getaway w/ decks & fenced yard
Redwoods getaway w/ decks & fenced yard
Redwoods getaway w/ decks & fenced yard
Redwoods getaway w/ decks & fenced yard

Redwoods getaway w/ decks & fenced yard

2 bedrooms·1 bath
Guerneville • California

$1,044.74 USD total for 3 nights

Oct 13 – 16, 2026

Breezy Ocean View 3BR 2.5BA House - Step-Free Stay
Breezy Ocean View 3BR 2.5BA House - Step-Free Stay
Breezy Ocean View 3BR 2.5BA House - Step-Free Stay
Breezy Ocean View 3BR 2.5BA House - Step-Free Stay
Breezy Ocean View 3BR 2.5BA House - Step-Free Stay

Breezy Ocean View 3BR 2.5BA House - Step-Free Stay

3 bedrooms·2½ baths
Bodega Bay • California
5(138 reviews)

$1,155.59 USD total for 3 nights

Oct 13 – 16, 2026

Ocean view, Beach getaway
Ocean view, Beach getaway
Ocean view, Beach getaway
Ocean view, Beach getaway
Ocean view, Beach getaway

Ocean view, Beach getaway

2 bedrooms·1 bath
Bodega Bay • California
4.82(11 reviews)

$1,426.00 USD total for 3 nights

Oct 13 – 16, 2026

Sonoma Creek Retreat (Extended Stay)
Sonoma Creek Retreat (Extended Stay)
Sonoma Creek Retreat (Extended Stay)
Sonoma Creek Retreat (Extended Stay)
Sonoma Creek Retreat (Extended Stay)

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

Oct 13 – Nov 13, 2026

The spacious grounds feature comfortable seating around the pool and on the oversized deck overlooking vineyards.
Enjoy a glass of local wine in the hot tub watching the sunset over Sonoma Valley.
Heated pool with huge patio and deck area for year-round enjoyment.
Indoor/outdoor living at its best. Enjoy a glass of local wine at the end of the day and watch the sun set over the vineyards and mountains.
Indulge in the Sonoma wine country lifestyle all year round.

Modern Luxury | Heated Pool | Hot Tub | Fire Pit

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

$4,414.80 USD total for 3 nights

Oct 25 – 28, 2026

The Cabin on Fitch Mountain
The Cabin on Fitch Mountain
The Cabin on Fitch Mountain
The Cabin on Fitch Mountain
The Cabin on Fitch Mountain

The Cabin on Fitch Mountain

2 bedrooms·2 baths
Healdsburg • California

$1,008.00 USD total for 3 nights

Oct 13 – 16, 2026

Sun filled flat with high speed fiber optic internet accessed via wifi, flat screen TV, laundry, and private patio
Flat at the Cork Oak
Flat at the Cork Oak
Fold out queen sized bed in couch. Thinner mattress good for children or lighter people, but does have the comfort of wood slats for head and torso area.
Full kitchen with dishwasher and French door refrigerator

Flat at the Cork Oak

1 bedroom·1 bath
Petaluma • California
5(159 reviews)

$631.70 USD $531.36 USD total for 3 nights

Oct 18 – 21, 2026

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Warm Springs Haven

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

$2,955.15 USD total for 3 nights

Oct 18 – 21, 2026

Beautiful outdoor pool and hot tub surrounded by mature trees and lush landscaping. The pool is not heated, while the hot tub provides a relaxing place to unwind after a day exploring Napa Valley.
Spacious king bedroom with vaulted ceilings, a Smart TV, and sliding doors that bring in plenty of natural light. A comfortable and relaxing retreat with views of the surrounding greenery.
Bright full bathroom featuring a marble-lined glass-enclosed shower, marble vanity, and skylight that fills the space with natural light. Fresh towels and a clean, comfortable layout make it easy to refresh and unwind.
Inviting outdoor gathering space shaded by mature trees, featuring comfortable seating around a fire pit, string lights, and an outdoor kitchen with a grill and bar seating—perfect for relaxing and entertaining.
Convenient kitchenette equipped with a dishwasher, mini fridge, microwave, toaster, and Nespresso coffee maker. Ample cabinetry and counter space make it easy to prepare light meals, snacks, and your morning coffee.

Maison Bale

2 bedrooms·1 bath
Calistoga • California

$17,188.13 USD total for 31 nights

Oct 13 – Nov 13, 2026

Hollow Farm — Vineyard Estate with Pool
Hollow Farm — Vineyard Estate with Pool
Hollow Farm — Vineyard Estate with Pool
Hollow Farm — Vineyard Estate with Pool
Hollow Farm — Vineyard Estate with Pool

Hollow Farm — Vineyard Estate with Pool

5 bedrooms·4 baths
St. Helena • California

$2,385.00 USD total for 3 nights

Oct 13 – 16, 2026

Poolside lounging in the heart of Napa Valley
Bright living room with vaulted ceilings
Rustic kitchen with modern amenities
Cozy bedroom with King bed and scenic hillside views
Welcome to your peaceful Calistoga escape

Villa Toscana

3 bedrooms·2 baths
Calistoga • California

$8,450.56 USD total for 31 nights

Oct 13 – Nov 13, 2026

Adventure Alexander Valley Lodge w/ Pool & Hot tub
Adventure Alexander Valley Lodge w/ Pool & Hot tub
Adventure Alexander Valley Lodge w/ Pool & Hot tub
Adventure Alexander Valley Lodge w/ Pool & Hot tub
Adventure Alexander Valley Lodge w/ Pool & Hot tub

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

Oct 13 – 16, 2026

1877 Victorian cottage steps away from Sonoma Plaza
Heart of Sonoma Plaza: Cheerful, Sunny 1877 Victorian
Heart of Sonoma Plaza: Cheerful, Sunny 1877 Victorian
Our peaceful front patio, perfect for wine sipping and people watching
Welcome! This is your view as you step in

Heart of Sonoma Plaza: Cheerful, Sunny 1877 Victorian

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

$1,951.32 USD $1,624.81 USD total for 3 nights

Oct 18 – 21, 2026

Spacious and inviting living room with comfortable seating, a Smart TV, and large windows that bring in plenty of natural light and views of the surrounding pines.
Comfortable bedroom with a queen bed, closet, dresser, and plenty of natural light.
Dining area with seating for seven conveniently located just off the kitchenette for easy meals and gathering.
Newly renovated full bathroom with a spacious glass-enclosed shower, modern vanity, and fresh, clean finishes throughout.
Covered outdoor patio with seating and dining for four, string lights, and peaceful views of the surrounding pines.

Pinecrest Retreat

3 bedrooms·1 bath
Angwin • California

$4,668.30 USD total for 31 nights

Oct 13 – Nov 13, 2026