Healdsburg Holiday Rentals
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Holiday Rentals in Healdsburg
Chalk Hill Cottage Close to Wineries
Newly Refurbished! Nest Cottage at ru's Farm.
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Sanctuary on Lytton -- a true Sanctuary in the heart of wine country!
Wooded Restful Retreat, with broad scenic views, outdoor dining
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat
4 BR/4 BA Vineyard Retreat - Solar Heated Pool, Spa, Views
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Hidden Oasis ~ a Private Luxury Home in Healdsburg
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental
Bella Fattoria-HBG Farm to Table Hideaway
Rivers Breeze- Cabin only 10 min from Plaza!
Healdsburg Modern Limerick, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi
Dog-friendly home on 10 acres w/private hot tub, English garden, patio
Healdsburg Home with Magnificent Vineyard View by RedAwning
Lily Pad Ranch--5 minutes to the HBG Plaza
Vineyard Vue--Remodeled farmhouse w/ Vineyard Views and wrap around porch.
Healdsburg Cottage Walk to the Plaza, Workspace
Beautiful Cottage overlooking vineyards. Three minutes from downtown!
Other types of properties in Healdsburg you may be interested in
Hotel Trio Healdsburg
The Lodge at Healdsburg, Tapestry Collection by Hilton
Best Western Dry Creek Inn
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Healdsburg holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Healdsburg. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Healdsburg. Seeing all the best attractions is bound to make you fall in love with Healdsburg. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Healdsburg short-term rentals, that won’t be hard to do.
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