Healdsburg cottages
We found 34 cottages — enter your dates for availability
Explore Healdsburg cottage rentals
Healdsburg Cottage Walk to the Plaza, Workspace
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
225 reviews(225 reviews)
Chalk Hill Cottage Close to Wineries
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
55 reviews(55 reviews)
WINE COUNTRY RIVERFRONT RETREAT WITH SPA & VIEWS
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
Dry Creek Cottage - Healdsburg
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
147 reviews(147 reviews)
Top rated cottage rentals - Healdsburg
Relaxing!
1010 out of 10
Exceptionalexceptional
266 reviews(266 reviews)
Quiet Convenient Hideaway Close to Everything
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Cozy cottage in the heart of Healdsburg!
1010 out of 10
Exceptionalexceptional
225 reviews(225 reviews)
What a gem!
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Wine Country
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
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Frequently asked questions
Are there any cottage rentals in Healdsburg?
Take your pick of 34 cottage rentals in Healdsburg that offer a restful, cozy retreat amid the sounds and sights of nature. Check out cottages in popular neighborhoods such as Forest Hills, Hacienda and Summerhome Park.
How much does it cost to stay in a cottage rental in Healdsburg?
Prices vary according to length of stay, season and specific location, so enter your vacation details to see what’s available. No matter your budget or plans, Vrbo has cottage rentals in Healdsburg suited to every type of guest.
When is the best time to rent a cottage in Healdsburg?
February is when the majority of guests stay in a cottage rental in Healdsburg, which is located in Russian River Valley. The average temperature ranges from 4ºC (39ºF) to 16ºC (61ºF) during this time of year.
Where can I rent a Healdsburg vacation cottage with great views?
Offering more than just a place to stay, our cottage rentals promise a cozy and comfortable stay surrounded by your favorite views. Whether that’s natural scenes, vibrant cityscapes or something else entirely, use our filters to search for your dream vacation. Find cottages in Healdsburg that feature balconies or decks so you can enjoy the stunning vistas.
Does Healdsburg have any lakeside cottages?
Wake to stunning scenery every morning and fall asleep to the calming sounds of nature at night in one of Vrbo’s lakeside cottage rentals. Add some outdoor activities in the daytime and you’ve got yourself the perfect getaway by the water. To see if there are any lakeside cottages in Healdsburg, try out our “Location” filter and then click on “Lake.”
What are the top things to do in Healdsburg?
Bohemian Grove is one of the many top sights in Healdsburg. Stay in a cottage rental in this destination and ensure you have plenty of time to stop by other highlights, including Safari West and Russian River. All promise family-friendly fun!
Why should I book my vacation cottage with Vrbo?
With Vrbo you’ll never have to share your cottage rental with strangers, whether you’re looking for a rustic escape in the countryside or a luxury pad by the beach. Another awesome reason to book with us? You can filter your search by amenities, total price and more to find a cottage rental that fits your style and needs. Our flexible cancellation policies and first-rate customer support also ensure a hassle-free trip.