Photo by Celia Luz
San Mateo holiday homes
We found 185 holiday rentals — enter your dates for availability
Discover a selection of 21 homes and other holiday rentals in San Mateo that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, such as parking and air conditioning. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - San Mateo
Showing deals for:14 Nov - 21 Nov
Image gallery for Quiet and Convenient Retreat
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Quiet and Convenient Retreat
Santa Fe, NM
7% off
Price is NZ$7,363
NZ$7,363
NZ$1,052 per night
includes taxes & fees
Image gallery for Florecitas is a New contemporary guest house.Beautiful bright contemporary
1010 out of 10 rating
Exceptional
(91 reviews)
Florecitas is a New contemporary guest house.Beautiful bright contemporary
Santa Fe, NM
8% off
Price is NZ$2,305
NZ$2,305
NZ$329 per night
includes taxes & fees
Image gallery for Arbolitas New contemporary guest house.Beautiful, bright, private garden setting
9.89.8 out of 10 rating
Exceptional
(83 reviews)
Arbolitas New contemporary guest house.Beautiful, bright, private garden setting
Santa Fe, NM
8% off
Price is NZ$2,253
NZ$2,253
NZ$322 per night
includes taxes & fees
Image gallery for Casa Loretto in Historic South Capitol neighborhood walk to Plaza and Railyard
1010 out of 10 rating
Exceptional
(8 reviews)
Casa Loretto in Historic South Capitol neighborhood walk to Plaza and Railyard
Santa Fe, NM
7% off
Price is NZ$4,869
NZ$4,869
NZ$696 per night
includes taxes & fees
Image gallery for Contemporary Guest House--Close In, Great Views
1010 out of 10 rating
Exceptional
(181 reviews)
Contemporary Guest House--Close In, Great Views
Santa Fe, NM
8% off
Price is NZ$1,865
NZ$1,865
NZ$266 per night
includes taxes & fees
Image gallery for Casa Saint Francis- King Bed-Patio & Fire Pit -2BR
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Casa Saint Francis- King Bed-Patio & Fire Pit -2BR
Santa Fe, NM
9% off
Price is NZ$2,666
NZ$2,666
NZ$381 per night
includes taxes & fees
Image gallery for Charming and Private Casita off Old Santa Fe Trail.
1010 out of 10 rating
Exceptional
(43 reviews)
Charming and Private Casita off Old Santa Fe Trail.
Santa Fe, NM
7% off
Price is NZ$3,295
NZ$3,295
NZ$471 per night
includes taxes & fees
Image gallery for Romantic Pied-à-Terre
1010 out of 10 rating
Exceptional
(194 reviews)
Romantic Pied-à-Terre
Santa Fe, NM
14% off
Price is NZ$3,119
NZ$3,119
NZ$446 per night
includes taxes & fees
Image gallery for Private Space Near Historic Museum Hill, 1 Bedroom, 1 Bathroom
1010 out of 10 rating
Exceptional
(33 reviews)
Private Space Near Historic Museum Hill, 1 Bedroom, 1 Bathroom
Santa Fe, NM
8% off
Price is NZ$1,569
NZ$1,569
NZ$224 per night
includes taxes & fees
Image gallery for Modern Oasis near Downtown Santa Fe
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Modern Oasis near Downtown Santa Fe
Santa Fe, NM
8% off
Price is NZ$5,701
NZ$5,701
NZ$814 per night
includes taxes & fees
Image gallery for Spacious Remodeled Beauty with Stylish Comfort
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Spacious Remodeled Beauty with Stylish Comfort
Santa Fe, NM
7% off
Price is NZ$4,756
NZ$4,756
NZ$679 per night
includes taxes & fees
Image gallery for Lovely Home on Museum Hill-walk to Plaza/Canyon Rd
1010 out of 10 rating
Exceptional
(5 reviews)
Lovely Home on Museum Hill-walk to Plaza/Canyon Rd
Santa Fe, NM
12% off
Price is NZ$4,377
NZ$4,377
NZ$625 per night
includes taxes & fees
Image gallery for Authentic Charm with Modern Comforts
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Authentic Charm with Modern Comforts
Santa Fe, NM
8% off
Price is NZ$3,136
NZ$3,136
NZ$448 per night
includes taxes & fees
Image gallery for Galisteo Getaway- Courtyard | Near Railyard | 1BR
9.49.4 out of 10 rating
Exceptional
(22 reviews)
Galisteo Getaway- Courtyard | Near Railyard | 1BR
Santa Fe, NM
9% off
Price is NZ$1,713
NZ$1,713
NZ$245 per night
includes taxes & fees
Image gallery for Heart of Vibrant Railyard: Downtown Loft with Beautiful Outdoor Space
1010 out of 10 rating
Exceptional
(35 reviews)
Heart of Vibrant Railyard: Downtown Loft with Beautiful Outdoor Space
Santa Fe, NM
10% off
Price is NZ$3,417
NZ$3,417
NZ$488 per night
includes taxes & fees
Image gallery for Beautiful Casita in downtown. Private Courtyard!
9.89.8 out of 10 rating
Exceptional
(69 reviews)
Beautiful Casita in downtown. Private Courtyard!
Santa Fe, NM
7% off
Price is NZ$2,890
NZ$2,890
NZ$413 per night
includes taxes & fees
Image gallery for Charming S. Capitol Condo - Walkable!
1010 out of 10 rating
Exceptional
(11 reviews)
Charming S. Capitol Condo - Walkable!
Santa Fe, NM
14% off
Price is NZ$3,498
NZ$3,498
NZ$500 per night
includes taxes & fees
Image gallery for Sunny Adobe Retreat Steps from Historic Downtown
1010 out of 10 rating
Exceptional
(12 reviews)
Sunny Adobe Retreat Steps from Historic Downtown
Santa Fe, NM
8% off
Price is NZ$3,508
NZ$3,508
NZ$501 per night
includes taxes & fees
Image gallery for Single level large family home in the heart of SF.
1010 out of 10 rating
Exceptional
(118 reviews)
Single level large family home in the heart of SF.
Santa Fe, NM
12% off
Price is NZ$14,904
NZ$14,904
NZ$2,129 per night
includes taxes & fees
Image gallery for Prime walkable location-Luxuriously remodeled-Historic Eastside Casita & garden
1010 out of 10 rating
Exceptional
(213 reviews)
Prime walkable location-Luxuriously remodeled-Historic Eastside Casita & garden
Santa Fe, NM
8% off
Price is NZ$4,520
NZ$4,520
NZ$646 per night
includes taxes & fees
Image gallery for Enchanting, romantic art-filled adobe, lush private gardens, short walk to Plaza
1010 out of 10 rating
Exceptional
(173 reviews)
Enchanting, romantic art-filled adobe, lush private gardens, short walk to Plaza
Santa Fe, NM
7% off
Price is NZ$6,008
NZ$6,008
NZ$858 per night
includes taxes & fees
Image gallery for Hip Vintage Adobe - Near Railyard & Plaza
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Hip Vintage Adobe - Near Railyard & Plaza
Santa Fe, NM
7% off
Price is NZ$3,459
NZ$3,459
NZ$494 per night
includes taxes & fees
Image gallery for Modern Comfort - New AC - Best Location - Large HOT TUB - Last min Deals!
9.89.8 out of 10 rating
Exceptional
(134 reviews)
Modern Comfort - New AC - Best Location - Large HOT TUB - Last min Deals!
Santa Fe, NM
7% off
Price is NZ$3,611
NZ$3,611
NZ$516 per night
includes taxes & fees
Image gallery for Beauty and Comfort- Location-Enclosed Patio-Hot Tub - Last Min.Deals!
9.89.8 out of 10 rating
Exceptional
(154 reviews)
Beauty and Comfort- Location-Enclosed Patio-Hot Tub - Last Min.Deals!
Santa Fe, NM
7% off
Price is NZ$5,919
NZ$5,919
NZ$846 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - San Mateo
Private Adobe Haven: Gated Railyard Oasis with Outdoor Charm
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Industrial Luxury Updated condo, 5 mins to Railyard, 7 mins to Plaza
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Historic Hacienda de Encina
Sleeps 7 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Spacious Home in the Museum Neighborhood, within minutes to Santa Fe Plaza.
Sleeps 5 · 3 bedrooms
1010 out of 10
Exceptionalexceptional
153 reviews(153 reviews)
Single level large family home in the heart of SF.
Sleeps 13 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
118 reviews(118 reviews)
New!Mid-Century Modern Oasis in the Heart of Santa Fe! Great Outdoor Space.
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
14 reviews(14 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value