Search for vacation rentals in San Mateo.

Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire San Mateo area to find the perfect spot for your vacay.

524 S Eldorado St

524 S Eldorado St

San Mateo, CA
$4,000
Vacation Rentals, Unknown  NEW!
For Rent 2Bd / 2Bath with Attached Garage for $4000. Walking Distance of Downtown San Mateo, Central Park, and CalTrain Available Immediately Please contact for appointment for viewing. Unit has......

902 Peninsula Ave #402

902 Peninsula Ave #402

San Mateo, CA
$1,975
Vacation Rentals, Unknown
Take a look at this lovely, bright and spacious studio available at Woodlake. Water and garbage, one assigned covered parking space, and one external storage unit are included in rent. Laundry is......

633 Patricia Ave

633 Patricia Ave

San Mateo, CA
$4,180
Vacation Rentals, Unknown
AVAILABLE starting in April 1st. At this tastefully furnished, quiet and standalone house, you are a 3-minute drive to San Mateo downtown amenities, and a 10-minute drive to SFO. It is within......

1500 Tarrytown St

1500 Tarrytown St

San Mateo, CA
$6,200
Vacation Rentals, Unknown
Beautiful 4 bedroom home in the Highlands on 12,000 sqf lot. Ideal location. 20 minutes from SF, 15 minutes from Palo Alto. Close to Highland Rec Center with tennis courts and swimming pool.......

124 Williams Ln

124 Williams Ln

San Mateo, CA
$6,500
Vacation Rentals, Unknown
This beautiful Williams Landing Cape Cod style detached home is located on a cul-de-sac with a large driveway. Great open floor plan with soaring ceilings featuring 3 spacious bedrooms and 2.5......

800 Prowshead Ln

800 Prowshead Ln

San Mateo, CA
$6,000
Vacation Rentals, Unknown
Rarely Available Alden Park Home. Great Location close to parks and backs to bay trail. Three bedrooms, 2 bath home with 1940 square ft of living space. Vaulted ceilings make for a spacious......

108 N Rochester St

108 N Rochester St

San Mateo, CA
$3,950
Vacation Rentals, Unknown
Beautiful 2bds/1ba single-family home next to the Bay Trail in San Mateo North Shoreview area. The updated kitchen was remodeled in Oct 2022 with new cabinets, a new oven range, a new dishwasher, a......

115 Madison Ave

115 Madison Ave

San Mateo, CA
$3,911
Vacation Rentals, Unknown
Check out this very clean two bedroom two bathroom single level(Unfurnished). This is the triplex's middle unit that offers a lot of natural lighting that just gives the unit a great feel. It is......

411 Beach Park Blvd

411 Beach Park Blvd

San Mateo, CA
$4,400
Vacation Rentals, Unknown
Welcome to your newly renovated home in Foster City! This charming ranch-style residence is bathed in natural sunlight thanks to skylights throughout the house. With its new kitchen appliances and......

105 23rd Ave

105 23rd Ave

San Mateo, CA
$3,400
Vacation Rentals, Unknown
This unique one bedroom has a backyard with patio, one car private garage attached and washer and dryer in garage. Lovely wood flooring throughout. Remodeled kitchen with granite countertops full......

117A S Humboldt St

117A S Humboldt St

San Mateo, CA
$3,200
Vacation Rentals, Unknown
Beautiful front unit of a duplex, completely detached building in the Santa Ynez Park area offers 2 spacious bedrooms and 2 updated full baths. Primary bedroom has walk-in closet with built-in......

18 De Sabla Rd

18 De Sabla Rd

San Mateo, CA
$4,000
Vacation Rentals, Unknown
COMING SOON - Available 3-7-2024 CHARMING WEST SIDE SAN MATEO DUPLEX 18 De Sabla Rd San Mateo Approximately 1200 sq ft Large 2 Bedroom 1 Remodeled Bathroom Living Room w/ Fireplace Additional 1/2......

853 Woodside Way #130

853 Woodside Way #130

San Mateo, CA
$2,700
Vacation Rentals, Unknown
This condo is a terrific location - easy walk to downtown Burlingame, grocery stores, Coyote point regional park, the bay trail, restaurants, Cal Train and more. A spacious first floor 1 bedroom......

1887 Shoreview Ave

1887 Shoreview Ave

San Mateo, CA
$5,995
Vacation Rentals, Unknown
Step into the spacious elegance of this 4-bedroom, 2-bath single-family gem nestled in San Mateo, CA, where a generous lot area of 6,200 square feet sets the stage for a lifestyle that transcends......

3800 Kingridge Dr

3800 Kingridge Dr

San Mateo, CA
$7,500
Vacation Rentals, Unknown
Great spacious house, 3490 sf. 5 bedrooms, 4 bathrooms, nestled in the San Mateo Hills, great nature neighborhood. Please see more nice pictures on mlslistings.com or redfin.com or realtor.com.......

459 24th Ave

459 24th Ave

San Mateo, CA
$4,000
Vacation Rentals, Unknown
One of a kind brand new construction, separate address ADU with high end finishes and top-of-the-line appliances throughout. Detached structure offers the feel of a single family home. Main home is......

115 Arrowood Ln

115 Arrowood Ln

San Mateo, CA
$4,500
Vacation Rentals, Unknown
Charming one level home with great cul-de-sac location in the much desired San Mateo "Lanes" neighborhood. Hidden park access doors away. Enjoy all that Hillsdale Shopping center offers from the......

3804 Orinda Dr

3804 Orinda Dr

San Mateo, CA
$5,750
Vacation Rentals, Unknown
Fully upgraded & recently remodeled single-family home in a private neighborhood - Hardwood floors - Crown molding - Nest thermostat - Large dual-pane windows - Primary bedroom/bathroom suite -......

611 Barneson Ave

611 Barneson Ave

San Mateo, CA
$6,100
Vacation Rentals, Unknown
Available now! Luxury Home in San Mateo's prime neighborhood. Updated and remodeled 3 bedroom 2 bath, plus bonus room. Open floor plan for modern living and entertainment. Bonus room perfect for......

1280 Swordfish St

1280 Swordfish St

San Mateo, CA
$6,300
Vacation Rentals, Unknown
Welcome to 1280 Swordfish Street, Foster City located in the Carmel Village neighborhood. This spacious 5 bedroom, 3 bath, 2 car garage home is approximately 2540 square feet and shows pride of......

1111 W Hillsdale Blvd

1111 W Hillsdale Blvd

San Mateo, CA
$3,950
Vacation Rentals, Unknown
Elevated Duplex Living: Top-floor unit offering panoramic views of the hills and cityscape. With 1,350 sqft of well-designed space, including 2 bedrooms and 2 full bathrooms, this residence......

1012 Gull Ave

1012 Gull Ave

San Mateo, CA
$4,300
Vacation Rentals, Unknown
Freshly painted home with new carpet and updated kitchen and baths. Enjoy this conveniently located townhome with yard and detached two car garage. Located in the desirable community of Bay Vista,......

1220 Maple St

1220 Maple St

San Mateo, CA
$2,800
Vacation Rentals, Unknown
Maple St is located in San Mateo - Haywood Park neighborhood Please view the unit in person before applying. Thank you Key Features: - Ground floor condo - Large rooms - - Gorgeous updated kitchen......

2017 Fairmont Dr

2017 Fairmont Dr

San Mateo, CA
$4,500
Vacation Rentals, Unknown
Contemporary remodeled 2 bd 2.5 ba attached single family home in desirable Baywood neighborhood in San Mateo hills. Double pane windows, vaulted ceilings, recessed lighting, natural cherry......

3406 Glendora Dr

3406 Glendora Dr

San Mateo, CA
$4,495
Vacation Rentals, Unknown
Open House - Saturday Feb 2nd - 12 - 1 pm Call/Text Nora 6 50 504 4252 Great Laurelwood location. Close to shopping, transportation and Laurelwood Park. Glendora is a large, single story,......

4016 Edison St

4016 Edison St

San Mateo, CA
$5,400
Vacation Rentals, Unknown
Farmhouse, designer touches throughout! Gleaming hardwood floors. Updated kitchen with stainless steel appliances, gas range, Bosch dishwasher, quartz counters and breakfast bar that is open to the......

22 Murray Ct

22 Murray Ct

San Mateo, CA
$6,000
Vacation Rentals, Unknown
IMMACULATE VIEW HOME ON A PRIVATE CUL-DE-SAC STREET HAS SAN FRANCISCO VIEWS FROM TERRACE LOCATED IN THE COVETED HILLSDALE NEIGHBORHOOD NEAR HILLSDALE MALL, SCHOOLS, SHOPS, & RESTURANTS -4 Large......

106 Tilton Ave

106 Tilton Ave

San Mateo, CA
$4,200
Vacation Rentals, Unknown
This remodeled townhouse is within walking distance of vibrant downtown San Mateo with its fantastic restaurants, shops and cafes. The property features large windows, hard wood flooring, and an......

1513 Kalmia St

1513 Kalmia St

San Mateo, CA
$5,500
Vacation Rentals, Unknown
3 bedroom 2 bath San Mateo bungalow style Home. Approximately 1500 sq ft Hardwood floors throughout main floor. Tile floors in bathrooms, and lower level bedroom. Stackable Washer/dryer hookup Off......

537 Virginia Ave

537 Virginia Ave

San Mateo, CA
$6,600
Vacation Rentals, Unknown
Spacious Baywood classic mid-century ranch just around the corner from Aragon High School and Baywood Elementary. Beautiful landscaped property. Formal entry, original hardwood floors. Expansive......

500 E 40th Ave

500 E 40th Ave

San Mateo, CA
$4,920
Vacation Rentals, Unknown
Situated in one of San Mateo's most sought-after - San Mateo Village, this charming and bright 4 bed, 2 full baths home has 1,400 sq ft of living space and 5,500 sq ft lot and available to rent at......

116 S Kingston St

116 S Kingston St

San Mateo, CA
$3,850
Vacation Rentals, Unknown
Three-bedroom home with large yard and a great amount of space for storage. Features include: New two-toned paint throughout Refinished hardwood floors New mini blinds throughout New light fixtures......

1047 Grebe St

1047 Grebe St

San Mateo, CA
$4,995
Vacation Rentals, Unknown
Charming two story townhouse located in Foster City available now! This magnificent home features 4 bedrooms 2.5 bathrooms with 1,460 square feet of living space is a must see. The property is......

1751 Palm Ave

1751 Palm Ave

San Mateo, CA
$4,795
Vacation Rentals, Unknown
Main house 3 bedroom 2 bath 1120 sq. ft. 2nd structure, cottage 180 sq. ft can b used as bonus room, office, no bedroom. Well maintained home in convenient location walkable to Hayward Park......

1209 S Claremont St

1209 S Claremont St

San Mateo, CA
$5,000
Vacation Rentals, Unknown
Perfect suburban retreat near vibrant City amenities! Flexible and open floor plan in highly desirable Sunnybrae. Modern great room w/ mantled FP in LR & open dining area; kitchen w/ center island......

217 Del Rosa Way

217 Del Rosa Way

San Mateo, CA
$5,800
Vacation Rentals, Unknown
Large 4 bedroom/2bathroom updated home in the San Mateo Village neighborhood. Sparkling kitchen and bathrooms with a great Heating/Ventilation system and an ideal floor plan for easy entertaining......

Bel Aire Rd

Bel Aire Rd

San Mateo, CA
$1,275
Vacation Rentals, Unknown
Private bedroom in a beautiful 6 bed, 3 bath Enchanted Hills home. Share an ideal spot in San Mateo that boasts a spacious and updated interior! Inside, there are high ceilings, hardwood floors,......

616 Somerset Ln

616 Somerset Ln

San Mateo, CA
$7,500
Vacation Rentals, Unknown
This 2-story, 2,700sqft house was designed and renovated with so much attention to beauty, comfort and usability which makes it very enjoyable to live in. This is a fully renovated home - Every......

605 W 39th Ave

605 W 39th Ave

San Mateo, CA
$5,245
Vacation Rentals, Unknown
Almost ready! Send inquiry to schedule viewing - earliest viewing is January 13th at 12:30pm. 1-2 year lease available. Pets may be permitted, subject to owner approval. Central AC and heat. Solid......

941 S Idaho St

941 S Idaho St

San Mateo, CA
$3,495
Vacation Rentals, Unknown
Discover the perfect DUPLEX unit for rent in San Mateo! This immaculate property offers a clean, cozy, and updated living space that you'll be proud to call home. With the convenience of a one-car......

San Mateo, CA

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