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

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

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

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

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

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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

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

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

Private backyard retreat with a sparkling pool, outdoor seating, and space to relax and enjoy Napa Valley’s beautiful weather.
Bright and comfortable living room with cozy seating, an open layout, and a Smart TV perfect for relaxing after a day exploring Napa Valley.
Cozy upstairs bedroom with a queen bed and relaxing atmosphere.
Spacious upstairs primary suite featuring a king bed and ensuite bathroom with dual sinks.
Fully equipped kitchen with modern appliances, ample counter space, and everything needed to prepare meals during your stay.

Sol & Vine

5 bedrooms·2½ baths
Napa • California

$8,450.56 USD total for 31 nights

Nov 8 – Dec 9, 2026

Smart tv and queen bed.
Smart tv and queen bed.
Backyard, hot tub, grill and outdoor seating. This is a shared space with the main house if there are guests.
Fully stocked ktichen with dishwasher, microwave, and stove.
Guest House Bathroom - Double Shower Heads

Vinter's Studio

1 bedroom·1 bath
Napa • California

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

Nov 1 – Dec 2, 2026

Great Room & Kitchen
Backyard
Master Suite
Master Suite Bathroom
Dining Table

Oak Knoll Retreat

5 bedrooms·3½ baths
Napa • California

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

Nov 1 – Dec 2, 2026

Great Room & Kitchen
Great Room & Kitchen
Dining Table that seats 7 and can be expanded.
Kitchen Farmhouse Sink
Master Suite Bathroom

Casa Vicente

4 bedrooms·2½ baths
Napa • California

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

Nov 1 – Dec 2, 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

Open floor plan for kitchen and living room. New kitchen supplies, fully stocked! New 75 inch smart TV. Golf views out rear patio
Open floor plan for kitchen and living room. New kitchen supplies, fully stocked! New 75 inch smart TV. Golf views out rear patio
Open floor plan for kitchen and living room. New kitchen supplies, fully stocked! New 75 inch smart TV. Golf views out rear patio
Open floor plan for kitchen and living room. New kitchen supplies, fully stocked! New 75 inch smart TV. Golf views out rear patio
Front Courtyard and entrance

Fairways Silverado Golf &Country

2 bedrooms·2 baths
Napa • California
5(130 reviews)

$1,833.60 USD total for 3 nights

Oct 25 – 28, 2026

A welcoming exterior view of this newly built Napa home with a covered front porch, attractive landscaping, and an attached two-car garage. The bright, beautifully maintained entrance creates a warm welcome.
A spacious, light-filled living room with comfortable seating, warm wood floors, and a Smart TV. Large windows bring in plenty of natural light, and the open layout creates an inviting space to relax and gather.
A spacious open-concept kitchen and dining area designed for gathering. The fully stocked kitchen features a large island, modern appliances, generous counter space, and plenty of cabinetry. The dining table comfortably seats up to 10 guests.
A bright and inviting queen bedroom with stylish furnishings, warm wood tones, and abundant natural light. A Smart TV and comfortable seating create a relaxing space to unwind.
A spacious primary suite with a king bed, comfortable sitting area, elegant furnishings, and abundant natural light. The tray ceiling and generous layout create an open and relaxing retreat with plenty of room to unwind.

Redwood Retreat

4 bedrooms·3 baths
Napa • California

$7,973.70 USD total for 31 nights

Oct 13 – Nov 13, 2026

Relaxation on Silverado Fairway
Relaxation on Silverado Fairway
Relaxation on Silverado Fairway
Relaxation on Silverado Fairway
Relaxation on Silverado Fairway

Relaxation on Silverado Fairway

3 bedrooms·2 baths
Napa • California
4.89(232 reviews)

$1,594.17 USD total for 3 nights

Oct 13 – 16, 2026

2BR near Wineries, Golf Course View, Parking
2BR near Wineries, Golf Course View, Parking
2BR near Wineries, Golf Course View, Parking
2BR near Wineries, Golf Course View, Parking
2BR near Wineries, Golf Course View, Parking

2BR near Wineries, Golf Course View, Parking

2 bedrooms·2 baths
Napa • California

$1,554.50 USD total for 3 nights

Oct 19 – 22, 2026

The dining room offers ample seating for group meals, celebrations, and memorable evenings spent together over great food and wine.
Enjoy your own private outdoor oasis with spacious seating areas, beautiful surroundings, and plenty of room to relax, dine, and enjoy Napa Valley's beautiful weather.
Gather and unwind in the spacious living room featuring comfortable seating, a Smart TV, and an inviting atmosphere perfect for relaxing with family and friends.
Spacious primary bedroom featuring a comfortable king bed, Smart TV, and plenty of room to relax after a day exploring Napa Valley.
The dining room offers ample seating for group meals, celebrations, and memorable evenings spent together over great food and wine.

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

Sip your coffee or unwind with Napa's finest, soaking in serene golf course views from your private
Enjoy front-row views of Silverado's green, where championship golf meets condo comfort.
Dive into luxury with seasonal pool access (May-Oct) for sun-soaked afternoons and leisurely swims.
Drift into dreamland in our Napa retreat, with fine linens and a mattress designed for optimal comfy
Living room to dine or simply to enjoy the view on the golf course

Serenity Suite: Luxe Memory Mattress & Wine Patio

1 bedroom·1 bath
Napa • California

$3,300.00 USD total for 3 nights

Oct 13 – 16, 2026

2 Private Napa Condos | Sleeps 6 | 30+ Nights OK
2 Private Napa Condos | Sleeps 6 | 30+ Nights OK
2 Private Napa Condos | Sleeps 6 | 30+ Nights OK
2 Private Napa Condos | Sleeps 6 | 30+ Nights OK
2 Private Napa Condos | Sleeps 6 | 30+ Nights OK

2 Private Napa Condos | Sleeps 6 | 30+ Nights OK

2 bedrooms·2 baths
Napa • California

$1,803.50 USD total for 3 nights

Oct 31 – Nov 3, 2026

Pet-Friendly Silverado Condos with Pool & Golf Course View
Pet-Friendly Silverado Condos with Pool & Golf Course View
Pet-Friendly Silverado Condos with Pool & Golf Course View
Pet-Friendly Silverado Condos with Pool & Golf Course View
Pet-Friendly Silverado Condos with Pool & Golf Course View

Pet-Friendly Silverado Condos with Pool & Golf Course View

2 bedrooms·2 baths
Napa • California

$1,886.00 USD total for 3 nights

Oct 24 – 27, 2026

Luxury Napa Condo | Golf Views & Prime Location
Luxury Napa Condo | Golf Views & Prime Location
Luxury Napa Condo | Golf Views & Prime Location
Luxury Napa Condo | Golf Views & Prime Location
Luxury Napa Condo | Golf Views & Prime Location

Luxury Napa Condo | Golf Views & Prime Location

1 bedroom·1 bath
Napa • California

$1,852.00 USD total for 3 nights

Oct 14 – 17, 2026

Prime Wine Country Studio | Walk to Wineries & Pet-Friendly
Prime Wine Country Studio | Walk to Wineries & Pet-Friendly
Prime Wine Country Studio | Walk to Wineries & Pet-Friendly
Prime Wine Country Studio | Walk to Wineries & Pet-Friendly
Prime Wine Country Studio | Walk to Wineries & Pet-Friendly

Prime Wine Country Studio | Walk to Wineries & Pet-Friendly

0 bedrooms·1 bath
Napa • California

$1,055.50 USD total for 3 nights

Oct 31 – Nov 3, 2026