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Featured Cottages in San Mateo

Beautiful and Lush Hidden Wisteria Getaway

10.0 out of 10, Exceptional, (306)
"This is a beautiful, peaceful property within walking distance of restaurants and shopping in Alameda. The garden is lush, the rooms are clean and well-equipped. I loved staying here! "
Beautiful and Lush Hidden Wisteria Getaway

Serene Montclair Getaway

9.8 out of 10, Exceptional, (111)
"A lovely quiet restful place to stay"
Serene Montclair Getaway

Small Beach Cottage near the Coastal Trail and The Ritz

10.0 out of 10, Exceptional, (92)
"The cottage was nicely appointed, very private, comfortable, cozy and is dog friendly.It is also centrally located to a number of different beaches (including a dog beach) and wonderful restaurants. The owners have thought of everything, including an enclosed backyard, dog towels and a dog bed.Owners were also very friendly and welcoming!Loved it!"
The price is AU$531
includes taxes & fees
24 Feb - 25 Feb
Small Beach Cottage near the Coastal Trail and The Ritz

Spacious cottage near Stanford with AC

10.0 out of 10, Exceptional, (64)
"The neighborhood is simply incredible and everything is well thought out you don’t need to bring much! Can’t wait to return!"
Spacious cottage near Stanford with AC

NEWLY FURNISHED! RECENTLY RENOVATED! CUTE SPACE! CLOSE TO SFO!

9.6 out of 10, Exceptional, (4)
"Cute little place! 30 minutes from San Francisco Pier 39 area. We easily got an Uber for travel. Nice neighborhood with a market within a 15. walk. Definitely enjoyed the stay here! Note: the bathroom door knob needs updated. If you shut the door all the way. You get locked in the bathroom and cannot get out. "
NEWLY FURNISHED! RECENTLY RENOVATED! CUTE SPACE! CLOSE TO SFO!

Brand New Cottage In Great Berkeley Neighborhood.

10.0 out of 10, Exceptional, (159)
"This is a small cottage behind the main house in my favorite Berkeley neighborhood (walk to the movie theater, bakeries, coffee shops, grocery store). I liked the radiant heating and warm floor in the winter, comfortable bed with great linens, and lots of light yet private. It's no longer new, and some of the furnishing is showing its age, but I found the place very comfortable. Parking in the driveway was great, as parking can be tight in this area. Patty was an excellent host."
Brand New Cottage In Great Berkeley Neighborhood.

Cozy 1 bedroom located at rustic boutique winery

9.8 out of 10, Exceptional, (27)
"We thoroughly enjoyed staying at La Nebbiolo Winery. It’s like a HomeAway from home. We will definitely return. "
Cozy 1 bedroom located at rustic boutique winery

Secluded freestanding house in the delightful grape garden, private spa and pool

2.0 star property
6.6 out of 10, (4)
"Great stay, quiet isolated location in the Redwood City hills, beautiful property, fairly simple check-in. Space was large enough for two people, great option for our Stanford recovery."
Secluded freestanding house in the delightful grape garden, private spa and pool

Beautiful Cottage, hot tub, in great neighborhood

2.0 star property
10.0 out of 10, Exceptional, (2)
"Clean, stylish and comfortable! Cory, our host, was friendly and helpful. The neighborhood was a blast, with great shops and restaurants in easy walking distance. Mission Dolores Park is also an easy walk, with a breathtaking view of the city. We'd stay there again any time!"
The price is AU$774
includes taxes & fees
3 Mar - 4 Mar
Beautiful Cottage, hot tub, in great neighborhood

Downtown Palo Alto Gem! Cute, Spotless Guest House

10.0 out of 10, Exceptional, (12)
"Cozy, quiet, well-supplied, friendly, responsive, helpful owner - great bed, electronics. Reasonable rate. We’ll be there again."
Downtown Palo Alto Gem! Cute, Spotless Guest House

Sunnyvale Cabin

2.0 star property
10.0 out of 10, Exceptional, (1)
"We absolutely enjoyed our time at the cabin. Our host was superb. The cabin in in a little need of tlc. But has great potential. We would love to stay again. "
Sunnyvale Cabin

Creekside Casita walking distance to downtown San Carlos

10.0 out of 10, Exceptional, (18)
"We loved our time here. The house was very clean and comfortable. Beautiful property and close to town. Would love to come back and stay again. "
Creekside Casita walking distance to downtown San Carlos

Quiet Cottage on the Lane Close to SF, Parks, Redwoods, Zoo, BART and the Ferry!

10.0 out of 10, Exceptional, (16)
"Very cute. Loved the chickens but parking is tricky. "
Quiet Cottage on the Lane Close to SF, Parks, Redwoods, Zoo, BART and the Ferry!

Updated Menlo Park English Tudor Garden Cottage!

9.6 out of 10, Exceptional, (36)
"Great weekend- beautiful property "
Updated Menlo Park English Tudor Garden Cottage!

One Bedroom Cottage

9.8 out of 10, Exceptional, (39)
"Place was perfect for party of 3, very comfy king bed and above average sleeper sofa. Nice sheets too. Bathroom is on the small side but very clean/nice (water pressure was phenomenal). Air conditioners/heaters worked well, nice sized tv with typical streaming options. Bikes came in handy (cool beach cruisers). Was able to do late check-out, which we greatly appreciated. Good communication from owner before and during stay. Will book again next year."
One Bedroom Cottage

🌼Modern guesthouse w private patio and ♨️ hot tub

10.0 out of 10, Exceptional, (19)
"Clean, comfortable, quiet & private.My dog and I were very comfortable during our week stay. Appliances including washer and dryer are good quality.Hosts were super responsive to messages.Thank you. "
🌼Modern guesthouse w private patio and ♨️ hot tub

Iconic 2BR, Bay Views, Walk to SF Landmarks- Detached Cottage, at the Park

9.0 out of 10, Wonderful, (2)
"This little apartment is fine. It’s very small and there’s probably 100 stairs to get to the front door I can’t imagine ever having to bring groceries. The finishes are nice and one of the bedrooms is a good size. The second bedroom is tiny and feels like it was probably a converted closet. It’s really a one bedroom apartment with a small little closet with a bed. You asked me several times to write a review so here it is."
Iconic 2BR, Bay Views, Walk to SF Landmarks- Detached Cottage, at the Park

PANORAMIC OCEANFRONT PROPERTY ~ SEA GLASS COTTAGE!!

9.6 out of 10, Exceptional, (90)
"We thoroughly enjoyed our time at this beautiful spot..we will be back!"
PANORAMIC OCEANFRONT PROPERTY ~ SEA GLASS COTTAGE!!

Large Cottage Near SF, Beach, Airport w/Backyard

9.8 out of 10, Exceptional, (46)
"Very nice little house and was great for our large dog. The dog park was within walking distance. Standard size frig and oven were great along with a kitchen table that comfortably seated four. Host was very responsive!! Would easily stay again!"
The price is AU$497
includes taxes & fees
3 Mar - 4 Mar
Large Cottage Near SF, Beach, Airport w/Backyard

Charming studio in old Palo Alto

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location to visit family at Stanford. I used the place to sleep and eat breakfast. Owner responded quickly with answers to my questions. Very friendly:)"
Charming studio in old Palo Alto
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in San Mateo

Coral Reef Inn & Suites

2.5 star property
6.8 out of 10, (2693)
"They are very friendly and help full"
The price is AU$173
includes taxes & fees
1 Mar - 2 Mar
Coral Reef Inn & Suites

Beautiful and Lush Hidden Wisteria Getaway

10.0 out of 10, Exceptional, (306)
"This is a beautiful, peaceful property within walking distance of restaurants and shopping in Alameda. The garden is lush, the rooms are clean and well-equipped. I loved staying here! "
Beautiful and Lush Hidden Wisteria Getaway

Quiet Garden Apt., geographic center of The City

9.4 out of 10, Exceptional, (249)
"My 2 daughters and I stayed at this sweet property for a week touring schools around the Bay area. Howard- the owner-was helpful and kind. The location was great walking distant to Golden Gate park with a lot of cute restaurants and coffee shops nearby. I highly recommend. "
Quiet Garden Apt., geographic center of The City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.