San Gregorio Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in San Gregorio

Outdoor pool, sun loungers
Mint House – Menlo Park

Mint House – Menlo Park

4.0 star property
Menlo Park
8.0 out of 10, Very Good, (20)
"The hotel is fairly new, clean, and very conveniently located. The only downside is that it can be a bit loud if your room is next to the train tracks. During my first two nights, I was woken up in the middle of the night by trains honking as they passed by, though I eventually got used to it. Despite that, I would still choose to stay here again, but I’d recommend requesting a room as far from the train tracks as possible for a better night’s sleep."
Taiwan
Anonymous traveler
Mint House – Menlo Park
Lobby sitting area
Global Luxury Suites at Mountain View

Global Luxury Suites at Mountain View

4.0 star property
Shoreline West
8.2 out of 10, Very Good, (186)
"Always a pleasure to stay here"
United States
Elizabeth
Global Luxury Suites at Mountain View
Yurt On Top - Swim, Hike, Glamp | Free WiFi
Mays Luxury Farm Stays

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 ￥15,421
￥28,611 total
includes taxes & fees
Dec 4 - Dec 5
Mays Luxury Farm Stays
Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, pool umbrellas
Global Luxury Suites in Menlo Park

Global Luxury Suites in Menlo Park

4.0 star property
Menlo Park
7.8 out of 10, Good, (127)
"The property was beautiful, well maintained and fun to relax. The kitchen was huge! I loved the secluded feeling but still close to city."
United States
Felicia
Global Luxury Suites in Menlo Park
Dining
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

Pedro Point
9.6 out of 10, Exceptional, (168)
"Great experience!"
United States
Cole C.
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach
Private kitchen
Charming 1-bedroom house with AC, WiFi in delightful San Bruno

Charming 1-bedroom house with AC, WiFi in delightful San Bruno

San Bruno
8.0 out of 10, Very Good, (1)
"Very good location, close to airport and literally next to the train that goes to San Francisco. Host is very responsive. "
United States
Kiddy U.
The price is ￥23,801
￥33,947 total
includes taxes & fees
Dec 5 - Dec 6
Charming 1-bedroom house with AC, WiFi in delightful San Bruno
1 bedroom, in-room safe, desk, iron/ironing board
Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience

Midtown
9.4 out of 10, Exceptional, (6)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is ￥18,225
￥33,335 total
includes taxes & fees
Dec 11 - Dec 12
Palo Alto Cottage: Privacy, Comfort & Convenience
Fridge, microwave, oven, stovetop
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

San Bruno
10.0 out of 10, Exceptional, (72)
"Great stay, it was clean, quiet, great parks nearby for hiking, and the owners were very responsive. Definitely will be staying here again when in the area!"
United States
CHERYL A.
The price is ￥24,890
￥37,428 total
includes taxes & fees
Dec 8 - Dec 9
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet
Interior
Bluebird Suites near Facebook HQ

Bluebird Suites near Facebook HQ

4.0 star property
Menlo Park
7.2 out of 10, Good, (17)
"Lot of dogs were barking most of the time. "
United States
parwinder
Bluebird Suites near Facebook HQ
Beach nearby
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

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 ￥42,016
￥75,930 total
includes taxes & fees
Dec 28 - Dec 29
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Fridge, microwave, oven, stovetop
Gorgeous entire house in a Safe & Quiet Neighborhood (SFO/SF/Bart)

Gorgeous entire house in a Safe & Quiet Neighborhood (SFO/SF/Bart)

Millbrae
8.0 out of 10, Very Good, (1)
"Overall, I had a good stay at this property. House was super clean, spacious, and very modern. My only complaints were that the owner did not send the code to the house until 35 minutes after she had specified we she would send. Also I did not appreciate how there was no communication that owner's cousin would come to the house to fix the security. She showed up out of no where without my knowledge and spent roughly 20-30 minutes to fix the security then left. Outside of the communication,...
United States
Nasser A.
The price is ￥311,120
￥353,899 total
includes taxes & fees
Dec 4 - Dec 5
Gorgeous entire house in a Safe & Quiet Neighborhood (SFO/SF/Bart)
Exterior
Mid Century Garden View Home Parking

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 ￥17,468
￥51,325 total
includes taxes & fees
Dec 4 - Dec 5
Mid Century Garden View Home Parking
Dining
Luxury stay near Santana Row for vacation/business

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 ￥24,144
￥39,332 total
includes taxes & fees
Dec 4 - Dec 5
Luxury stay near Santana Row for vacation/business
House (2 Bedrooms) | Garden view
Marbella Lane Duplex Redwood City

Marbella Lane Duplex Redwood City

3.5 star property
Palm Park
7.2 out of 10, Good, (15)
"We appreciated the space for sleeping just a few things to make it more pleasant First the side gates did not close/lock giving complete access to the yard which was a concern for the safety of our young grandchildren. Second we didn’t realize that more towels were accessible in the garage so we purchased some towels Third there was no couch for gathering and hanging out Now the good …the beds and linen were very nice the space for being all together was exactly what was needed for our...
United States
Veronica
Marbella Lane Duplex Redwood City
Exterior
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

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

Pedro Point
9.6 out of 10, Exceptional, (4)
"This place had a great location beautiful view of the ocean it was very cozy "
United States
tammy k.
The price is ￥14,351
￥47,580 total
includes taxes & fees
Dec 15 - Dec 16
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Terrace/patio
Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas

Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas

2.0 star property
Montara
Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas
Outdoor dining
Either Way Hideaway

Either Way Hideaway

2.0 star property
Boulder Creek
10.0 out of 10, Exceptional, (12)
"Beautiful location, perfect for a peaceful get away.Great hosts!"
United States
Cristina W.
The price is ￥45,407
￥80,581 total
includes taxes & fees
Dec 26 - Dec 27
Either Way Hideaway
Dining
San Francisco Bay area: Elegant Pacific Ocean View, sleeps 10, gourmet kitchen

San Francisco Bay area: Elegant Pacific Ocean View, sleeps 10, gourmet kitchen

Pedro Point
9.8 out of 10, Exceptional, (183)
"Beautiful location. Well appointed with plenty of room. A short walk to the beach. Recommended!"
United States
Ryan A.
San Francisco Bay area: Elegant Pacific Ocean View, sleeps 10, gourmet kitchen
Private kitchen
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.

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

Saratoga
The price is ￥1,303,795
￥1,410,809 total
includes taxes & fees
Dec 4 - Dec 5
Spacious estate near charming downtown Saratoga and the Montalvo Arts Center.
Terrace/patio
Oceanview Penthouse, Stylish & Walking to Beach

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 ￥34,068
￥50,402 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Oceanview Penthouse, Stylish & Walking to Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Gregorio Hotel Reviews

Aloft San Francisco Airport

Aloft San Francisco Airport

10/10 Excellent
"Great hotel, great staff, good bar, noisy because of the Airport."
Simon 1-night trip
Posted 15 hours ago
Aloft San Francisco Airport

Find out more about San Gregorio

Search for holiday rentals in San Gregorio on Expedia! You can easily find your home rentals, villas, holiday apartments in San Gregorio using one of the methods below:

  • View our selection of featured holiday rentals in San Gregorio
  • Use the map to find apartments and other holiday homes in the San Gregorio neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Gregorio while they last

Look no further and take a look at our great range of rental properties in San Gregorio!

Frequently asked questions

Are there vacation rentals in San Gregorio?

Yes, we have vacation rentals close to the most popular points of interest in San Gregorio, or you can select a more secluded option if you're looking for relaxation. San Gregorio is known for its beaches and restaurants.

What are some of the best vacation home rentals in San Gregorio?

Marbella Lane Duplex Redwood City: You might want to consider this vacation rental near San Gregorio, which is located near the airport and has a patio, a private yard, 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 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 Pelican Point Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in San Gregorio like?

Vacation rentals are private properties where you can stay for a couple of days or more in San Gregorio. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.