San Gregorio Holiday Rentals

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Our top choices for San Gregorio holiday rentals

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
10.0 out of 10, Exceptional, (7 reviews)
"We had a great time and really enjoyed it "
United States
Sripan
The price is NZ$346
includes taxes & fees
28 Apr - 29 Apr
Mays Luxury Farm Stays

214B - Cozy Studio with AC & Kitchen near Stanford

214B - Cozy Studio with AC & Kitchen near Stanford
Redwood City
10.0 out of 10, Exceptional, (1 review)
"Comfortable and easy. It had everything that I needed. Communication was clear. "
United States
Anastasia and Tom L.
The price is NZ$305
includes taxes & fees
31 Mar - 1 Apr
214B - Cozy Studio with AC & Kitchen near Stanford

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, (117 reviews)
"The property was tucked away in a quiet neighborhood and it felt like a very private oasis all to myself. It was exceptionally clean and perfectly cozy for me to stay in for a few days. I would definitely stay again if I am ever in the area! "
United States
Courtney D.
The price is NZ$562
includes taxes & fees
5 Apr - 6 Apr
Small Beach Cottage near the Coastal Trail and The Ritz

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.6 out of 10, Excellent, (14 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is NZ$353
includes taxes & fees
1 Apr - 2 Apr
Cozy guest suite in Los Gatos - Beach in 30 min!

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
7.4 out of 10, Good, (13 reviews)
"Very clean, host was a great communicator."
United States
Nicolaus O.
The price is NZ$201
includes taxes & fees
12 Apr - 13 Apr
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

lx51 History in Pescadero

lx51 History in Pescadero
Pescadero
10.0 out of 10, Exceptional, (1 review)
"Great location and the backyard was so relaxing. It was a lovely getaway and we look forward to staying there in the future "
United States
jess w.
The price is NZ$834
includes taxes & fees
3 Apr - 4 Apr
lx51 History in Pescadero

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (38 reviews)
"We had a great stay, bed was comfortable, place was clean, although the pillows seemed a bit flat. The host was quick at replying to questions. The host made sure we felt safe and had what we needed. The only thing we didn’t care for was the stability of the WiFi at the place and the area. "
United States
Nikki
The price is NZ$584
includes taxes & fees
6 Apr - 7 Apr
Luxury Spa Retreat Guest House with Ocean View

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (49 reviews)
"My stay was spectacular! The host was great and the place was relaxing and comfy. It had everything I needed."
United States
Alexander S.
The price is NZ$577
includes taxes & fees
6 Apr - 7 Apr
Cottage In The Woods

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 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 NZ$691
includes taxes & fees
31 Mar - 1 Apr
Mid Century Garden View Home Parking

Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, Exceptional, (9 reviews)
"Great stay!"
United States
Jason M.
The price is NZ$882
includes taxes & fees
12 Apr - 13 Apr
Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (15 reviews)
"Quiet, comfortable, and good location. "
United States
Kelsey P.
The price is NZ$369
includes taxes & fees
5 Apr - 6 Apr
Palo Alto Cottage: Privacy, Comfort & Convenience

California Golden Dream C10

California Golden Dream C10
Adobe Meadow
The price is NZ$259
includes taxes & fees
2 Apr - 3 Apr
California Golden Dream C10

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (83 reviews)
"Home was very clean--had everything we needed.Thank you"
United States
Bonnie R.
The price is NZ$657
includes taxes & fees
5 Apr - 6 Apr
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

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

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Heritage Downtown
8.6 out of 10, Excellent, (8 reviews)
"This is a very basic rental at an attractive price. The location is EXCELLENT, one block from Main St., Half Moon Bay, so you can walk for coffee, donuts, meals, shopping for both food and gifts, everything is there."
United States
Donald P.
The price is NZ$261
includes taxes & fees
19 Apr - 20 Apr
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (7 reviews)
"Had a great stay. Location is perfect. Clean and comfortable. Would stay again."
United States
Bill P.
The price is NZ$523
includes taxes & fees
14 Apr - 15 Apr
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
10.0 out of 10, Exceptional, (7 reviews)
"Good clean property and check in was easy"
United States
Brij P.
The price is NZ$261
includes taxes & fees
19 Apr - 20 Apr
"Queens Palace" Studio Apt Business Ready - San Jose

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, (57 reviews)
"Close to everything, pet friendly "
United States
Gary B.
The price is NZ$825
includes taxes & fees
12 Apr - 13 Apr
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

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

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (4 reviews)
"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$570
includes taxes & fees
8 Apr - 9 Apr
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi

Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi
East Palo Alto
8.4 out of 10, Very good, (19 reviews)
"Perfect location for a short stay in the area! Thank you!"
United States
Joshua A.
The price is NZ$470
includes taxes & fees
1 Apr - 2 Apr
Nice one bedroom apartment for short getaways or temporary housing w/ fast WiFi

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.
The price is NZ$705
includes taxes & fees
20 Apr - 21 Apr
Either Way Hideaway
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$259 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?

San Francisco Bay area: Elegant Pacific Ocean View, sleeps 10, gourmet kitchen: This holiday home rental outside of San Gregorio is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

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. Pelican Point Beach and Half Moon Bay Golf Links 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.