
Apartment holiday rentals in Healdsburg
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Top-rated apartment rentals in Healdsburg
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Amy's Local BNB - walk to town **and hot tub!**
Amy’s Local BNB is nestled among huge fir trees in a quiet neighborhood a short walk from downtown Sebastopol. This sunny contemporary gem focuses on our commitment to local and sustainably sourced food, wine, and crafts. With a full kitchen, you can enjoy the comforts of a meal cooked “at home” from the local farmer’s market, or walk to superb local eateries. We will share maps to our favorite swimming hole on the Russian River or to ocean beaches, or introduce you to excellent local vintners.

Sonoma County Getaway: Mins to Wineries & Downtown
Welcome to our cozy Rincon Valley (east Santa Rosa) apartment, where you'll experience the charm of Wine County. Whether you're here for a work trip or a family getaway, our space offers a private entrance, spacious bedrooms, a serene front yard, and a spacious backyard to enjoy. Located in a prime spot, you’ll have convenient access to world-renowned wineries and breweries in Calistoga, Kenwood, Glen Ellen, Sonoma, and Healdsburg. Plus, we’re only minutes from shopping centers and restaurants.

1 Bedroom Garden Apmt, Smart TV/AC, 85 Walk Score
Escape to our charming 1-bedroom courtyard apartment, thoughtfully designed for a cozy and comfortable stay. The kitchenette is fully equipped with a retro-style refrigerator, countertop oven with air fry capabilities, double hot plate, electric frying pan, and a versatile marble table/island. Relax in the inviting living area with a full-size sofa, desk, and Smart TV, or step through the sliding door to enjoy your morning coffee at the bistro table overlooking the shared courtyard garden. The s

Victorian Garden Apartment - Petaluma’s West Side
The Petaluma Victorian Garden Apartment is on the ground floor (some refer to it as a basement) of a 1880s Victorian home. Petaluma’s historic downtown is only 5 blocks away from this private solar powered one bedroom apartment. You can also shop at the Petaluma Premium Outlet mall. Petaluma is centrally located to world class wineries in Sonoma and Napa Valleys and the beautiful Sonoma and Marin coasts. San Francisco is also easily accessed using the nearby freeway or public transportation.

Getaway At The Grove- 1,400 sq ft unit
Located in the heart of Sonoma Valley is a historic property on 1.11 acres that boasts several gardens and an olive orchard. The 1,400 sq ft unit is located directly below the host's main residence and features a large bedroom, bathroom, and living room with a wet bar, fridge, microwave, Nespresso coffeemaker and water kettle. It is also equipped with WiFi & AC/heating. The property is located across the street from beautiful St. Francis Winery and hiking trails at Hood Mountain Regional Park.

Mendez on Main #2 / King Bed/1 bath Walk to town
Indulge in Napa's finest restaurants, wine tasting, and nightlife from our beautifully restored and remodeled apartment in our Victorian home, just a 10-minute stroll from downtown. Our apartment is fully equipped with all the amenities you'd expect, (*No stove) creating a comfortable space for your stay. For the peace and relaxation of all guests, please note that we do not allow pets or children under 12. You can book with confidence knowing that we have a Use Permit from the City of Napa.

Valley View-Sonoma Mountain Terrace
Take your wine country tour to a new level with a visit to Sonoma Mountain Terrace, a unique agri-tourism stay on a luxurious, non-traditional dairy farm. Nestled in the foothills of wine country, Sonoma Mountain provides a farm experience like none other, with the opportunity to feed a baby calf, observe milking our elite show cows, or just enjoy "being unplugged." Take a stroll through our extensive gardens, or enjoy million-dollar sunsets each night overlooking Petaluma & Rohnert Park.

2 Bedroom Flat In Downtown Healdsburg
Enjoy a stylish experience at this centrally-located upstairs apartment. Tucked away in a building surrounded by restaurants, bars, and tasting rooms just a few blocks from the historic downtown plaza this art gallery meets air B&b focuses on the intersection of modern art and ancient tradition. You'll find paintings, sculptures, and artistic touches around every corner of this luxuriously modern flat. Enjoy exceptional accommodations with two separate bedrooms, each with a queen-sized bed.

Modern Family Farm
County of Sonoma Vacation Rental Permit number ZPE15-0201. Our place is centrally located to both the Napa and Sonoma valleys. We are walking distance to Endiku Winery, Ceja Winery, Homewood Winery, Lou's Lunchette, and Hanson's Vodka. We have a small organic farm off the beaten path. The unit is upstairs above the garage, and it is very private. We have some wonderful birdwatching opportunities. On our farm we see herons, egrets, quail, redtail hawks, owls, quail, and many small birds.

Bucher Vineyard Studio
Experience the best that wine country has to offer with a stay in our newly remodeled studio apartment, nestled on a historic vineyard on Westside Road in the heart of the Russian River Valley. Located just 5 miles from downtown Healdsburg, you’re close to Michelin-rated restaurants, or you can cook in the fully equipped kitchen. Relax in our beautiful outdoor space or take a stroll through the scenic vineyards. Enjoy the perfect blend of tranquility & convenience at our vineyard retreat.

A Private Guesthouse Studio – The Otter
the Otter studio - a peaceful standalone studio in the heart of Napa Valley wine country. the Otter studio is less than one mile from Downtown Napa but far enough away from the hustle and bustle to provide a tranquil retreat while retaining every thoughtful amenity. Enjoy our cozy living space. We are legally permitted to rent to Napa Valley visitors. Ask about our other Napa listings if the dates here are booked.

Robin's Nest
Your second home is above our 2-car garage, a 1 bedroom, 1 bath, living room, full kitchen and dining area. A twin size daybed is in the living room. Local grocery stores are within a mile, a 10-minute drive to downtown Santa Rosa, 45-minute drive to the coast and little over an hour to San Francisco. We are centrally located to explore Sonoma and Napa County wineries, breweries and hiking trails. Permit #SVR23-170
Popular amenities for Healdsburg apartment rentals
Weekly apartment rentals

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*Relaxing Condo at Silverado

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Charming! 4min walk to downtown!

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Cozy Silverado | Gtwy to Wine Country | Sleeps 4

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Vino Bello, Napa, California
Quick stats about flat rentals in Healdsburg

Nightly prices starting at
Healdsburg holiday rentals start at $129 SGD per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Healdsburg rentals

5 Average rating
Healdsburg stays are highly rated by guests – averaging 5 out of 5!
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- Lake Berryessa
- Bolinas Beach
- Six Flags Discovery Kingdom
- Jenner Beach
- Safari West
- Doran Beach
- Goat Rock Beach
- Johnson's Beach
- Bowling Ball Beach
- Limantour Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Chateau St. Jean
- Charles M. Schulz Museum
- Jack London State Historic Park
- V. Sattui Winery
- Point Reyes National Seashore
- Healdsburg Plaza
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- Artesa Vineyards & Winery
- Harbin Hot Springs
- Salt Point State Park
- Armstrong Redwoods State Natural Reserve
- Sugarloaf Ridge State Park




