Cottage vacation rentals in St. Helena

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Quick stats about cottage rentals in St. Helena

  • Nightly prices starting at

    St. Helena vacation rentals start at ﺩ.ﺇ 1,102 per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across St. Helena rentals

  • 4.9 Average rating

    St. Helena stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated cottage rentals in St. Helena

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Guest favorite
A historic stone cottage is framed by lush greenery and well-maintained lawns. The front porch, supported by carved posts, provides a welcoming entrance. Surrounding palm trees add to the serene ambiance, enhancing the cottage’s character against a clear blue sky.
Cottage in Sonoma

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!

4.88 out of 5 average rating, 156 reviews
Superhost
A cozy bedroom is highlighted by a spacious bed adorned with a light-colored blanket and decorative pillows. Large windows allow natural light and views of the surrounding greenery, while a ceiling fan and minimalist decor enhance the room's inviting feel.
Cottage in Santa Rosa

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.

4.87 out of 5 average rating, 167 reviews
Top guest favorite
A spacious deck features striped lounge chairs positioned for optimal views of the ocean. The surrounding area includes multiple cottages with metal roofs, set against a clear blue sky. The peaceful setting is enhanced by the distant coastline.
Cottage in Dillon Beach

Dillon Beach Surf Cottage

Our cottage is the perfect spot for singles or couples to enjoy everything about Dillon Beach. Just 100 yards from the beach with sweeping panoramic views of the Pacific Ocean and Point Reyes National Seashore. Please take a look at all the 5 Star Reviews we received this year. Our guests loved the ocean views, the location, the modern kitchen, the comfortable king size bed, and a nice bottle of wine by the fireplace or on the deck. Pet friendly so your pet can enjoy the surf and sand with you.

4.99 out of 5 average rating, 410 reviews
Superhost
Cottage in Marshall

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.

4.9 out of 5 average rating, 285 reviews
Top guest favorite
A serene outdoor space features a sparkling saltwater pool surrounded by lush greenery and colorful landscaping. A cozy cottage is positioned in the background, with a gray roof and welcoming entrance. Comfortable lounge chairs are arranged neatly beside the pool, inviting relaxation.
Cottage in Kenwood

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

4.99 out of 5 average rating, 275 reviews
Guest favorite
A charming cottage exterior is framed by lush greenery and mature trees. The white facade is complemented by light blue shutters and a dark front door, while two wicker chairs are placed on a semi-private porch, inviting relaxation among the serene environment.
Cottage in Calistoga

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.

4.95 out of 5 average rating, 165 reviews
Top guest favorite
A vintage cottage is presented with a welcoming front porch and steps leading to the entrance. Lush greenery and flowering plants surround the home, enhancing the outdoor space. The exterior features pale yellow siding and multiple windows, providing a bright and inviting appearance.
Cottage in Napa

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.

4.91 out of 5 average rating, 619 reviews
Guest favorite
A cozy seating area features a plush chair with a soft throw draped over it, positioned beside a stylish floor lamp. A modern fireplace is mounted on the wall, while relaxation is enhanced by natural light flowing through glass doors that open to a landscaped outdoor space.
Cottage in Calistoga

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!

4.99 out of 5 average rating, 126 reviews
Top guest favorite
An outdoor deck surrounded by lush greenery features a fire pit at its center, surrounded by seating options. A claw foot tub is positioned against the railing, while a small round table and folding chairs provide additional seating. Bright green cushions add color to the wooden lounge chairs.
Cottage in Occidental

The Perch - Outdoor Clawfoot Tub

Overlooking a fern grotto and redwood valley, The Perch lets you experience nature up close. Come unwind and luxuriate in nature. Limited cell service. The room INSIDE has a bed, toilet, sink, mini-fridge, microwave, and electric hot water kettle. OUTSIDE a claw foot tub/shower, private deck & outside kitchen with a gas burner stove. Very rural. We live full-time on the property, and there are communal and private areas for guests. TOT#3345N, Permit#:THR18-0032

4.95 out of 5 average rating, 862 reviews
Top guest favorite
Cottage in Santa Rosa

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.

4.97 out of 5 average rating, 266 reviews
Top guest favorite
The interior of the cottage features a spacious sleeping area with a king-sized bed, a soft sofa, and a leather love seat. A large window allows natural light, with curtains providing a touch of color. Nearby, a guitar and a small entertaining space can be seen.
Cottage in Middletown

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.

4.98 out of 5 average rating, 221 reviews
Guest favorite
The serene creek reflects the surrounding trees and sunlight. Two blue lounge chairs are positioned along the bank, offering a peaceful spot to relax. The gentle slope leads up to the cottage, which is partially visible through the foliage.
Cottage in Glen Ellen

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!

4.91 out of 5 average rating, 363 reviews

Popular amenities for St. Helena cottage rentals