Healdsburg Holiday Rentals: Short-Term Accommodations for Rent

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Holiday Rentals in Healdsburg

"The cottage is a comfortable house. "

"Great stay, recommend in every way"

"Wonderful house and yard. Manager is excellent as well. We love staying here"

"Absolutely wonderful stay. The house was beautiful and clean, with multiple spacious common areas for family time. The Limerick Lane team was also incredibly communicative and accommodating throughout. 100% recommend."

"Casa Pavone was beautiful inside and out. It is very spacious for you to spread out with your friends and family. We enjoyed sitting outside listening to the water in the stream next to the property. We had everything we needed and enjoyed the quiet setting. Thanks Harman for being there if we needed."

"We really enjoyed the pool and family room!"

"We stayed here for husband’s birthday weekend. Beautiful property. It had everything we needed for a relaxing weekend away. "

"Stunning property! The perfect getaway for a girls weekend. "

"Great location, quiet, and clean. "

"This was one of the most incredible VRBOs I have ever stayed at. Far exceeded every expectation and the hosts were so nice and communicative."

"The property is perfectly located just 10 minutes from central Healdsburg. Great for wine tasting and family time. "

"Our group had the best time! Such a lovely property with ample space to gather together but also relax. We really enjoyed hanging by the pool and enjoying a nice dinner outside. Kitchen was well stocked with plates, utensils, spices, glassware, etc. Having two dishwashers for a large group was really nice as well.The house is a quick drive into town but feels like you are in your own little world!We're already thinking about the next time we can come back up & stay again! "

"The VRBO was exactly as described. Communication with Cynthia was fast and she answered all of our questions. The beds were super comfortable and place was spotless and exactly as described. Would definitely stay again!"

"Cool cabin, lots of communication with host. Hummingbirds were amazing, there were hundreds. Didn’t realize both bathrooms were on the lowest floor so the top floor bedroom had a two story walk down when facilities were needed. Roads are extremely narrow to get to house and we were expecting an easier route to the river. Great spot for folks looking for an “off the beaten path” stay. Treehouse feeling was great."

"Comfy beds, great location & views. 1 mile from town - very peaceful and nice sized 2 bedroom home. Perfect for a coupes wine tasting. "

"Spent a few days here with some friends and their young children. The space was perfect for our visit and we loved the location!"

"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"

HK$3,855 total

includes taxes & fees

18 Sept - 19 Sept

"House was beautiful, property manager was super helpful throughout the process."

"Great location, nice and quiet."

"In Healdsburg to visit family and could not have had a more comfortable and lovely place to stay! It was impeccably clean, well located and so cute! We loved it!"

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Search for holiday rentals in Healdsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Healdsburg using one of the methods below:

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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 top-notch restaurants and wineries.

What are some of the best holiday rentals that Healdsburg has to offer?

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg: This highly rated holiday home rental in Healdsburg is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Healdsburg?

Expedia has 143 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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Healdsburg Holiday Rentals

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Holiday Rentals in Healdsburg

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Casa Pavone, by Vinifera Homes

Xanadu Healdsburg | Luxury Estate in Healdsburg

5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE

Private Luxury home in Healdsburg with Vineyard, Sauna, Hot tub, Tesla Charger

The Roost - Garden Studio

Vineyards Edge - Pool, Hot Tub, Bikes, Pets Welcome, Fire Pit- 1mi to Downtown

✨River View Lodge | Tasting at Croix included!

Secluded Vineyard Estate Healdsburg

Wooded Restful Retreat, with broad scenic views, outdoor dining

Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!

Magnolia Ranch Vineyards | Historic house in Healdsburg with lovely private yard

Redwood River House--Complimentary wine tasting at Croix included!

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

Stunning Dry Creek Road Estate

Chalk Hill Cottage Close to Wineries

Rivers Breeze | Complimentary wine tasting at Croix included!

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