Vacation rentals in St. Helena

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Top-rated vacation rentals in St. Helena

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Guest favourite

Guesthouse in St. Helena

4.96 out of 5 average rating, 122 reviews

Romantic Napa Valley Cottage

Looking for the perfect getaway? This modern studio nestled among California oaks is serene, private and gorgeous. Just minutes from downtown St Helena, enjoy easy access to Napa's best wineries and restaurants. With over 375+ wineries, you'll never be bored! Relax on the huge deck outside your door in between your adventures or get the green thumb going in the garden with more than 1,000 trees, flowers, and shrubs. Ask about host's insider tips to get the most out of your stay in Napa Valley!

Top guest favourite

Apartment in Napa

4.99 out of 5 average rating, 387 reviews

Mendez on Main #2 / King Bed/1 bath Walk to town

Indulge in Napa's finest restaurants, wine tasting, and nightlife from our beautifully restored and remodeled apartment in our Victorian home, just a 10-minute stroll from downtown. Our apartment is fully equipped with all the amenities you'd expect, (*No stove) creating a comfortable space for your stay. For the peace and relaxation of all guests, please note that we do not allow pets or children under 12. You can book with confidence knowing that we have a Use Permit from the City of Napa.

Top guest favourite

Home in Napa

4.96 out of 5 average rating, 261 reviews

Stoddard House

The Stoddard house is as rich in history as it is in appearance. Built in 1898, this classic home retains it's original grandeur with mature gardens, vaulted ceilings throughout, double parlor and Red Fir floors. Not your average vacation rental, this house is exceptional in every way. The attention to detail and quality will be a memorable part of you wine country experience. City of Napa Vacation Rental Permit #VR09-0048. Business Lic # 27743. Transient Occupancy Tax Cert #VR08-27743

Guest favourite

Home in St. Helena

4.87 out of 5 average rating, 242 reviews

The Dollhouse in Saint Helena

Charming remodeled Victorian 2 bdrm/2 bath - Light & spacious home. WD- Fireplace- Walking distance to downtown St. Helena,, several wineries and vineyards. 3 min walk to Farmstead, Charter Oak, Gott's and NV Health Spa. Plenty of HOT water in the bathrooms. Modern fully stocked kitchen/All linens and towels provided. Upstairs: Living Room/Dining Room/Kitchen/Guest Bdrm/Full Bath Downstairs: Den with Smart TV/Master Suite Great backyard for dining. Legal short term rental permit.

Top guest favourite

Cottage in Penngrove

4.97 out of 5 average rating, 423 reviews

Sonoma Mountain Artist's Retreat

Enjoy the perched feeling of Sonoma Mountain's setting with sweeping views and nature. The slightly tamed wilderness with an olive orchard and gardens sets the tone as you chill on the redwood deck. This is a studio cottage with expansive views to the western valley and Marin. Mount Tam appears through the windows from your super comfy bed. This is a beautiful and unique space adjacent to a mellow artist's studio. NOTE: Well behaved and Pre-Approved dogs available for a nightly fee.

Top guest favourite

Home in Calistoga

4.97 out of 5 average rating, 109 reviews

Charming Home Just Steps From Wine & Hot Springs!

An oasis just 2 blocks from downtown Calistoga's tasting rooms, restaurants, hot springs, spas & shopping, Casa LaBloom is a charming home waiting for you to unWINE & relax. Enjoy a cup of perfect home made espresso on the front porch, or lunch under the palms and watch the world go by. Rather taste wine? There are 5 tasting rooms within 2 blocks - no need to drive! Casa LaBloom is the perfect cozy space for a family, or for couples on a secluded wine country get-away.

Guest favourite

Apartment in Napa

4.96 out of 5 average rating, 891 reviews

Carriage House at Main Street Farmhouse!

Clean, comfortable, space on this Farmhouse property dating back to 1880. Enter exact number of guests for correct pricing $60 per person after 2. Studio with queen bed, full bathroom, kitchen with stove/oven, microwave, sauté pan, toaster, coffee and tea, dinette, tv area and IKEA queen sofa/sleeper. Beautiful patio with fire pit. Not suitable for children under the age of 12. Community fee (local lodging tax of 15%) is added to reservation when confirmed by guest.

Guest favourite

Home in Calistoga

4.97 out of 5 average rating, 151 reviews

Vineyard View Home + Complimentary Wine Tasting

*If you have excellent guest reviews, feel free to reach out before booking to see if we can offer any type of discount* Complimentary wine tastings are provided in Calistoga and Healdsburg! A charming, stylish wine country home with great attention to detail. Come settle in with a glass of local wine and savor the landscape. Close to all that Calistoga, St. Helena, Healdsburg, and Sonoma County have to offer. Perfect for families, friends, or a romantic getaway.

Guest favourite

Cabin in Calistoga

4.88 out of 5 average rating, 280 reviews

Wine Country Mountain Home

Whole house luxury for 2 in a Private forested location. 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% for travelers looking to work from home. Inquire with host.

Top guest favourite

Apartment in Napa

4.96 out of 5 average rating, 469 reviews

A Private Guesthouse Studio – The Otter

the Otter studio - a peaceful standalone studio in the heart of Napa Valley wine country. the Otter studio is less than one mile from Downtown Napa but far enough away from the hustle and bustle to provide a tranquil retreat while retaining every thoughtful amenity. Enjoy our cozy living space. We are legally permitted to rent to Napa Valley visitors. Ask about our other Napa listings if the dates here are booked.

Guest favourite

Guest suite in St. Helena

4.91 out of 5 average rating, 349 reviews

One Bedroom Wine Country Getaway

Light-filled one beroom lower apartment in the historic west side of St. Helena walking distance to downtown shops, dining and wineries! A short walk 7 minute walk to downtown St. Helena, restaurants and wineries. Owners live in the upstairs unit and are out-of-sight but more than happy to help with local tips and recommendations! St Helena STR Permit: PL19-035

Guest favourite

Home in Napa

4.94 out of 5 average rating, 338 reviews

Casita Rosa - Luxury in Downtown Napa

Casita Rosa is a two bedroom home located in historic downtown Napa. This charming, 1600 sq. foot home was built in 1927, and is a Spanish-style bungalow with lots of windows and beautiful light. This high spec, 2 bedroom/ 2 bathroom fully equipped home is located in a quiet residential area. City License VR19-0003