A beach with waves crashing onto the shore under a clear blue sky.

San Gregorio Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for San Gregorio vacation rentals

A wooden deck with a metal railing overlooking a forested area.

1. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (65 reviews)
"We really enjoyed our stay here! One of the best equipped houses we’ve ever rented , and the lovey creek babbling by the porch , it was awesome."
United States
Donna M.
The price is SAR 751
SAR 1,214 total
includes taxes & fees
28 Nov - 29 Nov
Cottage In The Woods
A spacious loft-style room with a high ceiling, a wooden staircase, a bed with a blue upholstered headboard, a kitchen area with a wooden countertop, and a skylight.

2. 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, (138 reviews)
"Great little place!"
United States
Jeffrey B.
The price is SAR 812
SAR 1,467 total
includes taxes & fees
18 Nov - 19 Nov
Small Beach Cottage near the Coastal Trail and The Ritz
A beach with a sandy shore and a cliff.

3. Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (36 reviews)
"Excellent host and house! Home was exceptionally clean, amazing bathroom, and short walk to the beach. We truly loved our stay!"
United States
Cortney P.
The price is SAR 709
SAR 1,260 total
includes taxes & fees
18 Nov - 19 Nov
Modern Coastal Retreat, Walk to Downtown HMB & Beach
A living room with a sofa, a small wooden table, a starfish pillow, and a view of a blue building through a door.

4. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (17 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A gated area with a white picket fence, two benches, and a potted plant.

5. Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (67 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A coastal beach with a sandy shore, rocky cliffs, and a clear blue sky.

6. Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.2 out of 10, Wonderful, (44 reviews)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
A house with a porch, a wooden door, and potted plants.

7. Beach Cottage Near the Coastal Trail and the Ritz

Beach Cottage Near the Coastal Trail and the Ritz
Arleta Park
10.0 out of 10, Exceptional, (50 reviews)
"We had an amazing week staying at this adorable cottage. It was clean, bright and welcoming. The outdoor shower was clutch post beach time and the yard allowed for our dog to enjoy the trip as much as we did. Add in the access to the coastal trail and it was unbeatable. We would love to stay here again for another adventure in Half Moon Bay!"
United States
rita m.
Beach Cottage Near the Coastal Trail and the Ritz
Front of property

8. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.4 out of 10, Good, (40 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
The price is SAR 672
SAR 778 total
includes taxes & fees
4 Dec - 5 Dec
Mint House Menlo Park by Kasa
A beach with waves and a sunset.

9. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (60 reviews)
"Clean and cozy, enjoyed our stay.Rollyn"
United States
Rollyn K.
The price is SAR 540
SAR 1,001 total
includes taxes & fees
14 Dec - 15 Dec
Stylish Seaside Cottage - Walking to Beach
An outdoor patio with a pool, lounge chairs, and a pergola with string lights.

10. Secluded freestanding house in the delightful grape garden

Secluded freestanding house in the delightful grape garden
Emerald Hills
7.4 out of 10, Good, (8 reviews)
"Location and views were amazing! "
United States
Richelle
The price is SAR 584
SAR 1,348 total
includes taxes & fees
15 Nov - 16 Nov
Secluded freestanding house in the delightful grape garden
A wooden deck with outdoor furniture, a grill, and a view of the forest.

11. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.8 out of 10, Excellent, (43 reviews)
"though a bit off the beaten path--accomodations were great, relaxing after a hard day work on the deck and the welcome addition and unexpected treat of farm fresh eggs!"
United States
Mark
The price is SAR 442
SAR 785 total
includes taxes & fees
15 Nov - 16 Nov
Mays Luxury Farm Stays
A beach with waves at sunset, a distant hill, and a clear sky.

12. Oceanview Penthouse, Stylish, Walking to Beach

Oceanview Penthouse, Stylish, Walking to Beach
El Granada
9.8 out of 10, Exceptional, (52 reviews)
"Everything was absolutely perfect. It was the perfect getaway perfect area thank you so much."
United States
Don
The price is SAR 470
SAR 893 total
includes taxes & fees
2 Dec - 3 Dec
Oceanview Penthouse, Stylish, Walking to Beach
A kitchen area with a wooden shelf holding a coffee maker, toaster, kettle, and a coffee can. Below the shelf, there are plates, glasses, and a non-stick frying pan. A bed with a striped blanket is visible in the background.

13. 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 SAR 353
SAR 691 total
includes taxes & fees
21 Nov - 22 Nov
214B - Cozy Studio with AC & Kitchen near Stanford
A coastal path with a wooden fence, leading to a beach with ocean views.

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

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
El Granada
9.2 out of 10, Wonderful, (43 reviews)
"We had a wonderful time. There are beach views from both bedrooms and the porch is wonderful. We would recommend and would stay again."
United States
Aaron M.
The price is SAR 808
SAR 2,193 total
includes taxes & fees
19 Nov - 20 Nov
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
A view from a window with a beach and a small structure in the distance.

15. Beachview Holiday Family Retreat | Steps to Sand

Beachview Holiday Family Retreat | Steps to Sand
Miramar
9.6 out of 10, Exceptional, (62 reviews)
"Just steps from the beach !!"
United States
maxwell
The price is SAR 1,738
SAR 4,239 total
includes taxes & fees
3 Dec - 4 Dec
Beachview Holiday Family Retreat | Steps to Sand
A coastal landscape with a sandy beach, rocky cliffs, and a clear sky.

16. Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (58 reviews)
"This little place is so cute and the view is spectacular. The host was super quick to respond when we had a hiccup with the wifi. Everything was clean and well stocked. Nice towels, comfy bed. My only complaint isthat I had to leave."
United States
Paula B.
Luxury Spa Retreat Guest House with Ocean View
A residential backyard with a small shed, a garage, and a well-maintained lawn.

17. Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
Palm Park
The price is SAR 702
SAR 1,914 total
includes taxes & fees
2 Dec - 3 Dec
Marbella Lane - 2BR Guest House Dtwn RWC Pking
A brick pathway leading to a gated entrance surrounded by lush greenery and trees.

18. Luxury Silicon Valley Work and Wellness Oasis

Luxury Silicon Valley Work and Wellness Oasis
Los Altos Hills
10.0 out of 10, Exceptional, (5 reviews)
"Excellent property and very responsive host. Would definitely recommend!"
United States
J S.
The price is SAR 1,017
SAR 1,715 total
includes taxes & fees
16 Nov - 17 Nov
Luxury Silicon Valley Work and Wellness Oasis
A house with a covered patio area featuring outdoor seating and a television in the living room.

19. Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay

Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
Heritage Downtown
9.2 out of 10, Wonderful, (10 reviews)
"The place was super cute and close to everything. I would definitely stay again! "
United States
Juliet M.
Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
A modern kitchen with a large island, built-in oven, and a view of the ocean through large windows.

20. Elegant but practical retreat to maximize your enjoyment in beautiful HMB

Elegant but practical retreat to maximize your enjoyment in beautiful HMB
El Granada
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay if visiting SF."
United States
Alex E.
The price is SAR 1,464
SAR 3,070 total
includes taxes & fees
8 Dec - 9 Dec
Elegant but practical retreat to maximize your enjoyment in beautiful HMB
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

Grand Hyatt at SFO

Grand Hyatt at SFO

10/10 Excellent
"It was great"
Matthew 1-night trip
Posted less than an hour ago
Grand Hyatt at SFO

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?

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more: Visitors like this San Gregorio vacation home rental. It is located on the beach and has a balcony, a pool table, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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. Pescadero State Beach and Half Moon Bay Golf Links 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.