Cottage holiday rentals in Healdsburg

Riverfront Cottage w/ lush gardens & hot tub!

Take it easy at this unique, modern, cottage w/ a hot tub located on the banks of the Russian River in historic Duncans Mills. The soulful dwelling is mid-century modern style w/ expansive decks, lush gardens, outdoor space & a serene, yet hip, interior including a cozy living room, modern kitchen, 2 bedrooms and 2 baths. The lay out is two separated bed/bath units- offering complete privacy for 2 couples or parents w/ kids! Float the river, soak in the hot tub or just relax. Pets OK- $50 fee

❤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!❤

Cosmo Beach: Riverfront Sanctuary

Riverfront dog friendly 1.5 acre oasis on the Russian River. The property is private, lush, serene & sunny, with access to a huge private beach. The house is modern yet rustic & is fully equipped. It has gorgeous river valley/redwood/bridge views, decks, spa, boats, fireplace, serious kitchen, fruit trees, grapevines & wildlife. Centrally located between Healdsburg, Sebastopol & the Sonoma Coast. Fantastic wineries, trails & redwoods are minutes away. 3 beaches & river park are only steps away

Tranquil waterfront cottage with private beach

Take in the maritime beauty of Tomales Bay from the comfort of this luxury waterfront cottage. Turn the wooden steering wheel on the front door and enter a light-filled living room with high ceilings and sweeping views of the bay. Seals, otters and rays make their way into the bay; at high tide perhaps you'll be lucky and catch a glimpse of a sting ray from the glass window in the living room floor. Our private beach is the perfect spot to go for a swim, or launch your paddleboards and kayaks.

Rustic Beach Cottage with Hot Tub on Tomales Bay

Riley Beach Cottage sits on stilts just a few feet above the east shore of Tomales Bay. The great room, master bedroom, hot tub and northwest facing redwood decks all provide land's end views of Point Reyes National Seashore across this pristine estuary. With its own beach for launching kayaks or just doing nothing, this cottage has been a favorite due to its proximity to the water, front-row views of nature and simplicity. For more space, also book our Family Beach Cottage right next door.

Private Charming Poolside 1 BD/BA in Sonoma Valley

Escape to your home-away-from-home on a private residential compound: the perfect getaway spot in the heart of beautiful Sonoma Valley! 🏡 Why You’ll Love It: ✔️ Minutes to 25+ wineries & great restaurants ✔️ Easy drives to Sonoma, Calistoga, Healdsburg, Napa & the Coast ✔️ Great hiking in nearby parks ✔️ Birdwatching in the garden ✔️ Saltwater pool & bocce court ✔️ Stunning Mountain views ✔️ Private patio with gas grill & outdoor dining ✔️ Full kitchen, separate bedroom with ensuite bath

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.

Modern Farmhouse on Vineyard w Deck + Bocce Court

Escape to Sonoma in this bucolic slice of heaven with a Scandinavian-modern feel - just 9 minutes from Sonoma Square. Wake up to the sound of birds and enjoy your morning coffee outside, watching the sun come up over the rows of vines. Play a game of bocce in the 40' court or relax on the redwood deck overlooking neighboring vineyards, palms and ancient oaks by day; dine outdoors at night with a bottle of wine from one of the many world-class wineries within 10 minutes from the property.

Sonoma Mountain Artist's Retreat

Enjoy the perched feeling of Sonoma Mountain's setting with sweeping views and nature. The slightly tamed wilderness with an olive orchard and gardens sets the tone as you chill on the redwood deck. This is a studio cottage with expansive views to the western valley and Marin. Mount Tam appears through the windows from your super comfy bed. This is a beautiful and unique space adjacent to a mellow artist's studio. NOTE: Well behaved and Pre-Approved dogs available for a nightly fee.