Guesthouse vacation rentals in San Mateo County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for San Mateo County guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Menlo Park
4.91 out of 5 average rating, 395 reviews

Cottage near downtown Palo Alto

CarlaRating, 5 stars2 weeks ago
Very quiet and well appointed suite, though personally I prefer cotton bed linens and a firmer mattress. Wished we had allowed time to enjoy the beautiful surroundings, and the swinging garden bench.
Superhost
Guesthouse in Half Moon Bay
4.82 out of 5 average rating, 501 reviews

Near harbor & coastal trails-walk to Surfers beach

AbarissRating, 5 stars2 weeks ago
Small, cute, quite space. Great price for the location. Close to all Half Moon Bay and Pacifica has to offer! Close great restaurants, surfing and lots of nature. I didn't meet Shirley but I did meet Olive her dog, Husband and son. All very nice. I enjoyed my stay and would stay again!
Top guest favorite
Guesthouse in Redwood City
4.98 out of 5 average rating, 417 reviews

Quiet , Private Studio / Cottage

LiviaRating, 5 stars2 weeks ago
Chris's place was spotless, comfortable, private and well equipped. Everything you might need and hope to find was available. The location is quiet and easily accessible from downtown Redwood City. We would definitely stay here again if space is available when we visit the area.
Guest favorite
Guesthouse in San Francisco
4.91 out of 5 average rating, 300 reviews

Simplistic Crocker Suite

AnnaRating, 5 starstoday
Very nice and clean apartment with a beautiful garden. We really enjoyed staying at Mai’s place—everything needed for a comfortable and easy stay was provided. Mai was also a very kind host and very easy to communicate with.
Top guest favorite
Guesthouse in Hillsborough
4.95 out of 5 average rating, 908 reviews

Little Cottage on the Hill

IanRating, 5 stars2 weeks ago
This was an EXCELLENT Airbnb. Great value, beautiful property, plenty of privacy, exceptionally good instructions form the hosts. I can not recommend highly enough. Great place to recharge.
Superhost
Guesthouse in Redwood City
4.94 out of 5 average rating, 123 reviews

Elegant & Convenient RWC Studio

AlexRating, 5 stars4 months ago
The place was convenient to stay, clean, quiet, and felt safe. The kitchen was much bigger than a typical in-law unit and pretty much equipped, so it made cooking convenient. The closet was big enough to stay for a month. Washer and dryer were right behind the unit, big enough, and not shared with others. Shower booth was a bit small, but that was ok. The place was easy to access and parking was always easy. Easy access to 101. Walking to the downtown redwood city took only a few minutes. Delivery was always done correctly, and I’ve never lost any package. The hosts were easy to reach out and very helpful.
Top guest favorite
Guesthouse in Atherton
5 out of 5 average rating, 204 reviews

Charming Cottage near Stanford in Lovely Garden

CeceliaRating, 5 stars1 month ago
Margaret’s cozy little place was serene and warm. She herself was welcoming and responsive. Plenty of nice little touches, including Sasha the dog to greet you upon arrival. Well stocked and very comfortable. Peaceful and serene setting, not walkable to any business really, but perfect for my need for a little retreat at end of the day while my husband was at Stanford Hospital.
Guest favorite
Guesthouse in Palo Alto
4.96 out of 5 average rating, 122 reviews

Spacious cottage near downtown & Stanford with AC

SheriRating, 5 stars1 month ago
I was surprised when we arrived that the space was a converted Garage. I was a little worried when we drove up but the space is beautiful. They did an amazing job it was spacious , clean and safe. The neighborhood is peaceful and serene. My girls and I loved walking through the neighborhood in the mornings and evenings. Communication was great the host was very responsive.We will absolutely be staying here again.

Guest house rentals with a patio

Guest favorite
Guesthouse in Woodside
4.88 out of 5 average rating, 8 reviews

Poolhouse in woodside

GeorgeRating, 5 stars2 months ago
Lola truly goes above and beyond expectation to make my stay enjoyable. Thank you
Guest favorite
Guesthouse in Woodside
4.96 out of 5 average rating, 51 reviews

Beautiful Guesthouse in Woodside, 1 Bedroom + Loft

GiovannaRating, 5 stars4 days ago
Very cozy place. Beautiful home & beautiful area. Cath was very responsive, helpful and nice. We will definitely be coming back here
Superhost
Guesthouse in Palo Alto
5 out of 5 average rating, 5 reviews

Adorable 1-bed independent guesthouse in Palo Alto

HaranRating, 5 stars4 days ago
I stayed at Kirupa's guesthouse during a four month internship and had a phenomenal experience! The unit matched the listing exactly. It was clean, well-maintained, and fully equipped with everything I needed for a comfortable long-term stay. I settled in quickly and had no issues throughout. What stood out most was how welcoming and supportive Kirupa and his family were. They were always kind, responsive, and ready to help with anything I needed, which made my stay stress-free. Their thoughtful hospitality really added to the overall experience. I had an amazing time here and couldn’t recommend this place more highly. If you’re looking for a comfortable and reliable stay in the Bay Area, this is it! 😊
Superhost
Guesthouse in Emerald Hills
4.78 out of 5 average rating, 36 reviews

A freestanding casita in a delightful grape garden

AvivaRating, 5 stars1 month ago
Thank you Maria. We were there for work but had a day off in between. We were planning on spending our day off doing something off property but we were already in the most beautiful place we could imagine. We felt like we were in our own private spa. Pool, Hot Tub, Spectacular flowers, grapevines, dining table on the patio and more outdoor space. The beds were comfortable and the bath & kitchen were both very nice. Hope to come back again and spend more time off at your Casita. Thanks again!!
Top guest favorite
Guesthouse in San Carlos
4.99 out of 5 average rating, 100 reviews

Delightful Hideaway in San Carlos

ThomasRating, 5 stars2 weeks ago
Marilynn has been great and very responsive when we have stayed there. The place is well-stocked and maintained, and San Carlos is a friendly town with good restaurants and boutique shopping.
Guest favorite
Guesthouse in Redwood City
4.9 out of 5 average rating, 67 reviews

Sunny Cottage in Redwood City

MelindaRating, 5 stars2 weeks ago
This is a beautiful, bright, spacious, and well-equipped cottage. It looks like the photos and has the amenities advertised. I especially appreciated the outdoor areas, one off the kitchen/living area, and a very private space off the bedroom. It is a very quiet and safe neighborhood, and an easy walk to Woodside Plaza which includes restaurants, a market, and other stores. Rebekah was a highly responsive host, and I would definitely stay there again.
Guest favorite
Guesthouse in Half Moon Bay
4.93 out of 5 average rating, 168 reviews

Boho beach bungalow- walk to Poplar Beach

MariahRating, 5 stars2 weeks ago
Very cozy and private. I brought my family of four and we had a lovely time. The only tricky part is figure out how to lock the door, but if that’s the worst of it, then I’d say it was pretty amazing. It’s about a 15 minute walk to the beach along nature paths and side streets. Definitely worth it!
Guest favorite
Guesthouse in Palo Alto
4.92 out of 5 average rating, 118 reviews

Palo Alto Cottage: Privacy, Comfort & Convenience

MarcRating, 5 stars2 weeks ago
Thanks for the stay! The bed was very comfortable, and the space was private and quiet. The room is quite large and nicely divided into the sleeping area, sitting area, and eating area. And parking on the street was aplenty.

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in Menlo Park
4.99 out of 5 average rating, 124 reviews

Quaint Cottage Near Downtown Palo Alto

LouiseRating, 5 stars1 day ago
The cottage is a delight. We felt like we’re were ‘living’ in Menlo Park, not just staying. Incredible attention to detail, beautifully decorated, lovely outside space, coffee and tea, comfortable bed/sofa bed and very stylish and homely. Jess and Louis lovely hosts. We will be back!
Guest favorite
Guesthouse in Portola Valley
4.94 out of 5 average rating, 200 reviews

Woodsy Silicon Valley Cottage

KimberlyRating, 5 stars1 month ago
My second stay at Hilary’s was as peaceful as my first. The apartment is a beautiful treehouse, with lovely outdoor space. Loved listening to the frogs in the evening! So peaceful. Appreciated access to hiking trails, too. Super nice spot!
Superhost
Guesthouse in Palo Alto
4.85 out of 5 average rating, 131 reviews

Cozy Professorville Cottage

LynetteRating, 5 stars3 weeks ago
The decor is lovely and the place has everything you need. It has a separate couch TV viewing area which can be a rarity in one bedroom accommodation. It also has a separate kitchen. It is in walking distance to restaurants. Gary is a responsive host and kindly allowed me to have a later check out. Great place to stay!
Top guest favorite
Guesthouse in Mountain View
4.99 out of 5 average rating, 110 reviews

Charming Peaceful New Studio in Mtn View

MarcRating, 5 stars1 month ago
Great! This was my third stay in the studio, this time I stayed for 2 months. Highly recommend staying here. The studio is located in a quite area within a beautiful garden (with fresh oranges). The San Antonio Caltrain station is 10min walk, and the closest bus station is 6min if you’re quick. It’s stocked with everything needed for a short or long stay. During my stay the internet was upgraded, so now it’s even better than in previous stays 🙌 Eric and Rebecca are very friendly and great hosts and were very flexible when i extended my stay.
Guest favorite
Guesthouse in Redwood City
4.96 out of 5 average rating, 24 reviews

Easy commute Private guest suite

ArthurRating, 5 stars2 months ago
Helen's place is roomy with a well-equipped kitchen and a nice bathroom. The dishwasher and washer/dryer provided added convenience. The location is just off busy Woodside Road with a Safeway market about 5 minutes away on foot.
Guest favorite
Guesthouse in Menlo Park
4.9 out of 5 average rating, 126 reviews

Menlo Park 2 Bedr Cottage

BetsyRating, 5 stars2 months ago
This was an amazing place and I will definitely try to stay here again every time we come to this area for baseball tournaments! This was the perfect spot, Richard and Amanda were amazing hosts, and it made my stay the easiest ever. 5-stars! Thanks and I’ll be back!
Guest favorite
Guesthouse in San Lorenzo
4.89 out of 5 average rating, 132 reviews

16017-Private 2BR Guest Unit near HWY, BART & Mall

EmilyRating, 5 stars3 weeks ago
Enjoyed my stay again! Friendly and responsive host, place is clean and as described. Looking forward to booking in the future!
Guest favorite
Guesthouse in Daly City
4.93 out of 5 average rating, 147 reviews

Luxury 4BR House at Westlake near BART, Beach Golf

DenverRating, 5 stars1 month ago
Was a good option for our group of 7 to stay. The hosts were prompt in helping out.

Destinations to explore