
Guesthouse vacation rentals in San Francisco Peninsula
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Top-rated guesthouse rentals in San Francisco Peninsula
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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.

Private Cottage near Redwood City and San Carlos Downtowns
Quiet, private two-level garden cottage ideal for business travelers and visiting family. Gig+ high-speed Wi-Fi, workspace, central AC & heat, king-size bed, private entry (24/7), 50” 4K TV, fully equipped kitchen with granite countertops, and guest-exclusive washer and dryer. Bedroom, living area, kitchen, bathroom, and dining / work space. Shared garden with BBQ, teak table and hot tub. Walkable to transit, downtown areas, and a popular breakfast café. Some train and light traffic noise.

Stylish Seaside Cottage - Walking to Beach
A perfect place for romantic getaways! newly built on top of our detached garage, 10mins walk to beach! private entrance, smart lock, modern skylights, quality linens, trendy decor, private deck with splendid ocean view, on-site parking! At the sunny beautiful El Granada, 4miles north of Half Moon Bay, a lot of fun activities: spending your days on the beach, exploring the hiking trails, trying out many local restaurants, or road trip along Highway 1, 30 mins to SF or 60 mins to Santa Cruz.

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.

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!

Woodsy Silicon Valley Cottage
Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Charming Studio Garden Cottage near Stanford
Come and relax in our light and airy studio cottage situated in a beautiful garden setting, the perfect get-away after a day of business meetings or visiting with family. We are close to major Silicon Valley destinations as well as Stanford Hospital, 45 minutes' drive from San Francisco, San Jose and the beach in Half Moon Bay — easy access to Highways 101 and 280. Our quiet neighborhood full of mature oak trees beckons you to take a walk.
Popular amenities for San Francisco Peninsula guesthouse rentals
Family-friendly guest house rentals

Charming Cozy Cottage in Eco-Garden Oasis

Guesthouse in Serene Neighborhood

Bicycle Shack @ La Honda Pottery

Fabulous Guesthouse next to Stanford w/ Kitchen

Studio cottage near downtown Palo Alto with AC

Charming Studio

Private Separate Casita in Mtn View, By G0oggl

Poolside Retreat with Views • Private Guesthouse
Guest house rentals with a patio

Charming Victorian Retreat | Minutes to SF

Very Demure, Very Cozy, 2 bd guest home w/ hot tub

Sunny Cottage with Private Patio in San Anselmo

Guesthouse Garden Retreat

Berkeley Bitty House - a little bit of home

Detached Cozy Studio w/ private patio garden & BBQ

Private and serene studio with full kitchen

Charming, modern, restorative, private studio
Guest house rentals with a washer and dryer

Redwood Heights Cottage with Stunning Bay Views

Gorgeous Guest House with a Farmhouse Flair

Cottage near downtown Palo Alto

Private Garden Cottage Belmont Hills*Pool*HotTub*

Cozy Alameda Garden Cottage

Secluded luxury cottage & hot tub

Private Abodu Guesthouse in Downtown San Jose

Safe, modern & newly renovated – a hidden gem
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
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