San Gregorio holiday rentals

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

Living area
Private kitchen
Exterior
Outdoor dining
Exceptional
(68 reviews)

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

Half Moon Bay

6% off
AU$11,702
for 7 nights, 1 home
AU$1,672 per night
includes taxes & fees
Executive Vacation House Next to Ritz-Carlton in Half Moon Bay
Private kitchen
Room
Room
Interior
Exceptional
(132 reviews)

Small Beach Cottage near the Coastal Trail and The Ritz

Half Moon Bay

11% off
AU$2,469
for 7 nights, 1 cottage
AU$353 per night
includes taxes & fees
Small Beach Cottage near the Coastal Trail and The Ritz
Room
Terrace/patio
Dining
Exterior
Exceptional
(21 reviews)

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

Pescadero

9% off
AU$2,332
for 7 nights, 1 home
AU$333 per night
includes taxes & fees
Charming 2 Bedroom House in the Butano Redwood Forest in Pescadero with Wi-Fi
Private driveway & parking + tennis, basketball, pool & spa (warm season only)
House is surrounded by vineyard, oak trees and a waterfall
Great for early morning or late afternoon
Private putting green with seating area
Exceptional
(59 reviews)

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

Portola Valley

9% off
AU$5,037
for 7 nights, 1 home
AU$720 per night
includes taxes & fees
Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto
Private kitchen
Terrace/patio
Room
Interior
Exceptional
(58 reviews)

Cottage In The Woods

La Honda

8% off
AU$2,290
for 7 nights, 1 apartment
AU$327 per night
includes taxes & fees
Cottage In The Woods
Interior
Exterior detail
Private kitchen
Living room, daytime
Exceptional
(17 reviews)

Upscale cottage: First block from the beach

Half Moon Bay

12% off
AU$3,824
for 7 nights, 1 home
AU$546 per night
includes taxes & fees
Upscale cottage: First block from the beach

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    Enjoy full kitchens, laundry, pools, gardens and more

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    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

What is the best area to stay in San Gregorio when booking a holiday rental?
When considering a holiday rental in San Gregorio, California, the area around the coastline is particularly appealing. This charming coastal hamlet offers a unique blend of natural beauty and tranquillity, making it an ideal spot for a relaxing getaway. The properties in this area often boast stunning ocean views and easy access to the beach, allowing guests to fully immerse themselves in the serene surroundings.One of the top attractions nearby is the magnificent San Gregorio State Beach, which is great for leisurely strolls along the shore, picnicking, or simply soaking in the breathtaking scenery. Additionally, the nearby Pigeon Point Lighthouse offers a fascinating glimpse into maritime history and provides fantastic photo opportunities against the rugged coastal backdrop.Staying in the coastal area not only allows you to enjoy these beautiful attractions but also places you within reach of various hiking trails and outdoor activities.
When is the best time to visit San Gregorio for a holiday rental?
The best time to visit San Gregorio for a holiday rental is during the peak season, which runs from June to August. July stands out as the most popular month, welcoming visitors eager to enjoy the stunning California coastline and the vibrant outdoor activities the area has to offer. During this time, the weather is typically warm and pleasant, with temperatures ranging from 10 to 25 degrees Celsius, superb for beach outings and exploring the scenic beauty of the region.Summer in San Gregorio brings a lively option, as travellers flock to local events, enjoy water sports, or simply relax along the sandy shores. The nearby hiking trails offer breathtaking views and a chance to connect with nature, making it an excellent time for those who appreciate outdoor adventures and picturesque landscapes.If you're looking for a more budget-friendly option, consider visiting in December. This month, while quieter, can still provide a charming experience with cooler temperatures and a peaceful vibe, great for those who enjoy a more intimate holiday surrounded by the natural beauty of the coast.
What are the top attractions in San Gregorio?
In San Gregorio, visitors can enjoy a serene coastal experience with attractions that highlight the area's natural beauty. One of the main draws is the San Gregorio State Beach, where guests can relax on the sandy shores, explore tide pools, and take in stunning ocean views. The beach is also a popular spot for picnicking and bird watching.Nearby, the charming town centre offers a few quaint shops and local eateries, superb for a leisurely afternoon. For those interested in nature, the surrounding landscapes provide opportunities for hiking and exploring coastal trails that offer breathtaking views of the Pacific Ocean.Additionally, San Gregorio is located near the picturesque Pescadero Marsh Natural Preserve, where visitors can observe diverse wildlife and enjoy peaceful walking paths.
Are all fees included in the San Gregorio holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any San Gregorio holiday homes with parking?
Stayz offers a wide selection of holiday homes in San Gregorio with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for San Gregorio holiday homes?
You can find great discounts on holiday homes in San Gregorio on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my San Gregorio holiday home booking on Stayz?
To find San Gregorio holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in San Gregorio?
A long-stay holiday home in San Gregorio is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a San Gregorio holiday home?
Book your San Gregorio holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in San Gregorio?
Prices for holiday homes in San Gregorio vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in San Gregorio to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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