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Our top choices for San Gregorio holiday rentals

1. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (60 reviews)
"The cabin was perfect for the two of us. The soothing sound of the stream and view of redwoods from the deck was wonderful."
United States
Jay
The price is £239
includes taxes & fees
8 Sept - 9 Sept
Cottage In The Woods

2. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.6 out of 10, Good, (35 reviews)
"nice place"
United States
Thanh
The price is £239
includes taxes & fees
8 Sept - 9 Sept
Mint House Menlo Park by Kasa

3. Adorable Romantic Private Getaway in Pescadero

Adorable Romantic Private Getaway in Pescadero
Pescadero
Adorable Romantic Private Getaway in Pescadero

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

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (28 reviews)
"Better than most 5 star hotel suites at a fraction of the cost. In a nice neighborhood, 2 blocks from the beach and close to downtown, it was quiet, clean, had modern appliances, and a very nice shower for 2 (no tub). Would definitely stay again."
United States
Ken B.
The price is £242
includes taxes & fees
8 Sept - 9 Sept
Modern Coastal Retreat, Walk to Downtown HMB & Beach

5. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.6 out of 10, Excellent, (28 reviews)
"This property is just what you need if you are looking for a peaceful place to escape to in the mountains. The host was very friendly and helpful. The chickens were adorable. And the view was breathtaking. We would definitely come back for another stay."
United States
Adrianna
The price is £155
includes taxes & fees
8 Sept - 9 Sept
Mays Luxury Farm Stays

6. 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.
The price is £556
includes taxes & fees
20 Sept - 21 Sept
Beach Cottage Near the Coastal Trail and the Ritz

7. 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 £355
includes taxes & fees
9 Sept - 10 Sept
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

8. 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, (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 traveller
The price is £245
includes taxes & fees
14 Sept - 15 Sept
Modern Guesthouse Retreat in the Heart of Silicon Valley

9. 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, (133 reviews)
"Great dog friendly well appointed tiny house."
United States
Deb L.
The price is £283
includes taxes & fees
14 Sept - 15 Sept
Small Beach Cottage near the Coastal Trail and The Ritz

10. Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
9.8 out of 10, Exceptional, (50 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is £240
includes taxes & fees
15 Sept - 16 Sept
Oceanview Penthouse, Stylish & Walking to Beach

11. 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 £149
includes taxes & fees
8 Sept - 9 Sept
214B - Cozy Studio with AC & Kitchen near Stanford

12. 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 £276
includes taxes & fees
8 Sept - 9 Sept
Secluded freestanding house in the delightful grape garden

13. Marbella Lane - 3BR House Dtwn RWC Parking

Marbella Lane - 3BR House Dtwn RWC Parking
3.0 star property
Palm Park
The price is £504
includes taxes & fees
1 Oct - 2 Oct
Marbella Lane - 3BR House Dtwn RWC Parking

14. Private Home with Breathtaking Ocean Views - walk to Beaches, Restaurants

Private Home with Breathtaking Ocean Views - walk to Beaches, Restaurants
Miramar
9.4 out of 10, Exceptional, (52 reviews)
"Enjoyed being able to walk to Miramar Beach Inn Restaurant. "
United States
Kristine P.
Private Home with Breathtaking Ocean Views - walk to Beaches, Restaurants

15. 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)
"Great stay!"
United States
Jason M.
The price is £548
includes taxes & fees
26 Sept - 27 Sept
Relax Coastal Retreat: Beautiful 2B Home Nr Beach

16. 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, (41 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 £393
includes taxes & fees
9 Sept - 10 Sept
Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

17. Luxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment

Luxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment
Miramar
9.8 out of 10, Exceptional, (46 reviews)
"Location was fantastic, space was more than adequate, ocean view was spectacular"
United States
Sandra R.
The price is £673
includes taxes & fees
8 Sept - 9 Sept
Luxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment

18. 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, (62 reviews)
"My family and I enjoyed spending time together at this lovely home. The home had many amenities including the fire pit and hot tub. The beds were comfortable as was the sofa sleeper. The home is very close to town and a litlle over a mile to to the nearest beach The host was communicative and the response time was impressive. I would definitely considering staying here, again"
United States
Mother.Nature
The price is £318
includes taxes & fees
9 Sept - 10 Sept
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

19. Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (50 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 £288
includes taxes & fees
8 Sept - 9 Sept
Luxury Spa Retreat Guest House with Ocean 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

Find out more about San Gregorio

Everything you need to know about San Gregorio holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Gregorio holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Gregorio holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Gregorio holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Gregorio. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Gregorio holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Gregorio holiday rentals we have selected for you start as low as £129 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Gregorio rentals

At Expedia, we put the best San Gregorio holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Gregorio rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Gregorio holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Gregorio. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in San Gregorio?

Yes, there are holiday rentals close to the most popular sights in San Gregorio, or you can select a more secluded option if you're looking for a relaxing stay. San Gregorio is known for its beaches and restaurants.

What are some of the best holiday rentals that San Gregorio has to offer?

Luxury Spa Retreat Guest House with Ocean View: This holiday home rental outside of San Gregorio is located near the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Make the most of Access to 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. Pescadero State Beach and Half Moon Bay Golf Links are a couple of places you'll find in the wider area.

What’s a holiday rental in San Gregorio like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Gregorio. Holiday rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips.