Healdsburg Holiday Rentals

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Holiday Rentals in Healdsburg

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

10.0 out of 10, Exceptional, (62)
"Great stay, recommend in every way"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

10.0 out of 10, Exceptional, (34)
"Absolutely wonderful stay. The house was beautiful and clean, with multiple spacious common areas for family time. The Limerick Lane team was also incredibly communicative and accommodating throughout. 100% recommend."
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

10.0 out of 10, Exceptional, (148)
"Wonderful house and yard. Manager is excellent as well. We love staying here"
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (316)
"The cabin was very clean and it was in a nice and quiet location."
The price is NZ$322
includes taxes & fees
30 July - 31 July
Clear Lake Cottages & Marina

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

9.8 out of 10, Exceptional, (89)
"The house was phenomenal and we truly enjoyed our stay. The bedrooms all have large beds and bathrooms and are separate which provided nice privacy. The hot tub, common areas, and view were all amazing."
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

The Ranch at Lake Sonoma

1.0 star property
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
The price is NZ$112
includes taxes & fees
27 July - 28 July
The Ranch at Lake Sonoma

Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!

10.0 out of 10, Exceptional, (388)
"Perfect for a quiet getaway"
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (312)
"Great location. Easy walk to the beach. "
Panoramic Ocean View--3 Min Walk To Beach

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

9.8 out of 10, Exceptional, (330)
"Cute little spot. Kitchen had everything we needed and more. Lovely stay "
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Unobstructed ocean views in a cozy setting

10.0 out of 10, Exceptional, (45)
"Our stay here was wonderful, very cute beach house and wonderful view of the ocean. "
Unobstructed ocean views in a cozy setting

COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

9.6 out of 10, Exceptional, (179)
"We loved the cozy bungalow, perfect location and close to everything at Bodega Bay. The place was very clean and comfortable. Pam was extremely helpful. "
COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (383)
"Our third stay and first time booking three nights which seems to be the sweet spot for an extended weekend since you get two full days to relax along the coast. Already can't wait to book our next visit to this charming property!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

10.0 out of 10, Exceptional, (6)
"We had a pleasant stay at the property over the Memorial Day weekend. It’s away from the crowds but yet 15 mins from Sonoma Lake for water sports and 30 mins from Healdsburg. Amazing view and great time in the pool. "
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

8.0 out of 10, Very good, (42)
"We love the property, quiet and close to beach. We recommend bringing enough food and water for ur stay. Local markets r very expensive. "
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Bodega Bay on the Edge of Pacific Ocean

9.6 out of 10, Exceptional, (150)
"Perfect stay"
Bodega Bay on the Edge of Pacific Ocean

Stunning Views of CA Coast : Beautifully Remodeled Home

9.8 out of 10, Exceptional, (347)
"Enjoyed our stay and the town. "
Stunning Views of CA Coast : Beautifully Remodeled Home

Malibu of the North Oceanfront w 3 Suites

10.0 out of 10, Exceptional, (1)
"Amazing stay and fabulous hosts. Everything was just as advertised and will be going back again in the future."
The price is NZ$1,132
includes taxes & fees
29 July - 30 July
Malibu of the North Oceanfront w 3 Suites

Luxurious Large Home, Beautiful Pool, Extensive Gardens

9.8 out of 10, Exceptional, (151)
"We had a great stay, well stocked kitchen, loved the garden, the kids really enjoyed the pool!"
Luxurious Large Home, Beautiful Pool, Extensive Gardens

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (126)
"Cozy Location for a Corporate retreat!"
The price is NZ$7,247
includes taxes & fees
9 Aug - 10 Aug
Casa Bella Estate in Wine Country w/ New Pool!

Beautiful Coast Home 3 Minutes From Beach!

8.2 out of 10, Very good, (11)
"The home was beautiful, comfortable and clean and lots of amenities."
The price is NZ$1,155
includes taxes & fees
26 Aug - 27 Aug
Beautiful Coast Home 3 Minutes From Beach!
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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Top Healdsburg Hotel Reviews

Frequently asked questions

Are there holiday rentals in Healdsburg?

Yes, there are holiday rentals in Healdsburg close to SingleThread Farm at Dry Creek, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic riverfront in Healdsburg. While you're here, grab a bite or have a drink at the top-notch restaurants and wineries.

What are some of the best holiday rentals that Healdsburg has to offer?

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg: This highly rated holiday home rental in Healdsburg is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Healdsburg?

Expedia has 143 holiday rentals for your stay in Healdsburg.

What can I see and do in Healdsburg?

Enjoy the outdoors at Russian River and Healdsburg Ridge Open Space Preserve, or simply take in cultural attractions like Healdsburg Museum and Raven Performing Arts Theater. Healdsburg Plaza and Jordan Vineyard & Winery are other places to visit while you're in town.

What are holiday rentals like in Healdsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Healdsburg. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.