San Gregorio Holiday Rentals

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Holiday Rentals in San Gregorio

Holiday Home in Half Moon Bay

9.8 out of 10, Exceptional, (7)
"Great place "
United States
Marie S.
The price is NZ$550
includes taxes & fees
29 Nov - 30 Nov
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Holiday Home in Half Moon Bay

9.2 out of 10, Wonderful, (5)
"This was a wonderful place to stay. I will definitely be going back with more of my family. It was in a great location near downtown Half Moon Bay you could walk maybe less than 100 feet and be on Main Street. The host was great and was very quick to respond. I enjoyed staying at this place extremely! will definitely be going back soon"
United States
Cameron
The price is NZ$241
includes taxes & fees
2 Dec - 3 Dec
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Holiday Home in East San Mateo

2.0 star property
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is NZ$671
includes taxes & fees
26 Nov - 27 Nov
Mid Century Garden View Home Parking

Holiday Home in 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 NZ$491
includes taxes & fees
2 Dec - 3 Dec
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Apartment in San Carlos

2.0 star property
10.0 out of 10, Exceptional, (1)
"Host was very welcoming "
United States
Tony A.
The price is NZ$221
includes taxes & fees
29 Nov - 30 Nov
Brand new studio in Silicon Valley

Apartment in Redwood City

8.6 out of 10, Excellent, (4)
"Clean, simple, well stocked!"
United States
Ben
The price is NZ$333
includes taxes & fees
18 Dec - 19 Dec
214A - Cozy Studio with AC & Kitchen near Stanford

Cabin in Boulder Creek

2.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful location, perfect for a peaceful get away.Great hosts!"
United States
Cristina W.
The price is NZ$981
includes taxes & fees
19 Dec - 20 Dec
Either Way Hideaway

Apartment in El Granada

9.4 out of 10, Exceptional, (50)
"Wonderful little touches were made and the place was beautiful! Thanks for the attention to detail!"
United States
Alexandra
The price is NZ$490
includes taxes & fees
25 Nov - 26 Nov
Stylish Seaside Cottage - Walking to Beach

Apartment in Half Moon Bay

2.0 star property
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 NZ$596
includes taxes & fees
30 Nov - 1 Dec
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Apartment in Santa Clara

10.0 out of 10, Exceptional, (42)
"Our stay was great! This was a perfect guest house for our trip! Very clean and in a good neighborhood! "
United States
Shayna C.
The price is NZ$449
includes taxes & fees
29 Nov - 30 Nov
Brand New! Guest House - Modern Stylish & Central

Cottage in 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 NZ$520
includes taxes & fees
25 Nov - 26 Nov
2 Bedroom Treehouse Cottage

Cabin in Los Gatos

2.0 star property
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 NZ$439
includes taxes & fees
30 Nov - 1 Dec
Mays Luxury Farm Stays

Apartment in 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 NZ$577
includes taxes & fees
1 Dec - 2 Dec
Oceanview Penthouse, Stylish & Walking to Beach

Holiday Home in Boulder Creek

9.8 out of 10, Exceptional, (123)
"Very clean home. Beautifully furnished. Nice stay!"
United States
Tran
The price is NZ$989
includes taxes & fees
30 Nov - 1 Dec
Cozy Home - in the redwoods with hot tub!

Apartment in 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 NZ$452
includes taxes & fees
2 Dec - 3 Dec
Luxury stay near Santana Row for vacation/business

Holiday Home in Linda Mar

10.0 out of 10, Exceptional, (11)
"This was our second stay at this property and will keep coming back! Checking in and out was easy, and the host was very easy to get in touch with. The house is walking distance to beach, grocery stores, restaurants, and shopping- not to mention the post office, banks, and convenience stores which made it a true home away from home. It's also a short drive to the airport and downtown San Francisco, as well as having easy access to the PCH to some exploring to Santa Cruz or Monterey. Pacifica...
United States
David S.
The price is NZ$691
includes taxes & fees
3 Dec - 4 Dec
Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO

Holiday Home in El Granada

9.8 out of 10, Exceptional, (21)
"beautiful place and location"
United States
Vivian R.
The price is NZ$843
includes taxes & fees
20 Dec - 21 Dec
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Apartment in San Tomas

10.0 out of 10, Exceptional, (5)
"Good clean property and check in was easy"
United States
Brij P.
The price is NZ$210
includes taxes & fees
4 Dec - 5 Dec
"Queens Palace" Studio Apt Business Ready - San Jose

Cottage in Half Moon Bay

9.8 out of 10, Exceptional, (113)
"We had an amazing stay! Perfect for what we needed and very close to everything in Half Moon Bay. Matt and Guliz were very responsive and friendly. We would absolutely stay again."
United States
Patrick C.
The price is NZ$610
includes taxes & fees
30 Nov - 1 Dec
Small Beach Cottage near the Coastal Trail and The Ritz

Cottage in 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 NZ$587
includes taxes & fees
25 Nov - 26 Nov
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
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 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 NZ$378 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.