Holiday Homes in St. Helena

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Featured Holiday Homes in St. Helena

Valley Bungalow
10.0 out of 10, Exceptional, 12 reviews
"This place was the perfect size for our family to enjoy a couple days in Napa! Cute little welcome basket with goodies & wine! Lots of board games and large tv to enjoy. We found everything we needed here! :)"
Valley Bungalow
Less Than a Mile to Downtown, Pets Welcome!
9.8 out of 10, Exceptional, 140 reviews
"Excellent"
Less Than a Mile to Downtown, Pets Welcome!
Sonoma's Best Cottages
3.5 star property
9.6 out of 10, Exceptional, 52 reviews
"Very cute and clean environment"
Sonoma's Best Cottages
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Beautiful Home in Northwest Napa
10.0 out of 10, Exceptional, 9 reviews
"A big house. Lots of room for us. BBQ grill was great."
Beautiful Home in Northwest Napa
Private Hot Tub/Short Walk to Downtown
9.8 out of 10, Exceptional, 129 reviews
"Great layout, lots of space, sweet backyard! Perfect spot for our girls napa getaway. House has tons of charm & character! Kitchen is stocked, everyone loved the beds, beautiful big table outside where we enjoyed meals & games. Fantastic location on a quiet, safe street."
The price is NZ$2,224
includes taxes & fees
25 June - 26 June
Private Hot Tub/Short Walk to Downtown
Remodeled Silverado Resort Napa 3 bed 2 bath Steps to pool and beautiful patio
10.0 out of 10, Exceptional, 28 reviews
"Great Great Great, had a wonderful time, beautiful place and great location!!"
The price is NZ$771
includes taxes & fees
7 July - 8 July
Remodeled Silverado Resort Napa 3 bed 2 bath Steps to pool and beautiful patio
Elegant Penthouse 2 blocks from Sonoma Plaza.
9.6 out of 10, Exceptional, 181 reviews
"Great place, easy to get around. Aluminium foil of baking paper would be a good addition."
Elegant Penthouse 2 blocks from Sonoma Plaza.
Quick drive to the charming Sonoma Plaza and a 3 block walk to the Fairmont.
10.0 out of 10, Exceptional, 11 reviews
"We met the property owner on site and the home matched her dynamic and extremely creative personality. She was excellent with regards to communication and local recommendations and made us all feel right at home. It was the “homiest” VRBO we’ve ever booked…not fancy by any means, but charming and very cozy."
Quick drive to the charming Sonoma Plaza and a 3 block walk to the Fairmont.
Wooded Restful Retreat, with broad scenic views, outdoor dining
10.0 out of 10, Exceptional, 281 reviews
"My Wife and I had a wonderful experience at this property. The home has everything you need. Great views and incredibly peaceful. Perfect spot."
Wooded Restful Retreat, with broad scenic views, outdoor dining
Valley of the Moon by AvantStay | Tranquil Escape, Large Yard, Hot Tub, Fire Pit
8.0 out of 10, Very good, 1 review
Valley of the Moon by AvantStay | Tranquil Escape, Large Yard, Hot Tub, Fire Pit
Spacious Home Near Downtown Napa
9.8 out of 10, Exceptional, 99 reviews
"Super easy to check in. Lots of space for a group. Extremely clean and well stocked with kitchen and bath items. Great gas stove if you like to cook. Only negative is street noise with front bedrooms. And, not to seem picky but it really needs a professional sprayer for the kitchen sink."
Spacious Home Near Downtown Napa
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
10.0 out of 10, Exceptional, 189 reviews
"Perfect location. Enjoyed wineries, restaurants and hiking. Pool and spa awesome for relaxing after touring, tastings, hiking!! Hope to be back soon!"
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Cottage home near the Russian River; county parks; numerous wineries
10.0 out of 10, Exceptional, 82 reviews
"Stayed mid week for several days. Overall a very nice experience. Super clean and quiet!"
Cottage home near the Russian River; county parks; numerous wineries
Stunning retreat with private hot tub, firepit & 1 acre of country charm
9.2 out of 10, Wonderful, 65 reviews
"Wonderful house and location. It was very private but easy access to wineries and restaurants. We did have a few small issues with things like the door entry system not functioning properly and the firepit gas running out, but overall it was a very nice rental!"
Stunning retreat with private hot tub, firepit & 1 acre of country charm
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate
10.0 out of 10, Exceptional, 114 reviews
"Beautiful house to share with my husband and 5 of our friends. The house has everything you hope for and the host was excellent! Would def stay again and again!"
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
10.0 out of 10, Exceptional, 161 reviews
"This a perfect house to stay in for visiting Sonoma and Napa. It’s a quiet, clean very thoughtfully furnished house. Kitchen was very user friendly and fully stocked. Nice outdoor space with table to have meals, seating area. We will definitely consider this house to come back again. The host is welcoming and accommodating. Thank you!!!"
Charming Country Home Nestled In Kenwood Village the heart of the wine country.
A Stylish Getaway In The Heart Of Sonoma Wine Country
10.0 out of 10, Exceptional, 144 reviews
"We enjoyed our very comfortable stay in Kenwood. Great location – easy walk to some solid restaurants. Nice, clean place set in a lovely environment. Host was very pleasant and communicated promptly. The kitchen is well set-up for eating in."
A Stylish Getaway In The Heart Of Sonoma Wine Country
Blissful Comfort close to town w/Pool, Hot Tub, Bikes, Fire pit, and more...
10.0 out of 10, Exceptional, 108 reviews
"Lovely property as described by the owners. Great location for biking into Sonoma and the bikes were in pretty good condition for the rides. A quiet neighbourhood and the owner emphasized (possibly over emphasized) the need for quiet around 9-9:30 pm which is a little early for a beautiful night under the stars! Both the hot tub and the pool were in great condition and very easy to access for use. The owner was readily available for any concerns, however, our only concern was a bike pump that...
Blissful Comfort close to town w/Pool, Hot Tub, Bikes, Fire pit, and more...
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, Aug 18-21
10.0 out of 10, Exceptional, 232 reviews
"The house is beautiful. We all enjoyed it and the location is perfect."
The price is NZ$2,340
includes taxes & fees
13 July - 14 July
1 Block To St. Helena Main Street Shops-Restaurants! Avail June 2-7, Aug 18-21
The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa
10.0 out of 10, Exceptional, 141 reviews
"Can’t say enough how much we all enjoyed this stay. The house is lovely and well-appointed, clean and comfortable, great location, owner/manager is very helpful, and just perfect for three couples traveling together. Big thumbs up. Thank you Elizabeth!!"
The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa
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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

St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
10.0 out of 10, Exceptional, 15 reviews
"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
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, 200 reviews
"This is the perfect house to stay in with a large group! The hosts are great and very responsive. The house is beautiful and has plenty of bedrooms and bathrooms for everyone! The location could not be better and is right off the main road. Overall an amazing experience and would recommend to everyone!"
The price is NZ$3,458
includes taxes & fees
23 June - 24 June
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
10.0 out of 10, Exceptional, 211 reviews
"I stayed at Jim’s house during my wedding weekend with a few of my groomsmen and their partners. Big weekend for me obviously, and this house certainly contributed to it living up to the hype. We were welcomed with some snacks, wine, and a fridge full of beverages to our surprise—thanks again Jim! The property itself is beautiful, with great views of the vineyards and tons of areas to sit and lounge outside. The wraparound porch was awesome for hanging out too when we got bit too toasty...
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.

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