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

The property is adjacent to Beringer Vineyard's St. Helena Home Vineyard.
Stunning evening sunsets.
Great outdoor fireplace to use year round, enjoy the stars at night.
Formal dining room opens to outdoor living space.
Exceptional
(121 reviews)

St. Helena, walk to town, pool, one acre/vineyard-replanting, Permit STR25-001

St. Helena

8% off
AU$30,746
for 7 nights, 1 home
AU$4,392 per night
includes taxes & fees
St. Helena, walk to town, pool, one acre/vineyard-replanting, Permit STR25-001
Private kitchen
Exterior detail
Interior
Living area
Exceptional
(5 reviews)

Cozy vineyard retreat walking distance to downtown St. Helena.

St. Helena

8% off
AU$6,958
for 7 nights, 1 cottage
AU$994 per night
includes taxes & fees
Cozy vineyard retreat walking distance to downtown St. Helena.
Family / Kitchen
Foyer
Dining Kitchen Family Room
Front Deck view from bedroom door
Exceptional
(274 reviews)

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

St. Helena

8% off
AU$18,400
for 7 nights, 1 home
AU$2,629 per night
includes taxes & fees
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
View from the front porch.
Dining
Interior
Private kitchen
Exceptional
(160 reviews)

3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

St. Helena

8% off
AU$10,233
for 7 nights, 1 home
AU$1,462 per night
includes taxes & fees
3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006
Guest house
Kitchen leading to back deck, pool and guest house
Private kitchen
Dining room facing the living room and front door.
Exceptional
(139 reviews)

Charming victorian, walking distance to downtown, restaurants, and wineries.

St. Helena

8% off
AU$13,332
for 7 nights, 1 home
AU$1,905 per night
includes taxes & fees
Charming victorian, walking distance to downtown, restaurants, and wineries.
Dining
Living area
Living area
Private kitchen
Exceptional
(44 reviews)

BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE

St. Helena

13% off
AU$10,138
for 7 nights, 1 home
AU$1,448 per night
includes taxes & fees
BEAUTIFUL DOWNTOWN SAINT HELENA FARMHOUSE
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More 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.