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San Gregorio Vacation Rentals

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Our top choices for San Gregorio vacation rentals

Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.4 out of 10, Very good, (14 reviews)
"Lovely cabin in a beautiful location"
United States
maria
The price is CA $195
CA $322 total
includes taxes & fees
Jun 29 - Jun 30
Mays Luxury Farm Stays

Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night

Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night
Staumbaugh Heller
The price is CA $133
CA $169 total
includes taxes & fees
Jul 18 - Jul 19
Downtown Redwood City w/ onsite Japanese hibachi food truck servicing late night

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is CA $630
CA $1,048 total
includes taxes & fees
Jun 26 - Jun 27
@ Marbella Lane - Bright and Cozy Home Near SFO

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (85 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.
The price is CA $283
CA $586 total
includes taxes & fees
Jun 29 - Jun 30
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.8 out of 10, Exceptional, (21 reviews)
"Enjoyed our stay. Thank you!"
United States
b e.
The price is CA $167
CA $305 total
includes taxes & fees
Jul 1 - Jul 2
Palo Alto Cottage: Privacy, Comfort & Convenience

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

2BR Belmont Treehouse near SFO, Caltrain & Levi's
Belmont
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay! Every detail you need is there, from a well equipped kitchen to cozy bedding. Quiet neighborhood, so it’s perfect for a restful stay. Highly recommended."
United States
Dash L.
The price is CA $238
CA $482 total
includes taxes & fees
Jul 15 - Jul 16
2BR Belmont Treehouse near SFO, Caltrain & Levi's

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, (129 reviews)
"A beautiful place perfect for our stay in Half Moon Bay. Convenient to the beach, cute, clean and very comfortable. We will definitely stay here again!"
United States
Tami S.
The price is CA $273
CA $538 total
includes taxes & fees
Jul 7 - Jul 8
Small Beach Cottage near the Coastal Trail and The Ritz

Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
El Granada
The price is CA $406
CA $868 total
includes taxes & fees
Jul 24 - Jul 25
Marbella Lane - 2BR Guest House Dtwn RWC Pking

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 CA $199
CA $475 total
includes taxes & fees
Jun 30 - Jul 1
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

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
8.0 out of 10, Very good, (10 reviews)
"It was a business trip"
United States
Omayma Z.
The price is CA $204
CA $429 total
includes taxes & fees
Jul 6 - Jul 7
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

Cozy 1-bedroom/private bath in gorgeous Newark home.

Cozy 1-bedroom/private bath in gorgeous Newark home.
Newark
8.0 out of 10, Very good, (1 review)
"My husband and I were stunned the first night upon entering the home as the property was listed as entire home and it had the word bungalow in it. We thought we were staying in an attached private bungalow. We climbed 2 long flights of steps to the small bedroom and slept well that night. Currently, there is no dresser in the bedroom, just a closet. We suggested that she put one in and she was receptive to this idea. Our private bathroom was new, modern and very clean. Although, we were sharing...
United States
Wendy L F.
The price is CA $149
CA $374 total
includes taxes & fees
Jun 29 - Jun 30
Cozy 1-bedroom/private bath in gorgeous Newark home.

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (46 reviews)
"We loved staying here! Such a beautiful home with beautiful views. Thank you!"
United States
Vita P.
The price is CA $340
CA $544 total
includes taxes & fees
Jun 29 - Jun 30
Luxury Spa Retreat Guest House with Ocean View

214B - Cozy Studio with AC & Kitchen near Stanford

214B - Cozy Studio with AC & Kitchen near Stanford
Redwood City
10.0 out of 10, Exceptional, (2 reviews)
"Comfortable and easy. It had everything that I needed. Communication was clear. "
United States
Anastasia and Tom L.
The price is CA $204
CA $343 total
includes taxes & fees
Jul 3 - Jul 4
214B - Cozy Studio with AC & Kitchen near Stanford

"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.
The price is CA $184
CA $212 total
includes taxes & fees
Jul 9 - Jul 10
"Queens Palace" Studio Apt Business Ready - San Jose

Marbella Lane - Adorable and Quiet Studio

Marbella Lane - Adorable and Quiet Studio
Central San Mateo
Marbella Lane - Adorable and Quiet Studio

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, (24 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is CA $273
CA $620 total
includes taxes & fees
Jul 1 - Jul 2
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

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)
"Fantastic Host, amazing view and a wonderful VRBO property!"
United States
Jason A.
The price is CA $180
CA $511 total
includes taxes & fees
Jun 28 - Jun 29
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (43 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is CA $312
CA $463 total
includes taxes & fees
Jul 12 - Jul 13
Oceanview Penthouse, Stylish & Walking to Beach

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (15 reviews)
"Great location and comfortable bed"
United States
Karly G.
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (54 reviews)
"Great tiny place. "
United States
Laura M.
The price is CA $255
CA $397 total
includes taxes & fees
Jul 2 - Jul 3
Stylish Seaside Cottage - 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.
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Top San Gregorio Hotel Reviews

Find out more about San Gregorio

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Gregorio. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Luxury Spa Retreat Guest House with Ocean View: You might want to consider this vacation home rental near San Gregorio, which is located near the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. Make the most of the 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. Martins Beach and Pescadero State 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.