Beginning of main content

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Vacation Rentals in St. Helena

Estimated price for 1 night/2 adults

RiverPointe Napa Valley Resort
RiverPointe Napa Valley Resort
3.0 out of 5.0 500 Lincoln Ave, Napa, CA
C$234
4.1/5 (642 reviews)

I loved the quaint little cottages. Can't wait to go back with a group of friends.

Reviewed on 1 Jul. 2019
Situated on the riverwalk, this condo building is within 1 mi (2 km) of Scientopia Discovery Center, Napa Valley Wine Train, and Oxbow Public Market. Oxbow Commons ...
The Westin Verasa Napa
The Westin Verasa Napa
4.0 out of 5.0 1314 McKinstry Street, Napa, CA
C$328
4.6/5 (858 reviews)

We booked a suite for the family. It is very spacious, modern and clean. We had a wonderful stay there.

Reviewed on 17 Jul. 2019
Located in Downtown Napa, this condo resort is within a 5-minute walk of Napa Valley Wine Train and Oxbow Public Market. Oxbow Commons and Scientopia Discovery ...
Safari West
Safari West
2.0 out of 5.0 3115 Porter Creek Road, Santa Rosa, CA
C$491
4.7/5 (135 reviews)

Wonderful experience. So educational. The animals are amazing.

Reviewed on 6 Jul. 2019
Situated in Santa Rosa, this campground is 0.1 mi (0.1 km) from Safari West and 2.3 mi (3.6 km) from Russian River. Petrified Forest and Kendall-Jackson Wine ...
Hotel Trio Healdsburg
Hotel Trio Healdsburg
3.0 out of 5.0 110 Dry Creek Rd, Healdsburg, CA
C$260
4.6/5 (163 reviews)

Great service! Happy place, clean, moderm, great location, will go back there!

Reviewed on 8 Jul. 2019
Situated in Healdsburg, this aparthotel is within 1 mi (2 km) of Russian River and Simi Winery. Raven Performing Arts Theater and Healdsburg Center for the Arts ...
Cottage Grove Inn
Cottage Grove Inn
3.5 out of 5.0 1711 Lincoln Avenue, Calistoga, CA
C$444
4.9/5 (97 reviews)

Loved our time there. Bed was comfortable and we liked that it was only a short walk to downtown Calistoga. Staff are very friendly. Especially liked our cheese and wine time late afternoon. Highly recommend.

Reviewed on 13 Jul. 2019
Located in the heart of Calistoga, this romantic cottage is within a 10-minute walk of Oat Hill Mine Trail and Calistoga Hot Springs. Old Faithful Geyser of ...
Aurora Park Cottages
Aurora Park Cottages
3.5 out of 5.0 1807 Foothill Blvd., Calistoga, CA
C$260
4.8/5 (116 reviews)

Really comfortable bed. Great outdoor space. Close to town but feels like you are out in the country.

Reviewed on 23 Apr. 2019
Situated in Calistoga, this cottage is within 1 mi (2 km) of Pioneer Park and Calistoga Hot Springs. Old Faithful Geyser of California and Sterling Vineyards ...
WorldMark Windsor
WorldMark Windsor
3.0 out of 5.0 1251 Shilo Rd, Windsor, CA
4.6/5 (195 reviews)

Excellent location for exploring wineries and nearby Windsor and Healdsburg. About 6 minutes to the Santa Rosa airport!

Reviewed on 22 Jun. 2019
This family-friendly Windsor condo building is within a 5-minute walk of Russian River and Windsor Golf Club. Pacific Coast Air Museum is 1.7 mi (2.8 km) ...
Gorgeous Suite in Napa Resort
Gorgeous Suite in Napa Resort
Napa, California
5.0/5 (1 reviews)

Had a wonderful stay in Napa! We brought our own bikes and were able to ride to and from our destination which was great. The close walk to a morning cup of coffee was one of the highlights of our stay. Thank you!

Reviewed on 6 Jun. 2018
Situated in Napa, this condo building is within 6 mi (10 km) of Black Stallion Winery, Napa Valley Wine Train, and Oxbow Public Market. Darioush Winery and Scientopia ...
Top Floor - Stay in Napa Silverado Resort
Top Floor - Stay in Napa Silverado Resort
Napa, California
Situated in Napa, this condo building is 2.5 mi (4 km) from Black Stallion Winery and 3 mi (4.9 km) from Darioush Winery. Napa Valley Wine Train and Oxbow Public ...
Map

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with St. Helena. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Other types of properties in St. Helena you may be interested in

Estimated price for 1 night/2 adults

Harvest Inn

Harvest Inn

One Main St, St. Helena, CA
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 

Harvest InnC$365

11 Aug - 12 Aug

Harvest InnC$365
Wine Country Inn & Cottages Napa Valley

Wine Country Inn & Cottages Napa Valley

1152 Lodi Lane, St. Helena, CA
    4.0 out of 5.0
     
     

    Wine Country Inn & Cottages Napa ValleyC$376

    30 Jul - 31 Jul

    Wine Country Inn & Cottages Napa ValleyC$376