Healdsburg Holiday Homes from €138: Search Top House Rentals

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Our top choices for Healdsburg holiday homes

Lodge Room for 2-3 people

Geyserville

The price is €138

€138

includes taxes & fees

20 Jul - 21 Jul

Lodge Room for 2-3 people

Coffee/tea maker, fridge, microwave, oven

1 bedroom, iron/ironing board, free WiFi, bed sheets

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Northwest Santa Rosa

9.4 out of 10, Exceptional, (23 reviews)

9.4/10

Exceptional

(23 reviews)

"very nice space "

kevin c.

The price is €384

€384

includes taxes & fees

23 Jul - 24 Jul

Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

3 bedrooms, desk, iron/ironing board, travel cot

Wildflower

Windsor

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Very accommodating home with all the essentials. Awesome backyard for the dogs, great location and communication. "

Keri S.

The price is €776

€776

includes taxes & fees

19 Aug - 20 Aug

Wildflower

Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

Northwest Santa Rosa

10.0 out of 10, Exceptional, (84 reviews)

10/10

Exceptional

(84 reviews)

"Awesome pet friendly home with nice backyard, great location. Really enjoyed our two night stay in this well appointed home while visiting surrounding areas. Cynthia responded so quickly to any of our questions. Would love to stay here again! "

Keri S.

The price is €474

€474

includes taxes & fees

20 Jul - 21 Jul

Sonoma Wine Country Getaway | Winemaker’s Home with Modern Comforts

Desk, iron/ironing board, travel cot, WiFi

Wine Country Cottage Escape

Fulton

The price is €313

€313

includes taxes & fees

17 Aug - 18 Aug

Wine Country Cottage Escape

3 bedrooms, iron/ironing board, free WiFi, bed sheets

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Northwest Santa Rosa

9.8 out of 10, Exceptional, (74 reviews)

9.8/10

Exceptional

(74 reviews)

"Great place close to KJ and La Crema wineries!"

Nancy P.

The price is €525

€525

includes taxes & fees

20 Jul - 21 Jul

Russian River Valley Retreat | 3BR/3BA Winemaker’s Home Near Wineries

Redwood Riverfront - Hot Tub and Tastings Included

Healdsburg

9.4 out of 10, Exceptional, (68 reviews)

9.4/10

Exceptional

(68 reviews)

"We had a decent stay at Riverfront. Having the house by the river was pleasant. We were a bit disappointed to find that the hot tub was below the deck and we couldnt use it at night since there seem to be no outdoor light. Overall it was nice secluded stay."

Kenneth M.

The price is €1,233

€1,233

includes taxes & fees

30 Jul - 31 Jul

Redwood Riverfront - Hot Tub and Tastings Included

Smart TV, video games, DVD player, ping pong

Spectacular Healdsburg Manor-4BR/4.5BA, POOL+2 SPA!

Healdsburg

9.4 out of 10, Exceptional, (11 reviews)

9.4/10

Exceptional

(11 reviews)

"Fun and relaxing. "

Helen M.

Spectacular Healdsburg Manor-4BR/4.5BA, POOL+2 SPA!

Espresso maker, coffee/tea maker, fridge, microwave

River View Lodge - Hot Tub and Tastings Included

Healdsburg

9.6 out of 10, Exceptional, (75 reviews)

9.6/10

Exceptional

(75 reviews)

"View was lovely. The Hot tub was great. Beds were very comfy!"

Julie B.

River View Lodge - Hot Tub and Tastings Included

Russian River Retreat: Private Beach & DogFriendly

Forestville

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Love this place so much! Will rent it every year for my birthday if they’ll let me!"

Anna K.

Russian River Retreat: Private Beach & DogFriendly

Heron House - Hot Tub and Wine Tastings Included

Healdsburg

10.0 out of 10, Exceptional, (30 reviews)

10/10

Exceptional

(30 reviews)

"Wonderful stay at the Heron house very comfortable and accommodating very peaceful which is what we always look for everything you need is here enjoyed our once of year trip to Healdsburg"

Dean M.

Heron House - Hot Tub and Wine Tastings Included

Healdsburg Homestead with Pool, Hot Tub and Tastings Included

Healdsburg

9.6 out of 10, Exceptional, (20 reviews)

9.6/10

Exceptional

(20 reviews)

"Amazing, beautiful property. "

Michael M.

Healdsburg Homestead with Pool, Hot Tub and Tastings Included

Smart TV, fireplace, ping pong, music library

Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Healdsburg

9.6 out of 10, Exceptional, (66 reviews)

9.6/10

Exceptional

(66 reviews)

"Unbelievable property – we will absolutely stay here again –Just fabulous!"

Jeffrey S.

The price is €2,131

€2,131

includes taxes & fees

20 Jul - 21 Jul

Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Farpoint: Heated Infinity Pool, Mountain Views

Santa Rosa

10.0 out of 10, Exceptional, (19 reviews)

10/10

Exceptional

(19 reviews)

"We had excellent communication and customer service from our host. The property had amazing views and a nice home comfortable feel."

Padrick G.

The price is €1,042

€1,042

includes taxes & fees

29 Jul - 30 Jul

Farpoint: Heated Infinity Pool, Mountain Views

Eastside Eden - Pool, Hot Tub and Tastings Included

Healdsburg

9.2 out of 10, Wonderful, (5 reviews)

9.2/10

Wonderful

(5 reviews)

"This is a great location with wonderful outdoor space and nice layout of the home. A perfect spot for a long weekend or longer. Great views on the wrap around deck. Would definitely come back. "

Dan M.

Eastside Eden - Pool, Hot Tub and Tastings Included

Lovely Tudor Home w/ Pool & Spa Near Russian River

Guerneville

9.6 out of 10, Exceptional, (125 reviews)

9.6/10

Exceptional

(125 reviews)

"Everything you need was there. Stunning grounds, great communication, simply lovely."

Sam F.

The price is €1,218

€1,218

includes taxes & fees

22 Jul - 23 Jul

Lovely Tudor Home w/ Pool & Spa Near Russian River

5 bedrooms, iron/ironing board, Internet, bed sheets

Elegant Vineyard Living at a Private Wine Country Estate

Windsor

8.4 out of 10, Very good, (6 reviews)

8.4/10

Very good

(6 reviews)

"What an amazing place! The hosts made it very easy to be prepared for our stay."

Eric B.

The price is €1,462

€1,462

includes taxes & fees

17 Aug - 18 Aug

Elegant Vineyard Living at a Private Wine Country Estate

Serenity at the Russian River

Mirabel Heights

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"Clean and comfortable place to stay, easy-check in, good amenities and location. Would definitely stay again."

Scott W.

The price is €465

€465

includes taxes & fees

3 Aug - 4 Aug

Serenity at the Russian River

Somms Rest ⎮ Designed. Curated. Peaceful.

Mirabel Heights

9.8 out of 10, Exceptional, (34 reviews)

9.8/10

Exceptional

(34 reviews)

"Very nice, extremely well equpped home. Very quiet with great nlback patio. Would defistay here again."

Bill F.

The price is €421

€421

includes taxes & fees

18 Aug - 19 Aug

Somms Rest ⎮ Designed. Curated. Peaceful.

Private Lofted Downtown Studio

Sebastopol

9.8 out of 10, Exceptional, (49 reviews)

9.8/10

Exceptional

(49 reviews)

"Very cute and luxurious!! We really enjoyed our stay and great proximity to downtown. "

Yvonne L.

The price is €319

€319

includes taxes & fees

21 Jul - 22 Jul

Private Lofted Downtown Studio

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.

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