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Healdsburg, CA apartments
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118 Holiday apartments Healdsburg, CA

Best family friendly Healdsburg, CA Holiday Apartments and Self Catering Accommodations

Among the 118 accommodations in Healdsburg, CA, here are the 4 best family friendly holiday apartments

Heart Of Wine Country, Cute Cottage W/hot Tub - Healdsburg, CA
9.6 38 reviews

Heart Of Wine Country, Cute Cottage W/hot Tub

apartment, Windsor
This charming cottage is located in Windsor, just a short walk from the town centre and a 10-kilometre drive from Healdsburg, offering easy access to wineries and the Russian River brewery. It has received excellent reviews from previous guests, making it a popular choice for travellers seeking a comfortable and convenient stay.
The cottage features three bedrooms and two bathrooms, comfortably accommodating up to six guests. You can enjoy a range of amenities, including a fully equipped kitchen, a private terrace, a garden, and a hot tub, as well as a tranquil creekside setting perfect for relaxation.
Five-star Resort-like Property - Healdsburg, CA
No reviews

Five-star Resort-like Property

apartment, Healdsburg
This two-bedroom apartment is situated in a peaceful and secure area of Healdsburg, just a short distance from the town centre and the Healdsburg Plaza. The apartment offers a tranquil escape from the hustle and bustle of the town, while still being within easy reach of its attractions.
The apartment is spacious and comfortably accommodates up to four guests. It is equipped with a range of amenities, including a swimming pool, Jacuzzi, fitness centre, and a large garden, perfect for relaxing and enjoying the beautiful surroundings.
5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square - Healdsburg, CA
10 202 reviews

5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square

apartment, Healdsburg
This family-friendly house is located in a peaceful rural setting just 3km from Healdsburg Plaza, Healdsburg Museum, and Raven Performing Arts Theater. It has received excellent user ratings, making it a popular choice for travellers.
The house is spacious, covering 427 square metres and comfortably accommodating up to 12 guests. It offers a range of amenities, including a private pool, a fenced yard, a sauna, a spa tub, a fully equipped kitchen, free Wi-Fi, barbecue grills, and a tennis court.
Farmstay With Pool And Wine Tastings Included - Healdsburg, CA
10 5 reviews

Farmstay With Pool And Wine Tastings Included

apartment, Geyserville
This historic winery estate flat in Geyserville offers vineyard views and is located just 200 metres from Trentadue Winery, with Healdsburg Plaza a short drive away.
This family-friendly accommodation sleeps six guests and features three bedrooms, three bathrooms, air conditioning, a private swimming pool, a garden, parking, and complimentary wine tastings at four local wineries.

Best Healdsburg, CA holiday apartments with a kitchen

Luxury 2-br, 2-ba Cottage On Healdsburg Vineyard - Healdsburg, CA
10 3 reviews

Luxury 2-br, 2-ba Cottage On Healdsburg Vineyard

apartment, Healdsburg
This charming cottage is situated in the Dry Creek Valley, a short drive from the town of Healdsburg and the Russian River, offering a peaceful escape amidst the vineyards.
The cottage provides accommodation for four guests in two bedrooms and two bathrooms. The property features a fully equipped kitchen, a private porch, a bocce court, and stunning vineyard views, perfect for enjoying the local wine and soaking up the tranquil atmosphere.
Starlite Atelier: Alexander Valley Winery, Hot Tub - Healdsburg, CA
8.0 2 reviews

Starlite Atelier: Alexander Valley Winery, Hot Tub

apartment, Healdsburg
This Healdsburg villa offers an authentic vineyard experience within the Alexander Valley, just a short drive from the town's wineries and dining options.
This three-bedroom property accommodates up to six guests and features a private hot tub with vineyard views, a fully equipped kitchen, and complimentary weekend wine tasting at the on-site boutique winery.
Healdsburg 2br Victorian Vineyard Cottage With Mountain Views - Healdsburg, CA
10 16 reviews

Healdsburg 2br Victorian Vineyard Cottage With Mountain Views

apartment, Healdsburg
This 1895 Victorian cottage in Alexander Valley offers an authentic wine country experience, located 2.1 kilometres from Healdsburg Plaza's tasting rooms and restaurants, and within walking distance of Tongue Dancer Wines (400 metres) and Arnot-Roberts (0.8 kilometres).
This two-bedroom, two-bathroom holiday home, spanning 155 square metres and accommodating up to four guests, features two sitting areas with brick fireplaces, a modernised kitchen with marble counters and an induction oven, and two furnished patios with vineyard and mountain views, alongside central air conditioning.
2 Bedroom Flat In Downtown Healdsburg - Healdsburg, CA
9.9 137 reviews

2 Bedroom Flat In Downtown Healdsburg

apartment, Healdsburg
This upstairs flat is located a short walk from Healdsburg's historic downtown plaza, surrounded by restaurants, bars, and tasting rooms. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat has two bedrooms, each with a queen-sized bed, accommodating up to four guests. The kitchen is fully equipped with modern appliances, and the living area features a leather sofa and coffee table, perfect for relaxing or entertaining.

Frequently asked questions about apartment rentals in Healdsburg, CA

  • What are some interesting places to visit in or near Healdsburg, CA?

    Healdsburg has plenty to offer, from the historic Healdsburg Plaza with its charming shops and restaurants, to the stunning Russian River, perfect for kayaking or simply enjoying the scenery. Just a short drive away, you can explore the majestic redwoods of Armstrong Redwoods State Natural Reserve or visit the charming town of Guerneville, known for its quirky shops and vibrant arts scene.
  • What are the best apartments in Healdsburg, CA?

    Among the apartments in Healdsburg, CA, B - Wine Country Getaway, The Loft Under The Oaks and D - Enjoy Cabin Feels Minutes From Town are the most popular ones.

  • What are the most popular outdoor activities in Healdsburg, CA?

    Healdsburg is a haven for outdoor enthusiasts. Hiking and biking trails abound, with the Healdsburg Ridge Trail offering breathtaking views of the surrounding vineyards and the Russian River. For a more leisurely experience, stroll along the Healdsburg Riverwalk, a scenic pathway along the Russian River, or enjoy a picnic in one of the many parks, like the beautiful Healdsburg Veterans Memorial Park.
  • What are the best apartments with a pool in Healdsburg, CA?

  • What is Healdsburg, CA best known for?

    Healdsburg is renowned for its world-class wineries, with numerous vineyards producing award-winning wines. The town is also a popular destination for foodies, with a thriving culinary scene featuring farm-to-table restaurants and gourmet food shops. It's also a great place to enjoy the outdoors, with its beautiful natural surroundings and proximity to the Russian River.
  • What are the best apartments with a jacuzzi in Healdsburg, CA?

  • What are the top cultural spots to visit in and around Healdsburg, CA?

    Healdsburg is home to the Healdsburg Museum, which showcases the rich history of the area, and the Healdsburg Center for the Arts, which hosts art exhibitions and performances. The nearby town of Sebastopol is home to the renowned Sebastopol Center for the Arts, a vibrant hub for visual and performing arts.
  • What are the best apartments for families and kids in Healdsburg, CA?

  • What are the closest cities to visit near Healdsburg, CA?

    Santa Rosa, the largest city in Sonoma County, is just a short drive from Healdsburg, offering a variety of attractions, including the Charles M. Schulz Museum and the Sonoma County Museum. You can also visit the charming town of Petaluma, known for its historic downtown and thriving food scene.
  • What are the best pet friendly apartments in Healdsburg, CA?

  • What are the best ways to relax in Healdsburg, CA?

    Healdsburg is a perfect place to unwind. Indulge in a wine tasting at one of the many wineries, enjoy a luxurious spa treatment at a local resort, or simply relax and soak up the sun by the pool. The town's laid-back atmosphere is sure to help you de-stress and recharge.
  • What are the best apartments with parking in Healdsburg, CA?

    B - Wine Country Getaway, The Loft Under The Oaks and D - Enjoy Cabin Feels Minutes From Town are the best apartments with parking in Healdsburg, CA.

  • What are the advantages of choosing an apartment for your stay in Healdsburg, CA?

    Apartments offer a more spacious and homey alternative to hotels, often with full kitchens and laundry facilities, perfect for longer stays. They can also be more cost-effective, especially for families or groups travelling together. Many apartments are located in quiet, residential areas, offering a peaceful retreat from the hustle and bustle of the town.

Popular destinations

Best Healdsburg, CA holiday apartments with air conditioning

Large Outdoor Kitchen, Pool, Hot Tub, Firepit - Healdsburg, CA
10 224 reviews

Large Outdoor Kitchen, Pool, Hot Tub, Firepit

apartment, Healdsburg
This family-friendly house is located on a river in Healdsburg, within a 3km radius of Jordan Vineyard & Winery and Medlock Ames Winery, and within 5km of Russian River and Simi Winery. The house has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The property spans 260 square metres and comfortably accommodates up to 8 guests. Enjoy a range of amenities including a private pool, fitness centre, spa tub, barbecue grills, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable stay.
Experience Limerick Lane Cellars At Our Vineyard Farmstay Retreat In Healdsburg - Healdsburg, CA
10 46 reviews

Experience Limerick Lane Cellars At Our Vineyard Farmstay Retreat In Healdsburg

apartment, Healdsburg
This Healdsburg holiday home boasts a mountainside location, approximately 4.3 km from Pezzi King Winery and within 10 km of Healdsburg Plaza and the Healdsburg Center for the Arts.
Sleeping six guests across three bedrooms and two bathrooms, this property offers a private pool, barbecue, garden, terrace, free Wi-Fi, and a fully equipped kitchen including a fridge, microwave, and dishwasher.
Spectacular Healdsburg Manor-6beds/4.5b, Pool+spa! - Healdsburg, CA
10 44 reviews

Spectacular Healdsburg Manor-6beds/4.5b, Pool+spa!

apartment, Healdsburg
This Healdsburg property is located just north of the town, a short drive from the renowned wine destination of Healdsburg and Armstrong State Park, offering a peaceful retreat in a beautiful setting. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious home has six king-sized beds, accommodating up to 10 guests. The property features a private pool, a covered outdoor kitchen, a game room, a fitness centre and a large garden, providing ample space for relaxation and entertainment.
Hidden Pocket | Pool + Spa | Private Retreat - Healdsburg, CA
10 27 reviews

Hidden Pocket | Pool + Spa | Private Retreat

apartment, Windsor
This apartment is located in a secluded spot at the end of a country road in Windsor, just 3km from Healdsburg Plaza and a 5km bike ride from Windsor Town Square. It offers a peaceful escape from the hustle and bustle of city life, with excellent user, location and cleanliness ratings.
The property can accommodate up to 8 guests and features a fully equipped kitchen with stainless steel appliances, a comfortable den, and a luxurious living room. Guests can enjoy a range of amenities, including a private pool and spa, a garden, and a selection of entertainment options such as a ping pong table, corn hole, and a basketball hoop.

Best pet-friendly Healdsburg, CA holiday apartments

Among the 118 accommodations in Healdsburg, CA, here are the 4 best pet friendly holiday apartments

The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! ! - Healdsburg, CA
10 12 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.
Eastside Eden - Pool, Hot Tub And Tastings Included - Healdsburg, CA
9.2 5 reviews

Eastside Eden - Pool, Hot Tub And Tastings Included

apartment, Windsor
This Windsor self-catering holiday home, situated on a mountainside farm near the Russian River (2.4km) and within 9.6km of attractions such as Dom Whitney Tasting Lounge and Powell's Sweet Shoppe, offers scenic views.
This 174 square metre property sleeps six guests across three bedrooms and four bathrooms, boasting a private garden, swimming pool, hot tub, tennis court, and ample parking, along with a fully equipped kitchen including a dishwasher.
Wine Country Home | Hot Tub | 6br Near Healdsburg - Healdsburg, CA
9.5 184 reviews

Wine Country Home | Hot Tub | 6br Near Healdsburg

apartment, Windsor
This six-bedroom Windsor house, a short walk from Old Vineyard Park and 8km from Healdsburg, offers easy access to local amenities including Starbucks and Russian River Brewing Company.
The 241-square-metre property boasts a spacious open-plan layout, sleeping up to ten guests, and includes a fully equipped kitchen, jacuzzi, private garden with hot tub, and complimentary wine from the owner's Christopher Creek Winery with discounted access and pool access for wine club members.
Modern Healdsburg Retreat  Hot Tub, Bocce & Views - Healdsburg, CA
9.9 218 reviews

Modern Healdsburg Retreat Hot Tub, Bocce & Views

apartment, Healdsburg
This apartment is located on Dry Creek Road, just 3 kilometres from Healdsburg Square, surrounded by vineyards and offering stunning views of the Dry Creek Valley. It has received excellent ratings for location, cleanliness and overall experience.
The property is a two-bedroom, one-bathroom home that can accommodate up to six guests. It features a fully equipped kitchen, a spacious terrace, a hot tub, a garden, and a Peloton bike, as well as a fully fenced yard for your furry friend.
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