Family-friendly holiday rentals in Half Moon Bay

4.91 out of 5 average rating, 416 reviews

Poplar Beach Getaway: Family-Friendly, Near Beach!

Family-friendly, relaxed home in a quiet residential neighborhood - 1/2 block from the blufftops, a 10-minute stroll to lovely Poplar Beach, and 1/2 mile from scenic Main Street restaurants, shops, and cafes. 3 bedrooms with queen beds, two baths, a living area, a well-equipped kitchen, a spacious kid-friendly den, and a backyard with a new deck ensure you all have room to spread out and relax after a fun day at the beach or exploring the area. Short drive to San Francisco, Santa Cruz, San Jose.

KitchenFamilyAmenities

4.97 out of 5 average rating, 178 reviews

An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.

Cabin in Felton

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

KitchenFamilyBeach

A modern living area features a sectional sofa complemented by a glass coffee table. Large sliding doors provide natural light and a view of the outdoor space. A sleek fireplace adds warmth to the room, with a stylish area rug enhancing the comfortable setting.

5 out of 5 average rating, 156 reviews

Fabulous Beach Get Away - Brand New Beach House

Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

Indoor spacesFamilyHospitality

A bright living room is visible, featuring a comfortable sofa with striped accents, a coffee table made of natural wood, and an inviting fireplace below a flatscreen TV. Large windows provide natural light and views of the outside, complemented by tasteful wall art and decorative elements.

4.96 out of 5 average rating, 193 reviews

Stairway to Heaven - 2 bedroom

PLEASE NOTE, we live in a 3 story home and this unit is on the lower level of our home. Also available in a 1 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.

FamilyIndoor spacesSleep quality

Treehouse in Half Moon Bay

A bright interior space features large windows allowing natural light to fill the area. Colorful cushions in various shades are arranged on the floor, complemented by wooden accents and an open ceiling design that highlights the natural surroundings.

4.99 out of 5 average rating, 154 reviews

Paradise Treehouse & Heavenly Cabin

A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

KitchenIndoor spacesDecor

Guest suite in Half Moon Bay

A cozy outdoor seating area features two rattan chairs positioned on a deck. A small table rests between them, with a scenic ocean view visible in the background. Sunrise colors illuminate the sky, and a vibrant pink flamingo adds a playful touch to the greenery.

4.96 out of 5 average rating, 413 reviews

Oceanview Penthouse, Stylish, Walking to Beach

A perfect romantic getaways to this stylish indoor/outdoor Penthouse! We are 10 mins walk to beaches and 15 mins walk to award winning restaurants. There are a lot of fun activities: spending your days on the beach, exploring the hiking, biking, golfing, surfing, kayaking, paddle boarding or just simply kick back relax in this quiet and picturesque property with a panoramic ocean view, enjoying the sunset and the beautiful garden. We are 30 mins to SF or 60 mins to Santa Cruz.

KitchenIndoor spacesSleep quality

Guest suite in El Granada

A serene sunset is displayed over a calm bay, with vibrant hues of orange and pink blending into the blue sky. Silhouetted boats are anchored in the water, and the outline of a hill and a prominent structure can be seen in the distance.

4.98 out of 5 average rating, 344 reviews

Cozy, creekside guest suite with private entrance

Cozy, creekside guest suite just blocks from the beach and the picturesque harbor. This one bedroom unit has been completely remodeled with a fully stocked kitchen, a separate eating/work space and a bathroom with a walk in shower. Drink your morning coffee (host provided) on the furnished deck while listening to the sounds of the running creek and the fog horn in the distance. This unit has its own private entrance and is closed off from the rest of the house.

KitchenFamilyBarbecue

A spacious grassy yard is surrounded by lush gardens, showcasing colorful flowers and greenery. A seating area with wooden chairs is situated near a fountain, providing a tranquil spot to enjoy the views. The sky displays varying shades of blue, contributing to the serene atmosphere.

4.86 out of 5 average rating, 336 reviews

Oceanfront w/ Direct Beach Access + New Hot Tub

This private oceanfront retreat offers direct beach access, lush gardens, and a spacious lawn. Walk to restaurants, music venues, and galleries nearby. Relax in the hot tub with ocean views or gather around the fire pit at sunset. Surfer’s Beach and Princeton Harbor are just north, and the Coastal Trail passes by for scenic biking and walking. Enjoy surfing, golfing, horseback riding, swimming—or simply unwind with a cocktail while watching the sunset.

KitchenIndoor spacesWalkability

4.99 out of 5 average rating, 132 reviews

A coastal cabin is situated on rugged cliffs overlooking the ocean. The structure features large windows, allowing for expansive views of the water. Lush greenery surrounds the home, highlighting its natural setting against a cloudy sky.

Home in Montara

Sea Wolf Bungalow

If you're looking for the most spectacular views on the San Mateo Coast, come to Sea Wolf Bungalow. Located just 20 minutes southwest of San Francisco and 7 miles north of Half Moon Bay, this historic cabin sits on its on own point with sweeping views of the Pacific. Enjoy whale watching, the beach, surfing, fishing, golf, hiking and the fabulous dining of the coastal area.

KitchenIndoor spacesAccess

4.91 out of 5 average rating, 174 reviews

Home in Montara

Entire Private Coastal Retreat - Spectacular Ocean

Guest will enjoy the privacy of being the only residence on the premises - Your own private coastal retreat with spectacular ocean front views. A fully stocked gourmet kitchen with chef’s appliances, ample cookware, basic spices and condiments, luxurious linens and bedding, beach towels, blankets, board games, Apple TV and Netflix, and toiletries for your stay.

Indoor spacesFamilySleep quality

The living room features a light-filled space with large windows on either side, framed by minimalist decor. A modern fireplace serves as a focal point, complemented by a surfboard mounted above. Comfortable seating is arranged around a neutral-toned coffee table on a textured area rug.

4.95 out of 5 average rating, 119 reviews

Seaside Home Modern Retreat with Breathtaking

Discover coastal serenity in this modern 4BR, 3 bath retreat in Half Moon Bay's Miramar district. With clean interior, wood accents & an amazing 2nd-floor balcony, this home offers a serene escape. Enjoy the landscaped backyard, fully stocked kitchen & proximity to popular beaches and the Coastal Trail. Experience seaside charm in this unforgettable home

KitchenFamilyParks

Campervan/RV in Half Moon Bay

An Airstream is positioned on a gravel area overlooking the Pacific Ocean. In the outdoor living space, a fire pit with four surrounding chairs is visible, along with a dining table that accommodates six. Lush green grass leads to the cliff edge, providing scenic coastal views.

4.95 out of 5 average rating, 298 reviews

Stunning California Coast Airstream (New Listing)

One of a kind Airstream overlooking a stunning beach, Pacific Ocean and California Coastline, perched high on a cliff to create an unforgettable magical experience of a lifetime. If you can’t find availability for the date you are interested, check out our second newer unit here https://www.airbnb.com/h/luxurycaliforniacoastairstream

Indoor spacesFamilyCheckout

Popular amenities for Half Moon Bay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A welcoming living room features high ceilings and large windows allowing natural light to fill the space. A comfortable sofa with blue and yellow pillows faces a wooden coffee table, while decorative armchairs and a flat-screen TV complete the inviting atmosphere.

4.99 out of 5 average rating, 411 reviews

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

KitchenFamilyWi-Fi

4.97 out of 5 average rating, 151 reviews

A secluded outdoor area features a hot tub surrounded by lush greenery. A shaded patio sits nearby with white lounge chairs, while a portion of the building is visible in the background, incorporating large windows and a deck area adorned with outdoor furnishings.

Farm stay in Woodside

Apartment w hot tub / forest & ocean view

KitchenFamilyTV

4.99 out of 5 average rating, 135 reviews

An expansive living room features a leather sectional sofa, a circular coffee table, and a stone fireplace. Large glass windows provide views of the surrounding greenery, while wooden beams and a rustic stone wall create a natural ambiance. A television is positioned near the sofa.

Home in Mill Valley

Two Creeks Treehouse

KitchenFamilyValue

4.99 out of 5 average rating, 134 reviews

A private yard is surrounded by tall trees, featuring a hot tub with bubbles rising to the surface. A hammock is visible to the side of the yard, alongside two Adirondack chairs. The cabin's entrance is shown, with a window allowing natural light to enter.

Cabin in Boulder Creek

Forest Cabin & Hot Tub

Indoor spacesFamilyAccuracy

4.98 out of 5 average rating, 157 reviews

A charming modern cabin is framed by tall redwood trees, with a large deck visible in the background. Vibrant pink foxglove flowers are positioned in the foreground, enhancing the natural surroundings. The cabin's exterior features muted green siding and large windows that invite light.

Cabin in La Honda

Coastal Redwood Getaway on a Creek

KitchenFamilyShared spaces

A hot tub is situated on a brick surface, surrounded by neatly trimmed bushes. In the background, a palm tree is visible, along with distant hills and power lines. The sky displays soft morning light, hinting at an ocean view beyond the greenery.

4.85 out of 5 average rating, 305 reviews

Studio: Hot Tub + ocean view

Indoor spacesKitchenAccess

4.92 out of 5 average rating, 109 reviews

Cabin in Boulder Creek

Either Way Hideaway

KitchenFamilyBathroom

An aerial view captures the beach house nestled in a quiet neighborhood overlooking the ocean. Nearby houses flank the street, with trees providing shade. The ocean stretches in the background, reflecting blue skies, with the beach visible just a short distance away.

4.88 out of 5 average rating, 162 reviews

Ocean View House Few Steps from Miramar Beach

FamilyIndoor spacesParking

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 256 reviews

A private deck offers views of the ocean and surrounding greenery. The clear blue water is visible against the horizon, framed by tall trees and shrubs. Bright yellow outdoor furniture adds a pop of color to the serene setting.

Apartment in Montara

Montara Ocean View Suite

Indoor spacesFamilyLayout

4.94 out of 5 average rating, 462 reviews

A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.

Train in Cupertino

Caboose in the redwoods just outside of Cupertino

FamilyKitchenWalkability

Superhost

An aerial view displays the serene property nestled among towering redwoods. A sparkling pool is surrounded by lush greenery, with a patio and seating area visible in the background. The landscape features diverse plants, enhancing the tranquil atmosphere of this private retreat.

Place to stay in Los Gatos

4.8 out of 5 average rating, 111 reviews

Stay Alpha Home • Modern Redwood Retreat with Pool

Indoor spacesKitchenPool

Guest suite in Half Moon Bay

A serene sunset reflects off the gentle waves of the ocean, casting golden hues across the water. The sky transitions from orange to soft yellow, with silhouettes of distant hills visible along the horizon, creating a peaceful coastal scene.

4.74 out of 5 average rating, 193 reviews

Super cute spot in awesome Half Moon Bay location

Indoor spacesKitchenLocation

Superhost

A private fenced backyard features comfortable seating, including a sectional sofa and coffee table. Soft lighting from cafe lights enhances the outdoor environment. Lush greenery surrounds the space, providing a natural backdrop, with a welcoming mat positioned at the entry.

Home in Pacifica

4.9 out of 5 average rating, 213 reviews

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard

Indoor spacesKitchenLayout

4.97 out of 5 average rating, 376 reviews

Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.

Guesthouse in Woodside

SkyHigh Redwoods Retreat with Bay Views

FamilyIndoor spacesLayout

4.87 out of 5 average rating, 1,065 reviews

The sleeping area is adorned with warm wood finishes, featuring a spacious bed with soft linens. Natural light filters in through circular porthole windows, enhancing the classic nautical ambiance. A wooden dresser is positioned nearby, and a doorway leads to the bathroom, which is tastefully designed.

Boat in Alameda

Step back in time on this beautiful classic yacht

KitchenIndoor spacesView

4.98 out of 5 average rating, 413 reviews

A serene outdoor scene captures a tent nestled among trees, with rustic wooden chairs positioned nearby. In the background, rolling vineyards extend towards the horizon, with hills visible under a clear sky, inviting guests to enjoy the natural surroundings.

Yurt in Los Gatos

Yurt in Vineyard Overlooking Monterey Bay

FamilyIndoor spacesHeating

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 110 reviews

Condo in Aptos

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

FamilyKitchenLayout

4.91 out of 5 average rating, 206 reviews

A charming tiny house is nestled among towering redwood trees, featuring a red door and a large window. Potted plants line the front steps, and a small patio area with red chairs and a table invites outdoor relaxation.

Tiny home in La Honda

Delightful Tiny Home in the Redwoods !

Indoor spacesKitchenCheck-in

4.95 out of 5 average rating, 110 reviews

A clear blue pool is surrounded by a stone deck, featuring two wooden lounge chairs positioned for relaxation. Lush greenery and palm trees frame the area, providing a natural and serene setting in the private backyard.

Home in San Rafael

Private cul-de-sac home in Marin with pool

FamilyKitchenCleanliness

4.88 out of 5 average rating, 291 reviews

Guesthouse in Belmont

Private Garden Cottage Belmont Hills*Pool*HotTub*

FamilyIndoor spacesHospitality

4.99 out of 5 average rating, 376 reviews

A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.

Guesthouse in Woodside

Rustic Cabin in the Redwoods

Indoor spacesKitchenParking

4.98 out of 5 average rating, 250 reviews

A private swimming pool is surrounded by lounge chairs under shade umbrellas. The pool, featuring a gentle curve, has clear blue water and an entry step. Lush greenery and a fence provide privacy, while distant views of a serene landscape can be seen in the background.

Home in Aptos

Private Pool Villa for family getaways

KitchenFamilyLaundry

4.97 out of 5 average rating, 1,033 reviews

An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.

Guesthouse in Los Gatos

Cabana in Sierra Azul Open Space Preserve

Indoor spacesKitchenLayout