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.

1227 Maple St
	1227 Maple St San Mateo, CA $4,725 Vacation Rentals, Unknown This property is available. Please inquire on this site to schedule a showing. Welcome to this charming residence located at 1227 Maple Street, San Mateo, CA 94402. This beautifully maintained home......

2076 Ticonderoga Dr
	2076 Ticonderoga Dr San Mateo, CA $2,200 Vacation Rentals, Unknown In-law apartment with access to front garden in a very nice residence in San Mateo Highlands. The apartment was fully renovated with new appliances, cabinets, fixtures and paint 2 years ago. It is......

1539 Lorraine Ave
	1539 Lorraine Ave San Mateo, CA $4,400 Vacation Rentals, Unknown Enjoy the outside with this 2 bed/1 bath single-family home on a quiet street in North Shoreview. Updated marble bathroom and shower, wood floors, 500 s.f deck, and landscaped backyard. 5-minute......

31 Belford Way
	31 Belford Way San Mateo, CA $5,800 Vacation Rentals, Unknown Highlight: 5 minutes walk to San Mateo Downtown, and yet very quite. Luxary 2.5b 2.5b. 2 bedrooms, each equipped with 1 bathroom. With 1 additional office room plus 1 guest bathroom. 1 garage with......

1009 S Norfolk St
	1009 S Norfolk St San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Welcome to your newly updated 1-bedroom homemodern, bright, and perfectly located for convenience and comfort. This beautifully refreshed unit offers a contemporary layout designed for easy living.......

2828 Hacienda St
	2828 Hacienda St San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Welcome to furnished, a gorgeous newer-construction, light-filled single-family residence in the heart of San Mateo. This spacious 4-bedroom, 3-bath home spans approximately 2,700 sq ft and sits on......

120 Tilton Ave
	120 Tilton Ave San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown This single family home was just built in 2017, and located right in downtown San Mateo and the San Mateo Caltrain, making it the ideal location. It is a three story house, with a charming patio,......

527 Carmel Cir
	527 Carmel Cir San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Set on an expansive, beautifully landscaped lot within a quiet private cul-de-sac, this English Tudor estate captures timeless sophistication with modern livability. The residence features four......

1359 Wayne Way
	1359 Wayne Way San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown To view a virtual tour and schedule a showing directly, please visit our website www. kennyrealty .com Experience vibrant, connected living in this centrally located townhome nestled in one of the......

226 N Quebec St
	226 N Quebec St San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown A freshly renovated single-family home just one block from the Bay Trail and a short 15-20 minute walk to downtown San Mateo. The house has 4-bedroom and 2 and 1/2-bathroom. Key Features: - 1......

163 Louise Ln
	163 Louise Ln San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Open House Sunday 11/2 12PM-5PM Beautiful ranch style-home located in "The Lanes" of San Mateo with tree-lined street and hidden parks. Recently renovated with new floors throughout, fresh paint,......

126 S Humboldt St
	126 S Humboldt St San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Move-in ready with fresh interior upgrades throughout. In-unit laundry & ALL utilities included keep life simple. Newly remodeled bathroom & kitchen with sleek new appliances. This cozy unit......

4009 Kingridge Dr
	4009 Kingridge Dr San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown To schedule a showing directly, please visit our website www. kennyrealty .com Welcome to this spacious and beautifully updated 4 bedroom, 3 bathroom home located in the scenic hills of San Mateo,......

10 De Anza Ct
	10 De Anza Ct San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Look for a new place to call home? At 10 De Anza Court you will find yourself in another world. Away from the busyness of today's society. This lovely home in the hills of San Mateo is located......

809 E 16th Ave
	809 E 16th Ave San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown This property is available. Please inquire on this site to schedule a showing. Nestled in the desirable Sunnybrae neighborhood, this delightful 3 bedroom 2 bathroom home exudes curb appeal.......

380 Dolphin Isle
	380 Dolphin Isle San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown 2 Storey 4 bedroom ,2.5 bathroom, double garage. Excellent WATERFRONT property with beautiful water views. Large pie shaped lot, cul-de-sac location, bay window high/vaulted ceilings, updated......

478 Gymkhana Rd
	478 Gymkhana Rd San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Home is located in cul de sac with easy access to 280 and 101 freeways. Features eat-in kitchen, dining and living rooms, front porch, 3 bedrooms and 2 baths on 1st level. An additional master......

1929 Shoreview Ave
	1929 Shoreview Ave San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown This property is available. Please inquire on this site to schedule a showing. Welcome to 1929 Shoreview Avenue, a charming residence in the heart of San Mateo, CA. This beautifully updated home......

1405 S Delaware St
	1405 S Delaware St San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Charming 3 bedrooms and 2 bathrooms Sunnybrae home located nearby thriving Downtown San Mateo. Living room includes a marble faced wood burning fireplace, upgraded recess lighting, and picture......

1204 Laurel Hill Dr
	1204 Laurel Hill Dr San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown San Mateo Highlands Whitecliff rancher. 4 bedrooms 2 baths plus family room. Peek-a- boo Bay views on a large landscaped private lot. Nearby to Highways 280 and 92. Access to rec center w/community......

611 S Fremont St
	611 S Fremont St San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Updated, One of a Kind 2 Bed / 1 Bath Home -- Huge Yard!! -- Must See 611 South Fremont Street San Mateo CA 94401 AVAILABLE: Immediately FEATURES: -2 Bedroom -1 Bathroom -Dedicated laundry room......

Capistrano Way
	Capistrano Way San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Location: a rancher style home - West of El Camino and 1.5 blocks from Central Park - Equidistant from 280, 101, and easy access to 92 Hwy. - Within walking distance (2.5 blocks) of downtown SM -......

682 Teal St
	682 Teal St San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown This property is available. Please inquire on this site to schedule a showing. Welcome to this charming residence located at 682 Teal St, nestled in the serene setting of Foster City, CA. This......

1032 Windjammer Cir
	1032 Windjammer Cir San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown A large executive home in excellent condition in a very desirable neighborhood in Foster City. 5 bedrooms, 1 study/office, 3.5 bathrooms, Home has beautiful Cherry hardwood floors in first floor,......

64 Darcy Ave
	64 Darcy Ave San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Welcome to this immaculate spacious home offering 5 bedrooms and 3 baths including a primary suite in the wonderful Westwood Knolls neighborhood of San Mateo. Downstairs features living room,......

1432 Bel Aire Rd
	1432 Bel Aire Rd San Mateo, CA (Contact seller for price) 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,......

213 Briar Ln
	213 Briar Ln San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Brand New Luxury large ADU for Rent in a private cul-de-sac ready to move-in !! Experience modern living in this beautifully designed, spacious ADU featuring soaring high ceilings and abundant......

1153 Rickover Ln
	1153 Rickover Ln San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Newly Remodeled Townhouse Available Now! Must see! This bright and charming 4 bedroom 2.5 bathroom home showcases 1,880 square feet of living space. The property features new interior paint,......

203 S Humboldt St
	203 S Humboldt St San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown - No smoking. - Level 2 EV charging possible at extra cost. - 15 min away from San Francisco City. - 1 bedroom upstairs, bath and kitchen downstairs, no living room. - Remodeled, new bath, room and......

2 Olive Ct
	2 Olive Ct San Mateo, CA (Contact seller for price) Vacation Rentals, Unknown Welcome to this fully renovated 2 bedroom, 1 bathroom bungalow in the heart of San Mateo. Thoughtfully updated throughout, this home combines modern finishes with everyday comfort. **Interior......