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!

Value · Family · Wifi

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.

Location · Family · Indoor spaces

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

Value · Family · Check-in

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.

Value · Location · Indoor spaces

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.

Family · Location · Hiking

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!

Family · Location · River

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

Location · Value · Accuracy

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.

Family · Location · Parks

Garden house with gas fireplace

Beautiful new cottage with lots of light, swing, and gas fireplace. Large open space with private deck looking out at Mt St. Helena. In the evening, turn on the outdoor string lights and relax on the swing under the huge oak tree before sinking into the memory foam king size bed. In the morning there is pour over coffee and robes so you can sit outside and sip your coffee. Perfect place to stay for a while, or have a romantic weekend.

Family · Location · Long stay

Country Carriage House in Downtown Geyserville

Linger over coffee on your quaint patio amongst 6 acres downtown in sweet Geyserville. An industrial loft vibe with wine country bones—the cottage is modern/rustic meets country-correct. Immerse yourself in country life or walk to downtown Geyserville for an Aperol Spritz. Truly where design meets refuge. Goats, horses, dogs, one heifer 🐄 named Francis, and one farm cat named Leo on property. Fully fenced front yard and back patio!

Location · Family · Indoor spaces

Creekside Retreat Cottage – Wine Country Haven

Wake up beside the gentle creek in your own cottage escape! •Queen bed & cozy fireplace •Peaceful waterfront deck •Fully stocked kitchen & coffee bar •Fast Wi-Fi plus workspace •Backyard with creek access Minutes to Sonoma Plaza, wineries and trails, our 800-sq-ft hideaway is perfect for couples or solo travelers seeking nature and convenience. Washer/dryer, board games and parking included. Book your Wine Country Haven today!

Value · Location · Bathroom

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.

Value · Location · Checkout