
Places to stay near Healdsburg Plaza
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Top-rated holiday rentals near Healdsburg Plaza
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Dry Creek Valley Cottage
Enjoy your stay in beautiful Dry Creek Valley, a pastoral rural setting surrounded by vineyards and local wineries, minutes from Healdsburg's historic quaint downtown plaza. The cottage is 480 square feet with big windows, high ceilings and its own private entrance. There is parking right in front. It has kitchen amenities (coffee and tea pot, mini refrigerator, toaster and microwave), living room and bathroom with a mosaic tile shower. Right across the way you can take a lovely walk or run alongside the vineyards or you can rent a bike to explore the beauty of the valley. If you enjoy hiking, seasonal kayaking or canoeing there are opportunities all around us to explore as well. Our property has multiple fruit trees and we will be happy to share whatever bounty is in season when you arrive. The water here is also clean spring fed and very tasty and the sky at night is full of stars! You can enjoy sitting in the front yard which is bordered by a dozen Redwood trees or you can picnic in our big back yard among the fruit trees. We also have 2 female dogs who are quite friendly if you'd like to meet them. We would be happy to welcome you to Sonoma County and insure that your stay here is enjoyable.

❤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!❤

2 Bedroom Flat In Downtown Healdsburg
Enjoy a stylish experience at this centrally-located upstairs apartment. Tucked away in a building surrounded by restaurants, bars, and tasting rooms just a few blocks from the historic downtown plaza this art gallery meets air B&b focuses on the intersection of modern art and ancient tradition. You'll find paintings, sculptures, and artistic touches around every corner of this luxuriously modern flat. Enjoy exceptional accommodations with two separate bedrooms, each with a queen-sized bed.

Eagle's Nest Treehouse Farm Stay
Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.

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!

Healdsburg Contemporary Cottage With Lush Backyard Patio
Your private Healdsburg retreat—just a 4-minute walk to downtown wine tasting rooms, restaurants, shops, and the Farmers Market. This stylish guest cottage offers parking in front of a private entry, garden with al fresco dining, BBQ, lounge area, and a fully equipped Pilates studio. Designed with international contemporary art and thoughtful touches, it’s perfect for a weekend escape or a longer stay while house hunting.

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.

Romantic Cottage | Walk to Healdsburg Plaza
Welcome to this light-filled cottage in a friendly historic neighborhood, just a short walk from the Healdsburg Plaza. Enjoy coffee or local wine at the private garden picnic table, relax in Adirondack chairs, or gather around the fire pit on cool evenings (weather permitting). Walk to town for wine tasting and dining, bike quiet back roads, hike nearby redwood trails, or take a scenic drive to the Sonoma Coast.

Surfscape Beach House, Beach & Ocean views
Surfscape Beach House 2 Bedroom 2 Bathroom With Secluded Beach. Welcome to our beach house for the 'Ultimate Pacific Coast Surf Experience'. Perched atop a cliff overlooking the Pacific approximately 4 miles north of Bodega Bay. The photo's will depict views from the actual property and the beautiful coastal inspired interior. You will have your own private stairs down to a sheltered, secluded beach.

Modern, Secluded Retreat - Walk to the Plaza!
Beautiful modern getaway right on Dry Creek! This secluded, peaceful property has a full kitchen, huge deck, two king bedrooms with in-suite bathrooms and a king Murphy bed and full bath in the living space. The popular Healdsburg Plaza, with all its shops and restaurants, is just a 15-minute walk away. A family of foxes often makes early morning visits and we once saw an otter in the river.

Downtown Healdsburg Nest
You can't get any closer to all that Healdsburg has to offer. Just two blocks from the charming Plaza, this fully furnished, upstairs 2 bdr apartment has everything you need for a quick trip to Wine Country or longer-term stay. High-speed internet and all the comforts of home. Steps away from world-class restaurants, tasting rooms, shops, galleries, and music venues.

Healdsburg Garden House
Close to the fun Clean and Cozy House Recently redecorated Sonoma style Central jump off point for all of Sonoma Covered Redwood Deck with Gas Grill New A/C and Heating Private Fully Stocked Kitchen w/ Dishwasher 50” HDTVs 1 GB High Speed Ethernet One mile to Town Square Russian River Beach nearby TOT # 798N
Popular amenities for holiday rentals near Healdsburg Plaza
Other top sights near Healdsburg Plaza
Condo rentals with Wi-Fi

1bdm-Condo Windsor WorldMark Resort

WorldMark Windsor, CA

Luxurious Private Napa Resort 10 mins to Downtown

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

Windsor Resort 2bdr Queen

2 Separate 3BR Apts with Resort Amenities

Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6

Windsor, CA. - Windsor Resort - 3-Bd
Family-friendly house rentals

Healdsburg 2br Cottage with Private Yard!

Vineyard Vista, Modern Farmhouse Cottage with Pool

Spectacular Vineyard View!! SPA, Close to Plaza!

Vineyard Views + Hot Tub | Bocce | 5 Min to Plaza

Healdsburg House - Chiquita Road

Hilltop Wellness Retreat | Sauna + Hot Tub

Wine Country Cottage in Healdsburg

"California Dream:" Contemporary River Penthouse
Apartment rentals with air conditioning

Amy's Local BNB - walk to town **and hot tub!**

2 bedroom/2 bath Apartment Downtown Sonoma

Downtown Urban Flat - 92 Walking Score

Above and On Broadway - MaryJean’s Place

Central charming studio w/pvt patio + breakfast

The Magic Treehouse

Modern Family Farm

Bucher Vineyard Studio
Other great holiday rentals near Healdsburg Plaza

Cozy vintage cabin with fireplace near hot spring

Newly built Elegant, Modern, Stunning Guest house

Stunning Sauna Cottage Retreat on Private Vineyard

Luxe Guest Suite in Dry Creek 5 mins From Town!

Gracianna Winery Vineyard Loft - Farm Stay

Mediterranean Getaway with breakfast Healdsburg

Rustic Beach Cottage with Hot Tub on Tomales Bay

BungalowTerrace-HotTub/Arcade/MassageChair/Gym
Destinations to explore
- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Limantour Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Armstrong Redwoods State Natural Reserve
- Chateau St. Jean
- V. Sattui Winery
- Jack London State Historic Park
- Charles M. Schulz Museum
- Napa Valley Wine Train Wine Shop
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- VJB Vineyard & Cellars
- Salt Point State Park
- Iron Horse Vineyards
- Francis Ford Coppola Winery
- St. Francis Winery and Vineyard




