We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Healdsburg House Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 km
Price per night
₹0
₹1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
74 rentals in Healdsburg.
Sort by:
Tripadvisor Sort
Healdsburg Villa on a Vineyard with Amazing Poolside Sunsets
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Pet Friendly Wine Country Getaway On The Russian River Just 5 Minutes From Town
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
The Cabin on Fitch Mountain
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Cabin In An Old Vine Zinfandel Vineyard. Dry Creek Valley. Five Miles To Plaza.
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Secluded Valley Retreat
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Healdsburg - Chalk Hill Wine Country Cottage
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Hilltop Hideaway: Bright, Fresh, Modern, Views And Only 2 Miles To Plaza
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Wooded Restful Retreat, with broad scenic views, outdoor dining
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Healdsburg River Front Oasis Retreat.
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Tanda Tula, Wine Country Sanctuary
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Healdsburg rentals sent straight to your email!
Crossroads Vineyard: In the Heart of Healdsburg Wine Country
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Enjoy the Sunset from Upscale Home Among Vineyards — short walk to Healdsburg
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Healdsburg Cottage Walk to the Plaza, Workspace
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Dog Friendly Vineyard Estate Cottage with Lap Pool and Incredible Views
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Private Wine Country Retreat-Luxury estate, pool, hot tub, 3 miles to town
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Beautiful Mountain Top retreat less than 10 mins from downtown Healdsburg!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Beautiful Studio Getaway in the Heart of Wine Country
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Elegant - Peaceful - Romantic - Private
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Safe Retreat: Bicyclists, Birders, Wine Lovers, River Revelers Welcome!
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Modern country cottage: swimming pool, privacy, vineyard & 5 min. to Healdsburg
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Top Of The World Dry Creek Views With Hot Tub, POOL and new Tesla charger!
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Superb Healdsburg Location, Spectacular Views, Minutes to Town
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Beautiful Views! Dry Creek Valley Retreat with Deck & Pool, 5 min to Healdsburg
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Dry Creek Cottage - Healdsburg
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Sunset Magazine Meets Healdsburg - Foodies & Wine Lovers
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Stunning, contemporary, eco-friendly home on 2.5 acres | Heated Pool & Spa
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Updated cabin, right on Russian River, amazing views & location!
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
luxuriously appointed new large guest suite in a landmark Victorian
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8 guests, children welcome)
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Newly Listed 4BR/4.5BA Gorgeous 17 Acre Estate/Pool/Hot Tub/5 mins - Hburg Plaza
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
4,700 ft 4 bed & 4 bath ranch, 120 acres all to yourself with a lake and farm.
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Luxury Wine Country Home in the Heart of Healdsburg with a Private Pool.
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Rendezvous Under the Oaks-Pool & hot Spa
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
*LImited Time Discount* Healdsburg Riverside Cottage - Beautiful River Views
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Casa Chiquita - 3 Bedroom, 3 bath newly remodeled home with spa and pool
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Views, Hot Tub, Fireplace, Semi-Private Beach Close By , Pet-Friendly
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
VineHaven- Spa, Gardens, & Spectacular Vineyard Views
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
*New Home* 3 Blocks from Downtown Healdsburg Plaza!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Vineyard Guest House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Modern, newly built 5 BR home with beautiful views and 50 acres of privacy
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Stunning Mountain Top Estate with View Over Dry Creek Vineyards
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Wine country getaway; stay in a winery
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Bunkhouse at Side Road Farm charming one bedroom cottage
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Morning Dew- A Riverfront Healdsburg Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Contemporary Cottage in Healdsburg Wine Country
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Beautiful home on 10 acres w/ hot tub, English garden & stunning patio!
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Art and Wine Estate - Vineyards, Pool, Garden
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Enchanting Wine Country Villa
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Beautiful mountain top wine retreat in Healdsburg!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
PreviousNext
12