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Holiday Rentals in San Gregorio

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Holiday Rentals in San Gregorio

Mid Century Garden View Home Parking

2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is €252
includes taxes & fees
20 Nov - 21 Nov
Mid Century Garden View Home Parking

"Queens Palace" Studio Apt Business Ready - San Jose

San Tomas
10.0 out of 10, Exceptional, (5)
"Good clean property and check in was easy"
United States
Brij P.
The price is €135
includes taxes & fees
25 Nov - 26 Nov
"Queens Palace" Studio Apt Business Ready - San Jose

Mays Luxury Farm Stays

2.0 star property
Los Gatos
10.0 out of 10, Exceptional, (2)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is €203
includes taxes & fees
20 Nov - 21 Nov
Mays Luxury Farm Stays

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Half Moon Bay
9.4 out of 10, Exceptional, (35)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
The price is €601
includes taxes & fees
22 Nov - 23 Nov
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Either Way Hideaway

2.0 star property
Boulder Creek
10.0 out of 10, Exceptional, (11)
"Beautiful location, perfect for a peaceful get away.Great hosts!"
United States
Cristina W.
The price is €290
includes taxes & fees
25 Nov - 26 Nov
Either Way Hideaway

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

Pedro Point
9.4 out of 10, Exceptional, (3)
"This place had a great location beautiful view of the ocean it was very cozy "
United States
tammy k.
The price is €226
includes taxes & fees
20 Nov - 21 Nov
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Palo Alto Cottage: Privacy, Comfort & Convenience

Midtown
9.6 out of 10, Exceptional, (5)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is €190
includes taxes & fees
1 Dec - 2 Dec
Palo Alto Cottage: Privacy, Comfort & Convenience

Luxury stay near Santana Row for vacation/business

West San Jose
9.2 out of 10, Wonderful, (50)
"Host was great and very communicative during our stay! Home was clean and felt very cozy! "
United States
Gisselle
The price is €223
includes taxes & fees
20 Nov - 21 Nov
Luxury stay near Santana Row for vacation/business

Cozy Home - in the redwoods with hot tub!

Boulder Creek
9.8 out of 10, Exceptional, (123)
"Very clean home. Beautifully furnished. Nice stay!"
United States
Tran
The price is €488
includes taxes & fees
20 Nov - 21 Nov
Cozy Home - in the redwoods with hot tub!

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Cupertino
9.6 out of 10, Exceptional, (4)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is €291
includes taxes & fees
20 Nov - 21 Nov
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Half Moon Bay
9.0 out of 10, Wonderful, (4)
"Location, clean rooms,"
United States
Sheridan D.
The price is €153
includes taxes & fees
30 Nov - 1 Dec
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

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

Saratoga
The price is €7,957
includes taxes & fees
20 Nov - 21 Nov
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

Small Beach Cottage near the Coastal Trail and The Ritz

Half Moon Bay
9.8 out of 10, Exceptional, (113)
"We loved it!"
United States
Mimi H.
The price is €303
includes taxes & fees
30 Nov - 1 Dec
Small Beach Cottage near the Coastal Trail and The Ritz

Oceanview Penthouse, Stylish & Walking to Beach

El Granada
10.0 out of 10, Exceptional, (35)
"This place is amazing.. great place to stay and enjoy your anniversary "
United States
anthony
The price is €283
includes taxes & fees
20 Nov - 21 Nov
Oceanview Penthouse, Stylish & Walking to Beach

2 Bedroom Treehouse Cottage

Belmont
9.0 out of 10, Wonderful, (2)
"The house is very comfortable and very clean. It contains everything a traveler needs. We arrived at night and had difficulty to locate the place, as there are other residences on the same lot. The Tree House is at the very top, so requires walking up four flights of stairs (65 steps in all), which we did not realize when we first arrived. But it is unique and a fun place to stay, in a nice area. We saw deer around the property three times during our short stay. Still, stores, restaurants...
United States
Jay S.
The price is €261
includes taxes & fees
22 Nov - 23 Nov
2 Bedroom Treehouse Cottage

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Montara
9.2 out of 10, Wonderful, (78)
"Nice area to be with beaches and hiking. 20-30 minutes to San Francisco. Quiet area for a restful sleep 2 of us. Room for kids also."
United States
Bob And Polly G.
The price is €242
includes taxes & fees
2 Dec - 3 Dec
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

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

Los Gatos
8.2 out of 10, Very good, (11)
"We enjoyed our brief stay here and loved the beautiful view. Host was helpful in providing directions to get to the property."
United States
Kristina L.
The price is €191
includes taxes & fees
20 Nov - 21 Nov
Cozy guest suite in Los Gatos - Beach in 30 min!

Posh place near Santana Row for vacation/business

West San Jose
9.6 out of 10, Exceptional, (22)
"Nice place and close to Santana Row. Also nice to be close to freeway exit"
United States
Hee Sung K.
The price is €227
includes taxes & fees
20 Nov - 21 Nov
Posh place near Santana Row for vacation/business

Modern Coastal Retreat, Walk to Downtown HMB & Beach

2.0 star property
Half Moon Bay
10.0 out of 10, Exceptional, (6)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is €306
includes taxes & fees
23 Nov - 24 Nov
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Half Moon Bay
9.8 out of 10, Exceptional, (7)
"Great place "
United States
Marie S.
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
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, apart-hotels, 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 favorite 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 depends 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 €190 per night. Entering your travel dates in the search wizard you might find 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?

Marbella Lane Duplex Redwood City: This holiday home rental outside San Gregorio is located near the airport, and has a patio, a private garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a microwave and a coffee maker, so that you can cook with friends or family.

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

San Gregorio State Beach and Pomponio State Beach are a couple of lovely local spots to get outside and enjoy nature. Pescadero State Beach and Bean Hollow State 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.