Cabin holiday rentals in Monterey Bay

4.99 out of 5 average rating, 939 reviews

Cabin in Los Gatos

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.

4.94 out of 5 average rating, 420 reviews

Cabin in Santa Cruz

Tranquil Mountain Retreat in Santa Cruz/Bonny Doon

License #231281. Newly Built! Experience a perfect blend of romance and family-friendly comfort at this redwood retreat, just 10 min from UCSC and 15 min to Santa Cruz & the beach! Ideal for couples, families, or remote work, this 2-bedroom escape features a full kitchen, modern bath, heated floors, and a private patio with fire pit for stargazing. Unwind by the indoor fireplace or explore wineries, hiking, and mountain biking trails. Fast WiFi & fresh morning croissants! Book your escape today!

4.94 out of 5 average rating, 99 reviews

Cabin in Boulder Creek

King Suite Cabin | Santa Cruz Mountains

Experience the majesty of the Santa Cruz Mountains. Starting with a relaxing king bed suite and clawfoot tub, this unique and tranquil mountain retreat is nestled among the redwoods only a short drive from Santa Cruz. Find yourself cozy by a fireplace, relaxing under a gazebo, or doing yoga overlooking the redwoods. Location is a hikers paradise as it backs up to lower Castle Rock and Big Basin National Park and many of the best hiking trails in the Santa Cruz Mountains. Kid and pet friendly.

Cabin in Carmel-by-the-Sea

4.97 out of 5 average rating, 315 reviews

Serene Redwood Retreat w/Modern Comfort

At our Modern cabin nestled among 150 year old redwoods, we invite you to embark on a unique adventure of embracing the outdoors while only minutes from town. Wine tasting in downtown Carmel, World Class Golf at Pebble Beach or Hiking trails of Point Lobos and Big Sur. "Magical", "Amazing", "A True Sanctuary" are just a few words used by our guest to describe their stay with us. Get away and unplug in the stillness and solitude of our Serene Redwood Retreat. Please see property description.

5 out of 5 average rating, 290 reviews

Whiskey Hollow A-Frame: As feat'd in Condé Nast!

Featured in Condé Nast's "30 Cozy A-Frame Cabins for Cold-Weather Getaways", Whiskey Hollow is a romantic retreat! View majestic Redwoods from the loft bed, luxuriate in the oversized bathtub by candlelight, cozy up in front of the wood fireplace, or cook a meal in the fully appointed kitchen. Nestled in the woods, you would never guess that it's only 2 miles to downtown Felton, 1.5 miles to Henry Cowell State Park, 15 min to downtown Santa Cruz, and 20 min to the beach (Permit #191282).

5 out of 5 average rating, 121 reviews

Peaceful Coastal Mountain Cabin

Nestled among the towering trees in the Santa Cruz mountains, our A-frame, "Redwood Skye," offers a peaceful retreat where you can 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.

5 out of 5 average rating, 125 reviews

Whiskey Creek: Roaring Camp+Redwoods+Dogs+UCSC

Whiskey Creek (Permit #231409) is the newest property brought to you by the folks who created Whiskey Hollow, featured in Condé Nast Traveler's "30 Cozy A-Frame Cabins for Cold-Weather Getaways" in 2023! This cozy cabin sits on 1/2 acre and includes: - covered spa - indoor wood burning stove - outdoor fire pit - two decks - A/C Felton Music Hall, Roaring Camp, Henry Cowell, world-class mountain biking and the beach are minutes away. Well-behaved dogs (up to 2) are welcome. You'll love it!

4.92 out of 5 average rating, 228 reviews

Artsy Cabin in Half-acre Serene Redwoods

PLEASE READ THOROUGHLY BEFORE BOOKING 😊 Take it easy at this private, unique and tranquil getaway. This modern mountain cabin is on a half-acre land toward the end of a private road, amongst the redwoods; with two over-sized patios wrapped around. Stylish interiors and upgraded facilities. Hang out on the huge patio with soaring redwoods as the backdrop. Cozy up by the fire pit and enjoy the starry sky at night. Close to downtown and various attractions in Santa Cruz County.

4.99 out of 5 average rating, 147 reviews

Cabin in Soquel

Coastal Redwood Cabin | Hot tub | Private Creek

Welcome to our cozy cabin nestled in the serene beauty of the Santa Cruz Mountains! Escape the hustle and bustle of everyday life and immerse yourself in the tranquility of towering redwoods surrounding our charming studio-style cabin. Whether you're seeking a peaceful getaway or craving an adventure-filled retreat, our cabin offers the perfect balance of relaxation and excitement. Follow us @thecoastalredwoodcabin We welcome one small pet (dogs only) to join in on the fun!

Superhost

Cabin in Carmel-by-the-Sea

4.88 out of 5 average rating, 211 reviews

Magical Cabin Retreat in the Redwoods!

PLEASE READ FULL DETAILS OF LISTING BEFORE BOOKING Charming cabin built in the 1930’s Centrally located between Carmel and the Heart of Big Sur. On a narrow paved road, winding through the redwoods, with quick and easy access to Hwy 1. Our main cabin is a 2 bed/1 bath, sleeps 4 people. Open living, dining and kitchen area. Large wrap around deck. Wood burning stove is the main source of heat in this cabin. Smaller studio cabin on property, is rented separately.

Superhost

Cabin in Soquel

4.94 out of 5 average rating, 184 reviews

Redwood Ridge Retreat by the Sea

Unparalleled redwood seclusion at the top of a sunny ridge with a view of Monterey Bay. Just 10 mins to downtown Soquel and 15 mins to the Santa Cruz beaches. 40 mins to Silicon Valley, a rare property with a Big Sur feel close to everything. Vacation permit #191374. Enjoy cozy wood heat or cool shade provided by surrounding redwood and oaks. Extensive decks for outdoor dining, relaxing, yoga, sunbathing, birdwatching! We are happy to answer your questions!