Pet-friendly holiday rentals in San Mateo County

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Top-rated pet-friendly home rentals in San Mateo County

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Guest favourite

Guest house in Redwood City

4.93 out of 5 average rating, 296 reviews

Soak up the Serenity on the Patio of a Charming Cottage

Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

26 Jan – 2 Feb

€ 121 per night

Guest favourite

Home in Half Moon Bay

4.98 out of 5 average rating, 313 reviews

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Coastal Vacation House is a short 10 minute walk to Surfers Beach, Pillar Point Harbor & Sam's Chowder House! 15 miles/ 30 mins to San Francisco! Just a few blocks from the best restaurants, shops & Marina! Near ocean bluffs ( Mavericks) & Coastal Trail perfect for hiking, walking, bike riding. Short drive to downtown Half Moon Bay shops! Ideal for holidays & entertaining family on vacation! Fun for everyone including kids! The 2,100 sq ft home is cozy & roomy for a relaxing weekend in HMB!

3–10 Apr

€ 543 per night

Guest favourite

Guest suite in Woodside

4.89 out of 5 average rating, 340 reviews

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.

29 Jul – 5 Aug

€ 134 per night

Guest favourite

Home in Moss Beach

4.91 out of 5 average rating, 114 reviews

Studio with Private Entrance / Patio / Hot Tub

Relax in this peaceful, private studio after a fun day at the beach or exploring our beautiful coast. 1/2 mile from beach & 7-minute drive to Half Moon Bay or Pacifica! Features include a private fenced patio with access to hot tub, new hybrid queen bed, 55" TV, ceiling fan, central heat/air, kitchenette and private bath/separate shower. The new loveseat is also a comfy sleeper - $50.00 for each additional guest, up to 2 with 4 guests max in unit. Note: EV Charger is $25.00 per use.

27 Sep – 4 Oct

€ 162 per night

Guest favourite

Flat in Felton

4.98 out of 5 average rating, 412 reviews

Private Suite in the Redwoods with a View

Our location is on a quiet dead-end street in the beautiful redwood forested mountains above Felton. We have an intimate private suite (bedroom with Queen bed, sitting room and bath), with its own entrance. We have a wide view of the San Lorenzo Valley, and are only 2 miles from downtown Felton. Access to hiking, mountain biking, coast trail and surfing is within minutes. We are taking the current coronavirus situation very seriously, and have implemented advanced cleaning procedures.

3–10 Dec

€ 134 per night

Guest favourite

Campervan/Motorhome in Half Moon Bay

4.98 out of 5 average rating, 205 reviews

Airstream Coastal Hideaway (Sunset)

On 9 private acres overlooking the stunning Beach and Pacific ocean from a breathtaking cliff top view. Stunning sunrises and sunset greet you in this fully equipped new 2023 Airstream. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, A/C and fully stocked kitchen. Comes will full bathroom with shower. Truly a rare experience and located within 10 mins of Half Moon Bay shopping. Beach access short walk or drive.

14–21 Dec

€ 337 per night

Guest favourite

Guest house in Woodside

4.97 out of 5 average rating, 152 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

8–15 Oct

€ 207 per night

Guest favourite

Train in Cupertino

4.92 out of 5 average rating, 345 reviews

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

1–8 Dec

€ 213 per night

Guest favourite

Guest house in Woodside

4.94 out of 5 average rating, 107 reviews

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings where you can enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town.

1–8 Oct

€ 417 per night

Guest favourite

Guest house in La Honda

4.95 out of 5 average rating, 382 reviews

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

18–25 Jan

€ 113 per night

Guest favourite

Apartment in Redwood City

4.93 out of 5 average rating, 105 reviews

Cozy Entire 1-Bedroom Condo in Redwood City

Beautiful condo, offering peace, comfort and privacy for your travel needs. Great location for couples, families, solo & business travelers. Family friendly neighborhood, peaceful, clean and safe. Professionally maintained and cleaned. Close to boutiques, coffee, restaurants, parks, downtown redwood city & just a few minutes from Palo Alto. Easy access to San Francisco, San Jose and the Silicon Valley.

4–11 Sep

€ 195 per night

Guest favourite

Guest suite in Pescadero

4.99 out of 5 average rating, 121 reviews

Night & Day Cabin, a National Park like experience

Night and Day Cabin is located within a gated conservation community in the Coastal Redwood Forest of Pescadero, California. Originally deemed “Little Yosemite” this one-of-a-kind neighborhood inspired us to create a sanctuary to escape and create, to immerse ourselves with nature and connect with each other. Everything you need to relax, unwind or adventure.

8–15 May

€ 236 per night