San Gregorio Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

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 25 - May 26
Total with taxes and fees
Mays Luxury Farm Stays
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.
$203 nightly
The price is $203
May 21 - May 22
Total with taxes and fees
Palo Alto Cottage: Privacy, Comfort & Convenience
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, (125 reviews)
"Cottage was quiet and comfortable. Great neighborhood. Amazing setup for dog. Well equiped kitchen and super easy walk to beach."
United States
Paul
$331 nightly
The price is $377
May 26 - May 27
Total with taxes and fees
Small Beach Cottage near the Coastal Trail and The Ritz
Smart TV, Netflix, streaming services

Luxo Stays |Stanford| 3bd/2ba #pet #comfy

Luxo Stays |Stanford| 3bd/2ba #pet #comfy
East Palo Alto
8.8 out of 10, Excellent, (9 reviews)
"The hosts were attentive the entire duration of our stay. Very appreciative! Thank you! "
United States
Morgan J.
Luxo Stays |Stanford| 3bd/2ba #pet #comfy
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.
$447 nightly
The price is $485
May 24 - May 25
Total with taxes and fees
lx51 History in Pescadero
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, (8 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.
$311 nightly
The price is $322
May 26 - May 27
Total with taxes and fees
2BR Belmont Treehouse near SFO, Caltrain & Levi's
1 bedroom, WiFi, bed sheets

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.
$190 nightly
The price is $190
May 28 - May 29
Total with taxes and fees
214B - Cozy Studio with AC & Kitchen near Stanford
Property grounds

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.4 out of 10, Very Good, (17 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.
$190 nightly
The price is $202
May 25 - May 26
Total with taxes and fees
Cozy guest suite in Los Gatos - Beach in 30 min!
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, (9 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.
$150 nightly
The price is $150
Jun 7 - Jun 8
Total with taxes and fees
"Queens Palace" Studio Apt Business Ready - San Jose
Terrace/patio

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (53 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
Interior

Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (53 reviews)
"Great tiny place. "
United States
Laura M.
$279 nightly
The price is $279
May 25 - May 26
Total with taxes and fees
Stylish Seaside Cottage - Walking to Beach
Exterior

California Golden Dream C10

California Golden Dream C10
Adobe Meadow
$149 nightly
The price is $149
May 23 - May 24
Total with taxes and fees
California Golden Dream C10
Terrace/patio

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (41 reviews)
"Great location! "
United States
Tara P.
$325 nightly
The price is $325
May 25 - May 26
Total with taxes and fees
Oceanview Penthouse, Stylish & Walking to Beach
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)
"Great location, clean and private space."
United States
Alec H.
$366 nightly
The price is $398
Jun 1 - Jun 2
Total with taxes and fees
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Madlin - Cabin Masoods Lodge

Madlin - Cabin Masoods Lodge
Boulder Creek
10.0 out of 10, Exceptional, (1 review)
$561 nightly
The price is $602
May 21 - May 22
Total with taxes and fees
Madlin - Cabin Masoods Lodge
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
$306 nightly
The price is $351
Jun 9 - Jun 10
Total with taxes and fees
Mid Century Garden View Home Parking
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)
"great location and beautiful views. Clean and comfortable."
United States
David E.
$340 nightly
The price is $361
Jun 11 - Jun 12
Total with taxes and fees
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Interior

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (23 reviews)
"Very pleasant in great location "
United States
Eric B.
$402 nightly
The price is $421
Jun 9 - Jun 10
Total with taxes and fees
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
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
$297 nightly
The price is $329
May 26 - May 27
Total with taxes and fees
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Outdoor dining

Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.6 out of 10, Exceptional, (8 reviews)
"This place is amazing, we had a great time and definitely will book this place again. "
United States
Theng X.
$618 nightly
The price is $618
May 25 - May 26
Total with taxes and fees
Beachfront California Coast Airstream_Luxury
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

Granada Hotel Santa Clara

Granada Hotel Santa Clara

10/10 Excellent
"Overall good in motel level accommodation"
Tao 7-night trip
Posted 1 hour ago
Granada Hotel Santa Clara

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 Manhattan 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.