Family-friendly holiday rentals in Ben Lomond

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.

Classy Getaway with Ocean Views

Get away from it all in this classy and private one bedroom nestled in nature with ocean views. Check the surf at Steamer Lane, enjoy a beautiful sunset, followed by the view of the city lights at night. All from the comfort of this lovely home. 11 mins to downtown and 15 mins from the beach. You will have the upstairs house to yourself completely. Their is a separate downstairs unit that is occasionally occupied by the owner. Inquire if concerned. Their is a security camera on the front porch.

Santa Cruz area serene retreat, sleeps 8

Private cabin in a serene, wooded setting, 20 min. to Santa Cruz. Main house has two bedrooms and a loft. There are two detached glam camping gazebos, carpeted and equipped with beds, electric blankets, down comforters. Hot tub, outdoor shower, outdoor kitchen, gas barbecue, large deck, views. Indoors has a modern, well-equipped kitchen, great room, gas fireplace, loft, master bedroom, guest bedroom, two bathrooms. Quality furniture, comfortable beds, stylish sectional, large dining table.

Charming Entire Los Gatos Saratoga House

This 1930's charming Mediterranean house with fishpond ,magical garden & high speed internet is ideal for Silicon Valley corporate, entrepreneurs, business world travelers, couples, adventurers; inspirational for artists and art lovers. Yet,walking distance to downtown Los Gatos' Monte Sereno restaurants, coffee shops, boutiques, local hikes close to Limekiln Trail & outdoor activities.It is about 15 minutes drive to/from San Jose airport & 45 minutes to/from San Francisco airport.

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

VR#111596 Seemingly remote & private yet so close to everything, single level home with massive deck on 2 1/2 acres backs to park and trails. The cook’s kitchen & herb garden overlook our meadow. The hot tub, outdoor living room & garden shower are just a few of the surprises you will uncover. The 350 heritage oak tree with 10,000 sq ft canopy is a magnet for wildlife. Ask about detached office if you need to work from home; the internet is great. Polite well trained pets ok.

Kinderwood Farms Suite

>>Now is the perfect time to visit!<< Nestled in an enchanting forest of redwood trees & ferns, lies a treasured, sustainability-focused homestead, waiting for you to enjoy its bounty. This is a one of a kind, immersive culinary & farm adventure with cozy accommodations & unique experiences. Activities may include farm to table meals, goat milking, cuddling baby goats, cheesemaking, sourdough, soap making & more. Join us for a visit you will remember for a lifetime

5 Acres Mountain Retreat - 2 BR / 1.5BA

SC County Short-Term Rental Permit #VRAB00019 Beautiful, two story, Mediterranean-style home. Private downstairs guest suite (750 sq ft) is available for our guests (2 bedrooms/1.5 baths/living area/kitchen nook). Mountain/Canyon views. Wildlife and tranquility. Lots of nearby restaurants. 5 mins to Capitola / 50 mins to Monterey/Carmel. Naima will be your hostess at the property. ** Santa Cruz County Hosted Rental Permit #181182 (issued June 28, 2018)

Modern Beach Retreat-Free EV Charging

This open and airy modern home is a 5 minute walk to Rio del Mar beach. Enjoy the clean design, large deck and indoor outdoor living. Numerous outdoor activities at your doorstep including golf, world class surf breaks, and renowned biking and hiking trails in the forest of Nisene Marks. Equipped with high speed internet, a projector and Sonos sound system. Our place comfortably hosts five and is good for couples, business travelers, solo, and families.

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.