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, (6 reviews)
"Great Location with comfortable beds and a stunning view from the porch and windows. Loved feeding the koi. "
United States
Bryce
The price is AU$250
includes taxes & fees
8 Apr - 9 Apr
Mays Luxury Farm Stays

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
The price is AU$486
includes taxes & fees
9 Mar - 10 Mar
Mid Century Garden View Home Parking

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is AU$467
includes taxes & fees
11 Mar - 12 Mar
LakeFront Lavender House

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, (13 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 AU$290
includes taxes & fees
14 Mar - 15 Mar
Cozy guest suite in Los Gatos - Beach in 30 min!

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, (116 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 AU$461
includes taxes & fees
9 Mar - 10 Mar
Small Beach Cottage near the Coastal Trail and The Ritz

"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 AU$215
includes taxes & fees
10 Mar - 11 Mar
"Queens Palace" Studio Apt Business Ready - San Jose

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 AU$472
includes taxes & fees
9 Mar - 10 Mar
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

@ 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 AU$493
includes taxes & fees
9 Mar - 10 Mar
@ Marbella Lane - Bright and Cozy Home Near SFO

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park
7.8 out of 10, Good, (9 reviews)
"A nice little place to call home for a few days while we visited the surrounding area. "
United States
Daniel M.
The price is AU$446
includes taxes & fees
3 Apr - 4 Apr
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (37 reviews)
"Great place and a great location. We had a great time. Thanks "
United States
Justin B.
The price is AU$481
includes taxes & fees
16 Mar - 17 Mar
Luxury Spa Retreat Guest House with Ocean View

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (46 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 AU$449
includes taxes & fees
9 Mar - 10 Mar
Cottage In The Woods

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Suburban Park - Lorelei Manor - Flood Park Triangle
The price is AU$432
includes taxes & fees
13 Mar - 14 Mar
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"Very welcoming and very clean. Little unclear on check out procedures . Consider adding a coffee pot and maybe a toaster :). Really great spot to stay."
United States
kelly L.
The price is AU$453
includes taxes & fees
10 Mar - 11 Mar
7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (39 reviews)
"Great location, very dog friendly area. The penthouse was very nice, we enjoyed our stay."
United States
Kayla C.
The price is AU$463
includes taxes & fees
11 Mar - 12 Mar
Oceanview Penthouse, Stylish & Walking to 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, (10 reviews)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is AU$454
includes taxes & fees
9 Mar - 10 Mar
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.4 out of 10, Exceptional, (6 reviews)
"This place is amazing, we had a great time and definitely will book this place again. "
United States
Theng X.
The price is AU$656
includes taxes & fees
10 Mar - 11 Mar
Beachfront California Coast Airstream_Luxury

Brand New 2 br 3 full ba townhouse, sleeps 8, two car garage, gated complex

Brand New 2 br 3 full ba townhouse, sleeps 8, two car garage, gated complex
Palm Park
10.0 out of 10, Exceptional, (1 review)
"The property is in prime location! The entire place is very new. All the appliances are great and the place is very clean. The garage makes parking very easy. Host is very responsive. Will for sure stay again! "
United States
Altaf V.
The price is AU$660
includes taxes & fees
10 Mar - 11 Mar
Brand New 2 br 3 full ba townhouse, sleeps 8, two car garage, gated complex

Beach Cottage Near the Coastal Trail and the Ritz

Beach Cottage Near the Coastal Trail and the Ritz
Arleta Park
9.8 out of 10, Exceptional, (34 reviews)
"We enjoyed this cozy house."
United States
Lori R.
The price is AU$721
includes taxes & fees
29 Mar - 30 Mar
Beach Cottage Near the Coastal Trail and the Ritz

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
The price is AU$266
includes taxes & fees
13 Mar - 14 Mar
214A - Cozy Studio with AC & Kitchen near Stanford

Entire Oceanview Coastal Retreat in Pacifica

Entire Oceanview Coastal Retreat in Pacifica
Linda Mar
9.2 out of 10, Wonderful, (20 reviews)
"Great view & convenient location to sights and cities along the Coast. Clean and comfortable too."
United States
Eric L.
The price is AU$611
includes taxes & fees
11 Mar - 12 Mar
Entire Oceanview Coastal Retreat in Pacifica
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 favourite 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 depend 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 AU$215 per night. Entering your travel dates in the search wizard might find you 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?

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach: This holiday home rental outside of San Gregorio is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

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 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.