Some info has been automatically translated. Show original language

Holiday rentals in Glenwood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Glenwood

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Superhost
A small rustic cabin is nestled among tall trees, providing a sense of seclusion. Sunlight filters through the canopy, casting dappled shadows across the ground. The cabin features a single window framed by green trim, blending harmoniously with the natural surroundings.
Cabin in Los Gatos
4.89 out of 5 average rating, 478 reviews

The Coach House

The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

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
4.96 out of 5 average rating, 134 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, 1,000 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.

Guest favourite
A tranquil glamping retreat is perched among towering redwoods, featuring a canvas tent and a cozy wooden structure. A spacious deck is adorned with soft lighting, offering a serene space for relaxation and gatherings in nature.
Treehouse in Felton
4.96 out of 5 average rating, 163 reviews

A Magical Redwood Tree Fort Retreat

A Magical Glamping Retreat in the Redwoods Escape to a dreamy Tree Fort tucked among redwoods, where rustic charm meets modern comfort. Fall asleep to crickets and a bubbling creek, then wake to birdsong and fresh mountain air. Designed for couples and solo travelers seeking a romantic, peaceful escape. Relax in the hammock or gather around the fire pit with forest views. Enjoy hassle-free glamping with electricity, a cozy bed, a private bathroom with hot water, and a kitchenette. VRP#181501

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.
Guest house in Almaden Valley
4.99 out of 5 average rating, 594 reviews

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, 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!

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
4.99 out of 5 average rating, 283 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
An inviting living space features a vintage piano against a warm wooden floor. A patterned area rug adds texture, while a stained glass lamp provides soft illumination. Natural light filters through large windows, illuminating a dining table and colorful chairs in the background.
Cabin in Boulder Creek
4.93 out of 5 average rating, 108 reviews

Kathleen’s Fern Cottage

Rest and rejuvenate in privacy at the cozy Fern Cottage which nestles in a 1/3 acre woodland garden with paths and hideaway seating areas. Each room has a garden view except the walk-in closet. Less than a mile from Boulder Creek, other areas to explore are a hop, skip & jump away: picnic and swim at the river beach park in town, hike & bike on trails, and 30 min. to ocean beaches, galleries, jazz clubs, surfboard rentals, theaters, restaurants, the Boardwalk & Santa Cruz Wharf and more.

Top guest favourite
Rows of grapevines stretch across the hillside, with traces of autumn colors visible on the leaves. A picturesque blend of green and gold foliage contrasts against the muted earth tones of the ground, while distant trees and hills are lightly shrouded by morning mist.
Farm stay in Felton
4.94 out of 5 average rating, 139 reviews

Vineyard Retreat with Expansive Mountain View

Vineyard retreat in Santa Cruz Mountains with expansive hilltop views. Situated off the beaten path between Los Gatos & Felton. The perfect place to disconnect, unwind & relax in a rural mountain setting. Our vineyard is 100% natural, no chemicals, pesticides or additives, from the soil to your cup. Please enjoy meandering the rows, soaking in the views and being in nature. Watch the marine layer recede in the morning & enjoy stargazing at night. Pricing is the same for 1-4 guests.

Guest favourite
A private outdoor area is showcased featuring a hot tub, hammock, and propane fire pit, all surrounded by wooden fencing. Ambient lights hang gracefully above, while towering redwood trees provide a natural backdrop, enhancing the serene atmosphere of this secluded retreat.
Guest suite in Felton
4.97 out of 5 average rating, 277 reviews

Redwood Cottage & Hot Tub

Enjoy this peaceful redwood retreat tucked away in the Santa Cruz Mountains. This small private cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 25 minutes to Santa Cruz. The cottage is on a shared property and next door to the main house. Please note there is no indoor shower (outdoor only). Although 4 wheel is needed, THE ROAD IS RURAL, NARROW AND STEEP. Ideal for confident drivers. Permit #211304

Top guest favourite
The A-frame home is nestled among tall trees, showcasing a sloped roof and multiple windows that allow natural light to enter. A wooden staircase leads to the entrance, while surrounding greenery adds a serene touch to the setting.
Cabin in Felton
5 out of 5 average rating, 143 reviews

Peaceful Coastal Mountain Cabin

Redwood Skye, our classic A-frame home, is nestled among the towering trees in the Santa Cruz mountains. 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.

Top guest favourite
A spacious living area features vaulted ceilings supported by wooden beams. A light-colored sofa and armchairs are arranged around a round coffee table. A wall art piece is visible, along with indoor plants, creating a comfortable and inviting space for relaxation.
Home in Felton
4.97 out of 5 average rating, 116 reviews

Mount Hermon Creekside Cottage

Have fun with the whole family at this adorable cottage nestled in the redwoods. (Permit Number 231151) Views of the creek and only steps to the conference center at Mount Hermon, less than 1/2 mile to the famous redwood forest of Henry Cowell; this home is perfect to stay in and relax or to go explore and use as a homebase. Newly remodeled kitchen, with everything you would need to host a dinner party, kids games, books, TV and so much more.

Top guest favourite
A cozy living area features two leather sofas positioned around a rustic coffee table. Natural light filters through large windows, illuminating the space. A rocking chair adds a touch of charm beside an accent lamp, and a soft area rug adds warmth to the flooring.
Guest house in Los Gatos
5 out of 5 average rating, 153 reviews

Orchard Cottage in convenient countryside location

Orchard Cottage is a newly refurbished historical home in a rural neighborhood 10 minutes from downtown Los Gatos. Lots of wildlife and local private hiking trails make this location in the Santa Cruz Mountains a peaceful retreat from city life. Enjoy your private deck and yard or visit our ducks for a mini-farm experience. Lots of nearby hiking and wineries, and only 25 minutes to Santa Cruz beaches. Please contact me with any questions!

Popular amenities for Glenwood holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. Santa Cruz County
  5. Glenwood