Healdsburg vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Healdsburg
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Healdsburg vacation rentals
Healdsburg home rentals
Home in Healdsburg
4.93 out of 5 average rating, 522 reviewsHealdsburg Garden House
Nov 25 – Dec 2
Home in Healdsburg
4.89 out of 5 average rating, 292 reviewsPeaceful location, hot tub, fire pit, game room!
Apr 20 – 27
Home in Graton
5.0 out of 5 average rating, 556 reviewsEco Luxury Private Sanctuary / The Farmhouse Oasis
Oct 16 – 23
Home in Healdsburg
4.92 out of 5 average rating, 234 reviewsThe Wine Ranch
Nov 5 – 12
Home in Sonoma
4.95 out of 5 average rating, 394 reviewsZen House on 15 acres
Jul 26 – Aug 2
Home in Cazadero
4.95 out of 5 average rating, 114 reviewsRanch Stay for 2
Jan 19 – 26
Home in Sebastopol
4.96 out of 5 average rating, 362 reviewsSebastopol Guest House
Jun 6 – 13
Home in Windsor
4.99 out of 5 average rating, 101 reviewsGorgeous Victorian in the HEART of Windsor
Sep 6 – 13
Healdsburg cottage rentals
Cottage in Healdsburg
5.0 out of 5 average rating, 157 reviewsBee Haven Cottage
Jul 25 – Aug 1
Cottage in Sebastopol
4.92 out of 5 average rating, 201 reviewsStunning Sauna Cottage Retreat on Private Vineyard
Dec 31 – Jan 7
Cottage in Cloverdale
4.97 out of 5 average rating, 112 reviewsAsti Ridge Ranch - Private One Bedroom Cottage
Apr 29 – May 6
Cottage in Sebastopol
4.99 out of 5 average rating, 156 reviewsDesigner Wine Country Cottage in Perfect Location
Oct 31 – Nov 7
Cottage in Windsor
5.0 out of 5 average rating, 117 reviewsVineyard Cozy Cottage & Hot Tub
Dec 20 – 27
Cottage in Sonoma
4.99 out of 5 average rating, 140 reviewsModern Farmhouse on Vineyard w Deck + Bocce Court
Feb 3 – 10
Cottage in Healdsburg
4.95 out of 5 average rating, 108 reviews❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
Jun 29 – Jul 6
Cottage in Forestville
4.94 out of 5 average rating, 406 reviewsCosmo Beach River-front Sanctuary
Aug 2 – 9
Other great vacation rentals in Healdsburg
Guest suite in Forestville
4.97 out of 5 average rating, 153 reviewsForest Gem: peaceful retreat hot tub and firepit
May 15 – 22
Loft in Windsor
4.81 out of 5 average rating, 499 reviewsThe Loft Under The Oaks
Nov 21 – 28
Guesthouse in Santa Rosa
4.89 out of 5 average rating, 674 reviewsWine Country guest house
Sep 28 – Oct 5
Guesthouse in Healdsburg
4.94 out of 5 average rating, 285 reviewsTh Roost - Sun Room
Mar 3 – 10
Guesthouse in Healdsburg
4.99 out of 5 average rating, 208 reviewsBunkhouse at Side Road Farm
Jul 17 – 24
Apartment in Sebastopol
4.99 out of 5 average rating, 601 reviewsAmy's Local BNB - walk to town **and hot tub!**
Aug 21 – 28
Guesthouse in Healdsburg
4.93 out of 5 average rating, 299 reviewsHealdsburg Cottage-Workspace, Walk to Plaza
Oct 16 – 23
Guesthouse in Sebastopol
4.9 out of 5 average rating, 1107 reviewsLemon Moon Cottage
Feb 9 – 14
Quick stats about vacation rentals in Healdsburg
Total rentals | 100 properties |
---|---|
Rentals with a pool | 20 properties have a pool |
Pet-friendly rentals | 40 properties allow pets |
Family-friendly rentals | 70 properties are a good fit for families |
Total number of reviews | 4.1K reviews |
Nightly prices starting at | $80 before taxes and fees |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Healdsburg?
Yes! Work meets play with ease at over 60 vacation rentals in Healdsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Healdsburg?
Four-legged friends are welcome in Healdsburg. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there Healdsburg vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Healdsburg, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Healdsburg?
Experience the best of Healdsburg with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Healdsburg?
Healdsburg has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Healdsburg have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Healdsburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Healdsburg have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Healdsburg. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Healdsburg?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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