Holiday rentals in San Gregorio

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Top-rated holiday rentals in San Gregorio

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Campervan/Motorhome in La Honda
40 Acre Redwood Forest With Private Trails
We are the descendants of an old San Mateo County pioneer family. We have been passed down and live on a 40 acre redwood forest, backed by 1000 acres of parkland. We would like to share our forest with you. Take a walk and learn of the history behind La Honda's Woodwardia Lodge built in 1913. Walk on private 150 year old logging trails at this historic getaway. Enjoy the natural beauty of the surrounding Redwood forest. Cozy up in a 40' New 2024 RV. All proceeds go to restoring WJS Log Cabin.
25 Sep – 2 Oct
$181 SGD per night
4.99 out of 5 average rating, 109 reviews
Guest favourite
Cabin in Woodside
Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!
9–16 May
$211 SGD per night
4.97 out of 5 average rating, 338 reviews
Guest favourite
Guest suite in Woodside
Stay Nestled in Ancient Redwoods in Silicon Valley
Welcome to our 6-acre home, High Ground, & have our kid and pet friendly carriage house to yourself! The large studio apt with separate entrance has stunning views of ancient redwood trees + the Bay/Mount Diablo. Immediate hiking trails, wildlife, minutes to: Alice's restaurant (5), Michelin-rated Village Pub (15) highway 280 (15) Palo Alto/Menlo Park/Half Moon Bay/Ocean (30), SFO (35) San Francisco (45). Perfect for a northern CA retreat, business in the Valley or sight-seeing in San Fran.
22–29 Jun
$177 SGD per night
4.88 out of 5 average rating, 334 reviews

Popular amenities for San Gregorio holiday rentals

Other great holiday rentals in San Gregorio

Superhost
Flat in Pacifica
Luxury Beach View Apartment
18–25 Nov
$175 SGD per night
4.79 out of 5 average rating, 666 reviews
Guest favourite
Guest house in Pescadero
Ocean View Cottage
16–23 Jun
$430 SGD per night
4.96 out of 5 average rating, 257 reviews
Guest favourite
Guest suite in Boulder Creek
Enjoy Private Redwoods from Your Bed or the Deck
23–30 Jun
$169 SGD per night
4.98 out of 5 average rating, 413 reviews
Guest favourite
Guest house in Redwood City
Quiet , Private Studio / Cottage
31 Jan – 7 Feb
$132 SGD per night
4.98 out of 5 average rating, 374 reviews
Guest favourite
Guest suite in Scotts Valley
Snug and Cozy between the Skyline and the Sea
4–11 Sep
$88 SGD per night
4.96 out of 5 average rating, 623 reviews
Guest favourite
Guest suite in Boulder Creek
Redwood Riverfront Getaway
24–31 Jan
$125 SGD per night
4.89 out of 5 average rating, 887 reviews
Guest favourite
Guest house in Portola Valley
Woodsy Silicon Valley Cottage
16–23 May
$228 SGD per night
4.94 out of 5 average rating, 166 reviews
Guest favourite
Guest suite in El Granada
Cozy, creekside guest suite with private entrance
25 Jun – 2 Jul
$171 SGD per night
4.97 out of 5 average rating, 212 reviews
Guest favourite
Guest house in Woodside
Rustic Cabin in the Redwoods
6–13 Jun
$393 SGD per night
4.99 out of 5 average rating, 275 reviews
Guest favourite
Guest house in Half Moon Bay
Cabin on the coast near harbor & Surfer’s beach
26 Apr – 3 May
$168 SGD per night
4.82 out of 5 average rating, 422 reviews
Guest favourite
Guest suite in Pescadero
Night & Day Cabin, a National Park like experience
17–24 Apr
$288 SGD per night
4.99 out of 5 average rating, 118 reviews
Guest favourite
Yurt in Watsonville
Mountain Top Yurt in the Redwoods
8–15 Aug
$143 SGD per night
4.92 out of 5 average rating, 706 reviews

Destinations to explore