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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for San Gregorio vacation homes

Beach

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

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (42 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 135
AED 1,345 total
includes taxes & fees
27 Aug - 28 Aug
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
1 bedroom, iron/ironing board, WiFi, bed sheets

2. 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, (9 reviews)
"The place was super cute and close to everything. I would definitely stay again! "
United States
Juliet M.
The price is AED 207
AED 993 total
includes taxes & fees
26 Aug - 27 Aug
Miramar Penthouse – Coastal Elegance in the Heart of Half Moon Bay
Outdoor spa tub

3. 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, (61 reviews)
"Close to everything, pet friendly "
United States
Gary B.
The price is AED 727
AED 1,884 total
includes taxes & fees
30 Aug - 31 Aug
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Smart TV, DVD player

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

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, Exceptional, (11 reviews)
"The host was welcoming and made it easy to check in and stay! The accommodations were great!"
United States
Jennie K.
The price is AED 657
AED 2,660 total
includes taxes & fees
26 Aug - 27 Aug
Relax Coastal Retreat: Beautiful 2B Home Nr Beach
Exterior

5. 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, Wonderful, (14 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 1,219 total
includes taxes & fees
1 Sep - 2 Sep
Modern Guesthouse Retreat in the Heart of Silicon Valley
TV, fireplace

6. 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, (12 reviews)
"Great place, would stay again!"
United States
Marianna F.
The price is AED 80
AED 829 total
includes taxes & fees
30 Aug - 31 Aug
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Interior

7. 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
8.2 out of 10, Very Good, (11 reviews)
"Great placeGreat location 10 minutes from everything Palo Alto and Menlo Park"
United States
Christopher W.
The price is AED 526
AED 1,106 total
includes taxes & fees
18 Aug - 19 Aug
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Beach nearby

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

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (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 460
AED 1,178 total
includes taxes & fees
17 Aug - 18 Aug
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
TV

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

Private Cottage House - Walk to Beaches, Harbor,Food, Trials, so much more
El Granada
9.4 out of 10, Exceptional, (20 reviews)
"This was our second time staying at this delightful cottage! We enjoy the design of the cottage and location close to the harbor and walk to Pillar Point. Spangler's market is a plus for dining in. Our dog loves the enclosed backyard and would go hang out in it on his own. One morning he was running in circles in the backyard because he was feeling so good! Hope we get to stay there again soon!"
United States
Niki C.
The price is AED 511
AED 1,197 total
includes taxes & fees
20 Aug - 21 Aug
Private Cottage House - Walk to Beaches, Harbor,Food, Trials, so much more
Smart TV

10. 20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.0 out of 10, Very Good, (9 reviews)
"Complimentary goodies, clean, warm, departure gift. "
United States
Osvaldo D.
The price is AED 562
AED 1,180 total
includes taxes & fees
17 Aug - 18 Aug
20%OFF! Chic Home with Expansive big Backyard
1 bedroom, iron/ironing board, WiFi, bed sheets

11. Marbella Lane - Adorable and Quiet Studio

Marbella Lane - Adorable and Quiet Studio
North Central
The price is AED 397
AED 1,476 total
includes taxes & fees
18 Aug - 19 Aug
Marbella Lane - Adorable and Quiet Studio
Smart TV, fireplace, books

12. 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, (44 reviews)
"House was close to the beach, had everything we needed, felt warm and inviting"
United States
Elizabeth D.
Beach Cottage Near the Coastal Trail and the Ritz
Outdoor dining

13. 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 329
AED 1,152 total
includes taxes & fees
17 Aug - 18 Aug
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Beach nearby

14. 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
9.8 out of 10, Exceptional, (28 reviews)
"The location is the best! if you love the coast, but also want to go to SF and the Peninsula, this is your place. The host was so gracious and easy to communicate with. This place was perfect for our family."
United States
Janet M.
The price is AED 1,158
AED 2,581 total
includes taxes & fees
1 Sep - 2 Sep
Ocean View & Steps to Beach - Miramar Home - Roof Deck, Coastal Trail, Restaurants, Activities
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, Exceptional, (47 reviews)
"Nice place to stay for a couple of nights. Lovely view. Could have used a fan in the bedroom as it was a bit warm, but we got by!"
United States
Stephanie T.
The price is AED 876
AED 1,404 total
includes taxes & fees
17 Aug - 18 Aug
Luxury Spa Retreat Guest House with Ocean View
Property grounds

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

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.2 out of 10, Very Good, (20 reviews)
"Peaceful location "
United States
Brian C.
The price is AED 551
AED 624 total
includes taxes & fees
19 Aug - 20 Aug
Cozy guest suite in Los Gatos - Beach in 30 min!
3 bedrooms, desk, iron/ironing board, WiFi (free)

17. Marbella Lane - 3BR House | DTWN RWC | Parking

Marbella Lane - 3BR House | DTWN RWC | Parking
Palm Park
7.4 out of 10, Good, (27 reviews)
"The location was poor, the conditions of the home were not good. none of the TVs worked. There was another car in the driveway and "
United States
Anonymous traveler
The price is AED 698
AED 2,012 total
includes taxes & fees
1 Sep - 2 Sep
Marbella Lane - 3BR House | DTWN RWC | Parking
1 bedroom, desk, iron/ironing board, travel crib

18. Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Suburban Park - Lorelei Manor - Flood Park Triangle
The price is AED 985
AED 1,128 total
includes taxes & fees
17 Aug - 18 Aug
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Desk, iron/ironing board, WiFi, bed sheets

19. Downtown 1bd/1ba ADU

Downtown 1bd/1ba ADU
Heritage District
10.0 out of 10, Exceptional, (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 587
AED 1,191 total
includes taxes & fees
11 Sep - 12 Sep
Downtown 1bd/1ba ADU
Dining

20. 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 AED 461
AED 1,053 total
includes taxes & fees
20 Aug - 21 Aug
Cozy 1-bedroom/private bath in gorgeous Newark home.
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

Maple Tree Inn

Maple Tree Inn

10/10 Excellent
"Number one the hotel is located in Sunnyvale near businesses and car dealerships so it feels very safe very visible plenty of parking. Plenty of lit parking. I should add as a security on the ground that patrol the parking lot. The room was a single king which came with a dresser office desk, safe and armoire for clothing bench to sit down and put your clothes. The luggage on huge bed an accident chair that is very comfortable nightstands and of course the shower amenities very clean very extreme mind. Nothing but too big to bulky everything we used and not an item in that living room room went unused very clean no odor notice when I open the windows I looked at the window pains and they’re very clean. Even when I turn on the AC unit it smell fresh the smell of mildew or static dust. great night sleep very quiet, easy checkout, and they actually offer free breakfast, which is really good."
Thomas 1-night trip
Posted 3 hours ago
Maple Tree Inn

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