House holiday rentals in Healdsburg

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.

Sebastopol Guest House

Let the sun shine in! Serene, modern, open floor plan with skylights, heat, A.C. full kitchen and bath and a private patio covered by a grape arbor. The Guest House is on a quiet 'country-like' road downtown, A short stroll to the Barlow, Zagat-rated restaurants, galleries, farmers markets and boutiques. Gorgeous wineries are 10 minutes away. You'll find our extensive guide book inside that we created to share our love of the area with you. We only host non-smokers and we'll meet you at check-in

Forest Cozy Home

My house in Forestville is a walk to the river (Steelhead County Beach), near endless wineries, canoe rentals, gorgeous Sonoma coast beaches, Santa Rosa airport, a bicycle trail through West County with bike rentals in downtown Forestville offering immediate access to the trail, and a very well-stocked little grocery store a 5-minute walk down the hill. Lovely back roads take you to Healdsburg to the north or Sebastopol to the south. My dog & I stay in a basement studio when guests are here.

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

Located just 5 minutes from the Healdsburg Plaza on Dry Creek Road, this modern wine country retreat is designed for effortless relaxation and elevated gatherings. Set on a private half-acre with vineyard views, the home features a hot tub, bocce court, expansive deck, and fully stocked kitchen. World-class dining, wine tasting, cycling, and scenic nature are nearby. Location highlights: • 5 min to Healdsburg Plaza restaurants, tasting rooms, and shops • 10 min to dozens of nearby wineries

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

Hilltop Haven 🌅 view & hot tub

Relax with the whole family at this peaceful place to stay on a quiet hilltop. This is a quaint 2 bedroom, 1 bath with a queen bed in one bedroom and bunk (twin over full) in the second bedroom. Relax in the hot tub or in the hammock on the backyard deck with a peaceful nature view or hang inside the cozy abode and make use of the fully-stocked kitchen. we have a limit of 4 overnight guests and 2 vehicles per Sonoma County permit rules. For more pictures on IG @hilltop_haven_vacation

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. New theatre room too! 3 separate patio spaces and 5 desk options! 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! :)

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

The Wine Ranch

The Wine Ranch Just five minutes north of Healdsburg Plaza, The Wine Ranch is a beautifully remodeled ranch-style home, set on over a half acre of lush outdoor space. The property features a bocce ball court, ping-pong, an expansive deck and patio perfect for al fresco dining or tranquil relaxation. Designed to host gatherings, the spacious living room, dining area, and gourmet kitchen create an inviting atmosphere for couples, families, or groups of up to eight friends.

Winelight Vineyard Home With Spa

Gated driveway, private, scenic, safe, secure, and impeccably clean. Unwind, prepare dinner on granite counter tops in this newly remodeled well-stocked gourmet kitchen. Enjoy plush amenities, fine decor, hot tub, romantic fireplace, French doors leading to outdoor decks, secluded rural vibe, reliably fast internet. Close to Sonoma County's best wineries, breweries and restaurants. There is a guest laundry, designer carport, and ample parking for guests.

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!

Jenner Gem: gorgeous retreat by the river

Feel the cool ocean breeze while admiring the views to the Russian River estuary. Kick back and relax in a peaceful and stylish setting. Grab your favorite drink and enjoy the beauty of the California coast. Just steps away from Pacific Highway 1 and walking distance to the river or a short drive to Goat Rock beach. Plus, you're just a short stroll down Aquatica Café. ***Please Read the Full Listing Description Before Booking***