San Gregorio Holiday Rentals

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Our top choices for San Gregorio holiday rentals

Walk to Google 3BR Home Yard & Kitchen

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
North Whisman
The price is AU$10,041
includes taxes & fees
23 Jan - 24 Jan
Walk to Google 3BR Home Yard & Kitchen

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$536
includes taxes & fees
1 Feb - 2 Feb
Mid Century Garden View Home Parking

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
Saratoga
The price is AU$13,518
includes taxes & fees
23 Jan - 24 Jan
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
10.0 out of 10, Exceptional, (5 reviews)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is AU$366
includes taxes & fees
25 Jan - 26 Jan
Mays Luxury Farm Stays

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.4 out of 10, Exceptional, (6 reviews)
"Montera Penthouse is bright and spacious, well-appointed and very comfortable. It has everything you need! Everything is within walking distance or a short drive. It's also nice that it faces the back so you don't get the traffic and noise of Main Street. Plus, you can catch a good sunset from the back deck if you can't get down to the beach in time. We really enjoyed it here!"
United States
Vikki C.
The price is AU$326
includes taxes & fees
25 Jan - 26 Jan
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
8.6 out of 10, Excellent, (4 reviews)
"Clean, simple, well stocked!"
United States
Ben
The price is AU$256
includes taxes & fees
23 Jan - 24 Jan
214A - Cozy Studio with AC & Kitchen near Stanford

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is AU$317
includes taxes & fees
23 Jan - 24 Jan
Palo Alto Cottage: Privacy, Comfort & Convenience

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (81 reviews)
"loved the property. Would stay again."
United States
Bella S.
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is AU$556
includes taxes & fees
17 Feb - 18 Feb
@ Marbella Lane - Bright and Cozy Home Near SFO

Cozy guest suite in Los Gatos - Beach in 30 min!

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.2 out of 10, Very good, (11 reviews)
"We had a wonderful stay at Eric's lovely home. The view is not to be believed, and the rooms were comfortable and clean. We hope to return as soon as possible. Thanks Eric!"
United States
Susan & David S.
The price is AU$304
includes taxes & fees
23 Jan - 24 Jan
Cozy guest suite in Los Gatos - Beach in 30 min!

Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO

Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO
Linda Mar
10.0 out of 10, Exceptional, (13 reviews)
"Everything was perfect! The house was just as described. It was very clean and everything seemed new. The bathroom and kitchen had everything we needed and more. The beds were super comfortable and the bedrooms had large closets.Communication could not have been better.We loved the location: the beach and shopping center with a grocery store were just a few blocks away.The next time we stay in Pacifica, I hope this rental is available!"
United States
Susan T.
The price is AU$519
includes taxes & fees
26 Jan - 27 Jan
Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is AU$569
includes taxes & fees
25 Jan - 26 Jan
LakeFront Lavender House

W. Menlo Luxurious executive mansion over 4000sqft

W. Menlo Luxurious executive mansion over 4000sqft
West Menlo Park
9.6 out of 10, Exceptional, (20 reviews)
"Beautiful home with large bedrooms and a great kitchen area! Extremely clean! Owner had great communication the whole time. Will definitely be staying there again!!"
United States
Garrett W.
The price is AU$1,802
includes taxes & fees
28 Jan - 29 Jan
W. Menlo Luxurious executive mansion over 4000sqft

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Miramar
6.8 out of 10, (11 reviews)
"Great location. "
United States
Lea M.
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
2.0 star property
Alsace Lorraine
10.0 out of 10, Exceptional, (7 reviews)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is AU$474
includes taxes & fees
28 Jan - 29 Jan
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Pedro Point
9.8 out of 10, Exceptional, (6 reviews)
"This place had a great location beautiful view of the ocean it was very cozy "
United States
tammy k.
The price is AU$458
includes taxes & fees
29 Jan - 30 Jan
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (113 reviews)
"Great and cosy surfers cottage...my son and I were in HMB to attend a wedding."
United States
Charles C.
The price is AU$465
includes taxes & fees
1 Feb - 2 Feb
Small Beach Cottage near the Coastal Trail and The Ritz

Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (56 reviews)
"Close to everything, pet friendly "
United States
Gary B.
The price is AU$546
includes taxes & fees
25 Jan - 26 Jan
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Either Way Hideaway

Either Way Hideaway
2.0 star property
Boulder Creek
10.0 out of 10, Exceptional, (15 reviews)
"We had a beautiful stay here. Everything was just as described and the surroundings were amazing. "
United States
Vita P.
The price is AU$564
includes taxes & fees
2 Feb - 3 Feb
Either Way Hideaway

Entire Ocean View Home / beaches, hiking, restaurants, family activities...

Entire Ocean View Home / beaches, hiking, restaurants, family activities...
Linda Mar
8.8 out of 10, Excellent, (21 reviews)
"This house was amazing and so comfortable. Great place to rest after working. Would definitely recommend. "
United States
Susan A.
The price is AU$710
includes taxes & fees
26 Jan - 27 Jan
Entire Ocean View Home / beaches, hiking, restaurants, family activities...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Gregorio Hotel Reviews

Find out more about San Gregorio

Everything you need to know about San Gregorio holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Gregorio holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Gregorio holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Gregorio holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Gregorio. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Gregorio holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Gregorio holiday rentals we have selected for you start as low as AU$304 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Gregorio rentals

At Expedia, we put the best San Gregorio holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Gregorio rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Gregorio holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Gregorio. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in San Gregorio?

Yes, there are holiday rentals close to the most popular sights in San Gregorio, or you can select a more secluded option if you're looking for a relaxing stay. San Gregorio is known for its beaches and restaurants.

What are some of the best holiday rentals that San Gregorio has to offer?

Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet: This holiday home rental outside of San Gregorio offers a terrace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in San Gregorio?

Explore the area and family-friendly sights such as JV Fitzgerald Marine Reserve, or get out into nature at a spot like Pomponio State Beach. Pescadero State Beach and Pelican Point Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in San Gregorio like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Gregorio. Holiday rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips.