Holiday Rentals Healdsburg from Rp1.750.741: Find Short-Term Rentals & Holiday Accommodations

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Top Holiday Rentals in Healdsburg

"Clean, nice setting, and close to downtown"

Rp3.261.895 total

includes taxes & fees

25 Sept - 26 Sept

Suite, 1 King Bed, Non Smoking, Fireplace (with Sofabed) | Living area | 55-inch flat-screen TV with satellite channels, TV

"Very welcoming good location."

Rp2.690.696 total

includes taxes & fees

5 Oct - 6 Oct

2 restaurants, breakfast, lunch, dinner served; Californian cuisine

"We celebrated our 30th wedding anniversary and stayed at Montage Healdsburg, a very nice property for sure!! Staff was welcoming and very courteous. My wife & I enjoyed our stay and highly recommend!!"

Rp19.583.476 total

includes taxes & fees

13 Oct - 14 Oct

"Perfect location if you are trying to get away for the weekend and doing some wine tasting dining a little bit of shopping. Everything is walking distance from this location and hotel itself is really nice. "

Rp6.069.492 total

includes taxes & fees

5 Oct - 6 Oct

Outdoor pool, open 9:00 AM to 9 PM, pool umbrellas, pool loungers

"I would stay there again. "

Rp2.394.476 total

includes taxes & fees

28 Sept - 29 Sept

"Beautiful hotel in a prime location adjacent to the square in downtown Healdsburg. Every member of the hotel staff from the front desk to the bartender and wait staff we’re all so friendly and helpful. The pool area was beautiful and also had friendly and attentive waitstaff. Definitely recommend this hotel. "

Rp9.530.995 total

includes taxes & fees

5 Oct - 6 Oct

"The staff was friendly and helpful, property was clean, room was great, breakfast was better than most!"

Rp3.454.988 total

includes taxes & fees

28 Sept - 29 Sept

"Very nice property. Dog friendly. Dog friendly tasting room and restaurants nearby. "

Rp8.371.686 total

includes taxes & fees

24 Sept - 25 Sept

"Room was clean and spacious, nice and friendly staff."

Rp2.062.634 total

includes taxes & fees

5 Oct - 6 Oct

"This hotel is brand now and on the northern end of Healdsburg and we were amongst the first guests. Absolutely loved it - especially the restaurants and the pools. Staff was lovely and accommodating and we cannot wait to return."

Rp9.827.732 total

includes taxes & fees

30 Sept - 1 Oct

"Wonderful stay at this beautiful old Manor House beautifully appointed with antique furniture. Our second time there and would definitely return."

Rp9.976.944 total

includes taxes & fees

5 Oct - 6 Oct

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

"Very unique "

Rp1.743.289 total

includes taxes & fees

6 Oct - 7 Oct

"Comfortable, friendly, great breakfast food, nice pool"

Rp6.008.400 total

includes taxes & fees

5 Oct - 6 Oct

"Great hotel in Healdsburg. "

Rp10.415.467 total

includes taxes & fees

28 Sept - 29 Sept

"Very nice breakfast and great location. "

"Excellent stay all the way. "

Rp4.285.050 total

includes taxes & fees

6 Oct - 7 Oct

Executive Room, 1 King Bed | Terrace/patio

"Lovely historic house, conveniently located close to the square. The staff was very helpful and the breakfast was delicious."

Rp5.521.663 total

includes taxes & fees

12 Oct - 13 Oct

"I can’t say enough amazing things about Ve and the Grape Leaf Inn. Best hostess ever! She truly went above and beyond. "

Rp5.124.563 total

includes taxes & fees

24 Sept - 25 Sept

Executive Studio Suite, 1 King Bed, Kitchenette, Ground Floor | Egyptian cotton sheets, premium bedding, down duvets

"Perfect getaway. Beautiful bathroom."

1 bedroom, premium bedding, in-room safe, soundproofing

"Small boutique hotel close to square with lots of privacy. Rooms felt unfinished - no art or any kind of color in the space. Almost too minimalist. For the price, it felt a bit lacking."

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Top Healdsburg Hotel Reviews

H2Hotel

10/10 Excellent

"I enjoyed the ambiance, friendliness and cleanliness. Everyone seemed to be happy"

Hotel Trio Healdsburg

10/10 Excellent

"Everything was amazing here we happened to make the thursday tasting in the lobby staff was very helpful. The room comes with self help wine station credits we didnt get to try but breakfast was very nice. We were assigned to an ADA room very spacious the only thing was water pressure and temperature of the shower, not the warmest shower probably because we were on top floor. Overall still great we will definitely come back."

Appellation Healdsburg

10/10 Excellent

"This property is brand new. We were pleasantly surprised by the number of staff working. You can tell they have been properly trained! All employees were friendly, kind, helpful, and went above and beyond. The restaurant and bars are beautiful and welcoming. Pool area is calming and lovely. I believe we were the first people to use our room. Bed is heavenly!! "

The Lodge at Healdsburg, Tapestry Collection by Hilton

10/10 Excellent

"Had a wonderful time here. Staff was friendly and helpful. We had our two young kids with us and the sofa bed was all set up when we got to our room, which was such a nice additional service and very thoughtful of them to think of. We will definitely be coming back!"

Hotel Healdsburg

10/10 Excellent

"Beautiful hotel in a prime location adjacent to the square in downtown Healdsburg. Every member of the hotel staff from the front desk to the bartender and wait staff we’re all so friendly and helpful. The pool area was beautiful and also had friendly and attentive waitstaff. Definitely recommend this hotel. "

Find out more about Healdsburg

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Frequently asked questions

Are there holiday rentals in Healdsburg?

Yes, there are holiday rentals in Healdsburg close to SingleThread Farm at Dry Creek, or you can select a more secluded option if you're looking for 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 wineries and top-notch restaurants.

How many holiday rentals are there in Healdsburg?

Expedia has 138 holiday rentals for your stay in Healdsburg.

What can I see and do in Healdsburg?

Enjoy the outdoors at Russian River and Healdsburg Ridge Open Space Preserve, or simply take in cultural attractions like Healdsburg Museum and Raven Performing Arts Theater. Healdsburg Plaza and Jordan Vineyard & Winery are other places to visit while you're in town.

What are holiday rentals like in Healdsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Healdsburg. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.

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Top Holiday Rentals in Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Best Western Dry Creek Inn