Estia Villas - Vacation Rentals in Healdsburg
Villa
10.0
(
27 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
4700 ft²
-
Private Pool -
Fireplace/Heating -
Pool -
Balcony/Terrace
US $4,677
/Night
7 Nights - $32,736
10.0
(
2 Reviews
)
2 Bedrooms
3 Bathrooms
4 Guests
2098.96 ft²
-
Fireplace/Heating
-
Pool
-
Air Conditioner -
Internet
US $1,979
/Night
7 Nights - $13,852
Villa
9.4
(
31 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1518 ft²
-
Oceanfront -
Fireplace/Heating
-
Ocean View -
Balcony/Terrace
US $473
/Night
7 Nights - $3,309
9.4
(
112 Reviews
)
6 Bedrooms
6 Bathrooms
12 Guests
374.94 ft²
-
Oceanfront
-
Hot Tub -
Spa -
Fireplace/Heating
US $343
/Night
7 Nights - $2,401
Villa
4 Bedrooms
5 Bathrooms
10 Guests
-
Pool
-
Kitchen -
Air Conditioner
US $2,178
/Night
7 Nights - $15,246
3 Bedrooms
2 Bathrooms
6 Guests
2497.23 ft²
-
Balcony/Terrace
-
View -
Parking -
Air Conditioner
US $1,051
/Night
7 Nights - $7,356
Villa
5 Bedrooms
6 Bathrooms
10 Guests
4098 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,738
/Night
7 Nights - $12,164
Villa
5.0
(
1 Review
)
3 Bedrooms
4 Bathrooms
-
Private Pool
-
Hot Tub
-
Pool
-
Balcony/Terrace
US $2,608
/Night
7 Nights - $18,256
See More Healdsburg Vacation Rentals
Luxury Places to Stay in Healdsburg
Over 335+
Luxury Places to Stay in or Near Healdsburg
House
10.0
(
1 Review
)
6 Bedrooms
6 Bathrooms
12 Guests
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $5,856
/Night
7 Nights - $40,995
9.7
(
14 Reviews
)
38 Bathrooms
1296.05 ft²
-
Oceanfront
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $5,030
/Night
7 Nights - $35,212
House
5 Bedrooms
5 Bathrooms
12 Guests
-
Pool
-
Kitchen
-
Internet
-
Child Friendly
US $4,368
/Night
7 Nights - $30,576
House
9.0
(
2 Reviews
)
6 Bedrooms
4 Bathrooms
12 Guests
3000 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $3,725
/Night
7 Nights - $26,078
House
10.0
(
24 Reviews
)
4 Bedrooms
1 Bathroom
12 Guests
4000 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $3,687
/Night
7 Nights - $25,809
House
10.0
(
2 Reviews
)
6 Bedrooms
7 Bathrooms
12 Guests
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $3,376
/Night
7 Nights - $23,634
House
10.0
(
6 Reviews
)
4 Bedrooms
5 Bathrooms
10 Guests
4200 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $3,020
/Night
7 Nights - $21,137
House
10.0
(
2 Reviews
)
6 Bedrooms
6 Bathrooms
12 Guests
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
US $2,801
/Night
7 Nights - $19,606
See More Healdsburg Luxury Vacation Rentals
Find More Healdsburg Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Healdsburg
Over 136+
Top-Rated Vacation Rentals with a Pool in or Near Healdsburg
House
10.0
(
198 Reviews
)
5 Bedrooms
6 Bathrooms
12 Guests
4600 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $2,571
/Night
7 Nights - $17,999
House
10.0
(
184 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2400 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,060
/Night
7 Nights - $7,417
House
10.0
(
161 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
2200 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,452
/Night
7 Nights - $10,161
House
10.0
(
130 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
3100 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,903
/Night
7 Nights - $13,319
House
10.0
(
117 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2800 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,830
/Night
7 Nights - $12,809
House
10.0
(
105 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2100 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,231
/Night
7 Nights - $8,614
House
10.0
(
96 Reviews
)
5 Bedrooms
6 Bathrooms
10 Guests
3500 ft²
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $1,324
/Night
7 Nights - $9,271
House
10.0
(
68 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
4275 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $2,142
/Night
7 Nights - $14,994
Pet-Friendly Vacation Rentals in Healdsburg
Over 109+
Pet-Friendly Vacation Rentals in or Near Healdsburg
10.0
(
1 Review
)
3 Bedrooms
4 Bathrooms
6 Guests
3648.97 ft²
-
Pool
-
Balcony/Terrace
-
Pet Friendly -
Parking
US $1,388
/Night
7 Nights - $9,716
House
9.4
(
58 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $746
/Night
7 Nights - $5,222
RV Rental
9.0
(
106 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $149
/Night
7 Nights - $1,046
House
9.8
(
37 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,403
/Night
7 Nights - $9,823
House
9.6
(
178 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
2000 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
US $704
/Night
7 Nights - $4,927
House
10.0
(
161 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1300 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $722
/Night
7 Nights - $5,057
House
10.0
(
60 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,102
/Night
7 Nights - $7,714
House
10.0
(
41 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $1,286
/Night
7 Nights - $8,999
See More Pet-Friendly Vacation Rentals in Healdsburg on PetFriendly.io
Large Vacation Homes & Villas in Healdsburg
Over 43+
Large Vacation Homes & Villas in or Near Healdsburg
US $530
/Night
7 Nights - $3,710
House
10.0
(
22 Reviews
)
5 Bedrooms
6 Bathrooms
12 Guests
5335 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $2,692
/Night
7 Nights - $18,841
House
10.0
(
18 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Pet Friendly
US $1,184
/Night
7 Nights - $8,289
House
10.0
(
2 Reviews
)
6 Bedrooms
6 Bathrooms
12 Guests
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $2,615
/Night
7 Nights - $18,305
House
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2500 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,090
/Night
7 Nights - $7,632
House
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
12 Guests
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Ocean View
US $1,856
/Night
7 Nights - $12,994
House
9.6
(
66 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
2566 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $2,455
/Night
7 Nights - $17,188
House
9.6
(
16 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2508 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $955
/Night
7 Nights - $6,682
See More Family Vacation Rentals in Healdsburg on FVR
Wheelchair Accessible Vacation Homes in Healdsburg
Over 35+
Wheelchair Accessible Vacation Homes in or Near Healdsburg
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
850.35 ft²
-
Hot Tub
-
Fireplace/Heating
-
Pet Friendly
-
Parking
US $680
/Night
7 Nights - $4,757
Apartment
10.0
(
40 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1200 ft²
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $1,182
/Night
7 Nights - $8,274
US $433
/Night
7 Nights - $3,031
House
2 Bedrooms
2 Bathrooms
4 Guests
-
Fireplace/Heating
-
Pool
-
Pet Friendly
-
Parking
US $2,454
/Night
7 Nights - $17,179
House
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Pool
-
Parking
-
Air Conditioner
US $1,804
/Night
7 Nights - $12,631
House
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Pool
-
Pet Friendly
-
Parking
US $1,613
/Night
7 Nights - $11,288
House
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Pool
-
Parking
-
Air Conditioner
US $1,559
/Night
7 Nights - $10,912
House
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Pool
-
Pet Friendly
-
Parking
US $1,353
/Night
7 Nights - $9,473
Healdsburg Vacation Rentals and Airbnb Places to Stay Under $200
Over 37+
Healdsburg Vacation Rentals and Airbnb Places to Stay Under $200
1 Bedroom
1 Bathroom
4 Guests
2098.96 ft²
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
View
US $162
/Night
7 Nights - $1,134
Cottage
9.4
(
52 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
640 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $119
/Night
7 Nights - $836
9.0
(
482 Reviews
)
1 Bathroom
-
Hot Tub
-
Spa
-
Fireplace/Heating
-
Pool
US $196
/Night
7 Nights - $1,375
Condo
8.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Air Conditioner
US $137
/Night
7 Nights - $957
House
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
US $160
/Night
7 Nights - $1,118
House
10.0
(
21 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1400 ft²
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
US $160
/Night
7 Nights - $1,121
Apartment
10.0
(
7 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
650 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $117
/Night
7 Nights - $817
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
1590 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $193
/Night
7 Nights - $1,353
See More Healdsburg Vacation Rental Deals
Instantly Bookable Vacation Homes in Healdsburg
Over 151+
Instantly Bookable Vacation Homes in or Near Healdsburg
Cottage
10.0
(
64 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1100 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $472
/Night
7 Nights - $3,303
House
9.8
(
6 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1100 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $286
/Night
7 Nights - $2,002
Cabin
10.0
(
331 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
840 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $280
/Night
7 Nights - $1,960
House
10.0
(
329 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1375 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $448
/Night
7 Nights - $3,136
House
10.0
(
56 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1750 ft²
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
US $1,093
/Night
7 Nights - $7,649
House
10.0
(
41 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2950 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $1,876
/Night
7 Nights - $13,135
House
10.0
(
39 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
US $1,378
/Night
7 Nights - $9,643
House
10.0
(
38 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
1900 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,070
/Night
7 Nights - $7,488
About Healdsburg Vacation Rentals
With more than 9 Healdsburg vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Healdsburg.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Healdsburg, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Healdsburg. Places to stay near Healdsburg are 1998.57 ft² on average, with prices averaging US $1,716 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Healdsburg with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Healdsburg
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Healdsburg.
Weather in Healdsburg
View the weather forecast for Healdsburg before booking your Healdsburg Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 33°F
March - May
High 73°F Low 43°F
June - August
High 85°F Low 51°F
September - November
High 84°F Low 46°F
Top Attractions Around Healdsburg, CA
Estiavillas offers a large selection of top attractions around Healdsburg. Research things to do on your vacation before you visit Healdsburg.
Healdsburg Plaza
Dry Creek Vineyard
Krug Event Center
Matrix Winery
Mazzocco Winery
Healdsburg Center for the Arts
Simi Winery
Tayman Park Golf Course
Raven Performing Arts Theater
Wilson Winery
Chalk Hill Estate Vineyard
Healdsburg Golf Club
Soda Rock Winery
Healdsburg Ridge Open Space Preserve
Pezzi King Winery
Healdsburg Museum
Hanna Winery and Vineyards
Healdsburg District Hospital
Calistoga Hot Springs
Point Reyes National Seashore
Other Places to Stay Near Healdsburg, CA
Krug Event Center
274 Properties
Hanna Winery and Vineyards
270 Properties
Pezzi King Winery
268 Properties
Healdsburg Plaza
263 Properties
Healdsburg Center for the Arts
263 Properties
Healdsburg Museum
263 Properties
Healdsburg Ridge Open Space Preserve
263 Properties
Raven Performing Arts Theater
261 Properties
Healdsburg District Hospital
260 Properties
Simi Winery
259 Properties
Tayman Park Golf Course
256 Properties
Healdsburg Golf Club
252 Properties
Healdsburg Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Healdsburg?
There are a lot of options in Healdsburg. If you plan on staying in the Healdsburg area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Healdsburg:
- The Estate Villa
- Villa With Pool, Hot Tub And Tastings Included
- Bella Villa Messina
- Stay surrounded by Fitch Mountain Park and Open Space Preserve.
- Modern Wine Country Home on 10 acres with vineyard
- Stay 3 nights get 4th night free January-March!!
- Healdsburg exclusive - Golden Retreat
- Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown
- Modern Villa just minutes from Healdsburg Plaza
How many vacation rentals have private pools in Healdsburg?
There are 51 vacation rentals with private pools near Healdsburg. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Healdsburg are best for families?
If you are looking for a family-friendly vacation home in Healdsburg, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Healdsburg:
How many vacation rentals are available in Healdsburg?
Currently, the total number of properties listed in 2026 is over 9 in the Healdsburg area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Healdsburg.
