San Gregorio holiday homes

We found 165 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in San Gregorio that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – San Gregorio

Showing deals for:13 Nov - 20 Nov

Outdoor dining
Private kitchen
Interior
Exterior
Exceptional
(68 reviews)

Executive Vacation House Next to Ritz-Carlton in Half Moon Bay

Half Moon Bay

6% off
NZ$14,595
for 7 nights, 1 home
NZ$2,085 per night
includes taxes & fees
Executive Vacation House Next to Ritz-Carlton in Half Moon Bay
Private kitchen
Room
Interior
Property grounds
Exceptional
(132 reviews)

Small Beach Cottage near the Coastal Trail and The Ritz

Half Moon Bay

12% off
NZ$2,920
for 7 nights, 1 cottage
NZ$417 per night
includes taxes & fees
Small Beach Cottage near the Coastal Trail and The Ritz
Dining
Terrace/patio
Exterior
Interior
Exceptional
(21 reviews)

Charming 2 Bedroom House in the Butano Redwood Forest in Pescadero with Wi-Fi

Pescadero

9% off
NZ$2,791
for 7 nights, 1 home
NZ$399 per night
includes taxes & fees
Charming 2 Bedroom House in the Butano Redwood Forest in Pescadero with Wi-Fi
Great for early morning or late afternoon
House is surrounded by vineyard, oak trees and a waterfall
Private putting green with seating area
Path behind your house.
Exceptional
(59 reviews)

Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto

Portola Valley

9% off
NZ$6,146
for 7 nights, 1 home
NZ$878 per night
includes taxes & fees
Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto
Interior
Terrace/patio
Private kitchen
Room
Exceptional
(58 reviews)

Cottage In The Woods

La Honda

8% off
NZ$2,707
for 7 nights, 1 apartment
NZ$387 per night
includes taxes & fees
Cottage In The Woods
Private kitchen
Exterior detail
Large deck/awning.Lounge chairs a spot to drink your morning coffee in the sun!
Interior
Exceptional
(17 reviews)

Upscale cottage: First block from the beach

Half Moon Bay

12% off
NZ$4,696
for 7 nights, 1 home
NZ$671 per night
includes taxes & fees
Upscale cottage: First block from the beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The charming city of San Gregorio awaits you

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in San Gregorio. Travellers appreciate the restaurants in this romantic city. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around San Gregorio

Do you want to find attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes San Gregorio a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Half Moon Bay Golf Links (8 mi / 12.9 km)
  • Crystal Springs Golf Course (16 mi / 25.7 km)
  • Mountain Winery (18.3 mi / 29.4 km)
  • NASA Ames Research (18.6 mi / 30 km)
  • Arcangeli Grocery Company (5.1 mi / 8.2 km)
  • Thomas Fogarty Winery (9.2 mi / 14.8 km)

Exploring the natural features in San Gregorio

Whether you're looking for adventure or just want to take in the scenery, San Gregorio is a great spot to appreciate mother nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • San Francisco Bay (26.6 mi / 42.8 km)
  • Pescadero State Beach (4.8 mi / 7.8 km)
  • Pelican Point Beach (7.8 mi / 12.5 km)
  • Half Moon Bay State Beach (9.2 mi / 14.8 km)
  • Venice Beach in Half Moon Bay (10.9 mi / 17.6 km)
  • Dunes Beach (11.5 mi / 18.4 km)

Travelling to and around San Gregorio

The nearest airport is in San Carlos, CA (SQL), located 15 mi (24.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to San Francisco International Airport (SFO), which is 20 mi (32.1 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in San Gregorio?
Length of stay, property type and season are some factors that can determine the price of a holiday home. Simply add your travel dates to find your dream escape. From comfy cottages to sprawling villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in San Gregorio?
Prices for beach houses in San Gregorio may vary depending on the size and type of the property and when you're travelling. All you need to do is enter your travel dates into Bookabach and how many guests to view holiday home options and prices. From there you can use our filter tool to narrow down your search by amenities, nearby activities, ratings and more.
What are the top attractions for families in San Gregorio?
Keep the kids entertained at these awesome family-friendly attractions in San Gregorio:
  • Half Moon Bay State Beach
  • San Gregorio State Beach
  • Pelican Point Beach
How old do you have to be to rent a holiday home in San Gregorio?
The minimum age is generally 16, 18 or 21. It can change from one property to another on Bookabach, so check the rules of your preferred San Gregorio stay before booking your escape.
How long can I rent a holiday home in San Gregorio for?
The amount of time you can rent a San Gregorio holiday home for is up to the property. Simply put in your preferred travel dates to browse options that offer extended stays. They feature all the things you need to make your extended getaway more enjoyable and comfortable, like kitchens and air conditioning. Some properties may also offer discounted weekly or monthly prices, so you can have a longer stay for less.

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