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 G$62,632 GYD 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
4.88 out of 5 average rating, 155 reviews

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!

Top guest favorite
Cottage in Glen Ellen
4.92 out of 5 average rating, 158 reviews

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.

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
4.87 out of 5 average rating, 167 reviews

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.

Superhost
Cottage in Marshall
4.9 out of 5 average rating, 283 reviews

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.

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
4.99 out of 5 average rating, 275 reviews

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

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
4.95 out of 5 average rating, 165 reviews

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.

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
4.91 out of 5 average rating, 618 reviews

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.

Guest favorite
Cottage in Napa
4.83 out of 5 average rating, 139 reviews

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

Guest favorite
A modern bedroom features a spacious bed with crisp white linens and decorative pillows. Two flat-screen televisions are mounted on the wall, while a cozy chair and a small fireplace create a relaxed atmosphere. A decorative rug adds warmth to the wooden floor.
Cottage in Calistoga
4.99 out of 5 average rating, 112 reviews

The Atlas Calistoga - Cottage #3

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 patio. Located in the heart of Calistoga, fine dining, shopping, spas and world-class wineries are at your doorstep!

Top guest favorite
Cottage in Santa Rosa
4.97 out of 5 average rating, 266 reviews

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.

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
4.98 out of 5 average rating, 221 reviews

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.

Guest favorite
A spacious outdoor seating area features a comfortable sofa with plush cushions facing the ocean. The scene captures the soothing waves and rugged coastline, complemented by a fire feature at the center, all under a beautiful sky transitioning from day to evening.
Cottage in Bodega Bay
4.84 out of 5 average rating, 353 reviews

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.

Popular amenities for St. Helena cottage rentals