Find short term rentals in Healdsburg, CA at the best prices

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Healdsburg, CA short term rentals
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Best Short term and Weekly rentals in Healdsburg, CA

Best family friendly Healdsburg, CA Short term rentals

Among the 130 accommodations in Healdsburg, CA, here are the 4 best family friendly rentals

Monte Rio 3br Riverfront Retreat With Hot Tub  Dog Friendly - Healdsburg, CA
9.6 18 reviews

Monte Rio 3br Riverfront Retreat With Hot Tub Dog Friendly

apartment, Monte Rio
This waterfront Monte Rio flat is situated in the town centre, a 800-metre stroll from Monte Rio Beach and conveniently close to local eateries and wineries, with Korbel Champagne Cellars just a 5-minute drive away.
This 143 square metre apartment accommodates up to six guests across three bedrooms, featuring a private hot tub on a wraparound deck with river views, a covered outdoor lounge with a firepit, and a wood-burning stove for seasonal use.
Vineyard Vista, Modern Farmhouse Cottage With Pool - Healdsburg, CA
9.7 326 reviews

Vineyard Vista, Modern Farmhouse Cottage With Pool

apartment, Windsor
This family-friendly farmhouse is located just 5 kilometres from Windsor, close to the Russian River, Dom Whitney Tasting Lounge, and Powell's Sweet Shoppe, offering a peaceful escape from the hustle and bustle of town. Guests have consistently rated the property excellent for its cleanliness, location, and overall experience.
The 116 square metre farmhouse has three bedrooms, sleeping up to six guests, and is equipped with a fully equipped kitchen, air conditioning, a private swimming pool, a terrace, a garden, and a barbecue. Guests can also enjoy the games room and benefit from housekeeping services on request.
Vineyard Vue - Wine Tastings Included - Healdsburg, CA
10 39 reviews

Vineyard Vue - Wine Tastings Included

apartment, Healdsburg
This charming house is located in Healdsburg, just a short walk (less than 1.6 km) from the town's central plaza, museums, and art centre, offering easy access to Healdsburg's downtown area. It has received excellent reviews from previous guests, making it a popular choice for travellers looking for a comfortable and convenient stay.
The property spans 158 square metres and comfortably sleeps up to 6 guests in its three bedrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden with barbecue grills, a spa, a tennis court, and parking.
Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars! - Healdsburg, CA
9.6 182 reviews

Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars!

apartment, Healdsburg
This family-friendly house is located in Healdsburg, just 3km from the Russian River and Healdsburg Golf Club, offering a peaceful setting close to local attractions. It has received excellent user ratings, making it a popular choice for travellers.
This 186 square metre property offers 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a range of amenities including a Jacuzzi, spa, terrace, garden, and concierge services, perfect for a relaxing and luxurious stay.

Best Healdsburg, CA lodging with a kitchen

Salmon House Is Incredibly Family-friendly! Hot Tub! Games! Walk To River! Woof! - Healdsburg, CA
9.8 14 reviews

Salmon House Is Incredibly Family-friendly! Hot Tub! Games! Walk To River! Woof!

cabin, Guerneville
This charming riverfront cabin is located just a short walk from Johnson's Beach, Pee Wee Golf and Arcade, and a short drive from Northwood Golf Club, making it an ideal base for exploring Guerneville. It has consistently received excellent user ratings, indicating a high level of guest satisfaction.
The 80 square metre cabin sleeps up to six guests and has two bedrooms and one bathroom. Amenities include a fully equipped kitchen, a private fenced garden, a Jacuzzi, and barbecue grills, allowing guests to enjoy both indoor and outdoor living.
Cottage & Water Tower - Healdsburg, CA
9.2 5 reviews

Cottage & Water Tower

cottage, Healdsburg
This unique Healdsburg property, situated on a 4-acre site amongst Sonoma vineyards, offers easy access to local wineries and Healdsburg Plaza, the precise distance to which requires further clarification.
The two-bedroom, one-bathroom dwelling comprises a main house and a converted water tower, sleeping four guests and boasting a swimming pool, garden, and parking, plus a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher.
Sonoma | Wine Country Hideaway | Pool & Vineyard Views - Healdsburg, CA
8.8 9 reviews

Sonoma | Wine Country Hideaway | Pool & Vineyard Views

apartment, Windsor
This Windsor apartment is conveniently located near the Windsor Golf Club, within a 4.8km radius of attractions including the Pacific Coast Air Museum, Dom Whitney Tasting Lounge, Powell's Sweet Shoppe, and Kendall-Jackson Wine Estate and Gardens.
This 76 square metre self-catering flat offers one bedroom, one bathroom, sleeps four guests, and includes a swimming pool, jacuzzi, parking, and concierge service; housekeeping is available on request.
Faeya Grove  Centrally Located Forest Getaway! - Healdsburg, CA
9.7 73 reviews

Faeya Grove Centrally Located Forest Getaway!

cabin, Forestville
This two-bedroom Forestville lodge is situated just under a kilometre from the Russian River and within 10 kilometres of both Korbel Winery and Russian River Vineyard.
The 90 square metre property boasts a fully equipped kitchen, two bathrooms, and a private garden, suitable for up to four guests.

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Best Healdsburg, CA lodging with laundry available

Rio Nido 2br Russian River Cabin With Fenced Yard  Dogs Welcome - Healdsburg, CA
9.0 40 reviews

Rio Nido 2br Russian River Cabin With Fenced Yard Dogs Welcome

apartment, Guerneville
This Rio Nido cabin is situated in a redwood canyon, 1.9 kilometres from Guerneville town centre, 1.6 kilometres from Armstrong Redwoods State Natural Reserve, and 800 metres from Russian River access for swimming and kayaking.
This 79 square metre lodging accommodates up to five guests with two bedrooms and one bathroom, featuring a full kitchen with granite counters and stainless steel appliances, an enclosed garden, and parking for two small vehicles.
The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! ! - Healdsburg, CA
10 13 reviews

The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !

apartment, Healdsburg
This Dry Creek Road cottage, situated in Healdsburg's wine country, is approximately 1.6 kilometres from Healdsburg's tasting rooms and restaurants, offering easy access to renowned wineries by foot, bicycle, or car.
The stylish, newly built barn conversion sleeps five guests across two bedrooms and two bathrooms, boasting a private hot tub, a fenced yard (pet fee applies), solar power, a Tesla charging station, and panoramic vineyard views.
Wooded Restful Retreat, With Broad Scenic Views, Outdoor Dining - Healdsburg, CA
10 342 reviews

Wooded Restful Retreat, With Broad Scenic Views, Outdoor Dining

apartment, Healdsburg
This charming house is located just 0.5 kilometres from the Russian River and within 5 kilometres of both Healdsburg Golf Club and Healdsburg Museum, offering easy access to the town's attractions. It has consistently received excellent guest reviews, making it a popular choice for travellers seeking a comfortable and convenient stay.
This two-bedroom, two-bathroom property spans 128 square metres and can comfortably accommodate up to four guests. The house boasts a fully equipped kitchen, a spacious terrace, a private garden, and a relaxing spa, ensuring a relaxing and enjoyable stay.
Sanctuary Estate - Wine Tastings Included - Healdsburg, CA
10 41 reviews

Sanctuary Estate - Wine Tastings Included

apartment, Healdsburg
This exclusive 11.67-acre estate, located in Alexander Valley, offers exceptional privacy and serene natural surroundings, situated just 7 kilometres from Healdsburg Plaza's shops, dining, and tasting rooms, with complimentary tastings at Croix Estate, Merriam Vineyards, and Orsi Family Vineyards.
This expansive property provides luxury accommodation for up to 18 guests across a main residence, guest house, and studio bunkhouse, featuring a heated swimming pool, hot tub, bocce court, basketball hoop, ping pong, pool table, a home gym, and a versatile barn event space, all powered by solar with electric car charging and an automatic generator.

Best Healdsburg, CA lodging with air conditioning

Calderwood Inn - Healdsburg, CA
8.9 438 reviews

Calderwood Inn

B&B, Healdsburg
Calderwood Inn is situated in Healdsburg, just a kilometre from Healdsburg Plaza and within easy walking distance of several wineries including Optima Winery, Seghesio Winery, and Toad Hollow Vineyards. The inn has received very good user ratings and excellent ratings for its location and cleanliness.
The inn has one bedroom and one bathroom, covering 9 square metres and accommodating up to two guests. Guests can enjoy a welcome wine reception, gourmet breakfast, individually decorated rooms with luxurious amenities, spa access, concierge services, and parking.
7 Acre Hilltop Compound - Healdsburg, CA
9.9 73 reviews

7 Acre Hilltop Compound

apartment, Healdsburg
This charming cottage is situated just 3.2 kilometres from Healdsburg's town square, offering stunning views of the Dry Creek Valley vineyards. It has received excellent ratings for location, cleanliness, and user experience.
The cottage boasts an open-plan design, creating a spacious and tranquil atmosphere. Guests can enjoy a private courtyard, a fully equipped kitchen, air conditioning, and a garden, perfect for relaxing and enjoying the beautiful surroundings.
Luxury King Suite | Hilltop Views & Breakfast - Healdsburg, CA
10 3 reviews

Luxury King Suite | Hilltop Views & Breakfast

house, Healdsburg
Healdsburg Hilltop Villa, a guesthouse situated on a hillside a short distance from Healdsburg's town centre, offers easy access to local wineries and restaurants.
This king suite, with a private patio and in-room jacuzzi, sleeps two guests and includes a second bathroom, daily breakfast, shared pool and hot tub access, and stunning vineyard views.
Wine Country Cottage Escape - Healdsburg, CA
No reviews

Wine Country Cottage Escape

apartment, Fulton
This recently updated country farmhouse in Fulton offers a secluded escape down a private lane, surrounded by vineyards and farmland, yet is conveniently located just moments from Santa Rosa, Healdsburg, and the Russian River area, with easy access to Highway 101 via River Road.
This pet-friendly, two-bedroom, one-bathroom dwelling accommodates up to six guests, featuring a fully stocked kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace/balcony, garden, parking, and is near attractions like the Pacific Coast Air Museum and the Charles M. Schulz Museum.
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