Holiday Rentals in Healdsburg, CA

This Windsor apartment is ideally located near the Windsor Golf Club, within a 5km radius of attractions such as the Pacific Coast Air Museum, Dom Whitney Tasting Lounge, Powell's Sweet Shoppe, and the Kendall-Jackson Wine Estate and Gardens.
This 57 square metre flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, in-unit laundry, a fireplace, and access to a swimming pool, jacuzzi, and concierge services.

This apartment is located in a resort complex in Windsor, just a short distance from Windsor Castle and Legoland Windsor, making it a great base for exploring the area. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment can sleep up to six people and comes equipped with a fully fitted kitchen, a washer and dryer, and a private deck with a barbecue. Guests have access to a range of resort amenities including swimming pools, hot tubs, a fitness centre, and a playground.

This sprawling wine country residence is located on the outskirts of Healdsburg, offering peaceful vineyard vistas and convenient access to the area's celebrated wineries.
This five-bedroom, six-bathroom property accommodates twelve guests and boasts a private tennis court, a swimming pool, and extensive grounds ideal for entertaining, all within easy reach of Healdsburg's renowned vineyards.

This Healdsburg apartment is situated in a peaceful area, just a short drive from the town square and its many restaurants and shops, offering stunning views of the surrounding vineyards. It has received excellent ratings for user experience, location, and cleanliness.
The property is a spacious two-bedroom, two-bathroom dwelling with a guest capacity of four people. Guests have access to a private deck, garden, wine cave, hot tub, gym, and a detached office room, ideal for remote working.

This vineyard apartment in Healdsburg's Alexander Valley offers a unique stay, situated just 8 kilometres from Healdsburg town square and a short walk from Jordan Winery.
This property accommodates up to six guests across two bedrooms and a rec room with Murphy beds, featuring an upgraded kitchen, air conditioning, Wi-Fi, and expansive outdoor space for dining and barbecuing with vineyard views.

This three-bedroom apartment, known as Serenity House, is situated in Mirabel Heights, a small community on the Russian River, just 5 kilometres from the Sonoma County Airport and 80 kilometres north of the Golden Gate Bridge. It enjoys excellent ratings for location, cleanliness, and overall user experience.
The 153 square metre property comfortably accommodates up to six guests and offers a range of amenities including a fully equipped kitchen, a private garden, a spa, and parking. Guests can also enjoy the use of inflatable tubes and a cooler for a day out on the Russian River, and local perks like a discount at Martinelli Winery.

This modern luxury apartment is located just 5.6km from Windsor and 5.6km from Healdsburg, offering easy access to both towns' attractions and amenities. It has received excellent guest ratings, making it a popular choice for travellers seeking a comfortable and stylish stay.
The apartment is spacious and can accommodate up to eight guests. It features a fully equipped kitchen, a private garden with a heated pool and hot tub, and a range of smart home features, including a wall-mounted smart TV and a convenient work station.

This Healdsburg apartment is situated just 1.4 kilometres from Jordan Vineyard & Winery and within 5 kilometres of the Russian River, offering easy access to renowned wineries and scenic landscapes. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment features three bedrooms and four bathrooms across 274 square metres of living space. Guests can enjoy a range of amenities including a private pool, a fenced garden, a fitness centre, a bar, and a terrace with stunning lake views.

This luxurious villa is situated in the Dry Creek Valley, just 16 kilometres from Healdsburg town centre and a kilometre past the Dry Creek General Store, offering a peaceful escape in the heart of the wine country. The property has received excellent reviews from previous guests, highlighting its unique charm and exceptional service.
This spacious four-bedroom villa, spanning 316 square metres, comfortably accommodates eight guests. It features a range of amenities, including a private swimming pool, a hot tub, a fully equipped kitchen, and a garden, perfect for relaxing and enjoying the stunning views of the Dry Creek Valley.

This charming apartment is situated in a tranquil rural area of Sonoma County, just a short walk from a grocery store, the riverfront, and a Michelin-starred restaurant, and within a 15-minute drive of world-class wineries and restaurants, charming towns like Guerneville and Healdsburg, and easy access to river beaches and redwood forests. The property consistently receives excellent ratings for location, cleanliness, and user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a fully equipped kitchen, a spacious back deck with forest views, a game room with ping pong and darts, and family-friendly amenities like a highchair, pack and plays, baby books, and toys.

Worldmark Windsor Two-bedroom offers a two-bedroom condominium with four beds and a capacity for six guests, situated in the Russian River Valley of Sonoma County, 2.25 kilometres from Charles M. Schulz Sonoma County Airport and 17.7 kilometres from Armstrong Redwoods State Reserve.
Guests can enjoy direct access to Windsor Golf Course, explore nearby family-owned wineries in the Russian River Valley and the new Old Downtown Windsor, or visit over 1,000 acres of regional parkland, with amenities including multiple outdoor swimming pools, outdoor spas, a fitness centre, and a basketball court.

The Worldmark Windsor Two-bedroom Condo, sleeping up to six guests, is located in the Russian River Valley, 2.2 kilometres from Charles M. Schulz Sonoma County Airport, offering proximity to wineries and Windsor's Old Downtown, and is adjacent to the Windsor Golf Course.
This apartment complex features two bedrooms and two bathrooms, alongside amenities such as a swimming pool, jacuzzi, fitness centre, and parking, with nearby attractions including Safari West Wildlife Preserve & Resort (17.7 kilometres away) and Armstrong Redwoods State Reserve (29 kilometres away).