
Holiday rentals in Bair Island
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Bair Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
4.98 out of 5 average rating, 251 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.
4.99 out of 5 average rating, 856 reviews
Cozy & Fully Equipped Studio
Welcome to your perfect retreat! Our studio is fully equipped, modern, and super comfortable, offering all the amenities for an unforgettable stay. Whether you’re traveling for business or leisure, this space provides the ideal balance between comfort and convenience. 🛋 Cozy living area: Beautifully decorated with a comfortable sofa, TV 🍽 Fully equipped kitchen 🌿 Private patio: A perfect outdoor space to relax and enjoy fresh air. 🚗 Private parking with independent entrance self check in
4.93 out of 5 average rating, 137 reviews
Fabulous Private Suite - Comfortable & Elegant
Entire Guest House - Bright, clean, comfortable, elegant and recently remodeled bathroom, private entrance and free parking in the heart of Silicon Valley. Great location: a 10-minute walk to Key Market (Grocery) and convenient stores; just a mile to Downtown Redwood City, Sequoia Plaza, Wholefoods, Restaurants, Movie Theaters, and Redwood City Cal Train Station for quick trips to San Francisco and other Peninsula cities. A 15-minute drive to Stanford and Hillsdale Shopping Malls…
4.96 out of 5 average rating, 142 reviews
Modern guest house in great location
Private 1 bedroom + 1 bathroom with your own entrance. Highlights: • self-checkin with code on digital lock • free parking + additional free street parking • professional cleaning and sanitizing • king size bed with premium mattress and linens • located at end of cul-de-sac in a safe and quiet neighborhood • standing desk with monitor and docking station • high speed WiFi • 55” smart TV • Rainfall shower, bidet toilet with heated seat, heated towel rack, makeup mirror
4.98 out of 5 average rating, 254 reviews
The Perfectly Appointed Modern English Guest House
Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 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).
4.96 out of 5 average rating, 323 reviews
Mid-Century Retreat w/ BBQ & Fire Pit
Welcome to this 1956 Eichler-designed home in San Mateo's Highlands - a thoughtfully renovated mid-century retreat with a private backyard, fire pit & dedicated workspace. - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private backyard w/ fire pit, BBQ & 8-person outdoor dining - Dedicated home office w/ door & fast Wi-Fi - Wood-burning fireplace & open-concept living - Enclosed atrium w/ custom mural & red maple tree - 20 mins to SF | 15 mins to SFO | Caltrain nearby
4.95 out of 5 average rating, 155 reviews
Beautiful Spacious Living w/Resort Like Feel
Welcome to our lovely spacious studio apartment 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 fully furnished living area, queen comfortable bed, and a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals. Bedroom does not have a door, as this is a studio.
4.93 out of 5 average rating, 179 reviews
Charming 1930 Spanish Haven close to everything
Enjoy a stay in the charm of 1930 Spanish style home with all the modern conveniences and comfort of today. This home is both ideal for the family visiting the bay area as well as the professional trip to the bay area. Conveniently located steps away from original restaurants and about a mile from the train station or freeways. Guests have WiFi, a fully stocked kitchen, and based on season, fruit from 17 trees including apple, lemon, pear, orange and more.
4.82 out of 5 average rating, 206 reviews
Lagoonfront Retreat: 3BR House Near SFO
Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.
4.93 out of 5 average rating, 326 reviews
New!! Silicon Valley Charming 3B2B House Fast wifi
Beautiful fully furnished home with magnificent bay views. Located in the heart of Silicon Valley -- 15-20 mins drive away from SFO. Beds and linens are new and very comfortable. Kitchen includes new stainless steel appliances. The house is walking distance to highly rated downtown restaurants and shops and to Caltrain station with service to San Francisco and Silicon Valley. It is perfect place for family visit, business trip and team retreat.
4.95 out of 5 average rating, 168 reviews
Delightful Stay
The whole group will enjoy easy access to everything from this centrally located home. This home has been remodeled and has everything you need from washer/dryer needs to high speed internet with home office area. Located within walking distance to the vibrant downtown of Redwood City, this home will leave you delighted. Please note: the property sits near the train tracks, most guests don’t mind.
4.92 out of 5 average rating, 110 reviewsPopular amenities for Bair Island holiday rentals
Other great holiday rentals in Bair Island

Charming Studio
4.95 out of 5 average rating, 224 reviews
Serene & Charming Home in Atherton border
4.84 out of 5 average rating, 100 reviews
Hidden French Gem for Fam/Biz~near Caltrain,SFO
4.91 out of 5 average rating, 409 reviews
A beautiful Tree house -your own retreat
4.94 out of 5 average rating, 221 reviews
Stylish King 1BR • Walk to Downtown + Caltrain
5.0 out of 5 average rating, 80 reviews
Charming Home w/ orange backyard in Redwood City
4.96 out of 5 average rating, 26 reviews
Silicon Valley Bungalow with Large Enclosed Yard
4.8 out of 5 average rating, 5 reviews
Adorable 1 bedroom guest house w/ AC in San Carlos
4.99 out of 5 average rating, 74 reviewsDestinations to explore
- San Francisco Holiday rentals
- San Jose Holiday rentals
- Mammoth Lakes Holiday rentals
- South Lake Tahoe Holiday rentals
- Santa Barbara Holiday rentals
- Sacramento Holiday rentals
- Oakland Holiday rentals
- Reno Holiday rentals
- Oakhurst Holiday rentals
- Fresno Holiday rentals
- Monterey Holiday rentals
- Carmel-by-the-Sea Holiday rentals
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Santa Cruz Beach Boardwalk
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Capitola Beach
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Pier 39
- Mission Dolores Park
- University of California San Francisco
- Rio Del Mar Beach
- California’S Great America
- Six Flags Discovery Kingdom
- Bernal Heights
- Oakland Arena
- Palace of Fine Arts
- Big Basin Redwoods State Park
- Rodeo Beach





