
Pet-friendly holiday rentals in San Mateo
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Top-rated pet-friendly home rentals in San Mateo
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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.

★EV+★Hillside SFO View★Home Theater★Pool Table
Instant Booking Confirmation! Ample parking: Over-sized 2-car driveway! EV charging (12kW, level II, pay by kWh for EV charging, Tesla users: Please bring your own adapter) A charming, detached and private 3-bedroom, 2 bathroom house with a view to SFO on the Bay, Home Theater, Pool Table, Fully-Fenced Terrace Garden, Piano. WFH friendly: multiple desks, High Speed WiFi (100Mbps). Digital keypad entry for self check-in. You’ll have the entire house, backyard, front yard completely to yourself!

Apartment w hot tub / forest & ocean view
Slow living on the farm. Welcome to Coop d’État Farm Retreat on Kings Mountain—set among old-growth redwoods with ocean views, a fire pit & a private hot tub. The apartment sits on our working glamping property, where chickens roam, goats graze, dogs stand guard, and our cats supervise from afar. We’re a 10-minute walk to the Purisima Open Space trail network. This cozy apartment occupies the lower floor of our home & includes a private entrance and parking, access to a shared picnic & BBQ area.

Upscale Modern House Near Mountain View Downtown
Our modern 3B2B house is located just minutes away from downtown Mountain View, G00gle, Faceb00k, Apple, Stanford University, NASA, Caltrain station and many others! It's newly fully renovated and offers high-end interior, premium appliances (Viking, Monogram.....) & quality beddings, etc. We are new hosts who've been working for high tech companies for years and are still learning about hosting. Any of your suggestions and special accommodation needs would be more than welcome and appreciated.

Classic Bright Modern Spacious 1bd/1ba Apartment
Quiet & spacious 960 sq ft modern, bright one-bedroom apartment with wireless high-speed internet. This private & newly renovated open floor plan & chef's kitchen with stainless steel appliances is ideal for long stays. The apartment features a sunny deck off the kitchen and backyard for dining or relaxing. Centrally located in a tree-lined walkable neighborhood. UC Berkeley and BART in short distance. Drink your morning coffee on a sun-drenched deck and at night cozy up by the indoor fireplace.

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.

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.

🌼Modern guesthouse w private patio and ♨️ hot tub
New and modern guesthouse, built in 2018, 20 min walk to downtown Redwood City. The kitchen comes fully equipped with high-end appliances, quartz countertops, Keurig coffee maker, and an eat-in island. In the living room, enjoy the 55" 4K TV with Bose sound on a sectional sofa that doubles as a pull-out bed. Rest well on a premium cal king size bed and enjoy a relaxing dip in the hot tub on your tranquil backyard patio. Unit has washer/dryer, heat/AC, and ensuite bath.

Canyon Oak House: Private, tranquil with trees
Looking for a serene getaway in San Carlos/mid peninsula? Tranquil, professionally cleaned retreat with lots of breathing space perched among the trees in Devonshire Canyon, San Carlos, CA. Enjoy evening sun on the large deck, wake up to the birds in the trees or a family of deer in the garden. Conveniently close to downtown San Carlos but feels like you're in the country. FAST WIFI. CLOSE TO 280 AND 101. We will consider pets (additional cleaning fee applies).

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.

Dreamy Downtown Flat
Welcome to your cozy getaway while staying in the Bay! This downtown flat is in the perfect location, just a 5 minute drive from SFO and a short walk to restaurants and shopping on beautiful Burlingame Avenue. With 1 bedroom and 1 sofa bed, this place can house up to 3 guests comfortably. The kitchen is stocked with all the essentials to cook at home.

A Home Away From Home
You can just grab your bag and come to stay in my place just feel like home. A cozy, relax and private place in a blind alley with well-stocked amenities. It’s located near 3 busy HWY 880,238 & 580. And also close to the Bayfair BART station, SF International airport, SF Downtown, Oakland airport, & Coliseum.
Popular amenities for San Mateo pet-friendly home rentals
Pet-friendly house rentals

Stunning Sunset , OceanView, Coastal Home, Trails

Newly built, high ceiling, single story house

Pet Friendly, Gem of a House 5 mins to beach & SF

Serene Modern Home with Yard & Parking

MJ@3B1B SFH/Redwood City/Atherton/Bay Area | 40

The not so tiny, tiny house (with private laundry)

Cute beach house with skylights and open spaces

Entire Floor Artistic Victorian—SF Bernal Village
Pet-friendly home rentals with a pool

By The Bay Retreat

Livermore Cottage, Pets ok.

Lovely 1B1B condo with patio near downtown MTV

KeyLuxe, Jacuzzi—Pool—Gym—Tennis, Walnut Creek

Casita Luna- Pool house 19 mins to Stanford

Guesthouse in woodside -

King bed Silicon Valley haven w/ pool and parking!

Private Oasis Btwn SF, Napa. Big Views + Pool!
Private, pet-friendly home rentals

Urban oasis! Deck, city views, entire place

Chic 1bd/1ba Getaway with Patio & Backyard

Newly Built Private Guesthouse, Silicon Valley

Private Room Close to Caltrain & Hillsdale Mall

Executive Home w/ Sun Deck

Lavish Modern Home 4BR near SFO/Palo Alto/Stanford

Stafford Place

Sunlit 2B1B house w/ Deck & Garden on Belmont hill
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £133 | £124 | £133 | £146 | £183 | £167 | £142 | £167 | £155 | £136 | £139 | £115 |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Quick stats about holiday rentals that are pet-friendly in San Mateo

Total holiday rentals
Explore 130 holiday rentals in San Mateo

Verified guest reviews
Over 3,230 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
130 of San Mateo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Mateo rentals

4.6 Average rating
San Mateo stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
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