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Family-friendly vacation rentals in Tamalpais-Homestead Valley

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Tamalpais-Homestead Valley

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

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Top guest favorite

A private hot tub is positioned on a wooden deck surrounded by towering redwood trees. The tub is covered with a lifted lid, revealing a spacious interior. Lush greenery can be seen in the background, providing a serene atmosphere.

Home in Guerneville

4.98 out of 5 average rating, 218 reviews

Zin & Zen April Promo - Hot Tub, Kayaks, Views!

PROMOTION VALID UNTIL APRIL 30, 2025: Book any 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.

Top guest favorite

A tranquil pool surrounded by a spacious deck features lounge chairs for relaxation. The sun casts a warm glow over the water, highlighting the adjacent charming cottage and lush greenery. Tall trees provide shade, enhancing the serene atmosphere.

Guesthouse in Oakland

4.97 out of 5 average rating, 238 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

The living and dining area is decorated with modern furnishings and features large windows with vertical blinds. A sectional sofa with orange and brown cushions complements a wooden dining table surrounded by metal chairs. A flat-screen TV is mounted on the wall above a console.

Home in Alameda

4.94 out of 5 average rating, 294 reviews

“Alameda Island Hideaway”- Clean, Safe, Modern

Welcome to our Airbnb in the heart of the San Fransisco Bay! Located on the beautiful island of Alameda! “ALAMEDA ISLAND HIDEAWAY” -Spacious, Private, Quiet and Safe -Fully Renovated, Tastefully Decorated Duplex -Non-smoking -2 Bedroom, 1.5 Bath -Pull out Sofa for an extra (5th) person -Fully enclosed backyard patio with BBQ -In-Suite Laundry -Convenient location for business & holiday guests -Central to SF, Napa, and other Bay Area attractions -Crib & high chair available upon request

4.93 out of 5 average rating, 137 reviews

Only One block to Downtown Napa! Non-Hosted

TimeOut, Annalise Mantz voted it one of the best AirBnB's in Napa. October 2024 Read our Reviews & hear from our guests! They love it! "Paris Chic", they say! The Fabulous & Fun Wine-Taster's Estate w/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, Boutique Wineries, Shops, Spas, World-renowned restaurants, Riverwalk, OXBOW Market, the Wine Train. Licensed by City of Napa since 2004

A cozy sleeping area features a spacious bed with a floral bedspread and decorative pillows. Two bedside lamps provide soft lighting, and shutters adorn the windows, allowing natural light. Framed artwork adds character to the warm yellow walls, while a ceiling fan maintains air circulation.

Apartment in Sonoma

4.89 out of 5 average rating, 394 reviews

Modern Family Farm

County of Sonoma Vacation Rental Permit number ZPE15-0201. Our place is centrally located to both the Napa and Sonoma valleys. We are walking distance to Endiku 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 upstairs 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.

Home in Nicasio

4.87 out of 5 average rating, 108 reviews

Gma's Ranch House | Nostalgic Charm, Surreal Views

*Spacious Ranch Retreat: 4 bdrm/4 bath home overlooking a working dairy ranch. *Calm Setting: Enjoy a peaceful environment where your only neighbors are cows! *Outdoor Bliss: Relax by the pool with stunning landscape views, private courtyard, and vast deck. *Fun for All: Arcade/game room for endless entertainment. *Modern Comforts: Deluxe amenities, workspaces with high-speed WiFi, and a full kitchen with organic staples. *Professionally cleaned, no checkout chores, and plenty of parking.

A light yellow house features a welcoming front porch with white railings and a staircase leading to the entrance. Windows along the upper level allow natural light, and the well-kept yard includes shrubs. A mailbox is positioned at the foot of the stairs.

Home in St. Helena

4.87 out of 5 average rating, 238 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.

A dining area features a large wooden table surrounded by six matching chairs, creating an inviting space for meals. Natural light flows through large sliding glass doors, illuminating decorative elements, including a mirror and two vibrant glass bottles.

Townhouse in Pleasanton

4.88 out of 5 average rating, 380 reviews

Great Townhouse in charming Pleasanton

3 bed 1.5bath townhouse with 1 car garage. Fully furnished with beautiful high end but cozy furnishings. Max guests are 6 adults 1 infant no extra guests. 1 cal-king, 1 queen, 2 twin beds. Please be advised there are stairs and some people say they are steep. Smart TVs YouTube TV Netflix etc. High speed Wi-Fi internet is included. The house has central heating and air conditioning and is professionally cleaned before every booking. Home comes fully stocked with everything you need.

Top guest favorite

4.96 out of 5 average rating, 242 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!

A spacious outdoor space features a shimmering pool surrounded by wooden decking. A covered seating area with comfortable furniture is visible nearby, alongside a barbeque setup. Lush greenery encompasses the area, creating a tranquil retreat. A water slide adjoins the pool for added fun.

Guesthouse in Santa Rosa

4.88 out of 5 average rating, 172 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.

Home in Bodega Bay

4.92 out of 5 average rating, 175 reviews

Bodega Bay-Magical Ocean Front and Coastal View!

Experience the ultimate getaway at this serene oceanfront haven, boasting expansive two-level decks, a rejuvenating hot tub, and vibrant gardens. The main house showcases breathtaking ocean vistas on its second story, perfect for couples, solo travelers, business professionals, and families.

An outdoor dining area is shown with a wooden table set for a meal. Nearby, a lounge chair rests on the deck, surrounded by vibrant green foliage. Large windows allow natural light to fill the space, creating a connection with the redwood forest.

Cabin in Guerneville

4.92 out of 5 average rating, 285 reviews

Family Friendly Cabin on the River-Stunning View!

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.

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Popular amenities for Tamalpais-Homestead Valley family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Monte Rio

4.91 out of 5 average rating, 336 reviews

Family Friendly Charming 2 BD

An outdoor deck is furnished with comfortable seating, including four armchairs with soft green cushions and a coffee table. A fire pit sits at the center, surrounded by the serene greenery of tall trees, providing a cozy atmosphere for relaxation.

Home in Half Moon Bay

4.9 out of 5 average rating, 106 reviews

TreeTops OceanView Retreat_HotTub_Month/LongTermOk

A cozy living area features a modern leather sofa with vibrant decorative pillows. A wooden coffee table sits in front, complementing the warm wood paneling of the ceiling. A wood stove adds to the inviting atmosphere, while natural light filters through large windows.

Cabin in Guerneville

4.86 out of 5 average rating, 594 reviews

Guerneville-2BR/1.5BA-SPA-wineries

A cozy sitting area contains a circular brown chair with a yellow accent pillow. A small desk is positioned nearby, complemented by an elegant wooden chair. Large windows with striped awnings provide natural light and a view of the outdoor space, framed by greenery.

4.93 out of 5 average rating, 207 reviews

Casa Alta with Hot Tub near Oxbow Market!

Home in Guerneville

4.81 out of 5 average rating, 333 reviews

Charming Cabin- All New Furnishings

A bright living area features a combination of wooden and upholstered furniture. Natural light illuminates the space through multiple windows, with a dining table surrounded by chairs and a comfortable sofa placed nearby. A decorative lamp and a plant add subtle charm to the ambiance.

Cottage in Bolinas

4.86 out of 5 average rating, 326 reviews

Romantic Beach Cottage with Hot Tub

Home in Mill Valley

4.94 out of 5 average rating, 150 reviews

Redwood Treehouse, Downtown Mill Valley

A cozy living area features a spacious dark sofa paired with a matching love seat. A small black coffee table sits in the center, adorned with decorative items. Natural light filters through sheer white curtains, illuminating the warm wooden floor.

Bungalow in Vallejo

4.89 out of 5 average rating, 320 reviews

Cozy Home in a Quiet Neighborhood

Family- and pet-friendly home rentals

A modern bathroom is equipped with a white vanity featuring ample storage and a sleek mirror. Fresh towels are neatly arranged on a shelf nearby. A bathtub with a shower is visible, complemented by wall tiles in neutral tones.

Home in San Jose

4.92 out of 5 average rating, 391 reviews

Comfortable Whole Home on two house lot

Top guest favorite

4.96 out of 5 average rating, 209 reviews

Exceptional Wine Country Estate

Top guest favorite

An inviting living area features a light brown leather armchair positioned beside a small wooden side table. Floating shelves filled with books line the wall, accentuated by a modern metallic backdrop. A flat-screen TV is mounted on the opposite wall, enhancing the contemporary decor.

Apartment in North Oakland

4.96 out of 5 average rating, 505 reviews

Boutique Garden Apartment-Temescal

A bright workspace is highlighted by a wooden desk positioned against the wall, complemented by a clear chair. A window provides natural light, overlooking the outside. Bookshelves display decorative items and books, while a cozy window nook offers additional seating with soft pillows.

Bungalow in Santa Rosa

4.92 out of 5 average rating, 497 reviews

Downtown Retro Bungalow Dog Friendly

A view of the property surrounded by lush vineyard rows under a clear blue sky. The building features a light-colored exterior and a spacious layout, offering a serene retreat amidst the greenery. Nearby structures can be glimpsed, adding to the rustic charm of the setting.

Home in Livermore

4.94 out of 5 average rating, 384 reviews

G & M #1 Livermore Wine/ E-Bike Getaway (Pets ok)

Top guest favorite

An inviting entrance leads into a cozy unit featuring a kitchenette with wooden countertops and modern appliances. A glimpse into the bedroom reveals a spacious bed adorned with light linens. Natural light enters through large windows, enhancing the open and airy feel of the space.

Guesthouse in Danville

4.88 out of 5 average rating, 276 reviews

Welcoming Private Guesthouse

A cozy living area features a blue sectional sofa positioned around a glass coffee table, which holds decorative globes. A woodstove stands in the corner, surrounded by light-colored walls and natural light from multiple windows, inviting the outdoors in.

Home in Guerneville

4.83 out of 5 average rating, 283 reviews

Forever Sunday: Walk to Town | Redwoods | Firepit

A bright office space is filled with natural light from large wrap-around windows. A cozy sofa sits adjacent to a desk, while a bookshelf filled with various books lines one wall. A piano is positioned nearby, adding to the inviting atmosphere.

Home in North Oakland

4.92 out of 5 average rating, 118 reviews

Lovely 2 Plus BR Home w/Garden

Family-friendly home rentals with a pool

A two-story home with outdoor space is highlighted, featuring a well-appointed deck and a spa pool. Stone steps lead through a pebbled path, illuminated by soft lighting, towards the welcoming entrance. Large windows reflect the warm glow from the interior, creating an inviting evening atmosphere.

Home in Glen Ellen

4.91 out of 5 average rating, 176 reviews

Luxury home, hot tub/spa pool, walk to restaurants

A heated pool features a gentle curve, surrounded by tropical palm trees and lush greenery. Pool toys float on the water's surface, while sun loungers wait nearby for relaxation. Steps lead gracefully into the pool, inviting enjoyment of the outdoor space.

Villa in San Rafael

4.89 out of 5 average rating, 202 reviews

Waterfront Marin Retreat with Pool & Hot Tub

A well-lit bathroom features a compact sink cabinet with a curved basin and mirror above. A toilet is positioned beside the sink, and a small wastebasket is present. Natural light filters in through a window, enhancing the spacious feel of the room.

4.93 out of 5 average rating, 107 reviews

Sonoma Ranch, private pool on 7 acres!

Top guest favorite

A charming farmhouse is set against a clear blue sky, featuring a welcoming front porch surrounded by lush greenery and a neatly paved pathway. The exterior highlights a combination of light-colored siding and dark roofing, while grapevines line the small garden area, adding a touch of nature.

Cottage in Sonoma

4.99 out of 5 average rating, 137 reviews

Idyllic Sonoma Vineyard Farmhouse With Pool

Guesthouse in Walnut Creek

4.91 out of 5 average rating, 571 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

A serene swimming pool is visible in the foreground, surrounded by a spacious deck and well-maintained landscaping. The back of the house features large windows, allowing natural light to fill the interior. Umbrella-covered seating is positioned poolside, providing a welcoming outdoor space.

4.88 out of 5 average rating, 302 reviews

*Heated* Swimming Pool Retreat Near Sonoma Square

Home in Santa Rosa

4.96 out of 5 average rating, 179 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

A welcoming living area features a beige sectional sofa and a wooden coffee table on a decorative rug. Natural light enters through multiple windows, illuminating the space. A ceiling fan enhances airflow, while artwork depicting vineyards adorns the walls.

Vacation home in Glen Ellen

4.86 out of 5 average rating, 100 reviews

Glen Ellen getaway, pool, hot tub, acre of gardens

Quick stats about vacation rentals that are family-friendly in Tamalpais-Homestead Valley

Total rentals
260 properties
Total number of reviews
10K reviews
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Wifi availability
260 properties include access to wifi

Destinations to explore