Holiday houses in Mount Madonna

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Top-rated holiday rentals in Mount Madonna

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Top Guest favourite
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
4.97 out of 5 average rating, 173 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

Guest favourite
A uniquely designed treehouse is elevated among the trees, showcasing large glass windows and wooden beams. A wooden walkway leads up to the structure, enhancing the connection with the surrounding natural environment.
Treehouse in Aptos
4.91 out of 5 average rating, 605 reviews

Peaceful Treehouse with Ocean View

Permit 171035 Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock. Perfect for relaxing and enjoying the surrounding canopy.

Top Guest favourite
A charming green guesthouse is nestled among towering redwood trees. The structure features multiple windows that bring in natural light, enhancing the connection with the surrounding forest. Sunlight filters through the branches, creating a serene outdoor atmosphere.
Cabin in Los Gatos
4.99 out of 5 average rating, 1,044 reviews

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Top Guest favourite
A cozy, dark green cabin is nestled among towering trees, showcasing a large window and a glass-paneled door. Three steps lead to the entrance, surrounded by a natural landscape of redwoods.
Guesthouse in Felton
4.99 out of 5 average rating, 331 reviews

Cozy Coastal Redwood Cabin

Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

Top Guest favourite
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
4.98 out of 5 average rating, 133 reviews

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

Guest favourite
Shipping container in Gilroy
4.96 out of 5 average rating, 102 reviews

Countryside Container Home

Our family’s custom container tiny home blends minimalist style and natural warmth with all the comforts of home. Inside, you’ll find curated design, tons of sunlight, and a peaceful energy that invites you to slow down and relax. You’ll enjoy a: Raised full sized bed with plush bedding for ultra-comfy nights Intimate lounge with seating and a Smart TV Fully stocked kitchenette Fast WiFi for work or winding down An outdoor fire pit + dining table Private, fenced-in outdoor area with parking

Top Guest favourite
The spacious living area features large windows that allow for ample natural light, highlighting the modern design. A cozy blue sofa is positioned near a fireplace, with a festive garland adorning the mantel. Views of the outdoors can be seen through the doors leading to the balcony.
Home in Watsonville
4.98 out of 5 average rating, 197 reviews

Copper Nest beach retreat with stunning views

The Copper Nest is an ideal getaway located steps from the beach in the gated community of Pajaro Dunes where the Pajaro River meets the Pacific Ocean. This newly designed three bedroom home is customized to create a serene beach retreat for you and your guests. This newly designed three bedroom home has a well equipped kitchen and outdoor seating, game, and BBQ areas. There are stunning ocean and agricultural views from every room. Close to California's popular food and travel regions.

Guest favourite
Cabin in Boulder Creek
4.92 out of 5 average rating, 107 reviews

Either Way Hideaway

Relax and enjoy riverside views in our tranquil Santa Cruz Mountains guesthouse. Cozy by our fire pits, take a dip in a private hot tub and enjoy the sounds of the river flow by. Hike Big Basin, Castle Rock and Henry Cowell State Parks. Close to historic downtown Boulder Creek and the Santa Cruz boardwalk, it’s the perfect base for exploring Santa Cruz county. Immerse yourself in of nature while staying connected and comfortable. Either way, you’ll enjoy your stay! SCC Permit #251382

Guest favourite
Campervan/RV in Watsonville
4.93 out of 5 average rating, 102 reviews

the SilverBIRD - vintage 1986 Airstream with views

Escape to a dreamy vintage Airstream perched above Monterey Bay with breathtaking 180° views stretching from Santa Cruz to Big Sur. Just 30 minutes to Santa Cruz, an hour to Big Sur, and minutes from the beach, this glamping gem blends retro charm with modern comfort. Enjoy an outdoor kitchen, cozy fire pit, and romantic interior—all surrounded by wildlife. Perfect for couples or solo travelers seeking stargazing, sunsets, and a peaceful, elevated retreat in nature.

Guest favourite
A uniquely designed white structure with rounded walls and irregularly shaped windows is surrounded by lush greenery. The building features a staircase leading to the upper level, and various plants and landscaping enhance the tranquil outdoor environment.
Home in La Selva Beach
4.94 out of 5 average rating, 120 reviews

Unique Sculptured House with Private Beach Access

Escape from the outside world to this one of a kind ROMANTIC Sculpture House. Enjoy its unique design, white rounded walls, sitting nooks, gas dome fireplace, and beautiful tranquil gardens. Sit back and relax in the rounded sunken bathtub perfect for two. This is the perfect romantic getaway and just one block away from private beach access. Named one of the most stunning Airbnb's in Santa Cruz. Enjoy more fun with zero extra Airbnb fees—we've got you covered!

Top Guest favourite
A vibrant display of orange California poppies blooms across a lush green landscape. The flowers are surrounded by leafy foliage, with a backdrop of trees and a white fence. Soft blue skies and wispy clouds enhance the serene country setting.
Guest suite in Gilroy
4.87 out of 5 average rating, 164 reviews

Full Guest House in the Foothills

A full separate guest unit in the western foothills outside of Gilroy / San Martin. In a quiet country setting on 2 1/2 acres. The private unit has its own entrance and is right in the heart of the Santa Clara Valley wine region. We've been in the hospitality business for 20 years and strive to make our rental a great experience. There are no check out chores and we allow two days between booking to insure the unit is fresh for every visitor.

Top Guest favourite
The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.
Guesthouse in Los Gatos
4.99 out of 5 average rating, 617 reviews

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Popular amenities for Mount Madonna holiday rentals