Cottage holiday rentals in St. Helena

Historic Cuneo Cottage Downtown Sonoma

Welcome to the Historic Cuneo Cottage in downtown Sonoma! Located just 3 blocks east of the Sonoma Plaza, & across the Sebastiani Winery, this renovated stone home offers 2 bedrooms & 2 full bathrooms, comfortably accommodating 4-6 guests. With a trundle bed in the sunroom, it's perfect for families or groups. Explore the nearby Sonoma Plaza for wine tasting & dining at fantastic restaurants. Plus, a short 10-mile drive takes you to the Napa Valley. Experience the essence of Sonoma at it finest!

Cozy Sonoma Creekside Escape: Couples Retreat

Peaceful retreat in Glen Ellen, right on Sonoma Creek. Sleep to the sound of bubbling water! 1BR/1BA with a full kitchen, smart TV, washer/dryer, big office, and fast Wi-Fi. Relax on the deck with creek views, BBQ, and loungers. Pet-friendly, self check-in and great restaurants. Close to wineries and hiking. Perfect for couples, digital nomads, and nature lovers. You're just minutes from wineries, scenic hikes, and the charm of Glen Ellen — but you might find it hard to leave this peaceful spot.

Calistoga Cottage • Hot Tub • Creek • Wine Country

Soak in the redwoods with views of gurgling creek. Perfect for romantic getaways, wine-country weekends, girls' trips, and wellness retreats. Quick Bay Area family getaway. • Hot tub among redwoods • 10 min Calistoga spas · 15 min 50+ wineries · 22 min St. Helena • 3 BR + sofa bed, sleeps 8 • Creek views · deck · grill • Kid-friendly: pack n play, 5 min to Safari West Note: accurate guest count required for county rules. Extra fees for undeclared guests. Harvest-season bookings fill fast.

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.

Pool & garden getaway in beautiful 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

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.

Luxury Cottage in Downtown Calistoga - Accessible

Escape to Wine Country– Your Cozy Napa Valley Retreat Tucked in charming Calistoga, our private cottages offer the perfect blend of comfort and relaxation. Enjoy luxury amenities like plush beds, fireplaces, en-suite bathroom with 2 person soaking tub, plus delightful morning treats with locally roasted coffee, pastries, and fresh fruit. Borrow a complimentary bike to explore nearby wineries or stop by our on-site office (9 AM-5PM) for wine or local tips. Pet-friendly options available.

The Vintage Cottage, walkable and restful.

The Vintage Cottage is a quiet, private retreat designed for couples who want to slow down and enjoy Napa at an easier pace. This entire cottage offers calm mornings, deep sleep, and a comfortable place to unwind after wine tasting. Walk to nearby spots, linger over coffee, and let the days unfold naturally—no packed itinerary required. Whether you’re returning from a day of tasting or choosing to do nothing at all, this is a space designed for rest, privacy, and feeling taken care of.

The Atlas Calistoga - Cottage #1

Make this sophisticated wine country cottage your personal Napa Valley hideaway. One of three luxury one-bedrooms on the historic Atlas Estate, the cottage blends a modern aesthetic with Zen-like tranquility and historic charm. This well-appointed property offers every comfort – from a fully stocked kitchenette to a cozy fireplace, and a sun-dappled outdoor seating area. Located in the heart of Calistoga, fine dining, shopping, spas and world-class wineries are at your doorstep!

Serene Napa Retreat Home!

Upscale home with designer quality finishes, fully furnished. Located on a quiet street. Home offers lots of light and bright feel w/ dual pane windows, laminate floor throughout, exposed beam ceilings. Updated kitchen w/ Granite counter tops, bright white cabinets, and Stainless Steel appliances. Propane BBQ grill & fire pit set at the backyard. Landscaped Zen garden. Picnic table under grapevines give you feel of serenity and calmness. 30 days minimum please for all requests

Wine Country Farmhouse with Hot Tub

Cozy Wine Country Farmhouse: Hot Tub, Fireplace & Views Escape to a serene 3-bedroom farmhouse in Sonoma wine country! Perfect for families and friends, this pet-friendly retreat features a hot tub, fireplace, and a private fenced garden. Surrounded by oaks and an heirloom orchard, it offers rustic elegance with modern comforts like high-speed internet and an EV charger. Enjoy easy access to both Sonoma and Napa wineries for an unforgettable getaway.

Private cottage with amazing views

Conveniently located just off Hwy 29, this charming, private cottage has views to astound. 2 bedrooms, 2 baths, plus a loft. 1 bedroom, 1 bath on 1st fl, 1 bedroom 1 bath on 2nd fl, loft on the 3rd level. From the spacious deck gaze out over vineyards & mountains. 5-10 minute drive to Calistoga and St Helena. NO wifi, NO cable, NO local TV stations. Cell reception is generally good and you can use your mobile device for internet access if needed.