
Holiday rentals with a patio in Healdsburg
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Top-rated rentals with patio in Healdsburg
Guests agree: these rentals with a patio 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)

Russian River Luxury Escape | Private Hot Tub
Indulge in luxury at your new modern style home. Unwind in the elegant, open space interior with natural lighting and Forestville's scenery seeping through the windows. Craft culinary creations in the fully stocked kitchen with a spacious island, and relax on the large backyard deck or hot tub. Stay connected with fast Wi-Fi, the dedicated office space, and the electric car charging outlet. Conveniently located near the Russian River, enjoy your space designed for utmost comfort and tranquility.

Bucher Vineyard Cottage
Discover the Charm of Our Vineyard Cottage! Escape to the heart of wine country with a stay at our fantastic one-bedroom cottage, nestled on the renowned Bucher Vineyard. Large room with kitchen & cozy seating area. Enjoy a restful night in a comfy queen bed surrounded by a stunning Redwood wall. Covered patio with heaters and fan. Deck with spectacular views of our vineyard & the Russian River Valley. Gas fire pit near deck. Hosts John & Diane are farmers and winery owners live on the property.

Wood-Haven | In Redwoods Creekside Cabin / Hot Tub
Escape to WoodHaven, a luxury creekside redwood cabin near historic Guerneville in the heart of the Russian River. Uniquely straddling a serene seasonal creek, this modern rustic retreat offers a hot tub beneath the redwoods, fire pit, expansive deck, and peaceful connection to nature. Just a 10-minute walk to the river and local music venue, 5 minutes to downtown Guerneville, 10 minutes to Armstrong Redwoods State Natural Reserve, and only 30 minutes to the Sonoma Coast & Pacific Ocean beaches.

Private Wine Country Bungalow! Sunny Treetop Views
Cozy retreat nestled in the heart of wine country. Our charming home offers a tranquil escape surrounded by breathtaking redwood trees. Relax on the 3 private decks while sipping your morning coffee or unwind in the inviting living space. The bedrooms promise a restful sleep, and the high end fully equipped kitchen allows for home-cooked meals. Conveniently near wineries, hiking, and the Russian River, our sunny forest getaway is the perfect destination for nature lovers and adventure seekers.

Villa Annadel - Stunning 5 Bedroom with a Pool
Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

The Black Sheep - Wine Country • Hot Tub • Theater
This bold, eclectic 2000 sqft cabin provides a unique bohemian experience and a spacious calm retreat, ideal for multiple couples or families. The Black Sheep is nestled among the redwoods and perfectly situated for the Russian River (4min), wine tasting (8min), restaurants (10min), and the Armstrong Redwoods preserve. After a day spent floating on the river or tasting some of the best wines in the world, soak in the hot tub, BBQ, or watch a movie/karaoke/play games on the 12ft movie screen!

Redwood Treehouse Retreat - Hot tub, fire pit
Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

Wine Country Dream Retreat! By Wineries/River~
RIO RETREAT~ when you're here, you're a local! This gorgeous, renovated, vintage cabin is ready for your dream getaway in Sonoma wine country and the Russian River. You're right in the center of it all, with easy access to the wineries and river activities locals and visitors love. Minutes from the River, Steelhead Beach, Armstrong Redwood Reserve and numerous wineries (Korbel, Martinelli and La Crema to name a few), Rio Retreat is the perfect choice for your fun and relaxation in Sonoma!

Views, hot tub, sauna, cold plunge, cinema!
Relax at this stunning and peaceful two level house overlooking vineyards. Incredible deck, beautiful living/dining room with fireplace. Spa area with hot tub, sauna, cold plunge, gym and massage table. Two huge ensuite bedrooms and flex space playroom with queen daybed too. So much space. Sorry no parties/events allowed here. Max 6 guests and 3 cars as per county rules. I’ve just updated the listing with some new amenities if anything is unclear please message me and I'll reply fast! :)

Healdsburg 2br Cottage with Private Yard!
Relax at our renovated private guesthouse a 5 min drive (1 mi) from the Healdsburg Plaza. Updated 2 br/ 1 ba home with private yard and outdoor dining and lounge areas. Our layout is ideal for one family or close friends traveling together as the one bathroom is accessed through the primary bedroom. Perfect for a wine country getaway- convenient location just outside of Healdsburg city limits in a vineyard adjacent neighborhood. We love kids and welcome them! Permit #TVR22-0119

Botany House Designer Home with Hot Tub
Property is managed by Inspired in Sonoma Discover your Wine Country sanctuary in this lush, design-forward Santa Rosa retreat. With a chef’s kitchen, a six-person hot tub, a fire pit, and Restoration Hardware furnishings, every detail is crafted for comfort and style. Perfectly located near wineries, Michelin-star dining, and redwood adventures, it’s ideal for families or friends seeking luxury and connection. Book your escape today. We are pet-friendly and look forward to hosting you.
Popular amenities for rentals with patio in Healdsburg
Flat rentals with a patio

Remodeled Gem | Gtwy to Wine Country

Romantic Studio in Wine Country

Napa Valley Getaway in Silverado

Charming countryside apartment

Spacious Studio Apt. Glen Ellen

Chic 2BR Sonoma Condo + Patios

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!

The Downtown French Flat
House rentals with a patio

Pixel Place - A Private Arcade + Outdoor Sanctuary

Wine Country Retreat- Privacy-Spa/Pool/Games

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Hilltop Haven Retreat | Scenic Hydro-Spa + Sauna

Modern Sonoma Gem | VIEWS | Hot Tub | Sleeps 6

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Centrally Located Modern Wine Country Home

Fireside Sips & Oak Dreams in Sonoma Valley
Apartment rentals with a patio

Napa Retreat w/View | 2 King Suites + Pool Access

Scenic Fairway Stay | BBQ + Firepit

Remodeled Napa, CA Silverado Golf Course Condo

Wine Country Living at it's best at Silverado CC

Cozy 3 Beds/2 Ba - Silverado

Luxe Escape near Napa

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

Napa Valley 1BR Villa on Prime Resort w/Amenities
When is the best time to visit Healdsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €301 | €327 | €332 | €303 | €318 | €301 | €347 | €320 | €308 | €323 | €340 | €316 |
| 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 |
Quick stats about holiday rentals with a patio in Healdsburg

Total holiday rentals
Explore 100 holiday rentals in Healdsburg

Nightly prices starting at
Healdsburg holiday rentals start at €86 per night before taxes and fees

Verified guest reviews
Over 6,920 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Healdsburg holiday rentals include wifi 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!
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- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Safari West
- Limantour Beach
- Armstrong Redwoods State Natural Reserve
- Sonoma Coast State Park
- Point Reyes National Seashore
- V. Sattui Winery
- Jack London State Historic Park
- Trione-Annadel State Park
- Iron Horse Vineyards
- Healdsburg Plaza
- Harbin Hot Springs
- Sonoma State University
- Charles M. Schulz Museum
- VJB Vineyard & Cellars
- Ledson Winery & Vineyards
- Salt Point State Park
- Sugarloaf Ridge State Park





