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Our top choices for San Gregorio holiday rentals

Adorable Romantic Private Getaway in Pescadero

Adorable Romantic Private Getaway in Pescadero
Pescadero
The price is £233
includes taxes & fees
26 Jul - 27 Jul
Adorable Romantic Private Getaway in Pescadero

Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.2 out of 10, Very good, (21 reviews)
"A great place to stay in the Santa Cruz mountains. A little tricky to find and get to with winding mountain roads and no signs but that is part of getting away from everything and hanging with the chicks and ducks and geese all a-clucking. Fully stocked bar and kitchen made it so easy to just have fun. The dozens of huge koi fish will practically climb out of the pond when you start feeding them, and the chickens seemed to like Fritos. Watching the sun setting beyond the trees and hills while...
United States
James
The price is £167
includes taxes & fees
27 Jul - 28 Jul
Mays Luxury Farm Stays

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (58 reviews)
"The cabin was perfect for the two of us. The soothing sound of the stream and view of redwoods from the deck was wonderful."
United States
Jay
The price is £258
includes taxes & fees
26 Jul - 27 Jul
Cottage In The Woods

214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
9.0 out of 10, Wonderful, (6 reviews)
"Perfect stay for a quick get away! "
United States
Sylvia L.
The price is £156
includes taxes & fees
20 Aug - 21 Aug
214A - Cozy Studio with AC & Kitchen near Stanford

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

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (41 reviews)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
The price is £474
includes taxes & fees
26 Jul - 27 Jul
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

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, (130 reviews)
"A beautiful place perfect for our stay in Half Moon Bay. Convenient to the beach, cute, clean and very comfortable. We will definitely stay here again!"
United States
Tami S.
The price is £286
includes taxes & fees
4 Aug - 5 Aug
Small Beach Cottage near the Coastal Trail and The Ritz

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

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (17 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is £310
includes taxes & fees
26 Jul - 27 Jul
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

2BR Belmont Treehouse near SFO, Caltrain & Levi's

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.8 out of 10, Exceptional, (12 reviews)
The price is £270
includes taxes & fees
12 Aug - 13 Aug
2BR Belmont Treehouse near SFO, Caltrain & Levi's

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Palm Park
7.4 out of 10, Good, (20 reviews)
"Safe neighborhood and easy check in/out. The beds are very comfortable and everything was in place and worked as listed. Management was very responsive and attentive. We loved that it was walking distance from some local restaurants that were delicious! We would stay there again. "
United States
Angela C.
The price is £315
includes taxes & fees
27 Jul - 28 Jul
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (22 reviews)
"Clean, cute quiet close to the beach"
United States
Sharee C.
The price is £279
includes taxes & fees
29 Jul - 30 Jul
Modern Coastal Retreat, Walk to Downtown HMB & Beach

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
North Central
The price is £413
includes taxes & fees
24 Jul - 25 Jul
@ Marbella Lane - Bright and Cozy Home Near SFO

Secluded freestanding house in the delightful grape garden, private spa and pool

Secluded freestanding house in the delightful grape garden, private spa and pool
Emerald Hills
6.4 out of 10, (6 reviews)
"Location and views were amazing! "
United States
Richelle
The price is £288
includes taxes & fees
13 Aug - 14 Aug
Secluded freestanding house in the delightful grape garden, private spa and pool

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Miramar
8.8 out of 10, Excellent, (23 reviews)
"Great location, clean and private space."
United States
Alec H.
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (22 reviews)
"Enjoyed our stay. Thank you!"
United States
b e.
The price is £164
includes taxes & fees
5 Aug - 6 Aug
Palo Alto Cottage: Privacy, Comfort & Convenience

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (45 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is £242
includes taxes & fees
20 Aug - 21 Aug
Oceanview Penthouse, Stylish & Walking to Beach

Marbella Lane - Adorable and Quiet Studio

Marbella Lane - Adorable and Quiet Studio
North Central
Marbella Lane - Adorable and Quiet Studio

Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, Exceptional, (11 reviews)
"The host was welcoming and made it easy to check in and stay! The accommodations were great!"
United States
Jennie K.
The price is £422
includes taxes & fees
29 Jul - 30 Jul
Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family
Half Moon Bay
9.4 out of 10, Exceptional, (31 reviews)
"Good stay, nice and clean! "
United States
Sara K.
Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is £245
includes taxes & fees
27 Jul - 28 Jul
Mid Century Garden View Home Parking
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 £131 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?

Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet: This holiday home rental outside of San Gregorio is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

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.