Vacation rentals in San Francisco Peninsula

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Top-rated vacation rentals in San Francisco Peninsula

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Guest favorite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.95 out of 5 average rating, 105 reviews

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

Top guest favorite
The living area features a modern design with a brown leather couch and a round coffee table. A stylish desk and chair are positioned against a wood-paneled wall. An open view of a well-lit bathroom and kitchen area is visible in the background, enhancing the spacious feel.
Home in Redwood City
5 out of 5 average rating, 50 reviews

Stylish Executive King 1BR w/ AC | Walk 2 train/DT

Welcome to our newly remodeled stylish 1-bedroom home centrally located in the heart of Redwood City! Perfect for solo travelers, couples or business travelers. Enjoy a fully equipped kitchen, stylish decor, modern amenities and ample living space. Its prime location gives you easy access to Silicon Valley, San Francisco, & beautiful natural attractions. We've thought of everything to make your stay comfortable, including fast WiFi & plush bedding. Book now & experience the best of the Bay Area!

Top guest favorite
A silver Airstream is nestled among lush greenery, situated on a wooden deck. The scene is framed by trees, providing a sense of privacy. The ocean is visible in the background, suggesting a tranquil retreat surrounded by nature.
Camper/RV in Half Moon Bay
4.97 out of 5 average rating, 131 reviews

Beach Airstream (Bliss) - New Listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

Top guest favorite
A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.
Guesthouse in Woodside
4.99 out of 5 average rating, 342 reviews

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.

Top guest favorite
The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.
Guesthouse in San Carlos
4.99 out of 5 average rating, 768 reviews

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Top guest favorite
A charming outdoor space features a decorative stone fountain with three tiers, surrounded by lush greenery and colorful flower beds. The mansion's stucco facade and tile roof are visible in the background, complemented by a well-maintained pathway leading to the entrance.
Guest suite in Atherton
4.99 out of 5 average rating, 82 reviews

ADU studio unit in a 2/3 acre Spanish mansion

Kick back and relax in this calm, stylish beautiful mansion. An independent front ADU studio in a brand new modern Spanish style mansion in a 2/3 acre lot in Atherton with completely separate entrance and huge front yard with oak trees and fountain. Only 0.5 mile to 101 freeway and 1 mile to train station, near many high tech companies. A stylish welcoming king bed full Kitchenette large fridge large stove oven range microwave and in the unit washer dryer. Central AC and heat, internet & TV.

Top guest favorite
A bright interior space features large windows allowing natural light to fill the area. Colorful cushions in various shades are arranged on the floor, complemented by wooden accents and an open ceiling design that highlights the natural surroundings.
Treehouse in Half Moon Bay
4.98 out of 5 average rating, 130 reviews

Paradise Treehouse & Heavenly Cabin

A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

Top guest favorite
The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.
Cottage in San Carlos
4.98 out of 5 average rating, 240 reviews

Carmelita Creek House

The creek house is on a beautiful tree lined street, walking distance to downtown San Carlos. The house is a spacious one bedroom cottage with designer finishes and gorgeous vaulted ceilings. You will be surrounded by mature redwoods on the peaceful balcony and one with nature at the fire pit overlooking a year round creek. Amenities include a full sized kitchen, comfortable workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. We live in the main house on the property.

Top guest favorite
A wooden hot tub is positioned on a deck facing the ocean, with waves gently lapping at the shore. The sunset casts warm hues over the water, while wooden posts and ropes define the perimeter of the deck.
Home in Moss Beach
4.93 out of 5 average rating, 262 reviews

Walk to the Beach from this Ocean Front Home

Your beachfront escape awaits you. Come immerse yourself in the serenity of this Pacific Ocean retreat gracefully set in a secluded beach just 25 mins south of San Francisco. This 2 bed / 2 bath home features breathtaking ocean views and direct beach access just a few steps down. The hot tub overlooking the ocean, fire pits and a putting green complete this idyllic space. Comfortably sleeps 4 adults on 2 king beds and 2 high quality airbeds are provided for total sleeping for 6.

Top guest favorite
Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.
Guesthouse in Woodside
4.96 out of 5 average rating, 306 reviews

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.

Guest favorite
A spacious dining area features a large wooden table surrounded by black chairs, with natural light streaming through nearby windows. A spiral staircase leads to an upper loft, adding to the modern design, while decorative plants hang from the ceiling, enhancing the bright atmosphere.
Home in Millbrae
4.96 out of 5 average rating, 239 reviews

Light & Bright Abode Near SFO + Downtown Millbrae

This is a light, bright, and cheerful unit that is conveniently located in the heart of Downtown Millbrae. With high vaulted ceilings and modern decor, this space is perfect for any discerning travelers who wish for a comfortable environment to stay. -Less than a minute walk and you will arrive at Safeway, Starbucks, Trader Joes, and more. -5 minute drive to Burlingame Mills Peninsula Medical Care -5 minute drive to the Millbrae Caltrain, Bart station, and SFO.

Top guest favorite
A modern living area is furnished with a light grey sectional sofa and a single armchair. A marble coffee table is centered on a textured area rug. Large windows allow natural light and provide a view of a private garden, complemented by a dining table in the corner.
Condo in Palo Alto
4.91 out of 5 average rating, 256 reviews

Perfect Location, walk to all Palo Alto venues

Very nice, remodeled 700 Sq. ft. Mid-Century Modern condominium in the heart of Palo Alto. One large bedroom, one bathroom, well stocked kitchen with all new appliances, lovely private back patio area...all this and only a 3 block walk to University Ave (fabulous restaurants & shopping), 3 minute walk to CalTrain, 10 minute walk to the Stanford Campus (or take Stanford Shuttle just 2 blocks away)! No need to drive although space for 2 cars, one undercover.

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