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House holiday rentals in San Mateo

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Popular amenities for house rentals in San Mateo

House rentals with a pool

Guest favourite
Home in Oakland
4.81 out of 5 average rating, 104 reviews

Summer-house/OASIS on quiet street in ROCKRIDGE!

MartinRating, 5 stars3 weeks ago
Very homey and welcoming. Family enjoyed celebrating time together in all spaces of the house, especially the back patio where our young child made believe on the well-designed pirate ship. Friendly, kind host. We walked to adorable Rockridge and BART many times. Highly recommended.
Guest favourite
Home in Concord
4.92 out of 5 average rating, 207 reviews

Pool, Hot tub, Napa, SFO Clean

DonRating, 5 stars6 days ago
The place was clean and beautiful. We needed a home away from home while construction was going on at our place. And found it here.
Guest favourite
Home in Willow Glen
4.8 out of 5 average rating, 210 reviews

Beautiful Large 4BR Home with POOL

NatashaRating, 5 starstoday
Immaculately maintained, spacious property. Very relaxing. Close to all the necessary shops. Well equipped for families.
Top guest favourite
Home in Mountain View
4.89 out of 5 average rating, 161 reviews

Little Poolside House near Downtown Mountain View!

KateRating, 5 stars2 weeks ago
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!
Guest favourite
Home in Los Altos
4.93 out of 5 average rating, 366 reviews

Silicon Valley Luxury I Sauna, Hot Tub, Pool

AndreaRating, 5 stars1 month ago
Beautiful property with stunning pool and nearby hikes. Comfortable bed and amenities in peaceful and quiet surroundings. Very friendly and responsive hosts. Thanks for such a wonderful stay! Would love to return again for future trips in the area!
Top guest favourite
Home in San Rafael
4.91 out of 5 average rating, 517 reviews

MCM Waterfront Pool/Hot Tub between SF and Napa

JinxRating, 5 stars2 weeks ago
Fabulous trip! We were greeted warmly by Jana and settled easily into the spaces of this large character home on a quiet cul de sac. It worked perfectly for our group of four. We loved the peaceful feeling of being on the water and the nearby pathways along the bay; it's lovely to sit outside to read and sip something. We didn't use the kitchen much, but it is very well-equipped. We got in some great hikes and meals at Mt. Tam, San Rafael, San Anselmo, Fairfax and Pt. Reyes as well as a SFMOMA day in the city. A wonderful location! Don't hesitate.
Top guest favourite
Home in Portola Valley
4.93 out of 5 average rating, 155 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

GrahamRating, 5 stars1 week ago
A lovely property to relax in and enjoy. Just what we needed after doing all the sightseeing in the first part of the holiday
Superhost
Home in San Jose
4.81 out of 5 average rating, 323 reviews

Bay Area getaway w/ Pool + Heated Spa + EV charger

JessicaRating, 5 stars3 weeks ago
The house was awesome, having everything we needed, plus some nice extra touches like pool toys and snacks for a movie night. The only downside was that they had instructions to not turn the ac down past 72 and it was a very hot weekend, the house held onto a lot of heat and the bedrooms were very warm. The pool and spa were great, and we loved hanging out in the outdoor space.

Weekly house rentals

Guest favourite
Home in Pedro Point
4.95 out of 5 average rating, 110 reviews

Oceanfront Home in Pacifica, CA

ChristineRating, 5 stars1 week ago
Airy, comfortable and immaculate place. Watched surfers, seals, whales and birds everyday.
Guest favourite
Home in Pacifica
4.95 out of 5 average rating, 497 reviews

Oceanfront Retreat🐬 with Oceanview🪂,15 mins to SF

GenRating, 5 stars1 week ago
Great place and there are some toys that entertained my kid as well! Perfect experience.
Guest favourite
Home in Muir Beach
4.96 out of 5 average rating, 284 reviews

Muir Beach's Haiku House with Dramatic Ocean Views

ScottRating, 5 stars3 weeks ago
What an incredible home! Beautiful location and close to great hiking trails. Kathleen was a great host!
Guest favourite
Home in San Carlos
4.98 out of 5 average rating, 125 reviews

Papillon ~ Renovated Home in Downtown San Carlos

Alex&EricaRating, 5 stars1 week ago
Great location, walkable to restaurants and in a nice neighborhood to take walks with the dog. Very central in the Bay Area. Easy to get to SF or Palo Alto. Very close to Caltrain. One of the best supplied Airbnbs in terms of amenities that we’ve been to. Looks exactly like the photos inside. Both bedrooms spacious with large walk in closet spaces. We were 4 adults and 1 dog and had plenty of space.
Superhost
Home in San Mateo
4.87 out of 5 average rating, 63 reviews

Modern & Private 1BR w/ AC | Walk 2 Grocery, Shops

AngelaRating, 5 stars3 weeks ago
Husband and I stayed for a little less than a week and enjoyed our time! We had one compact SUV and parking was very comfortable for us. We appreciated the free snacks and water provided and slept well on the bed Saik’s instructions were easy and we would recommend this place to anyone
Top guest favourite
Home in San Mateo
5 out of 5 average rating, 34 reviews

Spacious, Remodeled 2BR Duplex Unit by Downtown SM

LihauRating, 5 stars1 week ago
Raymund's place was exactly as described and fit our needs perfectly. I appreciated how clean it was and the size was perfect. The off-street parking was key for us too. Raymund was a great host, providing clear instructions and lots of privacy. We hope to stay there again!
Superhost
Home in San Mateo
4.94 out of 5 average rating, 16 reviews

San Mateo Happy Haven Home w Patio/Projector

MarkRating, 5 stars2 weeks ago
Beautifully remodeled home. The kids loved the back yard and the neighbourhood was quiet yet safe. We loved that the kitchen had a proper gas stove and all the necessary amenities to cook a meal for a family.
Guest favourite
Home in Alameda
4.92 out of 5 average rating, 163 reviews

Cozy 2-BR Garden Bungalow w/ Parking and King Bed

RoniRating, 5 stars1 month ago
This was a perfect base camp for us for our two day stay in the Bay Area as we celebrated/attended our daughter’s graduation from USF. The home looked as pictured and was very clean and the beds were extremely comfortable. The neighborhood was so cute and we loved keeping the windows open and just feeling the night breeze and felt perfectly safe to do so. The neighborhood was walkable and we found some great wats in the area too.

Private house rentals

Guest favourite
Home in San Mateo
4.9 out of 5 average rating, 59 reviews

Nice and tranquil house 7 mins away from SFO

KinjalRating, 5 stars1 month ago
The place was a described and shown in the pictures. Host was kind enough to call and walk us through details and make sure to give us information we needed.
Guest favourite
Home in Redwood City
4.97 out of 5 average rating, 30 reviews

Super Private Hidden Redwood City House and Garden

DavidRating, 5 stars2 weeks ago
A hidden gem with warmth and character, close to everything and very private at the same time. The patio and gardens under the giant redwood is filled with fig trees, tropical ferns, orchids and banana trees. Beautiful tile and stone work decorates the paths , columns and interior spaces of this charming California Bungalow. The stuccoed interior has tall ceilings and massive beams. Big barbecue and well stocked and organized kitchen
Superhost
Home in San Mateo
5 out of 5 average rating, 5 reviews

New! Charming Retreat with Hot Tub & Scenic Trails

JeremyRating, 5 stars1 month ago
Cute, well kept home in a nice neighborhood. Comfortable bed and the hot tub was great!
Superhost
Home in Burlingame
4.96 out of 5 average rating, 45 reviews

Bright Spanish-style home in Burlingame

EricRating, 5 stars1 month ago
Lauren’s place is fantastic. The remodel does a great job of matching the original architecture with updated appliances (the six burner Wolf stove, for example) and the decoration was just perfect for our taste. The location is fantastic — a short 3-4 block walk to downtown Burlingame and a Caltrain stop, close to 101 and 2-3 blocks from a nice park with tennis and pickleball courts. The only slight negative is there is some noise from planes landing at the airport nearby but it was most noticeable in the night when it could easily be blocked out with the fans in the bedrooms. The backyard is very large and the deck set up nicely for bar-b-queuing or enjoying a drink or meal outside. This is a very comfortable house and would come back without hesitation.
Guest favourite
Home in Belmont
4.96 out of 5 average rating, 54 reviews

Sunlit 2B1B - Deck, Garden & View on Belmont hills

ZiyueRating, 5 stars1 week ago
Amazing place, so many good memories here, will come back one day!
Superhost
Home in San Mateo
4.85 out of 5 average rating, 72 reviews

SanMateo Comfortable 2BR Home/WiFI & Free Parking

CarlosRating, 5 stars1 month ago
Everything went as expected, no surprises. The house was nice and clean. Communication with the owner was smooth. Recommended
Superhost
Home in San Mateo
4.93 out of 5 average rating, 56 reviews

Attached home(ADU) with great view and convenience

KrisRating, 5 stars2 months ago
Kevin is a great host , very responsive and eager to help. His place is in a great location, amazing view and incredible shower ! Would highly recommend staying with Kevin if his place is available
Guest favourite
Home in San Mateo
4.93 out of 5 average rating, 80 reviews

Relaxing Backyard Retreat -Spacious + Bright Home

VilgelmRating, 5 stars2 weeks ago
Great place, had issues with the Fridge, notified Ashley and she got it taken care of quick! Would recommend

Quick stats about house rentals in San Mateo

  • Total rentals

    270 properties

  • Total number of reviews

    9K reviews

  • Family-friendly rentals

    130 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

Destinations to explore

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