Vacation rentals in Glenwood

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Top-rated vacation rentals in Glenwood

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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, 468 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 favorite

A spacious A-frame tent interior features a cozy queen bed with decorative bedding. Two bedside tables hold lamps, providing soft light. A wooden chest at the foot of the bed offers storage for extra blankets, while warm sunlight filters through the tent's fabric, creating a welcoming glow.

Treehouse in Felton

4.98 out of 5 average rating, 127 reviews

Redwood Ridge Tree Fort VRP#181501

A Magical Glamping Retreat – Escape to a dreamy tree fort nestled high among majestic redwoods, where rustic charm meets modern comfort. Fall asleep to the sounds of crickets and a bubbling creek, and wake up to peaceful birdsong and fresh mountain air. Relax in the hammock or gather around the fire pit while taking in stunning views. Enjoy hassle-free camping with all the comforts of home, including electricity, a cozy queen bed, a full bathroom with hot water, and a fully equipped kitchenette.

Guest favorite

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, 104 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 favorite

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, 954 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 favorite

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, 235 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 favorite

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, 116 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.

Top guest favorite

A hot tub is positioned under a wooden gazebo, surrounded by lush greenery and tall trees. A colorful hanging chair is visible nearby, inviting relaxation. The outdoor space features a patterned area rug, and the sound of nature creates a tranquil ambiance.

Cabin in Soquel

4.99 out of 5 average rating, 163 reviews

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!

Top guest favorite

An outdoor deck is illuminated by string lights, creating a warm ambiance against a twilight sky. The area features a circular table surrounded by several green chairs. Lush bamboo plants can be seen along the edge, adding a touch of nature to the space.

Guest suite in Los Gatos

4.98 out of 5 average rating, 164 reviews

Ridge Top Get-A-Way and Quiet Dedicated work space

Permit 231319 A quiet, private suite in a stunning ridgetop setting—perfect for relaxation and renewal! This spacious guest suite features two bedrooms, a private spa bathroom, and a secluded deck, private, occupying the entire lower floor of our hilltop home. Enjoy breathtaking forest views and peaceful, star-filled nights, just 20 minutes from Silicon Valley and Monterey Bay's beaches. Guests have their own private entrance and convenient off-street parking.

Guest favorite

A spacious sleeping area is highlighted by a large bed featuring white bedding. Two windows allow natural light to fill the room, offering views of greenery. A small table with two stools is positioned near the windows, and modern lighting fixtures complement the overall design.

Guesthouse in Scotts Valley

4.91 out of 5 average rating, 173 reviews

The Hen House Haven

Welcome to The Hen House Haven, a charming retreat where comfort meets modern amenities. Enjoy fresh eggs from our ten friendly hens, though egg availability may vary, especially in winter. Located near the Santa Cruz Beach Boardwalk, Henry Cowell Redwoods, and scenic hiking trails, our cozy studio is perfect for a relaxing getaway or adventure-filled stay. Embrace the serenity and warmth of staying with us, and make yourself at home. We can't wait to host you!

Guest favorite

Guest suite in Felton

4.97 out of 5 average rating, 234 reviews

Redwood Cottage & Hot Tub

Enjoy this quaint, 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 beaches. The cottage is on a shared property and next door to the main house. Please note there is no indoor shower (outdoor only) and the road is one lane with a steep driveway. Permit #211304

Top guest favorite

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.

Guesthouse in Los Gatos

5 out of 5 average rating, 144 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!

Superhost

A green yurt is nestled among tall trees, featuring a wooden deck with a set of two outdoor chairs and small tables. Colorful prayer flags drape from the yurt's awning, framing the entrance where double French doors invite guests inside.

Yurt in Watsonville

4.91 out of 5 average rating, 812 reviews

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.