San Gregorio Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for San Gregorio vacation rentals

Living area

Walk to Google 3BR Home Yard & Kitchen

Walk to Google 3BR Home Yard & Kitchen
2.0 star property
North Whisman
$6,145 nightly
The price is $6,759
Jan 30 - Jan 31
Total with taxes and fees
Walk to Google 3BR Home Yard & Kitchen
Classic House | Living area

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
$298 nightly
The price is $343
Jan 30 - Jan 31
Total with taxes and fees
Mid Century Garden View Home Parking
Private kitchen

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

Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
Saratoga
$9,417 nightly
The price is $9,417
Jan 26 - Jan 27
Total with taxes and fees
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
Yurt On Top - Swim, Hike, Glamp | Free WiFi

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
$164 nightly
The price is $184
Jan 26 - Jan 27
Total with taxes and fees
Mays Luxury Farm Stays
TV, fireplace

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.
$248 nightly
The price is $255
Feb 10 - Feb 11
Total with taxes and fees
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
1 bedroom, desk, WiFi, bed sheets

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
$172 nightly
The price is $172
Jan 27 - Jan 28
Total with taxes and fees
214A - Cozy Studio with AC & Kitchen near Stanford
1 bedroom, in-room safe, desk, iron/ironing board

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.
$201 nightly
The price is $201
Jan 31 - Feb 1
Total with taxes and fees
Palo Alto Cottage: Privacy, Comfort & Convenience
Beach nearby

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
Living area

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
$283 nightly
The price is $318
Jan 29 - Jan 30
Total with taxes and fees
@ Marbella Lane - Bright and Cozy Home Near SFO
Property grounds

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.
$190 nightly
The price is $202
Jan 26 - Jan 27
Total with taxes and fees
Cozy guest suite in Los Gatos - Beach in 30 min!
Smart TV, fireplace, video games, table tennis

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, (14 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.
$315 nightly
The price is $359
Jan 26 - Jan 27
Total with taxes and fees
Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO
House, 2 Bedrooms, Patio, Lake View | Living area

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
$313 nightly
The price is $359
Jan 27 - Jan 28
Total with taxes and fees
LakeFront Lavender House
Interior

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.
$1,227 nightly
The price is $1,227
Jan 26 - Jan 27
Total with taxes and fees
W. Menlo Luxurious executive mansion over 4000sqft
Beach

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
7.0 out of 10, Good, (12 reviews)
"Great location. "
United States
Lea M.
$108 nightly
The price is $116
Feb 22 - Feb 23
Total with taxes and fees
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
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
$299 nightly
The price is $318
Jan 27 - Jan 28
Total with taxes and fees
Modern Coastal Retreat, Walk to Downtown HMB & Beach
Outdoor dining

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, (7 reviews)
"This place had a great location beautiful view of the ocean it was very cozy "
United States
tammy k.
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
1 bedroom, iron/ironing board, WiFi, bed sheets

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.
$273 nightly
The price is $311
Feb 22 - Feb 23
Total with taxes and fees
Small Beach Cottage near the Coastal Trail and The Ritz
Outdoor spa tub

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.
$677 nightly
The price is $734
Feb 6 - Feb 7
Total with taxes and fees
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Terrace/patio

Either Way Hideaway

Either Way Hideaway
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.
$364 nightly
The price is $391
Feb 2 - Feb 3
Total with taxes and fees
Either Way Hideaway
Exterior

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.
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

Pacifica Beach Hotel

Pacifica Beach Hotel

10/10 Excellent
"Room was clean and staff were courteous. Beyond that, great view of the ocean."
Hassan 3-night trip
Posted 22 hours ago
Pacifica Beach Hotel

Find out more about San Gregorio

Everything you need to know about San Gregorio vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Gregorio vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Gregorio vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Gregorio in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $184 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Gregorio rentals

At Expedia, we put the best San Gregorio vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in San Gregorio?

Yes, we have vacation rentals close to the most popular points of interest in San Gregorio, or you can select a more secluded option if you're looking for relaxation. San Gregorio is known for its beaches and restaurants.

What are some of the best vacation home rentals in San Gregorio?

Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet: Visitors like this San Gregorio vacation home rental. It 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 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 larger area.

What’s a vacation rental in San Gregorio like?

Vacation rentals are private properties where you can stay for a couple of days or more in San Gregorio. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.