A vineyard with rows of grapevines under a setting sun.

Winters Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winters holiday rentals

A covered porch with wicker furniture, a table with a vase of flowers, and a white picket fence.

1. The Queen On Main

The Queen On Main
5.0 star property
Winters
The price is S$727
includes taxes & fees
3 Nov - 4 Nov
The Queen On Main
An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

2. The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (43 reviews)
"Nice, great location."
United States
Juan
The price is S$597
includes taxes & fees
3 Nov - 4 Nov
The Napa Residences
An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

3. Pet-friendly Napa Retreat Wineries Downtown

Pet-friendly Napa Retreat Wineries Downtown
3.0 star property
Napa
The price is S$907
includes taxes & fees
2 Nov - 3 Nov
Pet-friendly Napa Retreat Wineries Downtown
A row of colorful, single-story houses with numbered windows, white picket fences, and well-maintained lawns.

4. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,531 reviews)
"Great place to stay"
United States
Waldemar.
The price is S$185
includes taxes & fees
18 Oct - 19 Oct
RiverPointe Napa Valley Resort
A dining table with two wine glasses and a plate of bread.

5. Romantic Napa Escape Prime Location King Bed, Private Patio & Pool

Romantic Napa Escape Prime Location King Bed, Private Patio & Pool
3.0 star property
Napa
The price is S$969
includes taxes & fees
1 Nov - 2 Nov
Romantic Napa Escape Prime Location King Bed, Private Patio & Pool
An outdoor seating area with round tables and chairs, surrounded by greenery and umbrellas.

6. 2BR Napa Getaway Side-by-side Condos Golf View

2BR Napa Getaway Side-by-side Condos Golf View
4.0 star property
Napa
The price is S$1,242
includes taxes & fees
9 Nov - 10 Nov
2BR Napa Getaway Side-by-side Condos Golf View
A hotel room with a bed, a TV, a small kitchenette, and a balcony with a view of trees.

7. 2BR Near Wineries, Golf Course View, Parking

2BR Near Wineries, Golf Course View, Parking
4.0 star property
Napa
The price is S$1,315
includes taxes & fees
21 Oct - 22 Oct
2BR Near Wineries, Golf Course View, Parking
An outdoor dining area with a central fountain, surrounded by trees and illuminated by chandeliers.

8. Napa Escape Luxe King Bed Near Wineries & Spa

Napa Escape Luxe King Bed Near Wineries & Spa
3.5 star property
Napa
The price is S$1,012
includes taxes & fees
1 Nov - 2 Nov
Napa Escape Luxe King Bed Near Wineries & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

9. 2BR Napa Getaway Side-by-side Condos Golf View

2BR Napa Getaway Side-by-side Condos Golf View
4.0 star property
Napa
The price is S$1,305
includes taxes & fees
28 Oct - 29 Oct
2BR Napa Getaway Side-by-side Condos Golf View
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 Winters Hotel Reviews

Napa River Inn

Napa River Inn

8/10 Good
"The bed and pillow were very comfortable. It was good that I did not have to use the air conditioner or heating system while sleeping. It’s the old style wall unit and it’s incredibly loud. At this price point, I see no reason why they can’t have the newer wall mounted almost silent units that are in other hotels. The shower and very little water pressure and a showerhead that was cheap. The location is excellent, and the parking is free. You get a voucher that’s worth $20 for breakfast at a Nextdoor café or you can have pastries delivered to you in the morning. There is no iron, but there is a clothes steamer."
Barry 3-night trip
Posted less than an hour ago
Napa River Inn

Frequently asked questions

Can I find holiday rentals in Winters?

Yes, there are holiday rentals in Winters close to The Fruit Tree, or you can select a more secluded option if you're looking for a relaxing stay. Winters is known for its riverfront.

How many holiday rentals will I find in Winters?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Winters stay.

What can I see and do in Winters?

The Fruit Tree and Morgan's of California are a couple of the family-friendly sights, whereas cultural attractions include Winters Opera House. While here, Turkovich Family Wines and Rotary Park are other places worth a visit.

What are holiday rentals like in Winters?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winters. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.