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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for San Gregorio vacation homes

TV, fireplace

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, 13, (13 reviews)
"Great place, would stay again!"
United States
Marianna F.
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Beach

2. 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, 43, (43 reviews)
"The property is clean, convenient, and well-appointed. Owner communication was great. Would rent again in a heartbeat. "
United States
Carmela
The price is AED 334
AED 1,562 total
includes taxes & fees
21 Sep - 22 Sep
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Living area

3. 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
7.6 out of 10, 20, (20 reviews)
"Thanks for a great stay!"
United States
April M.
The price is AED 367
AED 624 total
includes taxes & fees
8 Oct - 9 Oct
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Interior

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, 25, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Smart TV, DVD player

5. Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, 11, (11 reviews)
"Great stay!"
United States
Jason M.
The price is AED 915
AED 2,324 total
includes taxes & fees
26 Sep - 27 Sep
Relax Coastal Retreat: Beautiful 2B Home Nr Beach
Beach nearby

6. 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
8.8 out of 10, 24, (24 reviews)
"The location was great! Having a hot tub to warm up in after swimming in the cold Pacific was nice. We loved the big bed!The kitchen could use a cutting board and the kitchen sink faucet was leaking.We spoke to the host about issues around the hot tub.Overall we enjoyed our stay."
United States
Janice F.
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
1 bedroom, iron/ironing board, WiFi, bed sheets

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, 9, (9 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
Outdoor spa tub

8. 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, 63, (63 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
The price is AED 722
AED 1,784 total
includes taxes & fees
24 Sep - 25 Sep
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Exterior

9. Modern Guesthouse Retreat in the Heart of Silicon Valley

Modern Guesthouse Retreat in the Heart of Silicon Valley
West Menlo Park
9.0 out of 10, 15, (15 reviews)
"We weren’t actually able to stay at this lovely-looking property, but the hosts were kind and communication was great. "
United States
Anonymous traveler
The price is AED 845
AED 1,212 total
includes taxes & fees
19 Sep - 20 Sep
Modern Guesthouse Retreat in the Heart of Silicon Valley
Beach nearby

10. Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, 86, (86 reviews)
"The sounds of the ocean as you look at the stars from your room…enough said. Thank you! "
United States
NATALIE T.
The price is AED 359
AED 996 total
includes taxes & fees
24 Sep - 25 Sep
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Smart TV, fireplace, Netflix, table tennis

11. LuxoStays | Stunning Beach Home w/ Games

LuxoStays | Stunning Beach Home w/ Games
El Granada
9.6 out of 10, 35, (35 reviews)
"Beautiful home in a great location!"
United States
Ken K.
The price is AED 815
AED 2,757 total
includes taxes & fees
28 Sep - 29 Sep
LuxoStays | Stunning Beach Home w/ Games
Classic House | Living area

12. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, 5, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AED 393
AED 1,188 total
includes taxes & fees
26 Sep - 27 Sep
Mid Century Garden View Home Parking
Smart TV, fireplace, books

13. 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, 45, (45 reviews)
"House was close to the beach, had everything we needed, felt warm and inviting"
United States
Elizabeth D.
The price is AED 1,584
AED 2,698 total
includes taxes & fees
28 Sep - 29 Sep
Beach Cottage Near the Coastal Trail and the Ritz
TV

14. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is AED 544
AED 1,341 total
includes taxes & fees
15 Oct - 16 Oct
Mid Century Garden View Home Parking
Beach nearby

15. Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, 51, (51 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 876
AED 1,346 total
includes taxes & fees
16 Sep - 17 Sep
Luxury Spa Retreat Guest House with Ocean View
Outdoor dining

16. 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, 12, (12 reviews)
"Fantastic Host, amazing view and a wonderful VRBO property!"
United States
Jason A.
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Property grounds

17. 3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps

3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps
Roosevelt
The price is AED 926
AED 1,752 total
includes taxes & fees
18 Sep - 19 Sep
3B house in Redwood City Walk to Caltrain with AC Parking near Stanford 1Gbps
Interior

18. 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, 13, (13 reviews)
"Great placeGreat location 10 minutes from everything Palo Alto and Menlo Park"
United States
Christopher W.
The price is AED 526
AED 1,084 total
includes taxes & fees
23 Sep - 24 Sep
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Beach nearby

19. Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail

Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail
Miramar
9.0 out of 10, 14, (14 reviews)
"Great location for a coastal vacation. Close to the trails and beach, easy to take a drive up and down the coast to restaurants and shopping. Loved the spacious kitchen/living area and spending time on the deck. "
United States
Julie H.
The price is AED 1,124
AED 2,327 total
includes taxes & fees
7 Oct - 8 Oct
Miramar Oasis! Ocean View, Hot Tub, Steps2Beach, Roof Deck, Fire Pit, Coastal Trail
Desk, iron/ironing board, WiFi, bed sheets

20. Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
10.0 out of 10, 1, (1 review)
"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...
United States
Kayla P.
The price is AED 646
AED 1,262 total
includes taxes & fees
28 Sep - 29 Sep
Downtown 1bd/1ba ADU
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

Hilton San Francisco Airport Bayfront

Hilton San Francisco Airport Bayfront

8/10 Good
"The hotel and the rooms are a bit dated. It was clean and comfortable nice views of the bay."
Peter 1-night trip
Posted less than an hour ago
Hilton San Francisco Airport Bayfront

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