Vacation rentals in Jimtown

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Top-rated vacation rentals in Jimtown

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Guest favorite

Guesthouse in Healdsburg

4.98 out of 5 average rating, 273 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

Guest favorite

Farm stay in Healdsburg

4.97 out of 5 average rating, 536 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

Superhost

Cottage in Healdsburg

4.93 out of 5 average rating, 145 reviews

❤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!❤

Guest favorite

Guest suite in Windsor

4.98 out of 5 average rating, 397 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.

Guest favorite

Treehouse in Occidental

4.98 out of 5 average rating, 154 reviews

The Spectacular Spyglass Treehouse

Come, Experience the Extraordinary ~ Our Spyglass Treehouse awaits to immerse you in a memorable, magical experience of a lifetime. This magnificent creation by Artistree seamlessly blends artistry, sustainability, and a deep connection with the redwood forests. As you step into this architectural gem, you'll be greeted by a harmonious blend of local wood, bespoke furnishings, and wonderful amenities (king-size bed, sauna, cedar hot tub..) Come enjoy deep rest, romance, and rejuvenation!

Guest favorite

Home in Healdsburg

4.98 out of 5 average rating, 161 reviews

Secluded Healdsburg Sanctuary on 10 Private Acres

This stunning, modern home sits on a picturesque 10-acre property, complete with a thriving vineyard that provides a serene and secluded backdrop for your getaway. As you enter the home you'll be struck by its elegant and refined design and large picture windows that look out on breathtaking vistas of vine, olive & oak dotted hills. Whether you are seeking a romantic getaway, a family vacation or a peaceful respite from city life, this exceptional retreat has everything you need & more.

Guest favorite

Home in Healdsburg

4.98 out of 5 average rating, 422 reviews

Vineyard Modern Barn House - Dry Creek Valley

(Pls note - temporarily unavailable Sept-Dec.) Stylish and beautifully crafted, this 9 acre vineyard property features high end furnishings, professionally laundered/ironed sheets, original art, and 2 master bedroom suites. 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.

Guest favorite

Home in Healdsburg

4.93 out of 5 average rating, 562 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

Superhost

Villa in Healdsburg

4.95 out of 5 average rating, 151 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.

Guest favorite

Home in Healdsburg

5 out of 5 average rating, 127 reviews

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

Relax at this private and peaceful home surrounded by mature Russian River Valley Chardonnay and olive trees. Featuring spectacular vineyard views, a bocce ball court, fire-pit, garden, cruiser bicycles, and a sparkling hot tub on 10 private acres of producing vines. Be immersed in world class food, wine, cycling, and nature at our cottage. Guests staying 3 nights or more will enjoy a complimentary bottle of Chardonnay produced from our fruit.

Superhost

Home in Healdsburg

4.79 out of 5 average rating, 459 reviews

C - Wineries/breweries seconds away

Great location 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.

Guest favorite

Guest suite in Healdsburg

4.92 out of 5 average rating, 439 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