Holiday rentals in St. Helena

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Top-rated holiday rentals in St. Helena

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Guest favourite

Cottage in Calistoga

4.9 out of 5 average rating, 413 reviews

Luxury Cottage in Downtown Calistoga, Napa Valley

Each of our 16 Independent private cottages is uniquely appointed with there own air-circulation system, semi-private porch, reclaimed hardwood floors, vaulted ceilings with skylights, soft linens and plush down bedding on a luxurious king bed. Sink into overstuffed chairs by your own roaring fire or restore in a deep-soaking for two and separate shower. Rooms are set up studio style with separate bathroom area that closes. Want to stay connected? Enjoy the flat screen TV and complimentary High speed Wifi access. Our cottages are designed for double occupancy, but we can accommodate a third guest by adding an extra bed, with advance notice. We have one Cottage that we can split into two twins. Please call us directly to find out the availability of the Twin Cottage. We allow dogs that less than 40 pounds in designated cottages for an additional nightly fee of $50/dog.

18–25 Aug

€ 423 per night

Guest favourite

Flat in Napa

4.96 out of 5 average rating, 774 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 apartment with queen bed, full bathroom, kitchenette with microwave, electric sautée pan, toaster, coffee and tea, (no full oven or stove) dinette, tv area and 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.

19–26 Dec

€ 275 per night

Guest favourite

Flat in Napa

5.0 out of 5 average rating, 316 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.

27 Feb – 6 Mar

€ 365 per night

Guest favourite

Home in Napa

4.99 out of 5 average rating, 232 reviews

A Peaceful home in the heart of Napa Valley

A peaceful home in the heart of Napa Valley - the Arbor House is less than one mile from Downtown Napa but far enough away from the hustle and bustle of downtown. This charming historical home has four bedrooms, each with ensuite bathroom. Enjoy the living room, dining room and California native garden featuring a gazebo, botanical walkways and spacious sunlit decks. We are legally permitted to rent to Napa Valley visitors. Ask about our other Napa listings if the dates here are booked.

10–17 Dec

€ 1,141 per night

Guest favourite

Guest suite in Santa Rosa

4.97 out of 5 average rating, 180 reviews

Wine Country Retreat

Nestled in an upscale leafy neighborhood with stunning views of Spring Lake Regional Park from the deck. This bright, air conditioned, space comes with its own deck and propane grill for your sole use. The cottage also has a kitchen with a refrigerator, range, dishwasher, microwave, toaster oven, Keurig coffee maker etc. We also have a washer and dryer in the property and a tv. The cottage has its own entrance and is attached to the main house. It's not a detached unit. TOT account #1847

25 Jan – 1 Feb

€ 162 per night

Guest favourite

Home in Calistoga

4.95 out of 5 average rating, 172 reviews

Cedar Street Victorian

Turn of the century Victorian heritage home less than half a block walking distance to restaurants, wine tasting, shopping, spas and the year round Sat farmers market. You’ll love the house because of the comfy beds, the outdoor space, and the neighborhood. It is good for couples, solo adventurers, business travelers, and adult family functions. Pioneer park is right across the street. Every Thurs night in the summer months there are free concerts you can enjoy from the front porch.

2–9 Oct

€ 657 per night

Guest favourite

Apartment in Napa

4.98 out of 5 average rating, 124 reviews

Chic Retreat at Silverado: Pool Access, Kitchen

Imagine vacationing a stone’s throw from Napa Valley wineries while staying in a resort so entertaining that the fun and relaxation is multiplied exponentially. You’ll have every comfort and convenience in this stylish condo with king bed, 2 patios and access to resort amenities, such as restaurants, pool, Tesla charging station, and laundry. Guests rave about cleanliness, décor, and responsive host. Make this condo your headquarters for wine tasting or exploring downtown Napa/Yountville

21–28 Feb

€ 358 per night

Guest favourite

Villa in Napa

4.96 out of 5 average rating, 101 reviews

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

25 Mar – 1 Apr

€ 971 per night

Guest favourite

Cabin in Calistoga

4.87 out of 5 average rating, 256 reviews

Wine Country Mountain Home - Spring discounts

Spring 2024 discounts. 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 60%, weekly discounts 25% for travelers looking to work from home. Inquire with host.

7–14 Jan

€ 198 per night

Guest favourite

Guest suite in Napa

4.96 out of 5 average rating, 343 reviews

Perfect Location w/ Charm

Permitted by the city of Napa: #VR16-0008 Our guest suite with private entrance in our charming Napa cottage style home provides you with a comfortable home away from home. Your room and bathroom is completely private and there are no shared spaces in the house. The backyard is shared with us. It's bright and sunny, and you are perfectly located for walking downtown or exploring the valley.

7–14 Jul

€ 171 per night

Guest favourite

Guest suite in Saint Helena

4.92 out of 5 average rating, 294 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

8–15 Jul

€ 389 per night

Guest favourite

Guest house in Santa Rosa

4.89 out of 5 average rating, 675 reviews

Wine Country guest house

This large private studio apartment is modern and cozy. You are next to beautiful country side while you are in the city. There is a large patio for you to relax and enjoy the beautiful wine country view. You can drive or ride your bike to Sonoma Wine Country at HWY 12 or to Russian River Brewery. The Listing excludes Tax.

6–13 Nov

€ 118 per night