Holiday houses in Mount Madonna

Magical & Romantic Beachfront Home at Pajaro Dunes

Beautiful oceanfront condominium with an unobstructed view to Monterey Bay & the Pacific Ocean; just 20 minutes south of Santa Cruz & 30 minutes north of Monterey/Carmel. Newly remodeled with granite counters, new kitchen appliances, paint, furniture, tile and carpeted floors. Electric fireplace adds to the magical ambience this home embraces. High ceilings, just steps to the beach. Convenient parking. 2 bedrooms & 2 full bathrooms, 1200 sf. A great place to kick off your shoes and relax.

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

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.

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.

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.

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

Beautiful Farm in Carmel Valley

Our 2 bedroom guest house in beautiful Carmel Valley is close to Monterey, Big Sur, Pebble Beach and Carmel by the Sea. Sight see all day and escape to a pastoral setting five minutes from Carmel Valley Village with quaint shops, restaurants and over 20 wine tasting rooms. Visit with our alpacas, horses, giant tortoises, goats, sheep, donkey and more! Wake up to sunshine, fresh air and the donkey braying for breakfast! (Due to the nature of our farm we have a strict "No Pets" policy).

Kinderwood Farm Stay • Animal & Culinary Adventure

*UPDATE Baby goats born June 30th 2026* Nestled in an enchanting forest of redwood trees & ferns, lies a treasured, sustainability-focused homestead, waiting for you to enjoy its bounty. This is a one of a kind, immersive culinary & farm adventure with cozy accommodations & unique experiences. Subject to availability, Add-On Activities may include goat milking & feeding baby goats, cheesemaking, sourdough, and soapmaking. Join us for a visit you will remember for a lifetime.

Sunset Cottage Vacation rental permit #111394

Charming ocean front cottage with views from Santa Cruz to Monterey. Located in Sunset State Park near Capitola and Santa Cruz. Path to quiet beach for great walks and glimpses of dolphins. A perfect place for a getaway or romantic weekend. TWO people maximum on the property at any time. There is only parking for ONE car. Pets are not allowed. NO SMOKING on the property-inside or outside. Two night minimum. Certified vacation rental property with Santa Cruz County.

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.

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!

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.