Family-friendly holiday rentals in Ben Lomond

4.93 out of 5 average rating, 850 reviews

A warm and inviting studio space features a spacious bed dressed in orange bedding, with striped accent pillows. Light wood flooring complements the wooden furniture, including a dining table and chairs. Sliding glass doors open to a view of greenery outside, enhancing the natural ambiance.

Guest suite in Felton

Redwood Retreat

Peaceful creek-side studio in a redwood grove. Private outdoor Jacuzzi & sauna. Private entrance with bathroom, sitting area & mini-kitchen. Unit is attached to the main house but it's very private and feels like a cabin. Hang out in the cozy room, in the private glen by the creek or go explore Henry Cowell Redwoods state park, local restaurants or tourist train. 20 min drive to the ocean & Santa Cruz. A good hub for exploring Monterey and Big Sur. San Francisco is close enough for a day trip

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.

4.97 out of 5 average rating, 147 reviews

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

Superhost

A spacious wrapping deck is surrounded by trees, offering several green metal chairs and a potted plant. Large windows reflect natural light, providing views of the outdoor greenery and creating inviting spots for relaxation.

Home in Felton

4.91 out of 5 average rating, 251 reviews

Redwood Hilltop Retreat

This mountain family home is perfect with breathtaking views of the Santa Cruz Mountains. The large wrapping deck provides the perfect space for indoor-outdoor living, while the indoors offers a cozy feel with a wood burning fireplace and all the essentials of a well loved home. Located in a redwood forest with 260 degree sweeping views. 10 mins to Santa Cruz beaches, 40 min to Monterey, 5 min to Mt Hermon Center and concerts at Felton Music Hall. Excellent location for sightseeing & activities.

4.96 out of 5 average rating, 174 reviews

A tranquil glamping retreat is perched among towering redwoods, featuring a canvas tent and a cozy wooden structure. A spacious deck is adorned with soft lighting, offering a serene space for relaxation and gatherings in nature.

Treehouse in Felton

A Magical Redwood Tree Fort Retreat

A Magical Glamping Retreat in the Redwoods Escape to a dreamy Tree Fort tucked among redwoods, where rustic charm meets modern comfort. Fall asleep to crickets and a bubbling creek, then wake to birdsong and fresh mountain air. Designed for couples and solo travelers seeking a romantic, peaceful escape. Relax in the hammock or gather around the fire pit with forest views. Enjoy hassle-free glamping with electricity, a cozy bed, a private bathroom with hot water, and a kitchenette. VRP#181501

4.97 out of 5 average rating, 112 reviews

A cozy bedroom is presented with a wooden accent wall and large windows on either side, allowing natural light to flood the space. The bed features decorative pillows and a colorful throw blanket, complemented by a small potted plant on the side.

Cabin in Bonny Doon

Eclectic Escape

The perfect stay for adventure seekers and relaxation enthusiasts. (Permit 251052) Unwind with yard games and bbq, soak up the sun from the deck or relax in a hammock under redwood shade. Cozy up by the fireplace, enjoy forest views through skylights, or watch movies on the big screen. Explore hiking trails just steps away, vast mountain biking trails (10 min), or hit the beach and surf (13 min). Indulge in wine tasting at a local mountain vineyard nestled amongst the redwood giants (5 mins).

A cozy living area showcases a wood-burning stove with a warm fire glowing inside. The walls are painted in a calming green hue, accented by rustic decor such as a mounted deer head and circular wall art. A view into another room is visible through French doors.

4.99 out of 5 average rating, 171 reviews

Redwood cabin retreat + hot tub + dogs ok + creek

Escape to Whiskey Creek (Permit #231409), a peaceful cabin in the Redwoods in the Santa Cruz Mountains. Relax in the private hot tub beneath towering trees, explore nearby trails, and return to a cozy wood-stove retreat just minutes from the beaches of Santa Cruz. Perfect for couples, families, and friends, Whiskey Creek offers a fire pit, A/C, Sonos speakers and fast Wifi. Minutes from Henry Cowell State Park, Roaring Camp, world-class mountain biking, and the coast. You will love it here!

4.98 out of 5 average rating, 105 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

Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449

4.93 out of 5 average rating, 111 reviews

An inviting living space features a vintage piano against a warm wooden floor. A patterned area rug adds texture, while a stained glass lamp provides soft illumination. Natural light filters through large windows, illuminating a dining table and colorful chairs in the background.

Cabin in Boulder Creek

Kathleen’s Fern Cottage

Rest and rejuvenate in privacy at the cozy Fern Cottage which nestles in a 1/3 acre woodland garden with paths and hideaway seating areas. Each room has a garden view except the walk-in closet. Less than a mile from Boulder Creek, other areas to explore are a hop, skip & jump away: picnic and swim at the river beach park in town, hike & bike on trails, and 30 min. to ocean beaches, galleries, jazz clubs, surfboard rentals, theaters, restaurants, the Boardwalk & Santa Cruz Wharf and more.

4.98 out of 5 average rating, 491 reviews

A panoramic view captures the rolling hills and forested landscape of the San Lorenzo Valley under a partly cloudy sky. Lush green trees dominate the foreground, while distant mountain ranges are subtly visible against the backdrop.

Flat in Felton

Private Suite in the Redwoods with a View

Our location is on a quiet dead-end street in the beautiful redwood forested mountains above Felton. We have an intimate private suite (bedroom with Queen bed, sitting room and bath), with its own entrance. We have a wide view of the San Lorenzo Valley, and are only 2 miles from downtown Felton. Access to hiking, mountain biking, coast trail and surfing is within minutes. We are taking the current coronavirus situation very seriously, and have implemented advanced cleaning procedures.

4.95 out of 5 average rating, 118 reviews

A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.

Home in Ben Lomond

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

"Welcome to the Hacienda", a modest mid-century retreat located in the beautiful Santa Cruz Mountains. The Hacienda is located just 5 minutes from Ben Lomond town, 10 minutes from Henry Cowell State Park and only a 20 minute drive from Santa Cruz beaches. Our unique private home includes a pool & hot tub which sits on the ridgetop overlooking the gorgeous San Lorenzo Valley. If you're looking for peace & tranquility or simply need to relax and recharge, the Hacienda awaits your arrival.

The A-frame home is nestled among tall trees, showcasing a sloped roof and multiple windows that allow natural light to enter. A wooden staircase leads to the entrance, while surrounding greenery adds a serene touch to the setting.

5 out of 5 average rating, 151 reviews

Peaceful Coastal Mountain Cabin

Redwood Skye, our classic A-frame home, is nestled among the towering trees in the Santa Cruz mountains. Escape, unwind, and enjoy nearby hiking, biking, beaches, parks and more — all of which got us featured on the Emmy award-winning TV series, “Staycation.” Conveniently located: 5 mins to Henry Cowell State Park, Roaring Camp Railroad & Felton Music Hall; 15 mins to Santa Cruz with its famous boardwalk and spectacular beaches; 45 mins to San Jose; ~1 hr to SFO.

A cabin is nestled among lush greenery, framed by tall trees. The structure features a sloped roof and balconies, with large windows that provide views of the surrounding forest. The natural landscape creates a serene and private atmosphere.

4.9 out of 5 average rating, 330 reviews

Santa Cruz area serene retreat, sleeps 4

Permit number 231040 Private cabin in a serene, wooded setting, 20 min. to Santa Cruz. Main house has two bedrooms and a loft. Hot tub, outdoor shower, outdoor kitchen, gas barbecue, large deck, views. Indoors has a modern, well-equipped kitchen, great room, gas fireplace, loft, master bedroom, guest bedroom, two bathrooms. I am not longer allowed to rent out the two ADUs. Quality furniture, comfortable beds, stylish sectional, large dining table.

Popular amenities for Ben Lomond family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The view captures the ocean and sandy beach from a spacious deck, framed by tall trees. Clear blue skies and calm waters are visible, while a dining area with wooden chairs is set up on the deck, inviting relaxation and enjoyment of the surroundings.

5 out of 5 average rating, 176 reviews

Beach Front Dream House! Hottub/E-Bikes/Surfboards

4.97 out of 5 average rating, 512 reviews

The living area features a comfortable blue sectional sofa and an accent chair, complemented by decorative pillows. A mounted flat-screen TV is visible above a modern electric fireplace, while natural light fills the space through several windows. A charming clock and wall art enhance the room's welcoming atmosphere.

Cottage in Santa Cruz

Sea Otter Cottage in Santa Cruz!

The charming Victorian exterior is framed by meticulously landscaped greenery and trees. A decorative porch is highlighted by intricate woodwork. The cobblestone driveway leads to the entrance, providing a welcoming first impression of this peaceful retreat.

4.94 out of 5 average rating, 161 reviews

Beach Oasis in Downtown Santa Cruz

5 out of 5 average rating, 205 reviews

A hot tub is positioned under a wooden gazebo, surrounded by lush greenery and tall trees. A colorful hanging chair is visible nearby, inviting relaxation. The outdoor space features a patterned area rug, and the sound of nature creates a tranquil ambiance.

Cabin in Soquel

Coastal Redwood Cabin | Hot tub | Private Creek

Guest house in Santa Cruz

A light-filled living area features a spacious gray sectional sofa adorned with soft throw blankets. A wall-mounted television is positioned opposite, while a skylight above enhances the open feel. Neutral artwork and a small table add subtle decor, with views accessible through glass doors.

4.94 out of 5 average rating, 632 reviews

Sunny Cottage + Hot Tub near UCSC

Guest house in Almaden Valley

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.

4.97 out of 5 average rating, 1,011 reviews

Cabana in Sierra Azul Open Space Preserve

The open-concept kitchen and living area feature a clean design with white cabinetry and a blue-tiled backsplash. A large window allows natural light to fill the space, illuminating the gray sofa and wooden coffee table. Four white bar stools are positioned at the kitchen island.

5 out of 5 average rating, 205 reviews

Serene luxury beach bungalow in Pleasure Point

Superhost

A hot tub is situated on a wooden deck surrounded by tall redwood trees, with sunlight streaming through the branches. Steps lead down to a shaded area, inviting relaxation in a serene natural setting.

Home in Boulder Creek

4.88 out of 5 average rating, 273 reviews

The Artists' Tree House

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 427 reviews

The cabin is nestled among lush greenery, featuring a wooden exterior and a gently sloping roof. A wraparound deck is visible, surrounded by vibrant trees. Windows offer a glimpse into the interior, blending the structure harmoniously with its natural surroundings.

Cabin in Los Gatos

The Lavender House

4.91 out of 5 average rating, 560 reviews

Home in Upper Seabright

Tropical Seabright Beach and Boardwalk Getaway

4.97 out of 5 average rating, 116 reviews

A light blue cottage is set amidst lush greenery and towering trees. The exterior features multiple windows, offering views of the surrounding landscape. A narrow pathway leads to the inviting front door, framed by flowering plants, enhancing the tranquil setting.

Guest house in Los Gatos

Mountain Retreat

The living room is furnished with a light-colored sofa bed, a dark sectional couch, and a round coffee table. Natural light enters through large windows with yellow curtains, illuminating the space. A television is positioned on a small stand, creating a cozy atmosphere.

4.98 out of 5 average rating, 373 reviews

Steps to Blacks Beach

4.93 out of 5 average rating, 120 reviews

A two-story cabin constructed of natural wood is nestled among towering redwood trees. Large windows allow natural light to fill the space, while a private balcony overlooks the serene forest. The surrounding forest provides a peaceful, immersive natural setting.

Cabin in Boulder Creek

King Suite Cabin | Santa Cruz Mountains

4.93 out of 5 average rating, 445 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

4.97 out of 5 average rating, 341 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.

Guest house in Woodside

SkyHigh Redwoods Retreat with Bay Views

4.96 out of 5 average rating, 332 reviews

Tall grasses gently sway in the breeze, set against a clear blue sky. The ocean can be seen in the distance, blending with the horizon where land meets sea. The landscape is open and natural, creating a peaceful, serene ambiance.

Cottage in Pescadero

Ocean View Cottage

Family-friendly home rentals with a pool

Guest house in Monte Sereno

The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.

4.98 out of 5 average rating, 453 reviews

Quiet Poolside Cottage for Solitude

4.91 out of 5 average rating, 186 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 !

4.99 out of 5 average rating, 354 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.

Guest house in Woodside

Rustic Cabin in the Redwoods

4.91 out of 5 average rating, 199 reviews

A comfortable bedroom is presented with a queen bed adorned with patterned linens and throw pillows. Nightstands are positioned on either side, each featuring a lamp. Natural light filters through a nearby window, enhancing the tranquil ambiance.

Guest suite in Aptos

Seascape Escape! Now Featuring Private Pool/Spa

Guest suite in Willow Glen

The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.

4.96 out of 5 average rating, 183 reviews

Private Queen Suite-Pool & Hot Tub, private entry

4.98 out of 5 average rating, 281 reviews

A refreshing pool glistens under the sun, surrounded by well-manicured green lawns. A white picket fence encloses the area, enhancing the garden's appeal. The charming two-story structure features a sloped roof and multiple balconies, providing a welcoming atmosphere in a serene outdoor setting.

Flat in San Jose

Apartment above Levi Stadium.

4.94 out of 5 average rating, 150 reviews

The interior of the converted school bus features rustic wooden cabinetry and appliances. A spacious teak countertop extends over the cooking area, complemented by a red refrigerator. Sunlight illuminates the living area, showcasing a cozy seating arrangement and large windows with views of the surrounding nature.

Bus in San Jose

Cozy BUS on Farm Animal Rescue with CITY VIEW