Vacation rentals in Portola Valley

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Top-rated vacation rentals in Portola Valley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A wooden picnic table and bench set are positioned on a deck area, surrounded by greenery and flowers. Steps lead up to a raised platform, with a spacious lawn visible in the background. A tall pine tree adds natural height to the setting.

Guest suite in Outer Sunset

4.89 out of 5 average rating, 163 reviews

Great Highway Oceanfront studio

Come stay at the only AirBnB located on the historic Great Highway in San Francisco. Come experience what the New York Times includes on it's best places in the world to visit list. This private studio includes a Saatva luxe King mattress, Luxe sheets and down duvet, fire pit, picnic table, and giant back yard with a 50 foot pine tree and clover lawn. This is one of the few rentals that is located directly on beach/great highway in San Francisco. Come enjoy a secluded beachside escape.

Top guest favorite

A modern living area features a sectional sofa complemented by a glass coffee table. Large sliding doors provide natural light and a view of the outdoor space. A sleek fireplace adds warmth to the room, with a stylish area rug enhancing the comfortable setting.

Home in Half Moon Bay

5 out of 5 average rating, 112 reviews

Fabulous Beach Get Away - Brand New Beach House

Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

Top guest favorite

Tall redwood trees create a serene forest environment, with their textured trunks standing closely together. Lush green foliage is visible at the base, complementing the rich earth tones of the bark. A stone wall subtly outlines the natural space, adding to the peaceful atmosphere.

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 215 reviews

Digital Nomad Retreat

Imagine yourself in the REDWOOD FOREST and take a breath of mountain air. Only 25 miles from the Silicon Valley, 15 miles from the Santa Cruz Boardwalk, a cozy location tucked in the forest. Many are on the move and can work from anywhere, so why not a beautiful place of your own? A perfect getaway spot central to WINE TASTING, HIKING, BEACHES and even mountain exploration, right from the doorstep. Located only a mile and a half from downtown Boulder Creek, food and window shopping are easy.

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, 101 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.

Superhost

An outdoor seating area features a fire pit with a glass centerpiece, casting a warm glow. Comfortable cushions add to the inviting atmosphere. The distant ocean can be seen as the sun sets, creating a serene backdrop against the skyline.

Apartment in San Francisco

4.88 out of 5 average rating, 367 reviews

Beautiful 1 bdrm Apt with Ocean Views and Hot Tub

Super safe neighborhood in San Francisco. It is residential and quiet. Gate to get in. Beautifully remodeled inlaw suite with private keypad entrance, one block from famous tile steps and blocks to dining options and Golden Gate Park. Bedroom has stunning ocean views. Unit is equipped with streaming enabled TVs, microwave/convection oven, electric stove, nest heat, towel warmers, washer/dryer, writing desk and chair, and more! Hot tub and fire pit! * “Not suitable for parties/events”

Superhost

A tranquil outdoor space is shown, with a pergola providing shade amidst lush greenery and purple flowers. Stone pathways weave through the garden, leading to seating areas surrounded by native plants and mature trees with a peaceful landscape in the background.

Home in Ben Lomond

4.94 out of 5 average rating, 139 reviews

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.

Guest favorite

A view into the loft studio is presented, showcasing a cozy living space. The staircase leads to the upper loft area, while a spacious bed is positioned in the lower section, complemented by warm wood floors and soft natural light filtering through the windows.

Tiny home in Half Moon Bay

4.85 out of 5 average rating, 650 reviews

Small Beach Cottage Near the Coastal Trail

This is the perfect place for a getaway near the beach. Tiny House provides you and your dog comfort and privacy in a quiet neighborhood close to the dog friendly Poplar Beach. We provide the basics to prepare small meals in our kitchenette. You have close access to miles of coastal trails, great shopping and dining in downtown (1 mile away). Ritz Carlton is just 2 miles South of us. The Harbor also has great options for dining. Many trails for hiking and biking very close by.

Guest favorite

A verdant garden is displayed, featuring a pathway lined with stepping stones leading to the two cabins. Lush plants and vibrant flowers surround the space, complemented by raised garden beds filled with herbs and vegetables. The cabins, with large windows, are visible in the background.

Guesthouse in Oakland

4.91 out of 5 average rating, 336 reviews

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.

Top guest favorite

A covered balcony features two light blue chairs with striped cushions, overlooking the neighborhood. The wooden railing offers a sense of openness, while the surrounding area includes a glimpse of greenery and residential rooftops. Natural light brightens the space.

Home in Pacifica

4.96 out of 5 average rating, 227 reviews

Brighton Beach Cottage, One Bedroom plus Loft

Just a short stroll from Sharp Park beach and hiking trails our large private spacious 1 bedroom plus loft is perfect for your next beach and hiking getaway. Centrally located in the desirable Sharp Park neighborhood of Pacifica, you can get to San Francisco, Half Moon Bay, hiking trails, golf, and beaches quickly and easily. A few minutes drive to Linda Mar beach, one of the best surf spots in Northern California. The cottage is a single-family home.

Guest favorite

A quaint street scene captures the essence of downtown Boulder Creek. Historic buildings line either side of the wet road, reflecting the soft glow of streetlights. Tall pine trees are visible in the background, creating a serene and inviting backdrop.

Home in Boulder Creek

4.87 out of 5 average rating, 142 reviews

Victorian Cottage in the Redwoods

Historic Landmark 1899 Queen Anne Victorian Cottage near downtown Boulder Creek , Ca. Walking distance to bus, downtown restaurants, Wild Roots Market, hiking trails, San Lorenzo River. Recently remodeled 1 Bdrm 1 Bath with shower and bathtub Full kitchen Vitamix Organic Coffee Nearby Restaurants Beaches Surfing Mountain Biking Henry Cowell Redwoods State Park Roaring Camp & Big Trees Narrow Gauge Railroad Santa Cruz Boardwalk Wild Roots Market

Guest favorite

The communal lounge area features a spacious layout with a comfortable sectional sofa adorned with decorative pillows. Natural light floods in through large windows, illuminating the modern decor. A billiards table is visible in the background, along with potted plants that enhance the inviting space.

Apartment in Menlo Park

4.97 out of 5 average rating, 145 reviews

Charming 2BR Apartment near tech Giants & Stanford

Welcome to our Luxurious 2 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, two comfortable bedrooms, a pair of modern bathrooms, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

Guest favorite

A cozy outdoor space is surrounded by tall trees, featuring a private hot tub and a propane fire pit. A striped hammock is draped between posts, while warm string lights provide ambient illumination. The fenced area is paved with stones, offering a gravel surface for relaxation.

Guesthouse in Felton

4.96 out of 5 average rating, 181 reviews

Redwood Cottage & Hot Tub

Enjoy this quaint, peaceful redwood retreat in the Santa Cruz Mountains. This small cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 25 minutes to Santa Cruz beaches. The cottage is on a shared property and next door to the main house.

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What guests are saying

Entire Ocean View Home beaches hiking

4.76 out of 5 average rating, 93 reviews3 months ago

Sarah's place was such a vibe! Could see the ocean's view in the backyard, and very near to the beach if you want to take a stroll. Also well located with Safeway just 5 mins away. About 30 mins to SF, and 20 mins to Half Moon Bay. Quiet neighborhood which was great for us.

Home in Linda Mar

What guests are saying

Seaside Home Modern Retreat with Breathtaking

4.93 out of 5 average rating, 60 reviews1 week ago

We came here to celebrate a milestone birthday in the family and the house exceeded expectations. You can’t beat the neighborhood, the 2 block walk to the beach, waking up to birds and coastal fog in the morning, all the great local markets and convenience despite this being a more remote and quiet part of town. The house itself was exactly as shown in the pictures and was such a lovely stay. If anything it was way bigger than we thought it’d be. 10/10 would book this again and again.

Home in Half Moon Bay

What guests are saying

Canyon View Casita

5 out of 5 average rating, 66 reviews3 weeks ago

I've been to countless Airbnbs, and I was very impressed by this listing. Abril's home was absolutely perfect for my family and I + She was able to accommodate us very last minute. Her home was cozy, clean and perfect if you have small kids. She was very responsive throughout our time there. Thank you, Abril! We very much enjoyed our stay.

Guesthouse in Castro Valley

What guests are saying

Victorian Experience Downtown Campbell King Bed

4.94 out of 5 average rating, 253 reviews3 weeks ago

We loved our stay at Cynthia and Glen’s Victorian home! The back yard is the ultimate gem for me. Just so beautiful out there. The charm inside the house was magical. And the host was so responsive! We had an internet issue and she reached out to comcast right away and stayed in touch with us until it was fixed. The binder of helpful hints and local restaurants was great too. We tried and loved a couple of the recommendations and went to the local farmers market too!

Apartment in Campbell

What guests are saying

Miramar Escape! OceanView, RoofDeck & Steps2Beach

4.85 out of 5 average rating, 13 reviews3 days ago

This property is absolutely beautiful! The upstairs is perfect for kids to bunk together or for a family to enjoy their own private space. One of our favorite features was the rooftop access—we were lucky enough to spot dolphins and whales in April! The main living area, located up a flight of stairs, offers stunning ocean views through large windows. The living room has a playful vibe, highlighted by a unique painting with rope lighting that made movie night extra fun. The kitchen is spacious and stocked with the basics, but we recommend bringing items like baggies, Tupperware, and paper towels. If you’re planning a game night, just let Stephanie know—she was incredibly accommodating and provided games upon request. Our stay was fantastic! The beach is just a five-minute walk away, and the hosts were responsive and helpful throughout. The beds are very comfortable, and the bathrooms are well-stocked with towels and essentials. We would definitely stay again!

Home in El Granada

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