
Family-friendly holiday rentals in St. Helena
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in St. Helena

Total holiday rentals
Explore 50 holiday rentals in St. Helena

Nightly prices starting at
St. Helena holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,630 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of St. Helena holiday rentals include wifi access

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 family-friendly rentals in St. Helena
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

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.

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!

Eagle's Nest Treehouse Farm Stay
Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.

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.

Silverado! Luxe King Suite Mountain View Balcony
Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from balcony, living and dining rooms. Condo pool steps away! *Price incl tax. Walk to market, dining, lounge at mansion. Modern appliances, wood burning fireplace. Luxurious fine Italian linens from Frette on King bed. Just like a 5-star hotel. Roku streaming,Directv Hang out or walk in relaxing grounds! La-Z-Boy queen sofabed, Aug 2025. Free L2 EV chargers nearby.

Heart of Napa Valley - 2BR Retreat
City of St. Helena Permit #2012-27 Welcome to our charming two bedroom cottage in St. Helena, the heart of the Napa Valley. Our home is just steps from downtown restaurants, grocery store, shops, movie theatre, and wineries. Enjoy all the famed Napa Valley wine country has to offer. Choose to spend the day tasting at some of the world's premier wineries or visit the shops of St. Helena, Yountville, Calistoga and Napa. You may even want to visit the Outlet Stores in Napa.

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.

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!
✨✨ Welcome to Your Modern Napa Stay! ✨✨ Discover the perfect blend of luxury and comfort in our stunning 2 bed, 2 bath spacious space. This contemporary retreat features stylish decor, an open-concept living space, ideal for relaxing after a day of exploring the beautiful wineries and vibrant culinary scene. Whether you're here for a romantic getaway, a trip with friends, or a family vacay, our modern Napa retreat offers everything you need for a memorable stay!

Private cottage with amazing views
Conveniently located just off Hwy 29, this charming, private cottage has views to astound. 2 bedrooms, 2 baths, plus a loft. 1 bedroom, 1 bath on 1st fl, 1 bedroom 1 bath on 2nd fl, loft on the 3rd level. From the spacious deck gaze out over vineyards & mountains. 5-10 minute drive to Calistoga and St Helena. NO wifi, NO cable, NO local TV stations. Cell reception is generally good and you can use your mobile device for internet access if needed.

Rustic Yet Luxurious Cabin in the Redwoods
This rustic yet luxurious cabin is the perfect place to unplug. Walk through the woods, relax by a fire, and enjoy the food and wine of the Russian River Valley. 10 minutes from the beach. Minutes from Occidental, Graton, Forestville, and Guerneville. House has a full bathroom, bedroom downstairs with a Cal King bed and one upstairs with two twin beds. 5 acres in the redwoods, trampoline, fire pit area, high-speed Internet.

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.
Popular amenities for St. Helena family-friendly rentals
Family-friendly home rentals with a hot tub

Casa Alta w/ Hot Tub, Walk to Oxbow and Downtown!

Villa Annadel - Stunning 5 Bedroom with a Pool

Quiet Wine County Retreat with Bocce and Hot tub!

2bdr/2ba Silverado Resort : Gated + Golf Views

Stunning Sonoma | HOT TUB | Game Room | Sleeps 6

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

Wine Country Retreat | Pool, Hot Tub + Vibes

Harvest Lane Vacation Villa
Family- and pet-friendly home rentals

Pixel Place - A Private Arcade + Outdoor Sanctuary

Stunning Sauna Cottage Retreat on Private Vineyard

Kats Place Napa Valley Walk Downtown VR-16-0044

Charming Studio In the Heart Napa

Stunning Silverado Gem | Newly Updated | Sleeps 4

Sonoma Retreat w/Pool/Spa/Barn/OD Kitchen/Orchard

Wine Country Villa Heated Pool Hot Tub Upper Level

The Harvard House: Napa, Hot Tub + Detached Studio
Family-friendly home rentals with a pool

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Sonoma Country Club Wine Country w/ pool

Modern wine country stunner with pool & pickleball

Modern Napa Escape | 2BR Golf Course View | Pool

Pool - Hot Tub - Sauna | Wine Country Oasis Views

Fairways Silverado Golf and Country

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Eco Luxury Private Sanctuary / The Farmhouse Oasis
When is the best time to visit St. Helena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $666 SGD | $922 SGD | $961 SGD | $1,025 SGD | $1,025 SGD | $984 SGD | $615 SGD | $612 SGD | $615 SGD | $751 SGD | $609 SGD | $666 SGD |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
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- Rentals with breakfast St. Helena
- Rentals with a firepit St. Helena
- Rentals with a hot tub St. Helena
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- Rentals with pools St. Helena
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- Lake Berryessa
- Muir Woods National Monument
- Golden Gate Bridge
- Moscone Center
- University of California-Berkeley
- Pier 39
- Six Flags Discovery Kingdom
- Palace of Fine Arts
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- Doran Beach
- Johnson's Beach
- Safari West
- Limantour Beach
- Armstrong Redwoods State Natural Reserve
- University of California - Davis
- Point Reyes National Seashore
- Sonoma Coast State Park
- Chabot Space & Science Center
- V. Sattui Winery
- San Francisco Museum of Modern Art





