Holiday rentals 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

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

Yurt On Top - Swim, Hike, Glamp

Relax and recharge at this yurt inspired bell tent in Los Gatos. Whether you’re here to reconnect with nature, hike the trails, camp under the stars, or explore the Bay Area. With nature trails on-site and the Saratoga Gap down the road, you won’t have to go far, For fun drive into the city. Come home and admire the amazing views from your secluded glamp-site with sweeping views of San Francisco Bay and Silicon Valley 2,800 feet below. Enjoy the lovely setting of this romantic spot in nature.

Entire Guest Suite Private Entrance Kitchen & Bath

Whether you’re here for a business trip, traveling for pleasure, visiting your friends/relatives, or looking for a short term rental, our fully furnished unit can offer everything you need! What you’ll get from staying at our converted garage: * Separate entrance with self check-in (keyless entry) * Workspace with high-speed wifi * TV with Netflix * Fully stocked & equipped kitchen * Private bedroom with queen bed, wall closet, high ceiling * Private bathroom * Free parking on premise

A) twin bed, private entry and bathroom, 1 person

Conveniently located in the safe Evergreen neighborhood. Within walking or short driving distance to almost anything you want: - 3 min to many restaurants, gas stations, Target, Safeway - 5 min to Eastridge shopping mall, Cunningham Lake, theater, 24h Fitness, Farmer’s Market. - 10 min to Downtown, SJ airport, Convention Center, Happy Hollow Zoo & Park - 15 min to Great America, Levi's Stadium, Apple Park, Winchester Mystery House, Santana Row, Valley Fair Shopping Center.

Treehouse in Vineyard Overlooking Monterey Bay

Built on giant Douglas Fir trees, our treehouse is located on Lago Lomita Vineyards with a view of the entire Monterey Bay. The ladder/staircase leads to a 400 sq. ft. platform with a queen bed, electricity/WiFi in a tent! There is a full bath on the bottom floor of the main house, immediately inside the French Doors. See pics! Half hour to San Jose, 15 miles to the Capitola beach, and an hour from SFO or Monterey. Also, check out our 5 star yurt listing: 19876384

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.

The Aloha Room

Enjoy a home away from home in our Kauai themed guest room. San Francisco, Santa Cruz and Monterey are each a convenient hour away. Or stay in to relax on our peaceful country acreage and, if not previously rented by a private party, take a leisurely swim in the pool. At night stargaze from the Jacuzzi or roast smores over the outdoor firepit. If you are needing an easy commute to San Jose, it is just 15 minutes away. Whatever your desires, you are welcome here.

Apple view dome - stargazing galore!

Stunning views in all directions and a tranquil feeling as soon as you walk inside. Sleep under the stars and wake up to the beautiful sunset, all from your cozy bed! Please keep in mind, this is a glamping experience and not a hotel. DISCLAIMER: our driveway is an unpaved one lane country road with a drop off to one side. We do drive it without issues every day, but it’s not for everybody. Please read the whole listing before you decide to book.

Clean and comfy private room for rent

Welcome to Gilroy! Ozzy and I have a room that is located 1.5 miles from 101 freeway & the Gilroy Outlets in a residential neighborhood in walking distance of multiple shopping centers You will have access to a private bedroom with a queen size bed, a shared unattached bathroom. There is a 60" TV in the room with an Amazon Fire stick & Netflix We have 2 cats, and a small dog that may pay you a visit during your stay with us.

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.