
Cottage vacation rentals in San Mateo
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Top-rated cottage rentals in San Mateo
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Popular amenities for San Mateo cottage rentals
Cottage rentals with a hot tub

G & M #2 Livermore Wine/ E-Bike Getaway (pets ok)
This was our second stay here. Our daughter's family lives in the neighborhood and this is the perfect location for us to stay while visiting. It is quiet, comfortable and just what we need. The yard is very cute and we love to look at the animals with our grandchildren. We lucked out and saw the planets aligned from the driveway on the 25th, as it is dark enough to view the stars without city lights. Don and Lori are great hosts- there are treats and fresh eggs in the fridge, and everything we needed was right there. We will be back.

Sunny redwood forest cottage
Ellen's place is a very nice quiet place to stay and enjoy a cozy day/night. The views outside are great and there are a lot of places to just relax on a cold day. the only inconvenience is the area around the property. To get there can be tricky, especially at night, and when it's rainy. And parking, especially with a large car is very hard especially if you have to reverse your way out, or reverse in, especially with the steep driveway. Other than that the property was perfect, and everything felt right, Ellen is a very nice host.

Luxury Cottage in Garden & Jacuzzi under stars
This was the perfect oasis for my family during an extended work trip. In the middle of the hustle and bustle of the city, it was a quiet place to recharge. Due to the space being clutter free, we were able to quickly toddler proof the whole house, making it safe for her to run around to her hearts content. Jess was also extremely accommodating with both early and late checkouts to meet our families needs on this trip. It was a lovely experience!

Cottage with Garden Jacuzzi & Trees - Villa Banyan
From the moment we walked in, we knew we would have a great stay. The cottage is beautiful! If you love midcentury, you will be obsessed. So well done and such a wonderful layout. The jacuzzi was the perfect way to wrap up a long drive day. I wish we could have stayed longer because it was the most cozy. Also the recommendations for grocery stores were the most helpful.

Wild West Village- Hot Tub & HUGE View FAST Wi-Fi
Mara is very friendly and considerate. She provided everything my dog and I need during the full month of stay. The house rules are clear and fair, which elevates the whole experience and simplifies communication needs. The view is fantastic in the garden. You can enjoy a very nice sauna in the early morning while overlooking the valley and listening to birds chirping. The whole experience is a good combination of natural connection, self reflection, easy access to school and city, plus safe and friendly living environment provided by Mara. Will definitely want to be here longer.

The Double Dipsea Cottage
We loved staying at the Dipsea Cottage. It’s a beautiful, calming, and comfortable space. We really enjoyed being able to walk to the beach, restaurants, playground, and shops. We look forward to coming back here again!

Romantic, cozy 1917 redwood cottage, "Wee Housie"
This place is so magical. I sat in the hot tub in the morning and counted 9 different bird calls. Close to the epic beaches of Point Reyes. The fireplace made it extra cozy- like going back in time.

Romantic Retreat in Garden & Trees - Villa Willow
Stayed for 11 days and enjoyed each one. Very peaceful in and outside of the home. Felt like I was in my own. Thank you so much for having me!
Pet-friendly cottage rentals

Large Cottage Near SF, Beach, Airport w/ Backyard
lovely place to stay. it's a great location with all the amenities

Ocean View Cottage
We had an absolutely wonderful time at Steve’s place. Our 80 pound German Shepherd was in heaven. The space was absolutely amazing. It was even better than we thought it was gonna be. It’s absolutely the best Airbnb we have ever stayed at with our dog. It was everything and more than he described.
Casa Venida by the Beach, Light & Stylish Cottage
This was such a lovely stay, steps away from the beach. The home is comfortable, cozy, and clean, with tons of amenities. Check-in and check-out was a breeze and Cynthia was always so gracious and responsive.

Cozy Cottage in Forest Knolls
This was one of my favorite airbnbs! The host has thought of everything and made the stay feel right at home. Their hospitality was so appreciated and their local recommendations were incredibly thorough and spot on. We really enjoyed peaceful morning coffee in the backyard listening to the small stream running under the deck and birds singing, enjoying the many flavors of tea provided, and cooking meals here. They had everything we needed and then some. I can’t recommend this space enough and very close to all nearby towns and attractions. We can’t wait to come back!

A Private Retreat in Nature - Bluebird Day Cottage
We loved our stay at the Bluebird Cottage. The cottage is beautifully maintained and very clean. We enjoyed exploring the beautiful art and collected pieces in each room. Every window had a different view of the trees and foliage surrounding us, creating a serene and private setting. Minie was an amazing host. We received clear instructions, local guides, and amenities that made us feel right at home. Tips for future travelers: -The tandem driveway has a steep rise in the middle, with the potential to scrape the bottom of the car when parking. We parked just below the bump and that was fine. -For cold weather, we found the wall unit by the front door didn’t heat the room much. The wall heaters worked great. For the bedroom wall heater to work the light switch closest to the bedroom closet needs to be turned on.

Adorable Garden Cottage near Stanford
Another lovely stay at Sabine’s unit. I love the kitchen and being able to resume my routines in that space. Likewise, for sleeping. I sleep well there. It is very quiet at night. The air is fresh. The neighborhood is quiet and safe. It is a family neighborhood with children everywhere! Very safe! I sleep with windows open every night. It is very restful and very quiet. There is no trouble and the community is friendly.

Exclusive Estate, Paradise in Nature 25567G
Really beautiful spot in Los Altos Hills. The place was nice and spacious, kitchen was huge, nice and modern with lots of light. Very peaceful at night. Hosts very accommodating.

🏆A travelers Dream 💤 Luxury New One Bedroom Home
Second stay, and I would love to stay a third time.
Private cottage rentals

Bolinas Coastal Cottage
Being very close to the beach and walking distance to the town center makes this spot so wonderful. We love it here and plan to be back soon! Thanks 🪻

Pt Reyes, Sunflower Cottage, cal king bed, private
We will be back! This property is lovely, comfortable and CLEAN! The sunflower cabin worked well for the 2 of us and was very comfortable. The location is perfect if you are exploring Pt Reyes National Seashore and there are plenty of restaurants, stores and amenities in Olema and Pt Reyes Station.

🌿 Serene Sunset Cottage 🌿 – San Francisco Bay View
It's absolutely magical space for a peaceful personal retreat. Just amazing surroundings with beautiful views from the house and the yard, park with century-old trees just a few minutes walk away and beautiful walking paths. Something that I really needed for a recovery after a long business trip.

Mini cottage near San Francisco & SF airport
En provided very helpful instructions to unlock and lock the gate. The cottage was private and a good size for two people. Having parking available in the driveway was appreciated!

Cozy Cottage, Private Entrance
I couldn't have been more pleased with my stay, and interfacing with Tom. The place was clean, tranquil, and well appointed. Tom was responsive, flexible, and kind. To top it off, their two chickens were the quietest, cutest little beings to be adjacent to and were welcome companions on the property. It was such an oasis, comfortable bed, great desk, and could hear the creek just below the window. Will definitely return.

Hand Crafted Cottage
This space is absolutely amazing—you feel instantly relaxed and at peace the moment you arrive. It’s perfect for a couple looking for a serene place to unwind between exploring San Francisco or for anyone seeking a quiet getaway from the hustle of everyday life. This was my first time staying here, and the location couldn’t be better! It’s within walking distance to everything in Noe Valley, as well as the Castro and Mission neighborhoods. Sebastian is a fantastic host who makes sure you feel completely at home. The space is private and beautifully designed, featuring handcrafted furniture made by Sebastian himself—just incredible! The bathroom is spacious, with an amazing shower, and the kitchenette is well-equipped with everything you might need, making the space feel super livable. I also had some of the best sleep I’ve had in a long time! I will definitely be coming back for another stay!

Spacious Cottage w/Vaulted Ceiling
Very quiet cottage, safe, tranquil, exceedingly well equipped. I would stay here again!

Wine Country Friendly Cottage
We had a perfect vacation staying at Susan home. She was helpful and responsive with small details and made everything so pleasant. We hate to leave.
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- Golden Gate Park
- Stanford University
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- Muir Woods National Monument
- Mission Dolores Park
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- The Forest of Nisene Marks State Park
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- SAP Center
- Painted Ladies
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