Guesthouse holiday rentals in San Jose

Stylish Spacious Seaside Retreat, Walking to Beach

A perfect getaway on the coast with fresh air, sandy beaches, biking/hiking trails, and quaint restaurants, our place is 10minutes walk to the famous Maverick Beach, Sam Chowder House, and the Harbor. This stylish guest house is the 1st floor of our seldom used beach house in El Granada, 4 miles north of Half Moon Bay. It has a private entry, a fully equipped kitchen, w/ a laundry/mud room & on-site parking. Large decks have splendid ocean view! Come and enjoy this quiet and comfortable home.

Charming Cottage in Haight-Ashbury Garden

Our deluxe cottage is close to restaurants Nopa, Nopalito, Ragazza, Bar Crudo, Baretta, Souvla, Buena Vista Park, Alamo square and the painted ladies, Haight Ashbury, Golden Gate Park, Fallettis market and BiRite market. Tastefully appointed and with luxury linens you’ll love our place because you can walk or take bus easily from here, very quiet with peaceful yard and the bed is supercomfy. You will get a great night's sleep here. Our place is good for couples, solo and business travelers

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

🌼Modern guesthouse w private patio and ♨️ hot tub

New and modern guesthouse, built in 2018, 20 min walk to downtown Redwood City. The kitchen comes fully equipped with high-end appliances, quartz countertops, Keurig coffee maker, and an eat-in island. In the living room, enjoy the 55" 4K TV with Bose sound on a sectional sofa that doubles as a pull-out bed. Rest well on a premium cal king size bed and enjoy a relaxing dip in the hot tub on your tranquil backyard patio. Unit has washer/dryer, heat/AC, and ensuite bath.

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Pet-Friendly Guest House with Private Patio

Tranquil 1 bedroom 1 bathroom guest house. The space is calm and serene nestled in a lush urban garden surrounded by trees. Prime location where guests are walking distance from neighborhood cafes, and Downtown Alameda which has an assortment of excellent restaurants, bars, and shopping. Amenities include: Queen Bed with pillow top 42 inch Smart TV with Disney Plus & Hulu Private Wifi And More... Early check-in starting at 12pm an additional $35.

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings where you can enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town.

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Guesthouse near Stanford, Palo Alto, Menlo Park

You’ll love our place because of the ambiance, the privacy, the quiet, the outdoors space, the neighborhood, and the comfy beds. Our guesthouse is good for couples, solo adventurers, business travelers. We live in the primary house on the property. We are close to the CalTrain station (1 mile/10 minutes by bike). We carefully follow enhanced cleaning protocols.