Vacation Rentals & House Rentals in Healdsburg

/ Home
/ Vacation Rentals
/ United States
/ California
/ Sonoma County
/ Healdsburg
Book with confidence.

Updating...

age 0-16
65 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

65 house rentals

Why am I receiving these results?

Healdsburg, 4BR/3BA, Hot tub, Fire pit, Vineyard views

Healdsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Wireless Internet

All filters match

Price per night from

$1,031

Healdsburg, 4BR/4BA, Pool, Internet, Fireplace

Healdsburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Wireless Internet

All filters match

Price per night from

$1,603

Healdsburg, 5BR/5.5BA Estate, Pool, Hot tub, Fire pit, Games

Healdsburg house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Wireless Internet

All filters match

Price per night from

$3,321

Kenya's Kastle

Healdsburg house

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Wireless Internet

All filters match

Price per night from

$210

Healdsburg Downtown Cottage

Healdsburg cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$287

Healdsburg, Jimtown, 3BR/2BA, hot tub, Internet, BBQ, Gardens

Healdsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Difficult to reserve, but beautiful property” We recently stayed at the Jimtown house with 2 other couples. We had a great time enjoying the lovely house. The hard work came before when trying to make the reservations. We found the property management to be polite, but irritating. They sent a 12 page contract with an ridiculous amount to signatures required. They didn't answer repeated questions and the payment process was very unprofessional. They asked for my credit card information through email. They require you to open a special account to pay for the security deposit. It has been 2 weeks and I haven't seen my deposit returned yet. They require you to pay a cleaning fee of $200 and then ask you to clean the house before you leave. We had to empty waste baskets, sweep and remove linens from the bed. The house itself is beautifully furnished and very clean. It is close to the road so there is road noise, but we loved the surrounding and the gardens. The irrigation to the garden in back was out of order so we hand watered the trees and veggies because they were literally dying. Hopefully the owners were alerted and fixed it because the garden is great If the management company were different, I would have given 5 stars, but they need to revamp their system to make it easier for their clients to rent the house!

Match: Wireless Internet

All filters match

Price per night from

$745

Hidden Oasis ~ a Private Luxury Home in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$1,793

Great rentals within 20 miles that match your search

The Ranch Above St Helena ~ 5 bedroom 8 1/2 bath Overlooking St. Helena

St. Helena house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

Match: Wireless Internet

All filters match

Price per night from

$6,883

Downtown B&B close to Arts, Food, Wine great beer

Santa Rosa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$480

Spacious Studio in Sonoma wine country

Santa Rosa studio

  • Studio
  • 1 bathroom
  • sleeps 3

Match: Wireless Internet

All filters match

Price per night from

$218

Big Canyon RD

Middletown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Wireless Internet

All filters match

Price per night from

$286

Mandala A-Frame House

Cobb house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wireless Internet

All filters match

Price per night from

$286

Sonoma Wine Nest - Location! Location! Location!

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$373

Grand Riverfront Estate with Dock, Minutes from the Beach

Monte Rio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Wireless Internet

All filters match

Price per night from

$259

The Cottage

Santa Rosa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$343

Modern 2BR Condo at The Meadows at Fountaingrove

Fulton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 15 minutes

Match: Wireless Internet

All filters match

Price per night from

$237

Wine Country Redwood Estate

Santa Rosa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 15

Match: Wireless Internet

All filters match

Price per night from

$1,597

Bohemian Creekside Cottage minutes from Occidental and Sebastopol

Occidental house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Wireless Internet

All filters match

Price per night from

$343

Deja Blu-Magical Ocean Front Property (Beach View)

Bodega Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Wireless Internet

All filters match

Price per night from

$911

The TreeHouse- Charming Cabin in the Redwoods

Monte Rio house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$212

Chalk Hill Cottage - 1 BR w/ Sleeper Sofa

Windsor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$172

Bright Modern Wine Country Hilltop Home w/ Office!

Santa Rosa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$286

Close to River & Wineries, 2BR Cottage with Hottub

Forestville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$367

Centrally Located! Spacious Modern 3BR w/ Parking

Santa Rosa house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$197

Match: Wireless Internet

All filters match

Price per night from

$988

Super Charming Remodeled Retreat!Pool Table/PupOK/Great Location-Absolute Zen

Guerneville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$412

Vino Velo-Enchanting Forest Escape! Wineries/HotTub/PupOK/GameRoom

Rio Nido log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$438

The Black Nest: Romantic Getaway, Therapeutic Hottub, Soothing Redwood Forest

Guerneville log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$525

Fern Woods:Magical,Romantic Cottage/HotTub/Decks in Lush Forest!Great Reviews

Guerneville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$389

Mi Corazon-5 STAR Upscale Bungalow Compound! Hot Tub/Walk to River/Pup OK

Guerneville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$673

Happy Days-Large,Fun Home/DowntownGuerneville!WalktoEverything/PingPong/Darts

Guerneville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Wireless Internet

All filters match

Price per night from

$636

Villa Mimosa- Playful family sized Cabin! Large Enclosed Yard/Dog Friendly

Guerneville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$673

Guerneville Getaway: Craftsman Retreat! Fun! Game Room / Hot Tub / Wineries!

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$697

RedwoodRetreat-Sweet Remodeled Cabin! Great location! HotTub! Walk to River!

Guerneville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$582

Lazy Bear Lodge- Enchanting Upscale Cabin! Cozy/Private/HotTub/Decks/PupOk/

Guerneville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wireless Internet

All filters match

Price per night from

$749

River Oasis- Chic Romantic Personal Resort! Pool/ Sauna/ Hot Tub/Bikes/

Guerneville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wireless Internet

All filters match

Price per night from

$872

Guerneville Cottage - Relax, Rekindle and Rejuvenate! HotTub/Decks/FireTable

Guerneville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Adorable Cottage in the Redwoods” We loved the little cottage in the redwoods. It was clean, comfortable, and lovely. The stove heated up the place quickly and you could open the windows to cool the place down quickly. The kitchen had everything we needed to cook, and there was a wonderful stereo if we wanted music, or a tv and dvd player when we wanted to watch a movie. The only difficulty with the property is the location. It's in a neighborhood of cottages/cabins on a very very steep hillside. We took our car that is a manual transmission and it was no fun navigating the small streets at very steep angles. Just bring your small automatic car! Otherwise, a beautiful location and place to relax.

Match: Wireless Internet

All filters match

Price per night from

$681

Dhyana- Playful 5-Star Cabin by Russian River/Guerneville/HOT TUB/Arcade!

Guerneville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wireless Internet

All filters match

Price per night from

$990

Viewing 38 of 65
rentals in Healdsburg

×

Also consider