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Sugarloaf, San Mateo, California, United States of America

Sugarloaf vacation rentals

We found 12 vacation rentals — enter your dates for availability

Discover a selection of 12 vacation rentals in Sugarloaf that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $114 per night, and houses and condos are popular options for a stay in Sugarloaf. Either way, you'll find a rental for everyone's needs.
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Find the best place to stay — Sugarloaf

Great Home With Views Of S.F. Bay

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
$248 avg/night
(1)

New Remodel In A Fantastic Neighborhood

Sleeps 4 · 2 Bedrooms · 1 Bathroom
$225 avg/night
(3)

☀️Amazing 3br/2b☀️walk to train🚉near SF/Stanford/SFO

Sleeps 6 · 3 Bedrooms · 1 Bathroom
$197 avg/night
(2)

Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280

Sleeps 12 · 4 Bedrooms · 3 Bathrooms
$320 avg/night

☀️Quiet & Spacious 1 bedrm apt ☀️ 🆓Parking, WALK to🚊

Sleeps 3 · 1 Bedroom · 1 Bathroom
$167 avg/night

Bright San Mateo 2BR w/ Gym, Pool, Park, near Downtown, by Blueground

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$196 avg/night

Search 12 vacation rentals

Top rated rentals — Sugarloaf
Stayed Aug 2020

Just perfect for our small family

We stayed in this house for two months, two adults and a baby. The house was just what we needed. Sue was super available, helpful and proactive (there were wildfires, and Sue made sure we were ok in the house, aware of what's going on etc ). Locat...

Avital G.
Avital G.
Stayed Aug 2019

Good place to stay

We rented this house for my brother and his family when they were visiting from overseas (we live a couple blocks away). The house was really comfortable and had everything they needed. I had to email the owners a couple times before the stay and the...

Julia S.
Julia S.
Stayed Aug 2017

Great house, nice owner

Recently stayed at this house for a week, while visiting family in the San Mateo area. The house was as promised; everything in top shape. Owner is very accommodating and between her and her family that live in the area, small problems were nipped in...

Tom W.
Tom W.
Stayed Jul 2017

perfect base while visiting family nearby

Great house for us, a family of four, while visiting the Peninsula. Size was perfect, location was close to everything, while still feeling private what with deer coming into the garden. Spectacular views over the bay area. The owners very considerat...

Monica E.
Monica E.
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How many vacation rentals are available around Sugarloaf?

Our 2021 property listings offer a large selection of 12 vacation rentals around Sugarloaf. From 9 house rentals to 3 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.