
St. Helena Holiday Rentals
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Our top choices for St. Helena holiday rentals

1. Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
2. RustRidge Bed and Breakfast - Rustridge Cottage
RustRidge Bed and Breakfast - Rustridge Cottage
3. Napa Valley Villa Retreat - 8 bedrooms, 8 baths
Napa Valley Villa Retreat - 8 bedrooms, 8 baths
4. RustRidge House, two bedroom two bath home
RustRidge House, two bedroom two bath home
5. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
6. RiverPointe Napa Valley Resort
RiverPointe Napa Valley Resort
7. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
8. Sonoma Creek Haven - Creekside Hot Tub Retreat
Sonoma Creek Haven - Creekside Hot Tub Retreat
9. The Napa Residences
The Napa Residences
10. Escape to wine country in your independent cottage in downtown Calistoga
Escape to wine country in your independent cottage in downtown Calistoga
11. Glen Ellen Retreats Coastal Cottage
Glen Ellen Retreats Coastal Cottage
12. 2 Hidden Wine Country Gem Upstairs Unit
2 Hidden Wine Country Gem Upstairs Unit
13. The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!
The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!
14. Glen Ellen Retreats Hot Tub Cottage
Glen Ellen Retreats Hot Tub Cottage
15. Two-Bedroom, One Bath - Aurora House
Two-Bedroom, One Bath - Aurora House
16. Glen Ellen Retreats Sunset Cottage
Glen Ellen Retreats Sunset Cottage
17. Fireside Sips & Oak Dreams in Sonoma Valley
Fireside Sips & Oak Dreams in Sonoma Valley
18. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
19. 2 bed I Silverado Resort & Spa in Napa - Wine Town
2 bed I Silverado Resort & Spa in Napa - Wine Town
20. Cozy Wine Country Guesthouse with Private Pool & Yard
Cozy Wine Country Guesthouse with Private Pool & YardFind holiday rentals that suit your style
Top St. Helena Hotel Reviews

Harvest Inn
Find out more about St. Helena
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our St. Helena holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up St. Helena. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in St. Helena. Seeing all the best attractions is bound to make you fall in love with St. Helena. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in St. Helena short-term rentals, that won’t be hard to do.




































































