Sugarloaf vacation rentals
We found 26 vacation rentals — enter your dates for availability
Discover a selection of 7 homes and other vacation rentals in Sugarloaf that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the amenities you expect and more, which might include WiFi and a hot tub. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Sugarloaf

Relaxing long term stay in hillside San Mateo, CA
Sleeps 4 · 2 bedrooms · 2 bathrooms
Top rated rentals - Sugarloaf

great location
9.6 out of 10
exceptional
(12 reviews)
very comfortable home-like abience
Yuwa H.
Stayed Sep 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value