Family-friendly holiday rentals in Dillon Beach

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Top-rated family-friendly rentals in Dillon Beach

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

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Guest favourite

Flat

4.89 out of 5 average rating, 374 reviews

Modern Family Farm

County of Sonoma Vacation Rental Permit number ZPE15-0201. Our place is centrally located to both Napa and Sonoma valleys. We are walking distance to Troika Winery, Ceja Winery, Homewood Winery, Lou's Lunchette, and Hanson's Vodka. We have a small organic farm off the beaten path. The unit is an upstairs unit above the garage and it is very private. We have some wonderful birdwatching opportunities. On our farm we see herons, egrets, quail, redtail hawks, owls, quail, and many small birds.

Guest favourite

Home

4.98 out of 5 average rating, 209 reviews

Zin & Zen Winter Special - Hot Tub, Kayaks, Views!

PROMOTION VALID UNTIL MARCH 31, 2025: Book two nights and get 3rd night (Sunday to Thursday) free. Holidays excluded. Charming two-story riverfront cottage with wood-burning stove in Sonoma wine country with hot tub, kayaks, bicycles, private dock, outdoor shower, propane BBQ grill, and fire-pit area. Wine tasting, hiking, golf and ocean beaches nearby! Movies, games, and books for all ages. Serene views from inside the house, or from the brick-paver patio and upper and lower decks.

Guest favourite

Home

4.96 out of 5 average rating, 187 reviews

Panoramic Ocean views, Walk to Beach & hot tub

STUNNING panoramic views & 5 min walk to Portuguese Beach! Our home sits on 2 Acres of LUSH land & full of wildlife. You will find a cozy open floor plan, gas fireplace, bright, light, & colorful beach decor! Newly UPDATED & features waterproof flooring, New kitchen & bath cabinets, QUARTZ countertops, Stainless steel appliances, viewing decks & Hot tub. Whether you're enjoying a sunset, reading a book, soaking in the hot tub or out for a beach walk you will fall in LOVE with it's charm!

Guest favourite

Home

4.93 out of 5 average rating, 563 reviews

Healdsburg Garden House

Enjoy a real Sonoma County Experience Best Value in the Valley Organic grapes, hops, flower and vegetable gardens Centrally located home away from home Large Covered Redwood Deck with Gas Grill NEW A/C and Heating (controls in each bedroom) Super clean and sanitized Private, spacious & comfortable Fully Stocked Kitchen w/ Dishwasher 50” HDTV’s in each room (HBO, Showtime, Netflix, YouTube…) 1 GB High Speed Ethernet Level Walk to Town Square and Russian River Beach TOT # 798N

Guest favourite

Home

4.95 out of 5 average rating, 136 reviews

Treehouse | Family Retreat, Picturesque Landscape

*Spacious & Inviting: Perfect for families or small groups, with 4 bdrms/3 baths, high ceilings, and a warm, light-filled interior. *Stunning Views: Enjoy breathtaking vistas from the home and deck. *Cozy Comforts: Wood-burning stove, piano, and TV (cable + HDMI). *Modern Amenities: Dedicated workspaces, high-speed WiFi, and deluxe touches. *Gourmet Kitchen: Fully stocked with organic coffee, tea, oils, and condiments. *Nature lovers' dream! *Professionally cleaned, no checkout chores!

Guest favourite

Home

4.96 out of 5 average rating, 231 reviews

Kid Friendly with Breathtaking Views on 10 Acres

Escape to your own slice of paradise in this exclusive gated WINE COUNTRY retreat boasting breathtaking 360° vistas. With a spacious 2,700 sqft layout and lofty ceilings. Let the little ones' imaginations run wild on our two-story play structure. With a trampoline, horseshoe pit, and shelves stocked with books and an abundance of toys, we've thought of everything to make your stay stress-free. Indulge in the ultimate family getaway. Book now and embark on an unforgettable adventure!

Guest favourite

Guest house

4.88 out of 5 average rating, 160 reviews

2 Wine Country Gem 2 Bedroom Upstairs

Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

Guest favourite

Guest house

4.94 out of 5 average rating, 228 reviews

Modern Cottage with Pool in Heart of Wine Country

This charming cottage is ideally situated for exploring Sonoma, Glen Ellen and Napa. It's perfect for a romantic getaway, friend-trip, or family fun. The private unit has gourmet appliances and a minimalist-country style. It has its own deck with outdoor dining and lounge chairs where you can relax. The ~1 acre property has vineyards, a large salt water pool and patio, and a garden with fresh veggies and herbs as well as many fruit trees. TOT #3140N.

Guest favourite

Home

4.93 out of 5 average rating, 134 reviews

Only 1 Block to the start of Downtown Napa! Enjoy!

Read our Reviews and hear from our guests! They love it! The Fabulous and Fun Wine-Taster's Estate with private patio and Gentleman's Vineyard! Only 1 Block to the start of Downtown Napa! Out the door, up the same street to Wine-Tasting, Micro-breweries & beer-tasting, Boutique Wineries, Shops, Spas, World-renowned restaurants, Riverwalk, OXBOW Market, the Wine Train. Licensed by City of Napa.

Guest favourite

Home

4.87 out of 5 average rating, 225 reviews

The Dollhouse in Saint Helena

Charming remodeled Victorian 2 bedroom/2 bath - Light and spacious Modern kitchen - Den - WD- Fireplace- Walking distance to town and spa and vineyards. 3 min walk to Farmstead, Charter Oak, Gott's and NV Health Spa. Plenty of HOT water in the bathrooms. Gas BBQ- Great backyard for dining. STRICT MAXIMUM OF 4 PEOPLE, NO SMOKING. NO PETS

Guest favourite

Cabin

4.91 out of 5 average rating, 276 reviews

Family Friendly Modern with Dock

Lucky Bend Lookout—Kid friendly, in a quiet redwood forest, and just 1 mile from Downtown Guerneville. 3 bedrooms and 1 bath home with 2 queen beds, a twin bunk bed, and queen size sofa bed. Floating dock with canoe, kayaks and standup paddle board available in the summer season.