Book Holiday Homes in San Gregorio
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Featured Holiday Homes in San Gregorio
Modern Guesthouse Retreat in the Heart of Silicon Valley
Menlo Park CA
The price is AU$407 per night from 1 Jan to 2 Jan
AU$407
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in Menlo Park (West Menlo Park), you'll be within a 5-minute drive of Stanford University and Stanford University Medical ...
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach
Pedro Point, Pacifica CA
With a stay at this vacation home in Pacifica (Pedro Point), you'll be a 1-minute drive from Pacifica State Beach and 5 minutes from Sharp Park Golf Course.
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Half Moon Bay California
The price is AU$607 per night from 12 Jan to 13 Jan
AU$607
12 Jan - 13 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of Half Moon Bay, within a 15-minute walk of BHRS Coastside Clinic San Mateo County and Coastside ...
Save an average of 15% on thousands of hotels when you're signed in
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Half Moon Bay CA
The price is AU$219 per night from 4 Jan to 5 Jan
AU$219
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at this vacation home in Half Moon Bay (Heritage Downtown), you'll be within a 10-minute walk of BHRS Coastside Clinic San Mateo County and Coastside ...
Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas
Montara CA
Located in Montara, this vacation home is on the beach, a 4-minute walk from Montara State Beach and within a 5-minute drive of JV Fitzgerald Marine ...
Modern Luxury Ocean Front Home
Halfmoon Bay CA
With a stay at this vacation home in Half Moon Bay (El Granada), you'll be a 5-minute walk from Capistrano Road Beach and 9 minutes by foot from Pillar Point ...
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park CA
With a stay at this vacation home in Menlo Park, you'll be within a 15-minute drive of San Francisco Bay and Stanford University.
Spacious Pacifica Beach Home Sleeps 14 Game Room
Pacifica CA
With a stay at this vacation home in Pacifica (Linda Mar), you'll be a 1-minute drive from Pacifica State Beach and 5 minutes from Sharp Park Golf Course.
Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet
Half Moon Bay CA
With a stay at this vacation home in Half Moon Bay (El Granada), you'll be within a 5-minute drive of Pillar Piont Beach and Vallejo 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.
San Gregorio Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Gregorio vacation homes are the perfect way for you to wing it.
Holiday houses in San Gregorio let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Gregorio in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Gregorio adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Gregorio with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Gregorio vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
San Gregorio Holiday Homes essential information
Accommodation | 556 Holiday Homes |
|---|---|
Lowest Price | AU$143 |
Highest Price | AU$607 |
Popular accommodation | Modern Guesthouse Retreat in the Heart of Silicon Valley, Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach, Nantucket Penthouse - walk to restaurants, beaches, activies & so much more, Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House, Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas, Modern Luxury Ocean Front Home, 2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park, Spacious Pacifica Beach Home Sleeps 14 Game Room, Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet |
Top trending hotels in San Gregorio
Hilton San Francisco Airport Bayfront
600 Airport Boulevard Burlingame CA
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 2 Jan to 3 Jan
AU$178
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at Hilton San Francisco Airport Bayfront in Burlingame (Bayfront), you'll be a 1-minute drive from Coyote Point Park and 9 minutes from Hillsdale ...
Maple Tree Inn
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
With a stay at Maple Tree Inn, you'll be centrally located in Sunnyvale, within a 10-minute drive of Santa Clara University and Santa Clara Convention ...
SFO El Rancho Inn SureStay Collection by Best Western
1100 El Camino Real Millbrae CA
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 2 Jan to 3 Jan
AU$143
2 Jan - 3 Jan 2026
includes taxes & fees
When you stay at SFO El Rancho Inn SureStay Collection by Best Western in Millbrae, you'll be near the airport, within a 15-minute drive of San Francisco Bay ...
Save an average of 15% on thousands of hotels when you're signed in
The Westin San Francisco Airport
1 Old Bayshore Hwy Millbrae CA
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 29 Dec to 30 Dec
AU$220
29 Dec - 30 Dec
includes taxes & fees
With a stay at The Westin San Francisco Airport, you'll be centrally located in Millbrae, within a 10-minute drive of San Francisco Bay and San Mateo County ...
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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^Subject to availability and chosen travel dates.