
Guesthouse vacation rentals in San Francisco Peninsula
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Top-rated guesthouse rentals in San Francisco Peninsula
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Downtown Palo Alto Gem! Cute, Spotless Guest House
We invite you to stay in our private, remodeled guest house. It's an easy walk to the restaurants and shops on University Avenue, in a safe and sought-after neighborhood in Downtown Palo Alto. The guest house was recently renovated and has a gorgeous bay window, air conditioning, two skylights, and a spa-like bathroom. We pride ourselves in keeping it absolutely spotless. The studio cottage is 200 square feet. It’s perfect for a single person but has a queen bed, so can accommodate a couple

Rustic Cabin in the Redwoods
Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

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.

Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those inclined toward an active lifestyle, we are close to Purisima Creek, Huddart Park, and the El Corte de Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space)Note 20 minutes from Half Moon Bay with beautiful beaches and 30 min from Stanford in Palo Alto. We are adjacent to The Mountain House Restaurant. (note) The bed is a Murphy bed in the living area. NO PETS!

The Purple Door, Private Sanctuary, Epic View
Private guesthouse located in the Oakland Hills with stunning views of the bay. We recognize the importance of privacy, this guesthouse will allow you to have everything you need all while never having to be bothered. The sunset views can be taken in from your bed or the deck. There is a bus stop about 150 yards away if you need, the airport is about a 7 minute ride away, rail (BART) is about 5 minutes and the house is near a freeway for quick access to everywhere in the Bay Area.

SkyHigh Redwoods Retreat with Bay Views
Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

The Willow Cottage
Modern Farmhouse Cottage, walking distance to downtown Walnut Creek. Recently renovated unit sits on a sprawling 5 Acres, which feels like the country but also close to shopping and amazing restaurants. Includes full access to a pool, Chef style kitchen and an outdoor lounge area. Private entrance and plenty of free parking. If Interested, please contact me with: - Occupancy (total amount of guests, pets, cars, etc) - A bit about yourself and your interest in renting

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.

Delightful Hideaway in San Carlos
Fully equipped executive studio in the heart of Silicon Valley. This studio is ideal for accommodating executives, visiting doctors and nurses and other professions that might require long term stays. Visitors will enjoy the warm family-friendly environment and delightful garden setting. It is also well-suited for those on vacation who delight in visiting the nearby cities, as well as those who have families close by and want to have their own private spot.

Coastal Cottage Guest House
Guest house is attached to our primary residence but has a separate exterior entrance. The interior is separated by double doors that lock from both sides, similar to adjoining hotel rooms. The backyard is shared by us, the owners. There’s a very real chance you’ll be greeted by our friendly Australian Shepherd, Gracie, during your stay! You may see us in the yard during your stay. Feel free to say hi! Otherwise, we like to give our guests privacy.

Comfy Studio Near Trails and Beaches
Comfy and private freestanding studio with large deck. The studio is nestled in a grove of live oaks, and overlooks a quaint market flower garden. This is a bed and breakfast, offering coffee, tea, fresh fruit, oatmeal, granola, juice, milk, oat/almond milk etc. This fenced-in property, and large, private, covered deck provides safe storage for guest bikes and sporting equipment. Local trail maps provided for your hiking and biking adventures!

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.
Popular amenities for San Francisco Peninsula guesthouse rentals
Family-friendly guest house rentals

Charming Cozy Cottage in Eco-Garden Oasis

Guesthouse in Serene Neighborhood

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

Bicycle Shack @ La Honda Pottery

Quiet , Private Studio / Cottage

Charming Studio Garden Cottage near Stanford

Entire Guesthouse with Private Entrance

Private Separate Casita in Mtn View, By G0oggl
Guest house rentals with a patio

Charming Victorian Retreat | Minutes to SF

Sunny Cottage with Private Patio in San Anselmo

Sunny Cottage in Redwood City

Detached Cozy Studio w/ private patio garden & BBQ

Villeta Pastena - Rockridge guest house w/patio

Near Japantown & SJC ARPT, King Bed, Fast Internet

Charming, modern, restorative, private studio

Quiet guesthouse near SJ airport with EV charger
Guest house rentals with a washer and dryer

Redwood Heights Cottage with Stunning Bay Views

Gorgeous Guest House with a Farmhouse Flair

The Hen House Haven

Cozy Alameda Garden Cottage

Woodsy Silicon Valley Cottage

Fabulous Guesthouse next to Stanford w/ Kitchen

Secluded luxury cottage & hot tub

Private Abodu Guesthouse in Downtown San Jose
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
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- Oracle Park
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