Vacation rentals in Hillsborough

Most Desired Vacation Spot in San Francisco.

Welcome to San Francisco, one of the most beautiful and diverse cities in the world! I would love to host you in my modern and clean home right in the middle of one of the most coveted neighborhoods in the city, the Marina District. You will only be a few steps to the Marina waterfront, beach, and Crissy Field. If you look toward your left, you can’t miss the iconic Golden Gate Bridge. You can stroll to Chestnut Street and Union Street where you will find restaurants and trendy store fronts.

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Oak Knoll Hideaway

If you're searching for one of the premier Airbnbs in Walnut Creek, your search ends here! From the moment you arrive, you'll notice the attention to detail and exceptional value of this 2-bedroom, 1-bathroom home. It comes fully equipped for a first class experience. What truly sets this guesthouse apart is the wrap-around covered porch, featuring three ceiling fans, accent lighting, a gas BBQ, a fire table, a dining table adorned with a chandelier, as well as rocking and Adirondack chairs.

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.

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.

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.

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.

Enchanting cottage in charming Bolinas

The Casita is a charming one bedroom cottage in the highly desirable coastal community of Bolinas. With all new appliances and fixtures, this bright sunny spot on half acre garden will keep you enchanted your entire stay. The rental is perfect for a couple or small family, with a separate bedroom and cozy pull out sofa. With a darling treehouse outside your window and plenty of peace and quiet, you will never want to leave.

Luxury and Design- 200 ft or 1 min walk to beach

Enjoy nature & great design in one gorgeous location. We are 200 ft from beach. Rentals usually have 4 nt min stay (except for holidays). High season (Sept thru Mid Oct) has 5 nt min stay with check in days on Fridays (but ask if you want Thurs check-in) . Longer stays possible, just ask. Occasionally, we have a last minute deal (LMD) with shorter stays. Let us know if you want to be added to the LMD list.