
Vacation rentals in San Mateo
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Top-rated vacation 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.

SF Amazing View & SUNroom: Spacious Private 1 bdrm
👋 Welcome to our spacious, clean, private getaway studio on Southern Hill in Daly City. Escape the hustle and bustle of the city. Enjoy a stunning view of day/night in clear days ☀️ - Easy street parking - Great Summit Loop Trail at San Bruno Mountain (6-min🚘) - Cow Palace Arena (8-min🚘) - H Mart grocery mall (10-min🚘) - 9.2 miles to SFO (17-min🚘) - 6.7 miles to Civic Center(>30-min🚘 w/ traffic or 20-min🚘 w/o traffic) - 11 miles to Fisherman's Wharf(>35-min🚘 w/ traffic or 23-min🚘 w/o traffic)

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat
Welcome to our beautifully remodeled 2-bedroom home, just minutes from Downtown San Mateo! Whether you’re a couple, a family, or a business traveler, this is the perfect spot for you. Enjoy a fully equipped kitchen, comfortable living space, and kids-friendly amenities. Explore San Mateo's vibrant neighborhoods or take a short drive to San Francisco. We've thought of everything to make your stay comfortable, including fast WiFi and plush bedding. Book now and experience the best of the Bay Area!

Private 1 bedroom suite for quick SFO trip withA/C
1 bedroom 1 bathroom guest suite with private entrance. Good for a short SFO trip. But be aware it might not fit family vacation need! Newly remodeled kitchen, full bathroom, Wi-Fi, gas cooktop, coffee maker, toaster, microwave. Soft foam topper queen bed. Convenient for Bay Area commuter, 15 mins driving to SFO airport. Close to 101, 280 freeway. 30 mins driving to San Francisco or 50 mins to San Jose. 15 mins walk to grocery store, Starbucks and restaurants. Easy and free street parking.

San Mateo Getaway Private 2 Bedroom
Bright & spacious 2 bedroom apartment with beautiful backyard in San Mateo. In-law apartment with private entrance dedicated to hosting guests. Located in quiet residential neighborhood, but close to activities for families and singles. Amenities include wet bar area with toaster oven, coffee maker, mini fridge and microwave! Laundry available upon request. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.

Private Garden Cottage
Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Gracious Flat in Downtown San Mateo
Don't miss your chance to stay in this historic mansion in downtown San Mateo- with new elegant touches placed throughout the flat, you can enjoy the old with the new. 3 blocks from San Mateo Caltrain, Philz coffee and all that lovely downtown San Mateo has to offer. Includes free parking & shared on site coin-operated laundry facilities. If you're modern urban people who accept noise from the train/other tenants & love the vibrant downtown diversity, this is the perfect place for you.

Hidden French Gem for Fam/Biz~near Caltrain,SFO
Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

Mid-century stay w/ office & fireplace
Welcome to your Bay Area retreat - a cozy, light-filled Eichler perfect for relaxing, working, & exploring the region! Enjoy warm interiors, an enclosed atrium, & a private backyard made for cool-weather evenings by the fire pit. - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private backyard w/ fire pit & BBQ - Indoor wood-burning fireplace - Kitchen & dining area - Office w/ dedicated workspace - AC, heating & in-unit washer/dryer

Luxury King Bed & Spa Bathroom
Our spacious guest suite has its own private entrance, comfortable pillow-top king size bed, work-friendly laptop desk, hi-speed wifi, spa bathroom with heated floor, mini fridge, and microwave. The guest suite is part of the main home, but there are no shared spaces and the areas are separated by a locked solid wood door & noise-dampening cushions. Our guest suite is ideal for couples visiting family in the neighborhood.

New modern 1 bedroom unit
New modern 1 bedroom/studio unit in beautiful residential neighborhood near the water. Separate entrance that is fully furnished with top of the line appliances and high ceilings. Full size bed. Close access to highway 101, 92 and 280. Plenty of shopping nearby, Bridgepointe Shopping Center and Hillsdale Mall. Need to relax, stroll down to Gull Park to enjoy the water. Kayak and Stand-up Paddle Board available to borrow

Charming Private Quiet Backyard Studio
This charming, sunny, secluded backyard studio is located in the heart of San Mateo, near public transportation, freeways, restaurants, shopping, and 15 minutes to SFO. Private entrance, quiet backyard setting, plenty of street parking. Less than a 5-min walk to Safeway, CVS, Starbucks and restaurants. * To my regular guests, the rate increase is due to SM County increasing the tax rate. *
Popular amenities for San Mateo vacation rentals
Other great vacation rentals in San Mateo

Super Private Hidden Redwood City House and Garden

Spacious, Remodeled 2BR Duplex Unit by Downtown SM

San Mateo Happy Haven Home w Patio/Projector

Luxury guesthouse close to SFO/Parking/waterfront

Clean Modern 2BD/2BA House near downtown San Mateo

Sunny 1BR Oasis | A+ Kitchen | Walk 2Town, Parking

246C - Large Studio w/ Kitchenette, Laundry & Deck

Private Ensuite with Kitchenette & Beautiful Yard
When is the best time to visit San Mateo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $197 CAD | $189 CAD | $190 CAD | $189 CAD | $207 CAD | $209 CAD | $202 CAD | $196 CAD | $197 CAD | $188 CAD | $182 CAD | $186 CAD |
| 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 |
Frequently Asked Questions
Where should I stay in San Mateo?
Make yourself at home in San Mateo by choosing from our most frequently booked neighborhoods. We have over 660 vacation rentals in San Mateo Woods, over 550 vacation rentals in Hillsdale, and over 550 vacation rentals in Parrot Drive Area.
Are there pet-friendly vacation rentals in San Mateo?
Four-legged friends are welcome in San Mateo. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in San Mateo?
Yes! Work meets play with ease at over 290 vacation rentals in San Mateo featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there San Mateo townhouse rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 townhouse rentals with pools in San Mateo, available on Airbnb. Make a splash and soak up the sun in style!
Do townhouse rentals in San Mateo have air conditioning?
Absolutely! We offer over 10 townhouse rentals with air conditioning in San Mateo. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in San Mateo?
Experience the best of San Mateo with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in San Mateo have wifi?
Absolutely! We offer over 20 condo rentals with wifi in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in San Mateo have a bbq area?
Absolutely! We offer over 20 apartment rentals with a bbq area in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in San Mateo?
San Mateo has more than 130 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in San Mateo have a gym?
Absolutely! We offer over 20 house rentals with a gym in San Mateo. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in San Mateo

Total vacation rentals
Explore 540 vacation rentals in San Mateo

Verified guest reviews
Over 18,550 verified reviews to help you choose

Family-friendly vacation rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Vacation rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wifi availability
520 of San Mateo vacation rentals include wifi access

Popular amenities for guests
Guests love Monthly stays, Gym, and BBQ grill across San Mateo rentals

4.8 Average rating
San Mateo stays are highly rated by guests—averaging 4.8 out of 5!
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