
Vacation rentals in Glenwood
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Glenwood
Guests agree: these stays are highly rated for location, cleanliness, and more.

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
4.96 out of 5 average rating, 189 reviews
Peaceful Treehouse with Ocean View
Permit 171035 Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock. Perfect for relaxing and enjoying the surrounding canopy.
4.91 out of 5 average rating, 613 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.
4.99 out of 5 average rating, 1063 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!
4.89 out of 5 average rating, 522 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!
4.96 out of 5 average rating, 858 reviews
Entire In-Law Unit at Ridge Ranch
Whether you are here for vacation or business you will enjoy this newly remodeled, private in-law unit in an affluent, countryside neighborhood. Comfortable beds and high quality linens. Original art by R. Apple of our horses. Surrounded by mountains, redwoods with private trails, and a horse pasture. Only 10 min to dining and entertainment in Los Gatos, 20 min to Santa Cruz and an hour to San Francisco. Access to large network of trails for hiking and biking. One pet welcome. Max four guests.
4.92 out of 5 average rating, 101 reviews
Forest Cabin & Hot Tub
Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449
4.98 out of 5 average rating, 144 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.
4.99 out of 5 average rating, 347 reviews
Private Suite in the Redwoods with a View
Our location is on a quiet dead-end street in the beautiful redwood forested mountains above Felton. We have an intimate private suite (bedroom with Queen bed, sitting room and bath), with its own entrance. We have a wide view of the San Lorenzo Valley, and are only 2 miles from downtown Felton. Access to hiking, mountain biking, coast trail and surfing is within minutes. We are taking the current coronavirus situation very seriously, and have implemented advanced cleaning procedures.
4.98 out of 5 average rating, 508 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.
4.95 out of 5 average rating, 171 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!
4.93 out of 5 average rating, 212 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!
4.93 out of 5 average rating, 224 reviewsPopular amenities for Glenwood vacation rentals
Other great vacation rentals in Glenwood

Mountain Gem - $1M VIEW
4.83 out of 5 average rating, 271 reviews
Sunwoods Mtn. House
5.0 out of 5 average rating, 34 reviews
Los Gatos Mountain Retreat | Heated Pool & BBQ
4.84 out of 5 average rating, 32 reviews
Private Santa Cruz Mountains Hideaway w Hot Tub
4.9 out of 5 average rating, 70 reviews
Cheerful 2 bedroom cabin with indoor fireplace
4.85 out of 5 average rating, 73 reviews
Castle in the Woods | Private Los Gatos Hideaway
5.0 out of 5 average rating, 37 reviews
2BR Redwood Retreat · Sunset Deck · Santa Cruz 15m
5.0 out of 5 average rating, 52 reviews
Evergreen Escape | Hiking, Beach, HotTub, GameRoom
4.84 out of 5 average rating, 79 reviewsDestinations to explore
- Los Angeles Vacation rentals
- San Francisco Vacation rentals
- San Jose Vacation rentals
- Mammoth Lakes Vacation rentals
- Santa Barbara Vacation rentals
- West Hollywood Vacation rentals
- South Lake Tahoe Vacation rentals
- Santa Monica Vacation rentals
- Oakland Vacation rentals
- Sacramento Vacation rentals
- Reno Vacation rentals
- Monterey Vacation rentals
- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Capitola Beach
- Carmel Beach
- Levi's Stadium
- SAP Center
- Carmel Beach
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Pebble Beach Golf Links
- California’S Great America
- Bernal Heights
- Oakland Arena
- Big Basin Redwoods State Park
- Seacliff State Beach
- Gilroy Gardens Family Theme Park
- Asilomar State Beach
- Montara Beach
- Pacifica State Beach
- Winchester Mystery House
- Natural Bridges State Beach
- Seabright Beach





