Holiday rentals in Glenwood

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Top-rated holiday rentals in Glenwood

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Superhost
Cabin in Los Gatos
4.89 out of 5 average rating, 467 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
Treehouse in Felton
4.98 out of 5 average rating, 126 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 favourite
Cabin in Felton
4.95 out of 5 average rating, 103 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
Cabin in Los Gatos
4.99 out of 5 average rating, 953 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
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 favourite
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.

Guest favourite
Cabin in Felton
4.92 out of 5 average rating, 237 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.

Top guest favourite
Guest suite in Los Gatos
4.98 out of 5 average rating, 163 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 favourite
Guest house in Scotts Valley
4.91 out of 5 average rating, 172 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 favourite
Guest suite in Felton
4.97 out of 5 average rating, 232 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 favourite
Guest house 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
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.

Popular amenities for Glenwood holiday rentals

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