Healdsburg Holiday Rentals from €57: Search Short-Term Rentals

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Holiday Rentals in Healdsburg

"Great stay, recommend in every way"

"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."

"The cabin was very clean and it was in a nice and quiet location."

includes taxes & fees

9 Jul - 10 Jul

"Super clean and comfortable with an amazing view. We hope to be back! "

"Our third stay and first time booking three nights which seems to be the sweet spot for an extended weekend since you get two full days to relax along the coast. Already can't wait to book our next visit to this charming property!"

"Nice, clean, small duplex perfect for two people, within walking distance to the bay and stores. Dog friendly!"

"Great place to stay. Perfect walk to the beach and very relaxing. Loved the view from the deck. Great kitchen, clean house and comfortable bed. "

"Great stay! "

includes taxes & fees

15 Jul - 16 Jul

"Clean, heater worked great, comfy beds, lots of room, loved the views"

"We had a wonderful stay. The house is super comfy and cozy and was perfect for our visit with small children. We especially enjoyed the access to the beach out of the backyard. Can't wait to come back!"

"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"

includes taxes & fees

6 Jul - 7 Jul

"This home and property are absolutely beautiful. We were a group of 10 women and felt that the house accommodated us all well. Every bedroom has a king sized bed and its own bathroom. The outdoor space was beautiful and peaceful. We enjoyed the hot tub, but it was a little too cold for the pool even though it was clean and ready to be used. I would definitely visit this location again. "

"We had a great time finding a relaxing spring break spot. Gorgeous views and comfortable house. Great location. "

"Our stay here was wonderful, very cute beach house and wonderful view of the ocean. "

"We enjoyed our stay here. The private hot tub was perfect after a long day. Convenient location close to great restaurants, wineries, and Armstrong woods. "

includes taxes & fees

13 Jul - 14 Jul

"We enjoyed our stay! So much to see and do in the RR valley! "

"Absolutely stunning views of wine country from the patio and pool. Beautiful accommodations and fantastic communication. Perfect for a weekend away with friends. "

includes taxes & fees

16 Jul - 17 Jul

"Great location views and continently located. "

"We have stayed many times at the Cottage Grove Inn and it never disappoints. "

includes taxes & fees

4 Aug - 5 Aug

"We enjoyed our stay very much, even with the electricity off for several hours. There was so much to see and enjoy. "

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Find out more about Healdsburg

Everything you need to know about Healdsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Healdsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Healdsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Healdsburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Healdsburg. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Healdsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Healdsburg holiday rentals we have selected for you start as low as €57 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Healdsburg rentals

At Expedia, we put the best Healdsburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Healdsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Healdsburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Healdsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Healdsburg properties

5/5 Excellent

"Good value. Clean and comfortable. Easy 0.5 mile walk to the Plaza."

A verified traveller stayed at Fairview Inn and Suites

Posted 2 days ago

5/5 Excellent

"The staff were amazing, always welcoming and eager to help us with recommendations or valeting our car. The room was clean, quite, and comfortable. The location of the hotel within town could not have been more convenient. 10m walk to basically anything you want to do in Healdsburg from breakfast to dinner. Would not hesitate to stay again!"

A verified traveller stayed at Hotel Les Mars

Posted 9 days ago

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

5/5 Excellent

Wonderful stay in Wine Country!

"Stayed at the property for a short getaway to Healdsburg and had such a great visit! The property is updated, well furnished, and in a great location. The vineyward views & pool are unbeatable and while it's a bit outside of town it's easy to get into Healdsburg and access other area wineries. "

A verified traveller stayed at Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Posted 12 days ago

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All accommodation types in Healdsburg

Cottages in Healdsburg

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 141 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 Wilson 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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Holiday Rentals in Healdsburg

Check prices for these dates

Holiday Rentals in Healdsburg

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

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Clear Lake Cottages & Marina

Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!

Oceanfront - Hot Tub - Newly Remodeled Cottage

COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

Panoramic Ocean View--3 Min Walk To Beach

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Bodega Bay on the Edge of Pacific Ocean

The Ranch at Lake Sonoma

Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Unobstructed ocean views in a cozy setting

Peaceful Redwood Hideaway - Hot Tub, A/C, Walk to Russian River and Downtown

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Scenic and tranquil in the heart of Sonoma wine country.

Escape to Wine County in your independant Cottage in Downtown Calistoga

Dog-Friendly Oceanfront Home with Gorgeous Views, a Private Hot Tub

Find out more about Healdsburg

Recent reviews of Healdsburg properties

Fairview Inn and Suites

The Lodge at Healdsburg, Tapestry Collection by Hilton

H2Hotel

Harmon Guest House

Hotel Les Mars

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

The Ruse

Healdsburg Inn on the Plaza, A Four Sisters Inn

Best Western Dry Creek Inn

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Frequently asked questions