Holiday rentals near Calistoga Speedway

We found 1,231 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

December 2025

January 2026

Choose the perfect private holiday rental that's close to Calistoga Speedway. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Calistoga Speedway

Showing deals for:20 Mar - 27 Mar

Exceptional

(114 reviews)

Charming Farm House Downtown St. Helena! 3bedrooms/3baths Permit # PL24-042

St Helena

12% off

for 7 nights, 1 room

AU$2,240 per night

includes taxes & fees

Exceptional

(33 reviews)

Luxury Napa Valley Estate Surrounded by Vineyards

Calistoga

9% off

for 7 nights, 1 home

AU$10,890 per night

includes taxes & fees

Exceptional

(12 reviews)

Wine Country Luxury Retreat - Pool Sauna Spa Views

Santa Rosa

8% off

for 7 nights, 1 home

AU$1,658 per night

includes taxes & fees

Enjoy a beautiful sunset by the firepit.

Exceptional

(138 reviews)

Wine Country Escape: Luxury Estate, Pool, Sauna, Steam, Spa, Views, 5+ Bedrooms

Santa Rosa

8% off

for 7 nights, 1 home

AU$3,926 per night

includes taxes & fees

View from farmhouse
looking west over vineyards.

Exceptional

(99 reviews)

Farmhouse in the Heart of Napa Valley. Pool and Hot Tub

Calistoga

8% off

for 7 nights, 1 cottage

AU$1,454 per night

includes taxes & fees

Indoor - Outdoor Living Overlooking acres of Pinot Noir

Exceptional

(82 reviews)

Modernist Compound With Expansive Views Overlooking Bellflower Vineyards

Santa Rosa

8% off

for 7 nights, 1 home

AU$967 per night

includes taxes & fees

Exceptional

(65 reviews)

Gated and private mountaintop 30-acre Vineyard Estate, Pool, Jacuzzi, Gardens

St Helena

14% off

for 7 nights, 1 home

AU$3,062 per night

includes taxes & fees

Exceptional

(140 reviews)

3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

St Helena

8% off

for 7 nights, 1 home

AU$1,578 per night

includes taxes & fees

Exceptional

(243 reviews)

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Kenwood

12% off

for 7 nights, 1 home

AU$2,569 per night

includes taxes & fees

Outdoor dining in the shade overlooking vineyard and pool.

Exceptional

(111 reviews)

St. Helena, walk to town, on vineyard, pool, one acre/private, Permit STR25-001

St Helena

8% off

for 7 nights, 1 home

AU$4,698 per night

includes taxes & fees

Exceptional

(230 reviews)

Healdsburg Cottage Walk to the Plaza, Workspace

Healdsburg

8% off

for 7 nights, 1 cottage

AU$453 per night

includes taxes & fees

View southwest across rear of estate. Pool, spa, and bocce court just past spa.

Exceptional

(139 reviews)

Wine Country Estate: Year-round Pool, Spa, Bocce, Exceptional Private Location

Kenwood

15% off

for 7 nights, 1 home

AU$1,648 per night

includes taxes & fees

Exceptional

(48 reviews)

Secluded Russian River Farmhouse: Vinyard Retreat, minutes from Healdsburg

Geyserville

10% off

for 7 nights, 1 room

AU$906 per night

includes taxes & fees

Back view of the main house with new pool/Jacuzzi just completed in May 2024.

Exceptional

(184 reviews)

Your own Wine Country resort with pool and Sonoma Mountain View

Glen Ellen

8% off

for 7 nights, 1 home

AU$1,644 per night

includes taxes & fees

Enjoy Glen Ellen - in the heart of the Wine country

Exceptional

(141 reviews)

Inviting Sonoma Wine Country Getaway With Oak Studded Private Garden & Hot Tub

Glen Ellen

8% off

for 7 nights, 1 home

AU$600 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Calistoga Speedway

Aerial View of the Estate with A Private Vineyard

Premier Host

Luxurious 7-Acre Estate & Guest House on Private Vineyard, With Pool & Game Room

Sleeps 14 · 6 bedrooms · 4+ bathrooms

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Sleeps 8 · 4 bedrooms · 4+ bathrooms

Escape to Wine County in your independant Cottage in Downtown Calistoga

Sleeps 3 · 1 bedroom · 1 bathroom

Premier Host

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Sleeps 10 · 4 bedrooms · 3+ bathrooms

Premier Host

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Sleeps 12 · 6 bedrooms · 5 bathrooms

Top rated rentals - Calistoga Speedway

Premier Host

A great base for your stay in Santa Rosa.

This apartment is wonderfully setup to make a great base for your visit to Santa Rosa and surrounding wineries. It has everything you need for a relaxed, comfortable stay. The back garden is a lovely place to relax after a day's exploration of the local area. Lots of shops and restaurants are also within walking distance.

Chris L.

Stayed Aug 2016

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

More holiday ideas

Holiday homes

Holiday rentals with weekly discounts - Calistoga Speedway

Charming Farm House Downtown St. Helena! 3bedrooms/3baths Permit # PL24-042

Valley of the Moon Getaway

Cloud 9 - A Retreat for Bliss and Happiness

Luxury Napa Valley Estate Surrounded by Vineyards

Wine Country Luxury Retreat - Pool Sauna Spa Views

Wine Country Escape: Luxury Estate, Pool, Sauna, Steam, Spa, Views, 5+ Bedrooms

Farmhouse in the Heart of Napa Valley. Pool and Hot Tub

Modernist Compound With Expansive Views Overlooking Bellflower Vineyards

Gated and private mountaintop 30-acre Vineyard Estate, Pool, Jacuzzi, Gardens

Sanctuary on Lytton | Wine Tastings Included

Dragonfly Healdsburg | Wine Tastings Included

3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Sonoma Masseria, Solar heated Pool and A/C

Calistoga Valley Pool, Hot Tub & Tennis Court

Rivers Breeze | Wine Tastings Included

St. Helena, walk to town, on vineyard, pool, one acre/private, Permit STR25-001

New Modern House in Sonoma Valley's Best Area

Healdsburg Cottage Walk to the Plaza, Workspace

Wine Country Estate: Year-round Pool, Spa, Bocce, Exceptional Private Location

Tennis paradise in sonoma wine country

Secluded Russian River Farmhouse: Vinyard Retreat, minutes from Healdsburg

Your own Wine Country resort with pool and Sonoma Mountain View

Inviting Sonoma Wine Country Getaway With Oak Studded Private Garden & Hot Tub

Find spaces that suit your style

Find the best place to stay - Calistoga Speedway

Luxurious 7-Acre Estate & Guest House on Private Vineyard, With Pool & Game Room

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Casa Bella Estate in Wine Country w/ New Pool!

Escape to Wine County in your independant Cottage in Downtown Calistoga

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Top rated rentals - Calistoga Speedway

A great base for your stay in Santa Rosa.

Peace of mind

More quality time

All the privacy of home

More for less

More holiday ideas

Holiday rentals near Calistoga Speedway

Holiday rentals with weekly discounts - Calistoga Speedway

Image gallery for Charming Farm House Downtown St. Helena! 3bedrooms/3baths Permit # PL24-042

Charming Farm House Downtown St. Helena! 3bedrooms/3baths Permit # PL24-042

Find spaces that suit your style

Find the best place to stay - Calistoga Speedway

Luxurious 7-Acre Estate & Guest House on Private Vineyard, With Pool & Game Room

Top rated rentals - Calistoga Speedway

A great base for your stay in Santa Rosa.

Peace of mind

More quality time

All the privacy of home

More for less

More holiday ideas