Vacation rentals with outdoor seating in Healdsburg

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Top-rated outdoor seating rentals in Healdsburg

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Guest favorite

Guesthouse in Sebastopol

4.93 out of 5 average rating, 682 reviews

Sun Drenched Flat

Put up the burnt-orange parasol and settle down with book on the patio while the barbecue heats up. Sitting above a garage in a serene, walkable neighborhood, this sunlit retreat's beachy cream painted paneling gives it a chilled, refined vibe. Check out all that Sebastopol has to offer at: visitsebastopolnow.come This second story house is a very desirable space, located close to town, still being set on a very beautiful street in an friendly established older neighborhood. It is nestled between other structures on the property. One being a "Tiny House" that is right next door, my home sits behind the flat. The house has a full kitchen with all the utensils and necessary cooking items, pots pans etc. Large toaster oven that will even fit your frozen pizza. There is a space in front with some Adirondack chairs and BBQ if you want to relax outside. The house has its own separate entrance off the driveway. My house is in back of the flat, I may or may not see you, but I am available for any questions at any time. You will more than likely be greeted by our white cat with orange tips (named White Boy). If he gets a chance, Charlie our very exuberant Golden Doodle will give you a warm excited welcome. Located just 1 mile from the heart of the sweet town of Sebastopol, this area is a handy stepping off point to explore nearby wineries, scenic beaches, and shopping and restaurants at redwoods. A very nice mile walk to town or a five minute drive. There is a flight of stairs that you climb to get to the Flat space, it does not have wheelchair access. There are cats on the property, but they do not go inside the flat. Our Goldendoodle is extremely friendly. The leather couch folds flat into a double bed for accommodating two more guests. Access to the bathroom is through the bedroom however. There is no dedicated parking, however the street parking directly across from the flat, just up from, but not in front of the three mailboxes is usually always open.

Mar 27 – Apr 3

ﺩ.ﺇ504 per night

Guest favorite

Guesthouse in Healdsburg

4.98 out of 5 average rating, 178 reviews

Healdsburg Contemporary Cottage With Lush Backyard Patio

Stay in shape in the fully equipped Pilates studio, Afterwards, freshen up in the skylighted shower room with heated stone floor. Later, enjoy a glass of wine and a good book in the outdoor lounge and dine alfresco in the landscaped garden. The perfect home away from home. Makes this your personal sanctuary wether you are staying for the weekend or for the whole month while looking for the perfect home to buy. Well appointed, decorated with international contemporary art with just enough touches that take you beyond the hotel luxury suite. A great modern getaway with Garden, al fresco dining with BBQ, garden lounge area and fully equipped Pilates Studio. Park right in front of your guest house with private gated entry to your personal cottage. I am happy to help you plan your Healdsburg and Wine country excursions. From restaurants and wineries along with the perfect biking routes, top classical dressage lessons on Lusitanos or private Art Studio Tour, Pilates training at the on site studio, massage in the Guest house, Culinary Tour, Farmers Market to Picnic at Music on the Square on Tuesdays.... Head out for an easy stroll to downtown and the Plaza area, with boutiques, galleries, and antique shops to browse. Stock up at the farmers' market, sample local vintages in wine-tasting rooms, and dine at a wide choice of chic restaurants. Within easy walking distance to downtown Restaurants, Wine Tasting Rooms, Galleries, Antique Shops, Spas, Boutiques and Farmers Market. Healdsburg Contemporary Cottages is registered with the City of Healdsburg and is collecting TOT Taxes of 16% for the City of Healdsburg which are included in the pricing. The Business License Number is: (PHONE NUMBER HIDDEN)

Sep 21 – 28

ﺩ.ﺇ2,346 per night

Guest favorite

Guesthouse in Healdsburg

4.98 out of 5 average rating, 251 reviews

Alexander Valley: Wine Lover and Cycling Paradise

The Finca Guest House is a beautiful modern & private unit, which offers country seclusion just a short hop into Healdsburg. Three private outdoor spaces for your use! Coffee patio, wine patio, goat patio--your choice! World-class biking out the door. Guest House will be thoroughly cleaned per Airbnb guidelines! *This property has farm animals so no outside animals allowed. See Rules and Policies notes Gas grill w/burner is available for outdoor cooking. NO full kitchen. Sonoma Co. TOT#3191N

Oct 7 – 14

ﺩ.ﺇ692 per night

Guest favorite

Farm stay in Healdsburg

4.97 out of 5 average rating, 478 reviews

Gracianna Winery Vineyard Loft - Farm Stay

Costs vary based on availability. Luxury estate loft in Gracianna Winery's vineyard on Westside Road's Miracle Mile in Healdsburg includes equipped kitchen. Pick up breakfast needs before arriving. House truth: Vineyard machines may work overnight with lights & disruptive noises, especially during the summer and harvest is in late August early Sept. It can be disruptive to sleep (or not, some say it isn't a bother). LOFT AVAILABLE BUT TASTING ROOM CLOSED DECEMBER 1 - MARCH 31. TOT #3294N

Jan 23 – 30

ﺩ.ﺇ1,106 per night

Guest favorite

Guest suite in Windsor

4.98 out of 5 average rating, 361 reviews

Private Entrance Suite in Heart of Wine Country

Situated in an upscale neighborhood, this exquisite guest suite boasts a private entrance on a safe, quiet cul-de-sac in the heart of the wine country. The en-suite is perfect for a romantic getaway, comfortable for an infant or small child, and ideal for the business traveler. We are 5 miles from Healdsburg and 3 from the Sonoma Co. Airport. Three parks within 4 miles encompass over 20 miles of hiking/biking. The Russian River, Redwoods, and Sonoma Coast are only a short, panoramic drive away.

Aug 14 – 21

ﺩ.ﺇ472 per night

Guest favorite

Home in Healdsburg

4.98 out of 5 average rating, 398 reviews

Vineyard Modern Barn House - Dry Creek Valley

Stylish house on a 9 acre vineyard. Beautifully crafted, the property features high end furnishings, professionally laundered/ironed sheets, original art, and 2 master bedroom suites separated by a great room w/full kitchen. Close-in location up a gated road, 5 min. to the Plaza. Amazing view from the 45 foot covered porch overlooking vineyards and Dry Creek Valley. Perfect for two couples; not suitable for infants or children under 8, max 2 daytime guests. No parties or pets allowed.

Jun 28 – Jul 5

ﺩ.ﺇ1,737 per night

Guest favorite

Home in Healdsburg

4.93 out of 5 average rating, 529 reviews

Healdsburg Garden House

Enjoy a real Sonoma County Experience Best Value in the Valley Organic grapes, hops, flower and vegetable gardens Centrally located home away from home Large Covered Redwood Deck with Gas Grill NEW A/C and Heating (controls in each bedroom) Super clean and sanitized Private, spacious & comfortable Fully Stocked Kitchen w/ Dishwasher 50” HDTV’s in each room (HBO, Showtime, Netflix, YouTube…) 1 GB High Speed Ethernet Level Walk to Town Square and Russian River Beach TOT # 798N

Feb 12 – 19

ﺩ.ﺇ827 per night

Guest favorite

Guesthouse in Healdsburg

4.99 out of 5 average rating, 210 reviews

Bunkhouse at Side Road Farm

This charming one bedroom suite known as the Bunkhouse at Side Road Farm was built in 1949. The property sits on over three acres of land that once was an old horse ranch. However, today it is the home of Side Road Farm. We are a farm specializing in fruits and vegetables along with a small flock of chickens including a rooster. We are in walking distance to 3 wineries. Your hosts live on the property with their black lab, Suzy . We are available if needed to help with your stay.

Oct 16 – 23

ﺩ.ﺇ1,028 per night

Superhost

Villa in Healdsburg

4.94 out of 5 average rating, 115 reviews

Hilltop Vista Villa

Set on an Acre by Fitch Mountain Park and Open Space Preserve, Hilltop Vista Villa offers a quiet private setting, spectacular views of world class vineyards, private access to hiking trails and proximity to the Russian River beach. This inviting single level retreat has an open floor plan with lots of sunshine. The open kitchen features stainless steel appliances, custom cabinetry, and a granite topped island. The Master Suite includes a custom soaking tub.

Apr 12 – 19

ﺩ.ﺇ1,632 per night

Superhost

Townhouse in Healdsburg

4.83 out of 5 average rating, 542 reviews

B - Wine Country Getaway

Great Townhouse for a wine country getaway. Please use the Airbnb app for self check-in instructions! The owner is severely allergic to animals, so please do not request or bring any animal with you. We have an automated backup generator for loss of power issues! Full kitchen, Outdoor patio, BBQ, Fire pit (propane tank included but not fuel), Two bikes included in stay. California King Tempurpedic bed. Laundry room, Fully renovated bathroom.

Mar 4 – 11

ﺩ.ﺇ575 per night

Guest favorite

Guest suite in Forestville

4.97 out of 5 average rating, 159 reviews

Forest Gem: peaceful retreat hot tub and firepit

Kick back and relax in this quiet cabin in the woods. This stylish guest suite was designed to provide a regenerative retreat in nature. Enjoy the magnificent surroundings, or work remotely in a peaceful environment. Unwind in the hot tub in the middle of the trees or enjoy a cozy evening by the fire pit gazing at the stars. ** We invite you to read the full description and house rules to ensure a 5-star experience for all **

Sep 10 – 17

ﺩ.ﺇ565 per night

Guest favorite

Guest suite in Healdsburg

4.92 out of 5 average rating, 413 reviews

Pony Ranch Vineyard Estate with Pool

Guest House with private entrance on gorgeous gated Vineyard Estate. Overlooks pool and vineyards with views to Mount St. Helena. Gas fireplace, refrigerator, microwave, Keurig coffee maker, queen bed. Toilet and sink separate from shower. 8 minutes to the Healdsburg Plaza. Less than a mile from 3 wineries, very close to dozens more. Agricultural Education Programs available. Sonoma County TOT Certificate 1362N

Jul 9 – 16

ﺩ.ﺇ743 per night