San Gregorio Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for San Gregorio vacation rentals

Yurt On Top - Swim, Hike, Glamp | Free WiFi

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
8.8 out of 10, Excellent, (13 reviews)
"Everyone was so friendly! And this place is so peaceful with the birds hobblying around. I def will be back to visit."
United States
Emann
$214 nightly
The price is $240
May 12 - May 13
Total with taxes and fees
Mays Luxury Farm Stays
Exterior

California Golden Dream C10

California Golden Dream C10
Adobe Meadow
$149 nightly
The price is $149
May 14 - May 15
Total with taxes and fees
California Golden Dream C10
Property grounds

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.8 out of 10, Excellent, (16 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.
$192 nightly
The price is $204
May 12 - May 13
Total with taxes and fees
Cozy guest suite in Los Gatos - Beach in 30 min!
Beach

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
7.2 out of 10, Good, (14 reviews)
"Parking was good. Short walk to the trail and beach. Accomodations were acceptable, not spectacular."
Canada
Wilma
$108 nightly
The price is $116
May 18 - May 19
Total with taxes and fees
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
On the beach

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
El Granada
9.4 out of 10, Exceptional, (37 reviews)
"We loved our stay"
United States
Chris L.
$583 nightly
The price is $605
May 21 - May 22
Total with taxes and fees
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
Terrace/patio

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

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.6 out of 10, Exceptional, (7 reviews)
"The place was great! Clean, comfortable, and quiet for my family of 4. It had everything we needed for our 2 week stay so much so that we’ve booked again for another 2 weeks while we are in the middle of a move. Thank you Will!"
United States
Dash L.
$302 nightly
The price is $313
May 17 - May 18
Total with taxes and fees
2BR Belmont Treehouse near SFO, Caltrain & Levi's
1 bedroom, desk, iron/ironing board, free WiFi

"Queens Palace" Studio Apt Business Ready - San Jose

"Queens Palace" Studio Apt Business Ready - San Jose
San Tomas
9.8 out of 10, Exceptional, (8 reviews)
"The room was cozy and quiet, perfect for a good night's sleep. Check-in and Check-out were super easy!"
United States
Joshua E.
$149 nightly
The price is $149
May 13 - May 14
Total with taxes and fees
"Queens Palace" Studio Apt Business Ready - San Jose
1 bedroom, iron/ironing board, WiFi, bed sheets

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, (123 reviews)
"Cottage was quiet and comfortable. Great neighborhood. Amazing setup for dog. Well equiped kitchen and super easy walk to beach."
United States
Paul
$297 nightly
The price is $338
May 21 - May 22
Total with taxes and fees
Small Beach Cottage near the Coastal Trail and The Ritz
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, (84 reviews)
"Great host! Big fenced in yard for the dogs as well. Located near many awesome hikes. We would definitely stay again! "
United States
Brent J.
$297 nightly
The price is $309
May 12 - May 13
Total with taxes and fees
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Outdoor dining

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

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Pedro Point
9.4 out of 10, Exceptional, (11 reviews)
$310 nightly
The price is $327
Jun 11 - Jun 12
Total with taxes and fees
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
1 bedroom, in-room safe, desk, iron/ironing board

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.6 out of 10, Exceptional, (18 reviews)
"Quiet, comfortable, and good location. "
United States
Kelsey P.
$207 nightly
The price is $207
May 14 - May 15
Total with taxes and fees
Palo Alto Cottage: Privacy, Comfort & Convenience
2 bedrooms, desk, iron/ironing board, free WiFi

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

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Palm Park
7.6 out of 10, Good, (19 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.
$358 nightly
The price is $399
Jun 7 - Jun 8
Total with taxes and fees
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Living area

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
8.8 out of 10, Excellent, (9 reviews)
"We enjoyed the central location, and affordability of this this rental. Thank you!"
United States
Eric T.
$150 nightly
The price is $150
May 12 - May 13
Total with taxes and fees
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Exterior detail

lx51 History in Pescadero

lx51 History in Pescadero
Pescadero
10.0 out of 10, Exceptional, (4 reviews)
"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.
$448 nightly
The price is $486
May 13 - May 14
Total with taxes and fees
lx51 History in Pescadero
1 bedroom, desk, iron/ironing board, travel crib

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
$302 nightly
The price is $302
May 13 - May 14
Total with taxes and fees
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Beach nearby

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.6 out of 10, Exceptional, (40 reviews)
"We loved staying here! Such a beautiful home with beautiful views. Thank you!"
United States
Vita P.
$388 nightly
The price is $415
Jun 1 - Jun 2
Total with taxes and fees
Luxury Spa Retreat Guest House with Ocean View
Classic House | Living area

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
Shoreview
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
$394 nightly
The price is $453
Jun 7 - Jun 8
Total with taxes and fees
Mid Century Garden View Home Parking
1 bedroom, desk, free WiFi, bed sheets

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
$298 nightly
The price is $330
May 12 - May 13
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Beach nearby

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
9.0 out of 10, Wonderful, (21 reviews)
"The location of this rental is excellent. We enjoyed the hot tub and the coziness of the space. There were nice views and we had everything we needed to feel right at home."
United States
Letha S.
$393 nightly
The price is $426
Jun 4 - Jun 5
Total with taxes and fees
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Terrace/patio

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (52 reviews)
"Peaceful, cozy, perfect as always "
United States
Craig B.
$310 nightly
The price is $338
May 25 - May 26
Total with taxes and fees
Cottage In The Woods
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

Embassy Suites by Hilton San Francisco Airport Waterfront

Embassy Suites by Hilton San Francisco Airport Waterfront

10/10 Excellent
"We were very pleased with the hotel. The room was very clean and spacious. The people at the front desk were very friendly and polite. They were very helpful when I had to request different soap due to my allergy to lavender. The night snacks and the breakfast bar was very delicious! We were all very impressed!!! We loved the ocean view from our balcony. "
Kevin 1-night trip
Posted 6 hours ago
Embassy Suites by Hilton San Francisco Airport Waterfront

Find out more about San Gregorio

Everything you need to know about San Gregorio vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Gregorio vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Gregorio vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Gregorio in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Gregorio rentals

At Expedia, we put the best San Gregorio vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Beachview Holiday Family Retreat | Steps to Sand: Visitors like this San Gregorio vacation home rental. It is located on the beach and offers a balcony, Netflix, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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. Bean Hollow 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.