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Compare 211 Vacation Homes in Healdsburg with updated reviews, rates, and availability.

Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
10.0 out of 10, Exceptional, (91)
"We went here with a group of friends and had the most amazing time! We will absolutely be going back. The house was really considered and had everything we needed. Also, can't beat being right on the water!"
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
Valley Vista- Forest bungalow with valley views, dog friendly and hot tub!
10.0 out of 10, Exceptional, (59)
"Beautiful home and very well appointed. The neighborhood was quiet and easy access walking to local shops. Lovely trees for tranquility in the back yard."
Valley Vista- Forest bungalow with valley views, dog friendly and hot tub!
Wooded Restful Retreat, with broad scenic views, outdoor dining
10.0 out of 10, Exceptional, (279)
"Comfy and clean place to stay and relax"
Wooded Restful Retreat, with broad scenic views, outdoor dining
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Cottage home near the Russian River; county parks; numerous wineries
10.0 out of 10, Exceptional, (79)
"Our family had a wedding to attend in the area and the accommodations were perfect for us! Close to everything. We appreciated having some staples available too (coffee!). Would stay there again for sure!"
Cottage home near the Russian River; county parks; numerous wineries
Riverfront, dog-friendly home with private hot tub, fireplaces & amazing decks
8.4 out of 10, Very Good, (8)
"This funky, spacious property was just perfect for two couples for a cycling holiday. We loved hanging out in all the social spaces, inside and out. The river was great to cool off in. The routes inland, south in the forests, and west to the coast are excellent for road biking. The gardens were beautiful & the fencing made parking & setting up the bikes secure. We appreciated the hot tub after one misty ride. We had no problems with rodents, since we kept all our food in the fridge. We had a...
Riverfront, dog-friendly home with private hot tub, fireplaces & amazing decks
E - Tiny Home, Big Feel - Just minutes from town and Sonoma County Airport!
8.8 out of 10, Excellent, (3)
"Really nice private area on the property - for the review about the wifi - it worked wonderful - was gone during the day but relaxing and good vibe when I was there. Nice outside area as well."
The price is $149
$187 total
includes taxes & fees
Jun 10 - Jun 11
E - Tiny Home, Big Feel - Just minutes from town and Sonoma County Airport!
Windsor home on golf course w/ hot tub
9.4 out of 10, Exceptional, (24)
"We had 10 people and we all fit in the house comfortably! We loved the open layout in the kitchen. It allowed us all to really enjoy our time together."
Windsor home on golf course w/ hot tub
Beautiful 4 bedroom home w/ luxurious furnishings
9.4 out of 10, Exceptional, (15)
"Very nice spacious house. Quiet neighborhood. Just what we all needed. Beds are SUPER comfy!"
Beautiful 4 bedroom home w/ luxurious furnishings
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
9.6 out of 10, Exceptional, (12)
"We enjoyed the house very much! Backyard was great for cocktails and relaxing. The host was very responsive. Clean and well kept."
The price is $825
$1,470 total
includes taxes & fees
Jun 12 - Jun 13
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views
7.6 out of 10, Good, (9)
"We loved the location as it was close to everywhere we planned on visiting and it was nice to have a location with a hot tub to enjoy. The pillows were amazing! The problem with this location is that it is right across from a vineyard and it was harvest season and we got little to no sleep due to the ongoing activity. Workers were driving up and down the road with tractors and in the vineyard there were harvesters with spotlights so it was very busy. The cabin furniture could use some...
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views
Windsor Wine Country Vacation Home
9.4 out of 10, Exceptional, (88)
"The house was well situated for 4 couples. It was close to the Russian River Brewery which was very nice to walk to the first night. Additionally, walking every morning was easy as the house is near a trail. Also, good central location for wine country. Items that were disappointing was the lack of communication by the manager. We asked 4+ times if we could either check in t 2 or drop off our luggage as we flew in at 1:30, but no response. The kitchen is lacking on plates and cups but am coffee...
Windsor Wine Country Vacation Home
B - Wine Country Getaway
9.6 out of 10, Exceptional, (10)
"We were looking for a place to stay for a wine weekend, and this place was perfect. Cozy and great location, easy in/out."
B - Wine Country Getaway
Wood Chalet - Dazzling, bright & Upscale! Huge windows/ HotTub/ Near Wineries
9.8 out of 10, Exceptional, (18)
"this house was perfect for adult relatives to stay together because each of the three bedrooms has their own bathroom. the kitchen and common living room are open and modern with a vaulted ceiling and a massive window facing a forest of redwood trees. We enjoyed the very large and super clean hot tub. Everything was modern and clean. There are lots of steps from the road to the entrance, which was fine for us, but might be a challenge for some people."
Wood Chalet - Dazzling, bright & Upscale! Huge windows/ HotTub/ Near Wineries
Oak Leaf Retreat - 5 Acres, Spa & Vineyards! Peaceful.
10.0 out of 10, Exceptional, (99)
"We had a nice stay at this property. The kitchen was well stocked for cooking meals. The air conditioning worked well as it was quite warm. The backyard views were quite nice. There are a few houses on the front side of the property. The hot tub was an added bonus."
Oak Leaf Retreat - 5 Acres, Spa & Vineyards! Peaceful.
Dog-friendly home in the redwoods with hot tub & amazing deck - steps to river
8.2 out of 10, Very Good, (11)
"The house was perfect for a family of 5. The beds were very comfortable."
Dog-friendly home in the redwoods with hot tub & amazing deck - steps to river
Wine country home base with dog-friendly fenced yard & alfresco patio
8.0 out of 10, Very Good, (5)
"Pros:This house was convenient to vineyards and does have a small back yard that was fine for our needs. Cons: Carpet needs cleaning, table in back is missing a top. Biggest issue was the heat. Temperature was in the upper 80s and there is no A/C. House was unbearably hot in the afternoons and evening especially upstairs where bedrooms are located. Vacasa was not helpful."
Wine country home base with dog-friendly fenced yard & alfresco patio
Private Vineyard Haven--walk to the HBG Square!
9.8 out of 10, Exceptional, (39)
"The property was beautiful with a small vineyard surrounding it. The home was clean, updated and close to HBG Square. We really enjoyed our stay here and would highly recommend."
Private Vineyard Haven--walk to the HBG Square!
Home near golf course, close to Healdsburg
10.0 out of 10, Exceptional, (16)
"This is our second stay at this property, it is close to the areas we want to visit and centrally located to many attractions. It is located in a nice neighborhood with walking paths and close shopping."
Home near golf course, close to Healdsburg
Fiano by AvantStay | Centrally Located Haven w/ Stunning Courtyard & Pool Table
9.4 out of 10, Exceptional, (10)
"Two kids, one teen, five adults. This house was perfect for us. Spacious, clean. Big kitchen. There was a grill, but we didn’t use it. Washer/dryer were large machines and very clean. Beautiful area. Towels were missing, but they went to buy some for us. Quick response to solve the problem. Would gladly rent here again."
Fiano by AvantStay | Centrally Located Haven w/ Stunning Courtyard & Pool Table
Dog-friendly home with AC, walk to downtown Guerneville & Johnson's Beach
8.0 out of 10, Very Good, (1)
"The toilet in one bathroom does not flush, suspect the valve might be a little plugged, not allowing enough water flow. Only trickles. Other than that, loved it. Thanks, Jim"
Dog-friendly home with AC, walk to downtown Guerneville & Johnson's Beach
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Healdsburg

Wooded Restful Retreat, with broad scenic views, outdoor dining
10.0 out of 10, Exceptional, (279)
"Comfy and clean place to stay and relax"
Wooded Restful Retreat, with broad scenic views, outdoor dining
Healdsburg Cottage Walk to the Plaza, Workspace
9.8 out of 10, Exceptional, (206)
"Overall great. Only comment is that ice and grill had to be shared with home owner. So they had to be there when we wanted them."
Healdsburg Cottage Walk to the Plaza, Workspace
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
10.0 out of 10, Exceptional, (264)
"Beautiful cabin literally surrounded.by the Rogers Zinfandel Vineyard. Perfectly appointed and generously supplied. Gracious hosts and excellant communication. Secluded location makes this a true slice of heaven in the Dry Creek Wine Country. Highly recommended!"
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Healdsburg Vacation Homes information

Number of reviews
831
Accommodation
211 Vacation Homes
Lowest Price
$149
Highest Price
$825

Recent reviews of Healdsburg hotels
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