Downtown St. Helena holiday rentals
We found 61 holiday rentals — enter your dates for availability
Discover a selection of 43 homes and other holiday rentals in Downtown St. Helena that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a pool. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts – Downtown St. Helena
Showing deals for:18 Dec - 25 Dec

Exceptional
(121 reviews)
St. Helena, walk to town, pool, one acre/vineyard-replanting, Permit STR25-001
St. Helena
AU$30,746
for 7 nights, 1 home
AU$4,392 per night
includes taxes & fees

Exceptional
(5 reviews)
Cozy vineyard retreat walking distance to downtown St. Helena.
St. Helena
AU$6,958
for 7 nights, 1 cottage
AU$994 per night
includes taxes & fees

Exceptional
(274 reviews)
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
St. Helena
AU$18,400
for 7 nights, 1 home
AU$2,629 per night
includes taxes & fees

Exceptional
(160 reviews)
3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006
St. Helena
AU$10,233
for 7 nights, 1 home
AU$1,462 per night
includes taxes & fees

Exceptional
(139 reviews)
Charming victorian, walking distance to downtown, restaurants, and wineries.
St. Helena
AU$13,332
for 7 nights, 1 home
AU$1,905 per night
includes taxes & fees

Exceptional
(44 reviews)
BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE
St. Helena
AU$10,138
for 7 nights, 1 home
AU$1,448 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Downtown St. Helena

Charming Farm House Downtown St. Helena! 3bedrooms/3baths Permit # STR26-014
Sleeps 6 · 3 bedrooms · 3 bathrooms

Charming Wine Country Cottage Steps from Downtown - Permit #2012-27
Sleeps 4 · 2 bedrooms · 1 bathroom

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Sleeps 12 · 6 bedrooms · 5 bathrooms

Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019
Sleeps 6 · 3 bedrooms · 2 bathrooms

Historic Saint Helena farm house one block from Main Street
Sleeps 8 · 4 bedrooms · 4 bathrooms

Napa Valley: St Helena Designer Home & Guest House + Spool + Peloton Bike/Tread
Sleeps 6 · 3 bedrooms · 3 bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find holiday rentals in Downtown St. Helena?
Yes, there are holiday rentals close to the most popular sights in Downtown St. Helena, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals are there in Downtown St. Helena?
Choose from 43 Expedia holiday rentals in Downtown St. Helena for a memorable holiday.
What can I see and do in Downtown St. Helena?
Cultural attractions include Robert Louis Stevenson Museum and Aerena Galleries, whereas Napa River is one spot to enjoy nature. Other places in town to visit include Merryvale Vineyards and Cameo Cinema.
What are holiday rentals like in Downtown St. Helena?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Downtown St. Helena. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips.
