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Vacation rentals in Healdsburg

Vacation rentals in Healdsburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Healdsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

Relaxing "Hillside Lodge" Sleeps 4
SUPERHOSTEntire house · 4 guests · 2 beds · 1 bath
Relaxing "Hillside Lodge" Sleeps 4

We now use Airbnb's five-step enhanced cleaning protocol for each room and provide 72 hours between each booking. Hillside Lodge is a tranquil oasis nestled on a hillside in the Russian River Valley. Spacious two-bedroom home has brand new luxury queen size beds. Fully-equipped modern kitchen. Wi-Fi. Front deck has view to wooded hills. Large, secluded back patio off bedrooms has lounge chairs and a hammock. Close to Stumptown Brewery. Distance to downtown is just under 1 mile.

What guests are saying:

“The perfect woodsy getaway. Allan's home is even prettier in person. Whoever designed it has great taste and an eye for interior design! For me its a plus as I love interior design. It was lovely, cozy, and sparkling clean. You can tell the extra work and detail put into the cleanliness, and the availability of amenities. It really feels like a happy peaceful place, and you are surrounded by trees. Super close to Armstrong Redwoods which is a must. Close to town, but far enough away to feel remote. The river is OK - can be crowded, but you are also close to so many other gems of the area. Duncans Mills, Jenner, Bodega Bay - all great to explore. Or just stay in town and you have everything you need. Highly recommend and will definitely be back.”

Private Getaway in West Santa Rosa
SUPERHOSTEntire guest suite · 3 guests · 2 beds · 1 bath
Private Getaway in West Santa Rosa

This is the perfect place to spend your Wine Country vacation or just a weekend getaway. A 500-square foot private 1 bedroom granny in a quiet safe neighborhood. We want very much for this to feel like your home away from home when visiting Sonoma County. Thanks, Rhonda & Jeanine.

What guests are saying:

“My daughter and I thoroughly enjoyed staying at Rhonda and Jeanine's lovely well-appointed , quiet and extremely clean apartment--the only disappointment was that we didn't book it for both our nights in Sonoma. These ladies hit it out of the park re exceptional Covid precautions! With contactless entry and everything you could possibly need we felt we could truly relax. There were so many pluses, but here are our favs: Clean clean CLEAN. Everything we went to touch looked literally brand new. Smart layout and design. Although small, it felt incredibly roomy. Fabulous bed. We both slept like a baby. Wonderful water pressure (and hot) both for shower and kitchen Quality appliances, fixtures and everything worked seamlessly. If we had planned a longer stay, I would have no hesitation cooking a meal as I felt at home with the entire kitchen layout and available equipment. Convenient to SRosa shopping yet tucked away in a newer, very safe housing complex. House are pretty close together but SO QUIET. Thoughtful touches that I won't spoil so others can enjoy finding A breeze checking in and communication was clear, simple and easy. Although I neve saw the hosts or heard a peep (they live on site) I know from the messages displayed in the unit that they were absolutely available should we have needed anything. Cute, private outside table for two Although this great find was a bit above my usual allowance for travel, Covid has changed everything. I HIGHLY recommend spending a bit more for your safety and others if you have to travel. You will have peace of mind staying here and that, honestly, is priceless.”

Cozy & Private Guest Suite
SUPERHOSTEntire guest suite · 2 guests · 2 beds · 1 bath
Cozy & Private Guest Suite

This comfortable, cozy, guest suite is the perfect spot for a fun weekend getaway or weekday business trip. Nestled in the redwoods of unincorporated part of Sebastapol. This private guest unit is located a short drive from beautiful wine country, the pacific coast, and a wide variety of restaurants, breweries, and bars.

What guests are saying:

“Barbara’s place is cozy and really comfortable. The location is perfect: just up the road from Occidental, close to Freestone, and a nice drive to the coast and many beaches. We enjoyed hanging out in the patio area as a place to relax before and after being on the road. Well-appointed bedroom, bathroom, and common area. Snacks, coffee, bathrobes, and small bottles of champagne to welcome us! We felt pampered throughout our relaxing stay.”

Vacation rentals for every style

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Popular amenities for Healdsburg vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Healdsburg

Wine/Apple Country Cottage, Centrally Located
PLUSEntire cottage
Wine/Apple Country Cottage, Centrally Located
Price:$132 CAD/night
cozy cabin in the woods
SUPERHOSTEntire guesthouse
cozy cabin in the woods
Price:$148 CAD/night
Modern Bungalow Downtown Sebastopol
SUPERHOSTEntire guesthouse
Modern Bungalow Downtown Sebastopol
Price:$144 CAD/night
Romantic suite in Downtown Santa Rosa
SUPERHOSTPrivate room
Romantic suite in Downtown Santa Rosa
Price:$112 CAD/night
"TreeHouse"  Farm-stay  w/ Jacuzzi
SUPERHOSTFarm stay
"TreeHouse" Farm-stay w/ Jacuzzi
Price:$204 CAD/night
Eco Luxury Farmhouse Oasis with Pool and Sauna
SUPERHOSTEntire house
Eco Luxury Farmhouse Oasis with Pool and Sauna
Price:$419 CAD/night
Private Bed  & Bath in Downtown SR
SUPERHOSTPrivate room
Private Bed & Bath in Downtown SR
Price:$112 CAD/night
Winelight Vineyard Home With Spa
PLUSEntire house
Winelight Vineyard Home With Spa
Price:$294 CAD/night
Private Suite overlooking Roses.
SUPERHOSTEntire guest suite
Private Suite overlooking Roses.
Price:$138 CAD/night
Dry Creek Valley Cottage
SUPERHOSTEntire house
Dry Creek Valley Cottage
Price:$205 CAD/night
Healdsburg ~ Elegant space, large patio, breakfast
SUPERHOSTPrivate room
Healdsburg ~ Elegant space, large patio, breakfast
Price:$227 CAD/night
Sonoma Russian River Redwood Escape
SUPERHOSTEntire house
Sonoma Russian River Redwood Escape
Price:$341 CAD/night
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