House holiday rentals in San Mateo County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in San Mateo County

House rentals with a pool

Superhost
Home in San Mateo
4.73 out of 5 average rating, 26 reviews

Charming English Oasis

IgorRating, 5 stars3 months ago
I really enjoyed my two-week stay at Will's place! The apartment was clean and cozy, and the building appeared modern and new. I noticed a few reviews mentioning minor issues, but honestly, I had a great experience. The location is good – you can easily walk to a bakery, supermarket, and restaurants. Will was a great host, always available, friendly, and helpful with any questions. I recommend Will's place to anyone visiting the city – it's a great choice!
Guest favourite
Home in Palo Alto
4.93 out of 5 average rating, 85 reviews

Large Home in Palo Alto w/Pool

DavidRating, 5 stars2 weeks ago
Very nice place for a group of guests who came to our wedding! Very cozy and clean
Top guest favourite
Home in Mountain View
4.89 out of 5 average rating, 160 reviews

Little Poolside House near Downtown Mountain View!

KateRating, 5 stars1 week ago
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!
Guest favourite
Home in Menlo Park
4.89 out of 5 average rating, 54 reviews

Mission style, w. Pool, Hot tub, walk to downtown

SolinRating, 5 stars9 months ago
We stayed at Sara's while visiting family nearby, but her home felt like a vacation in itself. The backyard is magical - we spent a fair amount of time there, swimming, grilling/dining, reading/napping. The backyard (and its myriad diversions) even lured our tech-obsessed teenagers away from their devices for extended periods. Everything was well maintained, no detail overlooked. We also enjoyed the access to a peloton bike and workout equipment. The interior was clean, organized, stylish but comfortable. The sunroom and small courtyard off of the bedrooms were great for yoga or stealing a quiet moment with a cup of coffee or book. Sara was responsive and attentive. Instruction booklet was clear and helpful. The stay exceeded our expectations. We hope to be back.
Guest favourite
Home in Felton
4.89 out of 5 average rating, 28 reviews

Tropical Felton Oasis

JuliaRating, 5 stars5 days ago
This was an extremely successful first Air bnb experience for us. Considering the location and town of Felton, we were unsure what to expect of the area and how rural/coastal mountain it might be. It is just barely off the main road, and truly a tucked away tropical oasis. So dreamy, feels like you are in a retro mid-mod heaven! It was even better than the photos. It was a little different staying in someone else's primary residence, but it was absolutely lovely and we plan to rebook the next time we are here visiting family. Honestly the biggest complaint is that it is someone's primary residence, so limited opportunities to return. Jessica was very communicative and thoughtful, even advising us and reaching out when a nearby fire compromised the most convenient highway route. The hot tub was lovely, my daughter loved the pool. The beds were deliciously comfortable and left us very well rested during an otherwise exhausting wedding celebration weekend at a nearby venue.
Top guest favourite
Home in Boulder Creek
4.94 out of 5 average rating, 16 reviews

Nuby's Bed & Breakfast (SCC Permit #251085)

KathyRating, 5 stars2 months ago
Alex and Nuby’s home is just as described. It is clean and has all the amenities we needed. Loved the hot tub! Their home is comfortably furnished, surrounded by serene, beautiful outdoor areas. We rented all 3 bedrooms and had plenty of seating for our family; there are also smaller seating areas for couples. We would prefer to visit in the summer, when it’s warmer to enjoy the pool!
Guest favourite
Home in Hayward
4.82 out of 5 average rating, 62 reviews

The Happy Hideaway - Pool, enjoyable backyard!

JoseRating, 5 stars2 weeks ago
We loved the place, it had everything needed for a comfortable stay. Mei was very attentive and quick to respond to any question we had. I highly recommend it.
Top guest favourite
Home in Portola Valley
4.93 out of 5 average rating, 153 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

DavidRating, 5 stars1 week ago
Amazing property & setting, absolutely loved the pool, sport court, etc. Hosts were communicative & easy, will certainly be back for another warm-weather escape.

Weekly house rentals

Top guest favourite
Home in Pacifica
4.99 out of 5 average rating, 324 reviews

Oceanfront Boho Retreat - Pacific Sunset Views 🌅🌊🐳

MikeRating, 5 stars1 week ago
We had a wonderful stay in Pacifica! The home was exactly as described—clean, quiet, and very comfortable. The location near the beach was perfect, with stunning cliffside views and the relaxing sound of the waves at night. It was such a peaceful getaway, and we truly wish we could have stayed longer. Highly recommend!
Guest favourite
Home in Loma Mar
4.97 out of 5 average rating, 33 reviews

Redwood Treehouse Retreat

MelissaRating, 5 stars1 week ago
We loved our stay! The location was ideal for us, just a few minutes from a beautiful redwoods park and a short drive to the coast. This part of California is tucked away from the busy crowds of the Bay Area and feels remote. The Loma Mar outpost offers basic provisions and a restaurant a few minutes from the house, and Pescadero has a strip of shops and restaurants about ten minutes away. The house is lovely and comfortable, very peaceful.
Superhost
Home in San Mateo
4.91 out of 5 average rating, 258 reviews

Serene Modern Home w/ Yard & Parking

KellyRating, 5 stars1 week ago
Bring your own lawn chairs. House was spacious and beds were comfortable. Great place for a large family visiting for a wedding or graduation. Main complaint that there is not enough chairs/couches inside and out. Would recommend another couch inside. Also big back yard is advertised but there are no chairs for sitting and enjoying outside area. They are very concerned about noise which is probably why they don’t provide seating which is too bad and quite a waste. Even four chairs would be an improvement as we were forced to take kitchen chairs out during the day. Well worth the money and responsive host. We enjoyed our time here.
Top guest favourite
Home in Pescadero
4.92 out of 5 average rating, 177 reviews

Oceanfront Views - Steps to the Beach

TaraRating, 5 stars3 weeks ago
My team had a wonderful time at Stefan's place! The ocean views are magical and the house is very spacious. Incredible spot about an hour away from SF and Palo Alto. Stefan was very communicative and friendly. Check-in and check-out were simple. Very clear house rules. No complaints at all! We will definitely be back.
Superhost
Home in San Mateo
4.89 out of 5 average rating, 62 reviews

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

AngelaRating, 5 stars2 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
Superhost
Home in San Mateo
4.93 out of 5 average rating, 14 reviews

San Mateo Happy Haven Home w Patio/Projector

YolandaRating, 5 stars2 weeks ago
Beautiful place to stay at it was cozy peaceful, nice backyard for grandson and fury babies to play, very clean and host/cohost were quick at responding and ensure our needs were met. Highly recommend this place!!!!
Superhost
Home in Pacifica
4.86 out of 5 average rating, 312 reviews

Cabo San Pedro - penthouse - Stunning Ocean Views

MichaelRating, 5 stars1 month ago
Our stay at Angels place was phenomenal, it was exactly what I was expecting. Being able to wake up to the beautiful view was like a dream. Everything from the communication, the instructions, the overall check in. The tram was a huge help being the stair case was being repaired upon our arrival and during our stay. The tram would have been our choice of preference either way. My wife and I are definitely going to be coming back. Both her and I enjoyed every moment being there and just want to say thank you Angel for allowing us to be able to enjoy our anniversary in your home. We now have a home away from home!
Top guest favourite
Home in San Carlos
4.98 out of 5 average rating, 134 reviews

New!! Silicon Valley Charming 3B2B House Fast wifi

SiddarthRating, 5 stars2 weeks ago
Good location. Highly communicative and helpful host.

Private house rentals

Superhost
Home in Redwood City
5 out of 5 average rating, 3 reviews

M&J cozy/sweet home/Redwood City|209

PeggyRating, 5 stars1 month ago
The location was perfect for our needs and the tree lined beautiful street was a nice bonus. I liked this home. Outside yard was well kept and pristine. Driveway held two cards. Spotlessly kept and comfortable tasteful furniture. Good beds. Very straightforward useful layout.
Top guest favourite
Home in Redwood City
4.98 out of 5 average rating, 40 reviews

Serene & Charming Home in Atherton border

Anthony MichaelRating, 5 stars1 day ago
This place was awesome, we did know the area and it was perfect regarding location to friends and events we needed to be at. Yes we did research to find such a place, and this was it...given the location and area the fee was extremely favorable given the location of the home.
Guest favourite
Home in Daly City
4.96 out of 5 average rating, 48 reviews

Newly Remodeled, 3 min to Bart & 10 min to SFO

GavinRating, 5 stars1 week ago
Very nice place and peaceful neighborhood to stay in if you have things in the area to do.
Superhost
Home in East Palo Alto
4.91 out of 5 average rating, 81 reviews

Newly Remodeled Modern Home

DonevinRating, 5 stars1 week ago
The house is nice, the host is accommodating and friendly.
Superhost
Home in San Mateo
5 out of 5 average rating, 3 reviews

Executive Home w/ Sun Deck

KacyRating, 5 stars1 month ago
Absolutely perfect stay! Garrett was incredibly responsive and went above and beyond by sharing some amazing local restaurant recommendations. The house had everything I needed and truly felt like a home away from home—comfortable, clean, and well-equipped. Would definitely stay here again!
Top guest favourite
Home in South San Francisco
5 out of 5 average rating, 51 reviews

Cozy Home in South San Francisco

Sandra SRating, 5 stars1 week ago
What a wonderful stay! Isabelle, host, was very communicative and helpful throughout our stay. At check in, we were greeted with an assortment of fruits, snacks, and wine! House had everything we needed (from spices to hair dryer, etc.) and the place was spacious and clean. We would stay again! Thank you, Isabelle!
Guest favourite
Home in Belmont
4.96 out of 5 average rating, 52 reviews

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

Kie TaeRating, 5 stars5 days ago
The second time staying in this cozy and peaceful place, this time for our extended family visiting Belmont. My 4 year old nephew and his family really enjoyed the stay. Not only the inside (which stayed cool even though it was early summer), but also the sunny backyard was really great. Lacey was responsive for any questions they had. Thank you for hosting us again!
Guest favourite
Home in San Bruno
4.87 out of 5 average rating, 92 reviews

Charming Retreat 2 BR Main House in SFO/Bay Area

StevenRating, 5 stars1 month ago
Really nice spot, in a very cool neighborhood (if you have a young kid, which we do). The nearby parks/playgrounds were great, the listing was ultra clean, and our hosts were super responsive whenever we messaged. Thanks for a great stay!

Destinations to explore