Healdsburg Vacation Rentals : Search Short-Term Rentals

Q: What's the top vacation rental that Healdsburg has to offer?

Panoramic Ocean Views walk to the Beach : This vacation home rental outside of Healdsburg is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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In two weeks

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Our top choices for Healdsburg vacation rentals

Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, WiFi (free), bed sheets

1. Wildhaven Sonoma Glamping

Healdsburg

NEERJA

￥19,778 total

includes taxes & fees

Sep 7 - Sep 8

2. Wildflower

Windsor

Keri S.

￥120,302 total

includes taxes & fees

Sep 1 - Sep 2

3. Tranquil Redwood Retreat

Guerneville

Alex A.

￥54,885 total

includes taxes & fees

Aug 31 - Sep 1

4. Hillside Hideaway in the Redwoods

Guerneville

Kristin G.

￥67,112 total

includes taxes & fees

Aug 9 - Aug 10

5. Country Carriage House in Downtown Geyserville, Vineyard Views

Geyserville

Gina I.

￥59,743 total

includes taxes & fees

Aug 17 - Aug 18

6. Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

Guerneville

Cynthia P.

￥86,791 total

includes taxes & fees

Aug 13 - Aug 14

Coffee/tea maker, fridge, microwave, oven

7. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Northwest Santa Rosa

kevin c.

￥64,782 total

includes taxes & fees

Aug 10 - Aug 11

8. Healdsburg Plaza Gem-Hot Tub and Tastings Included

Healdsburg

Christopher T.

￥209,442 total

includes taxes & fees

Aug 10 - Aug 11

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Top Healdsburg Hotel Reviews

Camellia Inn

10/10 Excellent

"Nice breakfast. Welcoming community areas"

Liora Estate

10/10 Excellent

"The Liora Estate Hotel is gorgeous. Our high end restaurant was just around the corner. The location is right in the middle of things. The valet parking is complimentary and a real convenience. My favorite amenity was the spectacular breakfast delivered to the room in a basket. Everything you need to start the day."

Wildhaven Sonoma Glamping

8/10 Good

"Swimming in the river was the best part of the trip. Bring your water shoes; there are rocks and I almost lost my sandals three times . Bring an extra fan for the tent. If you are in a tent; bring a portable umbrella for the outside. Our bench was not covered by the trees most of the day and the sun was strong. It is hot in the tent during the summer; that’s when you go swimming or hiking during the day. We recommend going to riverfront park trail; it’s an easy hike 20 mins drive from wildheaven. And it is beautiful there. Oh bring a hoodie for the night time; it gets cold at night. Hot days and cold nights in the summer."

Duchamp Healdsburg

10/10 Excellent

"We absolutely loved our three day stay at The Duchamp. The intimate, all-suite hotel has 10-foot ceilings, a great floor plan and the rooms are superbly appointed. The pool area and spa are lovely, as is the fire pit and common area. Last, but definitely not least, is the fabulous front desk and cleaning staff. Everyone could not have been more friendly or helpful. Highly recommend."

Healdsburg Inn on the Plaza, A Four Sisters Inn

10/10 Excellent

"Our room was spacious on the first floor and we immediately felt so very comfortable. Parking was simple and everything you need to feel transported to a lovely hidden gem of town is right outside the front door. Restaurants, boutiques, bookstores, galleries…all right here. The staff is incredible and very accommodating. We’ll be back!"

Find out more about Healdsburg

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Frequently asked questions

Are there vacation rentals in Healdsburg?

Yes, there are vacation rentals in Healdsburg near Healdsburg Center for the Arts, or you can choose a secluded option if you want a relaxing stay. Visitors like the array of shops and scenic riverfront in Healdsburg. While you're here, grab a bite or have a drink at the top-notch restaurants and wineries.

What's the top vacation rental that Healdsburg has to offer?

Panoramic Ocean Views walk to the Beach: This vacation home rental outside of Healdsburg is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Healdsburg?

Expedia has 140 vacation rentals for your stay in Healdsburg.

What can I see and do in Healdsburg?

Russian River and Healdsburg Ridge Open Space Preserve are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include SingleThread Farm at Dry Creek. Healdsburg Plaza and Jordan Vineyard & Winery are other places to visit while you're in town.

What are vacation rentals like in Healdsburg?

Vacation rentals are privately owned properties you can book for several days or more in Healdsburg. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for small groups.

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Check prices for these dates

Our top choices for Healdsburg vacation rentals

1. Wildhaven Sonoma Glamping

2. Wildflower

3. Tranquil Redwood Retreat

4. Hillside Hideaway in the Redwoods

5. Country Carriage House in Downtown Geyserville, Vineyard Views

6. Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

7. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

8. Healdsburg Plaza Gem-Hot Tub and Tastings Included

9. Wine Country Cottage Escape

10. River View Lodge - Hot Tub and Tastings Included

11. Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

12. Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

13. Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

14. The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included

15. Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

16. Modern Cabin Retreat w/ Swim Spa, Hot Tub & A/C

17. Elegant Vineyard Living at a Private Wine Country Estate

18. Chateau Chemise -Pool, Hot Tub, Wine Tastings

19. Farpoint: Heated Infinity Pool, Mountain Views

20. Creekside Under the Redwoods

Find vacation rentals that suit your style

Top Healdsburg Hotel Reviews

Camellia Inn

The Madrona

Calderwood Inn

Liora Estate

Wildhaven Sonoma Glamping

Montage Healdsburg

Duchamp Healdsburg

Healdsburg Inn on the Plaza, A Four Sisters Inn

Find out more about Healdsburg

Frequently asked questions

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