Holiday rentals in Mount Saint Helena

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Top-rated holiday rentals in Mount Saint Helena

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Top guest favourite
A spacious living area is highlighted by rustic decor, featuring a large leather sectional sofa and a dark wooden coffee table. A recliner is positioned nearby. Three framed prints adorn the wall. A kitchen area with wooden cabinetry is visible in the background.
Home in Middletown
4.99 out of 5 average rating, 135 reviews

Western Mine Retreat near wine country

This private vacation retreat is located just 20 minutes from Calistoga in Middletown, CA. Decorated in a rustic mining-theme after the historic area, this large living space is enhanced by a 60'x15' covered deck with relaxing views of the woods and a pond just down the hill. Amenities include high speed WiFi, a large smart television, and game tables. Nearby attractions include wine tasting, hot springs resorts, quaint downtown Middletown, and the Twin Pines Casino (just down the street).

Top guest favourite
The studio cottage features a balanced layout with a queen bed highlighted by wooden furnishings. A small desk and an ergonomic chair are positioned near a wall-mounted television. Natural light illuminates the space through two windows, creating a comfortable environment.
Guest house in Santa Rosa
4.89 out of 5 average rating, 1,198 reviews

Clean Comfy Cottage Downtown

Our tree shaded studio cottage is one block from the heart of downtown. Stay just a two block walk from Russian River Brewing. This clean and quiet cottage has a full kitchen, a comfortable queen bed. I am happy to customize the space to your needs. I offer soft and firm mattresses. I use cotton blankets so that you can have any weight on your bed that you would like. You are welcome to stack seven or more blankets at a time. I will adjust my cleaning regimen to meet your preferences.

Top guest favourite
The living area features exposed wooden beams and a cozy stone fireplace at its center. Natural light fills the space through multiple windows, with comfortable seating arranged around the hearth. A warm plaid blanket is draped over a wooden couch, enhancing the cabin's rustic charm.
Cabin in Cobb
4.94 out of 5 average rating, 112 reviews

Cozy vintage cabin with fireplace near hot spring

Our rustic wood cabin is nestled among pine trees in the little village of Cobb Mountain, close to Harbin hot springs, Clear Lake, and just north of Napa valley wine country. Enjoy being surrounded by forest while you relax in the hammock or bbq on the deck. Step back in time in the vaulted wood rooms, warm fireplace, modern amenities including A/C and comfy bedding. A short walk to the swimming pool, little stream, general store and cafe. A perfect romantic getaway, or for the whole family!

Guest favourite
A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.
Home in Calistoga
4.96 out of 5 average rating, 108 reviews

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

Guest favourite
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
4.94 out of 5 average rating, 107 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.

Guest favourite
The living room showcases a spacious sectional sofa adorned with decorative pillows. A wall-mounted TV is visible alongside a contemporary shelf displaying plants and decor. Natural light filters through the window treatments, highlighting the neutral tones of the furnishings.
Home in Santa Rosa
4.92 out of 5 average rating, 243 reviews

Cozy Wine Country Retreat | Monthly Stays

Relax in this charming one-bedroom Wine Country retreat, perfect for extended stays and monthly bookings. Featuring a private queen bedroom, full bathroom, and full-size pullout sofa, it’s ideal for couples, traveling nurses, remote workers, and wine club members. After a day of work or wine tasting, unwind in a quiet, comfortable space with easy access to local wineries, dining, and Wine Country attractions. A cozy alternative to a hotel, designed for longer, more relaxed stays. 🍷🏡

Top guest favourite
The entrance features a wooden deck with steps leading up to a door, surrounded by lush greenery. Decorative metal accents and potted plants add character, while wooden double doors below exhibit rustic charm. The overall setting is inviting and blends harmoniously with the natural surroundings.
Cabin in Calistoga
4.89 out of 5 average rating, 293 reviews

Wine Country Mountain Home

Whole house wine country luxury for 2 in a Private and secluded forested location. Hidden ‘Cabin in the Woods’ vibe. Starlink WiFi, Forest at your front door. Clean and Comfortable vintage cabin In the mountains. Mid way between Napa and Sonoma valleys: 7 miles to Calistoga; 10 miles to Santa Rosa. NO cleaning fee at check out. Self-check-in with lock box. Professionally cleaned and sanitized before all check ins. Monthly discounts of 50%, weekly discounts 25%

Top guest favourite
A hot tub is positioned on a grassy area, offering a view of rows of grapevines against a serene sunset. Colorful flowers are visible nearby, complementing the natural surroundings.
Home in Healdsburg
5 out of 5 average rating, 216 reviews

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!

Guest favourite
A spacious bed is centered against a soft gray upholstered wall, featuring decorative pillows and a patterned throw. Nightstands with sleek lamps are positioned on either side, while four colorful vases with flowers add subtle accents.
Cottage in Calistoga
4.97 out of 5 average rating, 104 reviews

The Atlas Calistoga - Cottage #2

Make this sophisticated wine country cottage your personal Napa Valley hideaway. This luxury studio cottage on the historic Atlas estate blends a modern aesthetic with Zen-like tranquility and historic charm. This well-appointed cottage offers every comfort – from a fully stocked coffee bar to a cozy fireplace, and a sun-dappled private deck. Located in the heart of Calistoga, fine dining, shopping, spas and world-class wineries are at your doorstep!

Top guest favourite
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, 171 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.

Top guest favourite
A modern kitchen and dining area feature a large wooden table surrounded by black chairs. The kitchen is equipped with stainless steel appliances and sleek cabinetry. Natural light floods the space through large windows, highlighting the wood-beamed ceiling and minimalist decor.
Cabin in Cobb
4.96 out of 5 average rating, 105 reviews

Wrenwood Cabin | Modern Mtn Home

Welcome to our newly renovated modern farmhouse cabin, nestled on a private acre surrounded by majestic 200-foot Douglas Firs. Enjoy the seasonal creek that graces the backyard during the wet season, providing a tranquil retreat. Perfect for a peaceful escape or productive remote work, our cabin features high-speed internet and modern amenities. Explore Cobb Mountain’s hiking, biking, and swimming adventures, all just a short distance away.

Guest favourite
A compact kitchen area is complemented by shelving adorned with decorative items. A cozy sofa is positioned beside a small table, while a staircase leads to a sleeping loft above. Natural light filters in through multiple windows, brightening the inviting space.
Tiny home in Middletown
4.87 out of 5 average rating, 105 reviews

Blue Door Cottage

Stylish and cozy tiny house at the base of the beautiful Mayacama mountain range. A country side oasis nestled 20 minutes away from Calistoga in Napa Valley, 10 minutes away from Harbin Hot Springs, 2 minutes away from Twin Pine Casino, and a short drive away from 30 Lake County wineries. 1 queen size bed, a sofa, 1 bath, kitchenette, and gorgeous views is the perfect setting for a couples getaway.

Popular amenities for Mount Saint Helena holiday rentals