A rustic stone building with a red door and a wooden balcony, surrounded by lush greenery and a vintage wooden cart.

St. Helena Vacation Rentals

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Our top choices for St. Helena vacation homes

1. Downtown Cottage House

Downtown Cottage House
Downtown St. Helena
9.6 out of 10, Exceptional, (25 reviews)
"The location of the property is the best. "
United States
Kim B.
The price is CA $1,281
CA $1,755 total
includes taxes & fees
Oct 6 - Oct 7
Downtown Cottage House

2. 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
Downtown St. Helena
10.0 out of 10, Exceptional, (272 reviews)
"Perfect house with everything you could need! Great gathering spaces with comfortable couches & seating areas."
United States
Paul S.
The price is CA $2,484
CA $3,210 total
includes taxes & fees
Sep 13 - Sep 14
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

3. Ambrose Bierce House

Ambrose Bierce House
Downtown St. Helena
9.8 out of 10, Exceptional, (29 reviews)
"The innkeepers were outstanding. The facility is wonderful - easy location to enjoy St. Helena and Napa Valley."
United States
Steve H.
The price is CA $2,124
CA $2,887 total
includes taxes & fees
Sep 13 - Sep 14
Ambrose Bierce House

4. 1 Block To St Helena Main Street Shops, Restaurants! Avail Aug 12-15, 30-Sept 3

1 Block To St Helena Main Street Shops, Restaurants! Avail Aug 12-15, 30-Sept 3
Downtown St. Helena
10.0 out of 10, Exceptional, (282 reviews)
"Excellent location and prperty"
United States
Robert B.
The price is CA $1,863
CA $2,765 total
includes taxes & fees
Sep 19 - Sep 20
1 Block To St Helena Main Street Shops, Restaurants! Avail Aug 12-15, 30-Sept 3

5. RustRidge House, two bedroom two bath home

RustRidge House, two bedroom two bath home
St Helena
10.0 out of 10, Exceptional, (2 reviews)
"Easy to find and nice and quiet. "
United States
Kristen F.
The price is CA $1,063
CA $1,374 total
includes taxes & fees
Sep 12 - Sep 13
RustRidge House, two bedroom two bath home

6. Modern Organic 3BR Oasis w/ Creek&Near State Park

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and a great location!"
United States
Samantha S.
The price is CA $296
CA $802 total
includes taxes & fees
Sep 16 - Sep 17
Modern Organic 3BR Oasis w/ Creek&Near State Park

7. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (30 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is CA $135
CA $339 total
includes taxes & fees
Sep 13 - Sep 14
2 Hidden Wine Country Gem Upstairs Unit

8. King bedroom #1 Wine Country Gateway With BBQ+Billiards

King bedroom #1 Wine Country Gateway With BBQ+Billiards
Sonoma
The price is CA $311
CA $392 total
includes taxes & fees
Sep 16 - Sep 17
King bedroom #1 Wine Country Gateway With BBQ+Billiards

9. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (83 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is CA $345
CA $710 total
includes taxes & fees
Sep 13 - Sep 14
Glen Ellen Retreats Sunset Cottage

10. Fireside Sips & Oak Dreams in Sonoma Valley

Fireside Sips & Oak Dreams in Sonoma Valley
Glen Ellen
9.8 out of 10, Exceptional, (10 reviews)
"We had a really pleasant stay here. Lots of personal touches and amenities provided which are very thoughtful. Nice location away from Sonoma and accessible to the more Northern areas of Sonoma County as well."
United States
Steve M.
The price is CA $409
CA $797 total
includes taxes & fees
Sep 15 - Sep 16
Fireside Sips & Oak Dreams in Sonoma Valley

11. Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools

Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools
Glen Ellen
The price is CA $414
CA $741 total
includes taxes & fees
Sep 13 - Sep 14
Charming 2-bedroom house in serene Glen Ellen by Morton's Warm Springs Pools

12. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (172 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is CA $345
CA $708 total
includes taxes & fees
Oct 6 - Oct 7
Glen Ellen Retreats Coastal Cottage

13. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (94 reviews)
"The stay was very nice"
United States
ladonna A.
The price is CA $380
CA $752 total
includes taxes & fees
Sep 13 - Sep 14
Glen Ellen Retreats Hot Tub Cottage

14. [Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly

[Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful host, location and home."
United States
Elisabeth M.
The price is CA $621
CA $1,259 total
includes taxes & fees
Sep 13 - Sep 14
[Egg Farm Ranch] Heated Pool - Water Slide - Hot Tub - Dog Friendly

15. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (32 reviews)
"Would return again, The space was larger than it looked in photos."
United States
Keriann
The price is CA $435
CA $493 total
includes taxes & fees
Sep 17 - Sep 18
Cozy Wine Country Guesthouse with Private Pool & Yard

16. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape
Northwest Santa Rosa
9.4 out of 10, Exceptional, (23 reviews)
"very nice space "
United States
kevin c.
The price is CA $180
CA $538 total
includes taxes & fees
Sep 14 - Sep 15
Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

17. Wine Country Cottage Escape

Wine Country Cottage Escape
Fulton
The price is CA $228
CA $505 total
includes taxes & fees
Sep 21 - Sep 22
Wine Country Cottage Escape

18. Wine Country Farmhouse with Hot Tub

Wine Country Farmhouse with Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (74 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
The price is CA $469
CA $847 total
includes taxes & fees
Oct 4 - Oct 5
Wine Country Farmhouse with Hot Tub

19. Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views
Kenwood
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home & property. Great location. We thoroughly enjoyed our stay! "
United States
Laura G.
The price is CA $1,058
CA $1,861 total
includes taxes & fees
Sep 14 - Sep 15
Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

20. The Moonlit Retreat + Casita,Bocce & Sunset Views!

The Moonlit Retreat + Casita,Bocce & Sunset Views!
Glen Ellen
9.2 out of 10, Wonderful, (17 reviews)
"My family met for a family wedding and we stayed at this wonderful property . It is a perfect distance to get away yet close enough for ease of conveyance to stores , restaurants etc . The hosts were very good communicators and made us feel totally comfortable . The place was spotlessly clean and very comfortable . Nature abounds with deer , big bunnies and birds galore . Great guest experience and we would definitely stay again when visiting the area."
United States
Alfie H.
The price is CA $665
CA $1,351 total
includes taxes & fees
Oct 11 - Oct 12
The Moonlit Retreat + Casita,Bocce & Sunset Views!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top St. Helena Hotel Reviews

Find out more about St. Helena

St. Helena Vacation Homes information

Number of reviews
714
Accommodation
981 Vacation Homes
Lowest Price
CA $339
Highest Price
CA $3,210

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