Holiday rentals in San Mateo County

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.

Luxurious 5BR Hot Tub Oasis w/Views Pool Table!

This home offers a peaceful yet fun environment to stay at with your friends, family, & or coworkers! It offers a awesome hot tub w/canyon views which is on a gorgeous deck that is lit with shimmering lights. The interior is spacious w/a great room where you can enjoy a space where everyone can watch tv, dine, and cook together. The location is scenic and peaceful yet conveniently located within 20 min to SFO airport and 25 min to downtown San Francisco. This home house 16 comfortably!

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.

2BR Charmer Walk to Beach

Recently renovated entire lower level of gorgeous coastside home, with private entrance, enclosed yard. Steps from hiking trails with panoramic ocean views, 10 minute walk to harbor where you can kayak, walk, jog or bike the Coastal Trail, or enjoy excellent restaurants and breweries with ocean views. El Granada is a peaceful, rural neighborhood 5 miles from Half Moon Bay's Main Street with quaint shops and cafes, and 20 miles from San Francisco. Well behaved dogs welcome.

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.

Luxurious Bayview Treehouse: Hot Tub, 15 min to SF

Immerse yourself in an architectural gem that balances modern elegance and rustic allure. Our four-bedroom, three-bathroom sanctuary is your secluded escape amidst expansive greenery, a canvas for unforgettable moments. Just 10 minutes from SFO Airport and 15 minutes from dynamic San Francisco, our home is your launchpad to exploration. The Bay Bridge graces the view from your private balcony and hot tub, framing your stay with an awe-inspiring vista.

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.

Beautiful Seaside Retreat.

Enjoy the vast ocean views in this beautifully updated craftsman style home, one of the originals in the neighborhood. Stunning views from almost all of the windows of the house and the large deck will remind you that you are on vacation. Comfortable beds, modern kitchen, tasteful design and an amazing location close to beaches, harbor, trails, restaurants. bars, and cafes make tis place the perfect get away.

Seaside Home Modern Retreat with Breathtaking

Discover coastal serenity in this modern 4BR, 3 bath retreat in Half Moon Bay's Miramar district. With clean interior, wood accents & an amazing 2nd-floor balcony, this home offers a serene escape. Enjoy the landscaped backyard, fully stocked kitchen & proximity to popular beaches and the Coastal Trail. Experience seaside charm in this unforgettable home