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

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard
This beautifully designed 3bd/2bth luxury home is bursting with resort-like amenities to ensure your stay is relaxing & fun. Comfortably sleeps 8, incl. a pull-out couch in a private bonus room - 1mi - Dwntwn Healdsburg & 20+ wineries. - Pool & Hot Tub - Lush 3/4 acre lot w/20+ orchard trees - 6 Adults Bikes - Shuffle Board, Outdoor Giant Chess & Jenga, Croquet, Ping Pong - Outdoor Dining, BBQ, Lounge Seating, Fire Pit - Pac N Play & High Chair - 3 Smart TV's -Netflix/Disney+ - Pet friendly

Country Studio Cottage Sanctuary
Cozy, quiet studio cottage nestled on 1/3 acre of trees and surrounded by seasonal creeks. Indoor gas fireplace and full kitchen & large spacious deck. In Sonoma Wine Country, 12 minutes to downtown gourmet restaurants, and organic coffee houses. Take gorgeous backroads to Bodega Bay and Sonoma Coast. Nestle into the warm glow of a gas fireplace or watch for deer and wildlife from the deck or living room. This is a perfect retreat space for one or two people; it is not appropriate for parties.

Farmhouse Villa w/ Captivating Views & Hot Tub
Welcome to your perfect retreat in the heart of wine country! This newly renovated modern farmhouse villa offers 11 acres of private serenity, surrounded by nature and breathtaking 360-degree views, including the majestic Mount Helena. Perfectly situated between the cities of Calistoga (15 mins away), Healdsburg (20 mins away), and surrounded by amazing wineries, this is the perfect place for you and your friends/families to decompress. Book your stay today and experience the magic for yourself!

Chic Wine Country Stay - Walk to River & Downtown
Discover our cozy two-bedroom retreat, just minutes from downtown. This charming space features top-quality cooking items, a bidet, and a heated towel rack. Enjoy seamless indoor-outdoor living with doors that open to a deck, complete with a BBQ and outdoor dining area. Located across from scenic walking trails and only four blocks from the Russian River, it's the perfect spot for nature lovers. Despite its small size, every detail is thoughtfully designed for your comfort. Book your stay today

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.

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

Designer Wine Country Cottage in Perfect Location
Welcome to your wine country home, with every detail carefully designed to be the perfect luxury retreat. A 2 bed, 1 bath, 800 sq ft cottage on a private half acre garden. Walking distance to two tasting rooms, a sunny cafe, late-night gastropub, and nature trail. A ten minute drive to 18 more tasting rooms. 25 minutes to the coast. With a fully-stocked kitchen, outdoor barbecue, visiting chickens, and luxury linens and towels, this is the perfect base to explore the best of wine country.

Botany House Designer Home with Hot Tub
Message us on Social Media at Inspired in Sonoma for Inspiration and Tips. 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 Santa Rosa escape today.

Wine Country Historic Cottage
The moment you step in, you will sense the calm, relaxing feeling this gem has to offer. Experience the warmth and love that has gone into every detail with the renovation. Enjoy the hot tub and a BBQ dinner in the private backyard. Sit on the front porch and enjoy the beauty of the neighborhood and the sound of the fountain. The cottage is central to all that Sonoma County has to offer. For your convenience, Pacific Market and Deli and several restaurants are blocks away.

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!

Immersive Stylish Cabin with Sauna
Update: Beautiful sauna installed Fall 2025. Escape off the beaten path to a cabin with original beams & features, highly curated & beautifully decorated, amidst the emerald forest terraces of Monte Rio. Stay hygge with modern comforts. Multiple outdoors options to relax & tree-bathe - from a wild-garden patio, to the chandelier ‘outside living room’ pergola immersed in woods, plus a simple mature-redwood deck that catches the sun all day.
Popular amenities for Healdsburg patio rentals
Apartment rentals with a patio

Silverado Retreat | Dwtn Minutes Away | Sleeps 4

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!

Suite Retreat

Bodega Bay Birdhouse
House rentals with a patio

Tangerine Cottage

Heron House: Ocean View, Fully Remodeled

Rated Top 5% Modern Cozy Farmhouse in the Redwoods

Bluebird's Burrow~ EV Charging|Hot Tub| Firepit

Epic Views! Wine Country Retreat: Sonoma County

Cozy cabin deep in the redwoods / WiFi & Hot Tub

Lux, Sunny Retreat w/ XL Hot Tub by Redwoods

Luxe Surf Shack|Rooftop Hot Tub, Games+Near Beach
Condo rentals with a patio

Fairway Getaway

Stunning Golf Course Retreat: Pool, BBQ, Fire Pit

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

Napa Valley 1BR Villa on Prime Resort w/Amenities

Silverado Retreat- Your Napa Sanctuary

1BR-Resort--Pool--Relaxing vibe--Views--Amenities+

2B/2B - Mansion Cottages Silverado

Your wine and wellness retreat at Silverado Resort
When is the best time to visit Healdsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$71,760 GYD | G$71,550 GYD | G$74,689 GYD | G$73,643 GYD | G$77,199 GYD | G$73,224 GYD | G$84,312 GYD | G$77,827 GYD | G$74,898 GYD | G$86,614 GYD | G$80,756 GYD | G$70,295 GYD |
| 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 vacation rentals with a patio in Healdsburg

Total vacation rentals
Explore 110 vacation rentals in Healdsburg

Nightly prices starting at
Healdsburg vacation rentals start at G$16,737 GYD per night before taxes and fees

Verified guest reviews
Over 6,620 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Healdsburg vacation 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!
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