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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for San Gregorio vacation homes

A spacious living room with a large wooden coffee table, a sofa with patterned cushions, and a view of the outside through a large window.

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

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (15 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A living room with a sectional sofa, a wooden coffee table, and a colorful striped rug.

2. 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
7.8 out of 10, Good, (23 reviews)
"Thanks for a great stay!"
United States
April M.
The price is AED 367
AED 632 total
includes taxes & fees
2 Nov - 3 Nov
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

3. 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, (43 reviews)
"Beautiful location and space. Location was perfect and exactly what we needed"
United States
Patricia D.
The price is AED 547
AED 1,962 total
includes taxes & fees
9 Nov - 10 Nov
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
A staircase with wooden beams and large windows overlooking a beach.

4. 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, (26 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AED 400
AED 1,246 total
includes taxes & fees
2 Nov - 3 Nov
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A hot tub in a backyard with a wooden deck, outdoor furniture, and a wooden fence.

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, (68 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A coastal landscape with a sandy beach, cliffs, and a field of wildflowers.

6. 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, (42 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 AED 609
AED 2,001 total
includes taxes & fees
1 Nov - 2 Nov
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more
A modern hotel room with a grey sofa, two armchairs, a bed, a round mirror, and a large painting on the wall.

7. 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 spacious living room with a fireplace, a television, and comfortable seating.

8. 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, (49 reviews)
"So grateful to get to bring our dogs with us! This was a wonderful getaway, great communication, and such a lovely beach cottage. Easy walk to the beach to either enjoy the view from the bluff or walk down the stairs to the sand. We all remarked on how much if felt like somewhere we would want to call home."
United States
Stacey D.
Beach Cottage Near the Coastal Trail and the Ritz
A modern living room with a sofa, coffee table, and dining area.

9. Private Cottage House - Walk to Beaches, Harbor, Food, Trails, so much more

Private Cottage House - Walk to Beaches, Harbor, Food, Trails, so much more
El Granada
9.4 out of 10, Exceptional, (25 reviews)
"We loved our stay. Our only regret is not staying longer!"
United States
Anonymous traveler
Private Cottage House - Walk to Beaches, Harbor, Food, Trails, so much more
A coastal landscape with a beach, rocky cliffs, and vegetation.

10. Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities

Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities
Miramar
9.6 out of 10, Exceptional, (34 reviews)
"The view was beautiful. Master suite was great. Kitchen and living areas were large!"
United States
Carlye
The price is AED 946
AED 2,223 total
includes taxes & fees
3 Nov - 4 Nov
Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

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

@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
Palm Park
7.4 out of 10, Good, (20 reviews)
"Nice clean quiet place to spend the night while on a short business trip."
United States
Don
@ Marbella Lane - 2BR Guest House |DTWN RWC| Pking
A beach with rocky cliffs and waves crashing onto the shore.

12. Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (55 reviews)
"Everything was as advertised. Had a great time. The host was very kind and easy to communicate with, and it was a very romantic get away for me and my partner. Would stay here again!"
United States
Sergio D.
The price is AED 823
AED 1,305 total
includes taxes & fees
9 Nov - 10 Nov
Luxury Spa Retreat Guest House with Ocean View
A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall. There is a large window with a view of the countryside.

13. Beachview Holiday Family Retreat | Steps to Sand

Beachview Holiday Family Retreat | Steps to Sand
Miramar
9.6 out of 10, Exceptional, (61 reviews)
"Great location, comfortable home"
United States
Patricia W.
Beachview Holiday Family Retreat | Steps to Sand
A modern kitchen with a large island, built-in oven, and a view of the ocean through large windows.

14. 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 AED 1,286
AED 2,931 total
includes taxes & fees
29 Oct - 30 Oct
Elegant but practical retreat to maximize your enjoyment in beautiful HMB
A modern living room with a grey sofa, green chairs, and a marble coffee table.

15. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
Mid Century Garden View Home Parking
A modern kitchen with a central island, dining area with chairs, and large windows offering views of buildings.

16. Brand newl 4-bedroom 3 ba townhome best location Redwood City

Brand newl 4-bedroom 3 ba townhome best location Redwood City
Palm Park
10.0 out of 10, Exceptional, (1 review)
"Was a very pleasurable stay. Private parking in the garage door access garage for building dwellers only. One of the “bedrooms” was actually a closet with a bed in it. Made for lots of laughs when we were looking for the extra bed/bedroom upon checking. Made for good use of the space and to accommodate more guests."
United States
Ericka S.
Brand newl 4-bedroom 3 ba townhome best location Redwood City
A wooden deck with a grill, a round table with chairs, and a view of the ocean and hills.

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

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Pedro Point
9.2 out of 10, Wonderful, (12 reviews)
"Fantastic Host, amazing view and a wonderful VRBO property!"
United States
Jason A.
The price is AED 347
AED 1,205 total
includes taxes & fees
2 Nov - 3 Nov
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
A rooftop pool with a glass barrier overlooking a beach.

18. Entire Oceanfront Private Estate | Multi-Level Retreat with Rooftop

Entire Oceanfront Private Estate | Multi-Level Retreat with Rooftop
Miramar
Entire Oceanfront Private Estate | Multi-Level Retreat with Rooftop
A backyard with a swimming pool, outdoor furniture, and a patio area.

19. Luxury Silicon Valley Work and Wellness Oasis

Luxury Silicon Valley Work and Wellness Oasis
Los Altos Hills
10.0 out of 10, Exceptional, (4 reviews)
"This is my preferred place to stay when in the Bay Area. Great place to retire to after work and very comfortable. Host is awesome too."
United Kingdom
Rajan J.
The price is AED 1,649
AED 2,483 total
includes taxes & fees
9 Nov - 10 Nov
Luxury Silicon Valley Work and Wellness Oasis
A bedroom with a bed, a chair, a TV, and a window.

20. Modern poolside house with AC Downtown Mountain View!

Modern poolside house with AC Downtown Mountain View!
Shoreline West
9.6 out of 10, Exceptional, (11 reviews)
"Cute and comfy, convenient location, responsive host. Excellent for my extended stay."
United States
Nancy A.
The price is AED 514
AED 1,128 total
includes taxes & fees
30 Oct - 31 Oct
Modern poolside house with AC Downtown Mountain View!
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

The Dylan at SFO

The Dylan at SFO

10/10 Excellent
"It's very convenient place for if you need to catch early flight. One metro stop away from the airport. Walking distance to the metro station. Have many restaurant choices nearby the hotel. The room is pretty and cozy. Staffs are nice to talk with. And the room is clean. But also few more things to keep in mind before you make decision. 1. I didn't find elevator to the street level in the metro station, which if you have a lot of personal belongings or have kids with you it might be a problem to carry down and up stairs 2. the hotel looks like a motel. the door to your room is in a open hallway. But the entrance to the hallway is inside of the lobby so it provides some security. Generally, I'm very satisfied with my stay. I had good rest, and it makes me easier to catch my early flight."
Qi 2-night trip
Posted 5 hours ago
The Dylan at SFO

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