Search Vacation Homes in St. Helena

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May 14 - May 15
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May 15 - May 16
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May 17 - May 19
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May 24 - May 26

Compare Vacation Homes in St. Helena with updated reviews, rates, and availability.

Exterior
Sonoma's Best Cottages
3.5 star property
9.6 out of 10, Exceptional, (50)
"Affordable privacy"
The price is ￥37,714
per night
May 16 - May 17
Sonoma's Best Cottages
Property grounds
Calistoga Dream Inn
10.0 out of 10, Exceptional, (1)
"Beautiful place very clean, modern and really enjoyed our stay.Will come back Thank you"
Calistoga Dream Inn
Private kitchen
Napa Valley Modern Bungalow
10.0 out of 10, Exceptional, (11)
"Beautiful newly remodeled 2/1. Perfect for my husband, myself and my son who stayed in the upstairs bedroom. We loved that we could literally walk around the corner to a local breakfast/ bakery in the mornings! Right in downtown Napa! Would definitely recommend and stay again!"
Napa Valley Modern Bungalow
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Property grounds
Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!
9.8 out of 10, Exceptional, (342)
"I love this property. It’s my second time staying. I enjoy the quiet oasis it offers!"
Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!
2 bedrooms, iron/ironing board, travel crib, free WiFi
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath
9.8 out of 10, Exceptional, (25)
"This house was wonderful. It is very close to downtown Napa. The house had everything we needed. It was very comfortable and highly recommend it."
The price is ￥56,399
per night
May 20 - May 21
Hot Tub | PRIME DWTN NAPA | 3 bed | 2 Bath
Pool | Outdoor pool
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
10.0 out of 10, Exceptional, (184)
"Some friends and I had a girls trip planned and enjoyed every relaxing minute spent here. The pool and hot tub were perfect. We payed the extra to heat the pool and were not disappointed. This is a great spot to spend some time and close to some great wineries!"
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Outdoor dining
Wine Country Harvest Vacation Home
9.8 out of 10, Exceptional, (57)
"This was our second stay at the property. Very comfortable for our group of six. Easy access to wine tastings and great deli nearby for our picnic lunches"
Wine Country Harvest Vacation Home
Pool
Beautiful Napa Valley Residence on Golf Course - Perfect Wine Country Retreat
9.8 out of 10, Exceptional, (140)
"We celebrated our 70th birthdays here and it was perfect. The original design and open concept of the home is reminiscent of The Brady Bunch and the original movie of The Parent Trap. The architecture and design was custom and well maintained. The location was perfect! We cheered the golfers on from our huge deck and the spacious living room was perfect for gathering. Jack and Barbara were caring and responsive hosts. Thank you for sharing your home with us!!"
Beautiful Napa Valley Residence on Golf Course - Perfect Wine Country Retreat
Property grounds
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, July 6-14
10.0 out of 10, Exceptional, (230)
"Beautiful home - extremely clean- the kitchen was well equipped and beautiful! Comfortable beds beds- nice sheets. Very private backyard- nice to sit out and visit and enjoy a bottle of wine. There were 4 of us- two couples. Close walking distance to restaurants and shops. Really enjoyed it. The only thing we would have liked was if there were TV’s in all the bedrooms- not just the Main bedroom. Perfect place to stay in St Helena! ❤️"
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, July 6-14
Fridge, microwave, oven, stovetop
Wine Country Getaway
10.0 out of 10, Exceptional, (5)
"Clean, spacious, comfortable Wish we had spent more time there."
The price is ￥28,040
per night
May 19 - May 20
Wine Country Getaway
Outdoor dining
Modern Sonoma Home! Beautiful Views, Hot Tub. Relax on The Patio, Wine Country!
10.0 out of 10, Exceptional, (151)
"We came to Sonoma from the east coast to attend a wedding. The house was perfect for our party of 6. We all had enough individual space to relax, the common areas were very inviting, and the all of the outdoor spaces provided great opportunities for relaxation. The views were great and made you feel like you were in the country...and yet we were only minutes from Sonoma square. The house was very well appointed and had everything we needed - ample towels, fully stocked kitchen and bathrooms,...
Modern Sonoma Home! Beautiful Views, Hot Tub. Relax on The Patio, Wine Country!
Private kitchen
Valley Bungalow
10.0 out of 10, Exceptional, (10)
"We met such friendly people in Napa from the man at Genova Deli to those that served us at Brown Estates and MaCo Vineyards! We loved the home that provided lots of extras like snacks and throw blankets along with everything needed in the kitchen if you opt to cook a meal or too. We can hardly wait to come back!"
Valley Bungalow
Exterior
Charming Napa Home and Wine Tour<br>#VR16-0011
9.8 out of 10, Exceptional, (95)
"The property is very nicely appointed , Frank is an excellent host. The backyard is beautiful and very peaceful. Would stay here again in a heartbeat and would suggest to anyone."
The price is ￥57,024
per night
Jun 4 - Jun 5
Charming Napa Home and Wine Tour<br>#VR16-0011
Exterior
Charming Country Cottage walk to Plaza OUTDOOR GAS FIRE PIT & Bocce Ball Court
10.0 out of 10, Exceptional, (104)
"Super cute house that is well located. Peaceful and lovely backyard to relax and enjoy a game of bocce. Had all that we needed for our girls getaway."
Charming Country Cottage walk to Plaza OUTDOOR GAS FIRE PIT & Bocce Ball Court
Living area | Smart TV, fireplace, books, video library
New Modern House in Sonoma Valley's Best Area
10.0 out of 10, Exceptional, (203)
"Perfect spot to enjoy the wine country over the weekend. Central location and beautiful modern accommodations in a picturesque setting! Would stay here again!"
New Modern House in Sonoma Valley's Best Area
Fridge, microwave, oven, stovetop
Boho Garden Bungalow
9.8 out of 10, Exceptional, (96)
"The house was in a great location to downtown Napa. The neighborhood was quiet and beautiful. The house was as described and well stocked. No issues with check-in or check-out."
Boho Garden Bungalow
Fridge, microwave, oven, dishwasher
Winepress Cozy Getaway
10.0 out of 10, Exceptional, (67)
"We've done many trips to Napa Valley and tried for the first time to stay near downtown Napa. I won't go through features since they were all found to be as listed. Really great location, walkable to downtown, easy access by car to points beyond Napa. A great property host and really nicely set up for anyone's stay."
Winepress Cozy Getaway
Fridge, microwave, oven, stovetop
Home near Sonoma & Calistoga in heart of Wine Country
9.6 out of 10, Exceptional, (21)
"This is an annual event and we love to stay in a house together, cook our meals and spend quality time. This house was perfect for that, especially the amazing outdoor space. And, there was plenty of seating inside as well. Plus, I was able to bring my 9 pound Yorky poo which made the stay complete. Would absolutely stay here again."
Home near Sonoma & Calistoga in heart of Wine Country
Smart TV, fireplace, DVD player, books
Sonoma-Napa Wine Country retreat. Surrounded by vineyards, views, & privacy
10.0 out of 10, Exceptional, (66)
"My wife and I spent a wonderful stay in Sonoma here and it was one of the best places we have stayed in. The property itself is tucked away at the end of a side road just off of the main road just a few minutes drive from the plaza, situated with a lovely view of the fields and hills. The house itself is perfectly sized for a couple, with a great layout, and some great design choices for visitors. This is our now our favorite place to stay and we will be back if only to stay here in this...
Sonoma-Napa Wine Country retreat. Surrounded by vineyards, views, & privacy
Outdoor pool, a heated pool
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
10.0 out of 10, Exceptional, (47)
"It was such a great place for our family of 6 to stay at the property and enjoyed our Thanksgiving holiday. The property is beautiful and has a lot to offer for everyone. We had such a wonderful time! We look forward to come back and visit again soon. Hopefully in the summer time, so we will get to enjoy the pool. The hosts were very friendly and responsive, we are really thankful for the whole experience! JC"
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
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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.

Other property types in St. Helena

Pool | Outdoor pool, a heated pool
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
10.0 out of 10, Exceptional, (15)
"12 of us traveled to Napa for my 40th birthday and we had THE BEST trip ever. The accommodations were lovely, spacious, clean and luxurious. The concierge was so responsive and helpful. The chefs were fantastic. I'd highly recommend this property. As a frequent traveler, I've stayed in many luxury rentals and this was by far my favorite."
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
Interior
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (194)
"This house was perfect to accommodate our family in town for a wedding just up the road at the Culinary Institute. Added perks - walk to downtown and across the street to Beringer which had a lovely spot to enjoy wine and play bocce ball and corn hole. The house was beautiful and spacious. Highly recommend."
The price is ￥257,037
per night
May 19 - May 20
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Property grounds
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
10.0 out of 10, Exceptional, (207)
"One of our best vacations ever- house was phenomenal!"
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
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.