Fitness-friendly vacation rentals in Hillsborough

Cozy, Comfy Home -Close to Levi’s, SCU, Tech & SJC

Comfortable & Cozy - we have everything you need for a relaxing stay. Centrally located - minutes from Levi’s Stadium, Santa Clara University, Tech Companies & San Jose airport . Enjoy a stylish experience! Minutes from the World Headquarters of ServiceNow (4 min), NVIDIA (4 min), Adobe (10 min), eBay (11 min), Apple (14 min), Netflix (14 min) Santa Clara University (3 min), Pay Pal Park (4 min), SJ Airport (7 min), Great America (10 min), 40 min to Santa Cruz & 10 minutes to downtown San Jose

Mt Carmel Cottage Charmer-Bright, Stylish & Clean

Beautifully well-appointed cottage with a private entrance, designed for comfort, style, and privacy—ideal for couples, solo travelers, and business stays. The space is meticulously maintained to provide a clean, relaxing, and comfortable experience. Located within walking distance to Caltrain (0.9 miles) and downtown Redwood City (0.6 miles), offering access to boutiques, cafes, restaurants, parks, and a movie theater. Seamless access to Palo Alto, San Francisco and the greater Silicon Valley.

Own Floor of Grand Marina Waterfront Home

Private, modern, 1-bedroom in-law suite on the ground level of our grand 3-story home. Spectacular location across from the SF Bay. Features own entrance, front & back gardens, home theater, fireplace & tons of amenities. Paradise for walkers, runners, bikers! Walking distance to most major attractions, restaurants, groceries and shops. Good only for a couple or an individual. Please see all pictures for layout and learn more in Description and House Rules. We look forward to welcoming you!

Floating condo 'B' on Sausalito's Richardson Bay

Romantic floating condo with breathtaking water views. Relax & enjoy a tranquil escape in style and comfort. Catch the sunrise from your super comfie bed or lounge on the deck with occasional pelicans (or even a seaplane) coming and going. Unique and perfect for a getaway, workacation, or retreat. Golden Gate Bridge is 6 min away. Airport bus stops a block away. Walk/bike path to Sausalito & Mill Valley. Ferry/bus to SF. Free parking Read reviews of this or our 3 other floating condos!

Two Creeks Treehouse

Looking for a healthy dose of tranquility and adventure at your doorstep? Over 100 steps from the road below, this 'treehouse' is perched above it all and horizontally oriented on a steep lot between two creeks. The all glass façade creates dramatic views of the redwoods, Mt. Tam and across downtown Mill Valley to Blithedale Ridge. Anchored to granite the house sits on handmade stone walls from rock harvested on the property during construction in the 1960s. Truly a one of a kind stay.

Scenic Retreat w/ AC Hidden Gem Near SFO/SF/Beach

Welcome to our newest listing in the coastal town of Pacifica. This stunning house features a completely updated interior with brand-new furnishings and central A/C. In a beautiful and peaceful neighborhood, our house offers a unique blend of proximity to the ocean & mountains. From here, you can embark on a journey to explore the breathtaking scenery along Highway 1. San Francisco attractions or SFO are around 20 minutes away. Perfect place for family getaways or business trips.

Marina Suite

True Marina Waterfront property. Across the street from the beautiful Marina Greens!! With a view of Alcatraz! Welcome to a complete privacy 650 FT² Marina Suite. Living room, one bedroom with 2 memory foam queen size beds and bathroom. Snacks area providing espresso/coffee machine, glass electric tea kettle, microwave, utensils, plates and cups. Walking distance to Fort Mason, Palace of Fine Arts, Crissy Field, and Chestnut Street. Including one car private carport.

3-BR Unit near GG Park with Garden, Gym & Parking

This is an in-law 3B/2B unit in Sunset District of SF. It does NOT have a living room, but - on the 1st floor, and completely separated from hosts - free on-premise & street parking - gym with elliptical, bike, climber & punching bag - kitchen with a dining table, a bar - Roku TV with Netflix subscription - access to the backyard which is a beautiful garden - walking distance to Golden Gate Park, various restaurants & s-markets - close to public transportation

Lagoon Living Offsite + Family Retreat!

► Wake up to water views in the heart of Silicon Valley ► Centrally located: ✈ SFO: 10 mins. SF: 25 mins. Palo Alto, Mountain View, Cupertino & San Jose: 25 mins ► Maid services during stay ► Enjoy sunny weather in our one-of-a-kind backyard w/ deck, sauna, BBQ, garden, casita (office + extra bedroom), dock & SUPs ► Set up for relaxing, cooking & grilling, with sauna and pizza oven ► Blazing fast internet (360mbps) throughout the property + backyard

Stay Alpha Home • Modern Redwood Retreat with Pool

Permit 231266 - Nestled in the Santa Cruz mountains is this serene oasis, rustic with modern touches and a stunning pool (the upper pool and main pool are not heated). Embrace yourself with the lush tropical setting and gorgeous redwood groves in this mesmerizing, unique villa. With distance between you and the closest neighbor, it’s perfect for families and nature enthusiasts seeking a rejuvenating retreat. Your redwood getaway awaits!

Craftsman Bungalow in Silicon Valley

Two bedroom one and a half bath home, in a recently renovated Craftsman Bungalow in Redwood City, CA. 2 night minimum. Owned by a premier residential architect. Living Room, Family room, Dining room and Kitchen in a home located half way between SF and San Jose in the center of Silicon Valley close to Stanford University. Zen garden with BBQ. You will feel like you are in a resort! NO BIG PARTIES. 30 years old and up! ID required.

Spacious & Luxurious 1 BR w/Pool & Free Parking

Welcome to our Luxurious 1 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, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.