
Holiday rentals with a fireplace in Healdsburg
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Quick stats about holiday rentals with a fireplace in Healdsburg

Total holiday rentals
Explore 80 holiday rentals in Healdsburg

Nightly prices starting at
Healdsburg holiday rentals start at $174 NZD per night before taxes and fees

Verified guest reviews
Over 3,460 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Healdsburg holiday rentals include Wi-Fi access

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

4.9 Average rating
Healdsburg stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Accommodation with Fireplace in Healdsburg
Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

Stunning Sauna Cottage Retreat on Private Vineyard
Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)
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❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
❤New! Welcome to the "The Elegant Barn", our newly built stylish Barn Cottage in the HEART of wine country! Our *INSTAWORTHY* barn cottage boasts a HOT TUB, panoramic vineyard VIEWS, comfy furnishings & convertible glass indoor/outdoor doors to bring the outdoors inside! LOCATION, LOCATION, LOCATION! Set on a historic vineyard property on Dry Creek Road, the location of Healdsburg's most famous wineries, and an easy walk, bike ride or drive to many of the best wineries in the area! PETS OK!❤
Sleep qualityIndoor spacesHiking

Mediterranean Getaway with breakfast Healdsburg
Attractive, ultra-romantic, almost-a-cottage Bed&Breakfast(no extra charge for breakfast) is waiting for you in our restored 1930s-era home in a peaceful corner of northern Sonoma County. Ours is a quiet rural road nestled in beautiful oaks, redwoods, California bay, buckeye trees near the bottom of Fitch Mountain, some 100’ above the Russian Rive. Fitch Mountain is known for its interesting local history, eclectic building styles, beautiful views, secluded neighborhoods, and friendly spirit.
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Dry Creek Ranch ~ (Tariff Discount) Hot Tub & Pool
Enjoy an idyllic wine tasting weekend for 3-4 couples, have fun with the whole family (pets welcome) or find adventure along the world famous Dry Creek Road. This property boasts a main house, pool house & Game barn. The main house sleeps 10. The pool house features a 70” flatscreen, a Live Edge tasting bar and Lanai. The property is only 1.4 miles from Healdsburg’s square. Take a gentle bike ride into town or stay put – pour wine, soak in the hot tub, and watch the sun set over the vineyards
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Vineyard Vista, Modern Farmhouse Cottage with Pool
Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.
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Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols
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Peaceful location, hot tub, fire pit, game room!
Feel your stress melt away as you wind your way down a country road to our little piece of heaven in wine country. Our cozy home is a great starting place for your Healdsburg adventures! Private yard, super comfortable beds, well equipped kitchen, cozy living room with fireplace, free wifi and cable, game room with pool table, poker, Skee-ball plus a wonderful outdoor dining area. Just a 5 minute drive to downtown Healdsburg.
Indoor spacesSleep qualityTV

Luxurious, Private, Healdsburg Guest Cottage
1083 Guest House is comfortable luxury in a spacious private cottage within walking distance of four-star restaurants, wineries, fabulous boutique shopping, and the Russian River. Your secluded cottage is nestled in the trees with views of a wooded area and is the perfect base for your Wine Country get away. There is no stove/oven due to zoning/licensing so the cottage has a microwave, small air fryer, toaster and bbq.
Indoor spacesSleep qualityComfort

Country Barn in Downtown Geyserville
Linger over coffee on your quaint patio amongst 6 acres downtown in sweet Geyserville. An industrial loft vibe with wine country bones—the "barn" is a modern/rustic country-correct cottage. Immerse yourself in country life or walk to downtown Geyserville for an Aperol Spritz. Truly where design meets refuge. Property rental supports Farm Sanctuary on site of rescue goats, horses, and one heifer named Francis.
Sleep qualityIndoor spacesLong stay

Bee Haven Cottage
This unique property is located only 2.4 miles from Healdsburg Plaza. Situated on a historic 11-acre farm with 5 acres of Zinfandel grapes. This newly renovated Studio cottage was built in 1903. This creekside cottage is fully restored in an artist's handcrafted manner. All the furnishings are of the highest quality. Enjoy the natural surroundings while soaking in the private outdoor spa.
Sleep qualityIndoor spacesCheckout

Modern Home in Hburg Wine Country
Located within miles of the Healdsburg town square, enjoy this 3 bedroom/4 bath home with expansive decks and large open spaces. A perfect balance of indoor-outdoor living. * Please note: per City of Healdsburg code, home rental is permitted only for durations >30 days within the city limits. Please message me with any questions about this.
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Dry Creek Valley Cottage
We live in a beautiful rural country setting but we are only a 5-7 minute easy drive into downtown Healdsburg where all the lovely shops, wineries and restaurants are. We invite you to enjoy our lovely garden and taste all the wonderful fruit when it is in season. We have apple, pear, peach, plum, pomegranate, persimmon and citrus trees.
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Popular amenities for Healdsburg Accommodation with Fireplace
Holiday House Rentals with a fireplace

VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa
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Farpoint: Heated Infinity Pool, Mountain Views
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Sonoma Retreat w/Pool/Spa/Barn/OD Kitchen/Orchard
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Wine Country Villa Heated Pool Hot Tub Upper Level
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Sonoma County Historical Ranch House on a Vineyard
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Pool - Hot Tub - Sauna | Wine Country Oasis Views
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Elegant & Spacious Luxury Wine Country Estate
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Wine Country Dream Retreat! By Wineries/River~
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Apartment rentals with a fireplace

Vine Alley Two by BeautifulPlaces
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Wine Country Silverado Gem | Updated | Sleeps 4
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Private Getaway in West Santa Rosa
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2bdr/2ba Silverado Resort : Gated + Golf Views
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Central charming studio w/private patio
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Napa relaxation at its finest at Silverado Resort
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Modern Family Farm
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Mendez On Main #1 King Bed/10min walk to downtown
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Villas with a fireplace

Private 1+ acre, Bocce, Waterfall, Free Pool Heat
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Exclusive Forest Retreat, 8 private acres +Hot Tub
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Charming Home in Penngrove
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Mountain Villa with Hot Tub
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Boutique Compound on Vineyard, with Guest House
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La Cachette Florale The floral hideaway
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Wildflower by AvantStay|Steps to Sonoma Golf Club!
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Hilltop Villa with Sweeping Views & Trail Access
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When is the best time to visit Healdsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $776 NZD | $717 NZD | $670 NZD | $701 NZD | $699 NZD | $753 NZD | $840 NZD | $776 NZD | $784 NZD | $769 NZD | $786 NZD | $788 NZD |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
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- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Limantour Beach
- Safari West
- Point Reyes National Seashore
- Armstrong Redwoods State Natural Reserve
- Sonoma Coast State Park
- V. Sattui Winery
- Iron Horse Vineyards
- Jack London State Historic Park
- Trione-Annadel State Park
- Harbin Hot Springs
- Charles M. Schulz Museum
- Healdsburg Plaza
- VJB Vineyard & Cellars
- Sonoma State University
- Ledson Winery & Vineyards
- Lawsons Landing
- Sugarloaf Ridge State Park





