Family-friendly holiday rentals in Winters

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Top-rated family-friendly rentals in Winters

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

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Top guest favourite
A spacious living area is depicted, featuring a curved sectional sofa with textured throw pillows. A large area rug anchors the space, complemented by two woven coffee tables. The kitchen and dining area are visible in the background, with modern lighting and bar seating.
Home in Fairfield
5 out of 5 average rating, 135 reviews

Wine Country Garden View Farmhouse with Fire Pit

Come, stay and relax with your loved ones at this modern farmhouse in the heart of California Wine Country. We are just minutes to Napa, and within a short drive to San Francisco and Sacramento. We have home theater with 65" QLED TV and surrounded sound system, power reclining seats for best comfort while enjoying movies, fully equipped kitchen, stocked fridge with clean drinking water, patio seating area with fire pit tucked under fruit trees and vine. Our place is kid and family friendly.

Guest favourite
A modern living area features a sleek white sofa and a comfortable gray couch, with a wall-mounted television displaying a nature scene. A black fireplace adds a touch of warmth, while lush green plants and artwork enhance the minimalist design. Natural light streams through sheer curtains.
Home in Bolinas
4.94 out of 5 average rating, 250 reviews

Newly Remodeled Coastal Retreat

Cute mid-century home that is newly remodeled with a modern and minimalist vibe. Featuring high-speed internet, a working space, vinyl record player, a small library, 4k tv with streaming options, a nice outdoor deck to enjoy with a propane grill, outdoor shower and three person sauna as well. Experience stunning nature views and serenity from a private fenced in property. Lookout or listen for the cute quail residents. Explore the nearby beaches, nature hikes and a tiny but vibrant downtown.

Guest favourite
A rustic cabin interior features wooden beams and a warm wood floor. A dining area with a round table and chairs is visible, alongside a cozy seating area and a staircase leading to the loft. Natural light enters through large windows, creating an inviting space.
Cabin in Nicasio
4.89 out of 5 average rating, 834 reviews

The Bunk House

Escape to a beautiful cattle ranch in Nicasio Valley, offering a tranquil retreat. A rustic and cozy cabin provides luxurious amenities, ideal for families and groups of friends. Plan a special dinner, indulging in our homegrown Angus beef and breakfast with farm fresh eggs, enjoy various games and a peaceful evening under the stars. Awaken to the sounds of birds singing and take in the breathtaking views the ranch provides. 45 min from SF, 15 min from Point Reyes and 16 miles from the beach.

Top guest favourite
A vibrant outdoor area features a red pavilion surrounded by gravel, providing a relaxed space for gatherings. Inside, a spacious living room showcases a large gray sectional couch and a wall-mounted clock. A well-lit bedroom offers a plush bed and bedside lamps, ensuring comfort. A hot tub is nestled under a wooden gazebo, adorned with ambient string lights.
Home in Fairfield
4.97 out of 5 average rating, 101 reviews

Relax & Play Near Napa! 4Bd w/ Hot Tub & GameRoom

✨ Plenty of space, endless games, relaxing hot tub, and close to top attractions. Perfect mix of comfort, fun, and convenience. Highlights: 🛏️ 4 BR, 3 BA home perfect for families & groups (sleeps up to 10). 🎮 Game Room: Ping pong, foosball, air hockey, Wii, board games 🌙 Backyard Oasis: Hot tub, fire pit, BBQ, outdoor games, night lighting 🍳 Fully Stocked Kitchen: Keurig w/ pods, cookware, spices 🛋️ 2 Living Rooms & 5 Smart TVs 🧺 Washer/Dryer & Fast WiFi 🚗 Parking: Large driveway

Top guest favourite
A charming redwood cabin is nestled among towering trees, featuring a welcoming front porch. A wooden footbridge leads to the entrance, surrounded by natural greenery. The tranquility of the setting is complemented by soft light filtering through the forest canopy.
Cottage in Forest Knolls
4.98 out of 5 average rating, 240 reviews

Creekside cabin in Redwoods w/modern interior

Serene West Marin retreat, we lovingly call, L’il Zuma. Sits in a majestic redwood grove in the heart of San Geronimo valley. Cross a foot bridge over a gentle, seasonal creek to find a charming home with a custom, modern interior. Open floor plan with skylights, a full bedroom & sleeping loft & access to decks bringing the outdoors in. Unwind in your magical, private retreat. Minutes from Fairfax & easy access to West Marin's best parks, biking, hiking trails & beaches. Life is good!

Top guest favourite
A grassy area is visible in the foreground, framed by a path leading up to the inviting exterior of the house. Lush greenery from nearby plants and trees accentuates the serene outdoor space, with soft light illuminating the distant hills in the background.
Cottage in Fairfield
4.96 out of 5 average rating, 211 reviews

The Valley Cottage Inn

The Valley Cottage Inn is nestled in the Vineyards of Suisun Valley, which is just 20 minutes from the World renowned Napa Valley. Several wineries with tasting rooms are nearby. Hiking and mountain biking at Rockville Park and road cycling the country roads are popular outdoor activities. Jelly Belly Factory, golf and Six Flags Amusement park are all within a 15 minute drive. We are 45 miles from San Francisco in one direction and 45 miles from Sacramento in the other direction.

Top guest favourite
A bright interior space features large windows offering views of the lake and mountains. A wooden desk is positioned next to a chair, with a telescope nearby, inviting relaxation and exploration. Natural light fills the room, complemented by neutral-colored furnishings and soft carpet.
Home in Clearlake Oaks
4.97 out of 5 average rating, 359 reviews

Top of the World View of Clear Lake and Mountains

If you’re looking to getaway, this home high in the hills surrounding beautiful Clear lake, is the retreat for you! Enjoy panoramic views of the lake and mountains. Very quiet, the perfect stop between the redwood trees and the Bay Area Relax on the deck shaded by mature oak trees and watch the osprey’s gliding below you or use the house as a jumping off point. Mendocino National Forest, just 20 minutes away, offers endless possibilities: mountain bike and explore the local trails

Top guest favourite
Guest house in Sonoma
4.99 out of 5 average rating, 248 reviews

707 BARREL LOUNGE Cottage

LIVE ALOHA IN SONOMA! Enjoy this tropical Hawaiian Getaway in the Heart of Sonoma Wine Country. Sonoma is a great little town to eat, drink, shop, hike, bike, walk, swim, and relax. There is so much to do here! This cottage will put you in a vacation state of mind as soon as you arrive. Relax around the pool, enjoy a good book, walk into town or hire a car service and visit some of the many amazing wineries in the Sonoma-Napa-Alexander Valleys. COME ENJOY ALOHA IN SONOMA!

Guest favourite
A charming river house stands directly on the water, featuring a spacious deck with dock access. The structure showcases a blend of rich colors, set against a backdrop of a serene river and expansive blue sky, reflecting the surrounding peaceful landscape.
Home in Isleton
4.92 out of 5 average rating, 151 reviews

Waterfront home - fish, kayak, swim - 1hr from SF

Welcome to the Georgiana Slough: a gorgeous, slow-moving and quiet river. The River House is the only house in the area built right on the water. It's almost like being on a houseboat, and you can fish right from the deck! Kayaks are provided. Relax, swim, boat, or fish with otters, beavers, sea lions, owls, herons and more! We are located in the Pacific flyway for migrating birds, so the winter birds are delightful. If you like wine, there are dozens of wineries nearby.

Guest favourite
A quaint homestead is surrounded by lush greenery and mature trees. The exterior features a light-colored facade with characteristic blue window trims, while two large windows allow natural light. The property is set against a backdrop of a dry landscape, showcasing the simplicity of rural living.
Farm stay in Davis
4.9 out of 5 average rating, 262 reviews

Vineyard stay on Great Bear Vineyards, homestead

A rustic homestead, built in 1860, set in a beautiful vineyard and farm. A very simple dwelling, with old and antique furnishings. It does have electric lights and a small bathroom with a shower, but that is about the last modernization this old homestead has seen in the last 160 years. If you are looking for a quiet get-away with no kitchen and no TV, where you can listen to the birds sing and squirrels play on the roof, then this is the place for you.

Top guest favourite
Home in Clearlake
4.95 out of 5 average rating, 233 reviews

:|: Samadhi’s Birdhouse

Samadhi’s Birdhouse is a quiet retreat perched atop a tiny peninsula that juts out into the southern portion of Clear Lake reaching toward Mount Konocti [Mountain Woman in Pomo]. Water surrounds you on all sides as birds abound. You’ll see pelicans streaming past; egrets finding their familiar ground; eagles, hawks, and turkey vultures looking down in curiosity. Deer, jackrabbits, and wild turkey graze together while melodic birdsong fills the air.

Top guest favourite
A cozy living area features a dark leather loveseat and a rustic coffee table with wheels. A small flat-screen TV is mounted on the wall, and a vintage-style refrigerator is visible in the background. Natural light softly illuminates the space through the ceiling fixture.
Farm stay in Woodland
4.95 out of 5 average rating, 226 reviews

Welcome to Your Countryside Getaway! SMF/Unit B

Welcome to Your Countryside Getaway! Location: Surrounded by serene orchards and crops, enjoy star-filled skies with the occasional farm equipment ambiance. Just 5 minutes to restaurants and grocery stores. Self Check-In: Convenient keypad entry. Parking: Space for 2 cars or a truck and trailer. Private Porch: Perfect for your morning tea or coffee. Recommended Transport: Located 2.5 miles out of town, a rental car is ideal over Uber or Lyft.

Popular amenities for Winters family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Winters

  • Nightly prices starting at

    Winters holiday rentals start at £103 per night before taxes and fees

  • Verified guest reviews

    Over 190 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winters rentals

  • 5 Average rating

    Winters stays are highly rated by guests – averaging 5 out of 5!