Holiday rentals in Loma Prieta

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Top-rated holiday rentals in Loma Prieta

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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
4.95 out of 5 average rating, 108 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

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, 967 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 private entrance is visible, leading into the unit. Lush greenery hangs over the door, while a wooden deck offers space for relaxation. Potted plants surround the area, and BBQ grills are positioned near the poolside, enhancing the outdoor ambiance.
Guest suite in Scotts Valley
4.96 out of 5 average rating, 792 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

Guest favourite
Private room in San Jose
4.96 out of 5 average rating, 103 reviews

Don’s Comfy Stay

This rental is ONE bedroom, for 2 guests (4 guests max if two can share a bed in room and two others share sofa bed in living room). The entire unit is on the second floor, and is a 2-bedroom/1-bath condo in Snell and Blossom Hill area of South San Jose. Condo community is patrolled by security. PLEASE BE AWARE THAT THIS RENTAL IS FOR 1 BEDROOM ONLY. PROPERTY IS SHARED WITH MYSELF, I AM THE OWNER. I am fully vaccinated and take care in cleaning/disinfecting regularly between all reservations.

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.
Guest suite in Felton
4.98 out of 5 average rating, 248 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.

Guest favourite
Yurt in Los Gatos
4.93 out of 5 average rating, 14 reviews

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.

Top guest favourite
A spacious outdoor area is surrounded by lush green grass, featuring picnic tables and lounge chairs for relaxation. A barbecue grill is available, and a red spiral staircase leads to an upper deck. Trees provide a natural backdrop to the setting.
Guest house in Los Gatos
4.95 out of 5 average rating, 21 reviews

Modern mountain home with scenic views

Welcome to our modern mountain home nestled amidst redwoods perfect for digital nomads and families alike. Equipped with high-speed internet, a home office, and a state-of-the-art entertainment system, you can work remotely or relax with your family. Multiple outdoor spaces, including spacious decks and a fire pit area, provide ample room for work and play. Known for its biking tracks, the Santa Cruz mountains have much to offer for nature lovers including hiking tracks, and great wineries.

Top guest favourite
Private room in Santa Cruz
4.99 out of 5 average rating, 661 reviews

Garden Private Guest Suite, Bathroom & Entry

Charming garden guest suite with private entrance & private patio, located down the street from Henry Cowell State Park, Pasatiempo Golf Course & 6 miles from the 1440 Multiversity with great freeway access and only minutes from the beach and hiking. Suite includes private bathroom, hallway, mini-fridge, microwave, coffee, mini-split heating & air conditioning. Everyone of every race, ethnicity, religion, orientation, status is welcome. Friendly, well-behaved dogs are welcome too.

Guest favourite
The room features two spacious queen beds adorned with decorative bedding and accent pillows. A corner sofa provides additional seating. Light is offered by two bedside lamps and windows with shuttered blinds, enhancing the welcoming ambience of the space.
Home in San Jose
4.87 out of 5 average rating, 45 reviews

Single house backyard entrance 2 beds kitchen

Renovated detached unit in South San Jose, part of a single family home, accessed from the house's side yard door, please read "Blocks" below before booking. Room shares walls with other units. Independent full-function bathroom, independent entrance and exit, and independent air conditioner. Brand new kitchen, refrigerator, washer dryer, two queen beds. 55-inch TV, dining table for four, corner sofa, combination lock. No noise from newly reinforced 10" soundproof walls.

Guest favourite
A small brown exterior structure features a solid black door with two decorative lights on either side. A stone pathway leads to the entrance, surrounded by lush green grass and two flowering plants on either side, enhancing the inviting entryway.
Tiny home in San Jose
4.94 out of 5 average rating, 88 reviews

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.

Guest favourite
A treehouse is perched among towering Douglas Fir trees, elevated on a sturdy wooden platform. A wooden staircase leads to the entrance, offering a panoramic view of the surrounding mountains and valleys. Green foliage and vineyard lines are visible at the base.
Private room in Los Gatos
4.98 out of 5 average rating, 936 reviews

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

Top guest favourite
Campervan/Motorhome in Watsonville
5 out of 5 average rating, 30 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.

Popular amenities for Loma Prieta holiday rentals