Cottage holiday rentals in San Mateo County
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Top-rated cottage rentals in San Mateo County
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in San Mateo County
Cottage rentals with a hot tub
Cottage in Emerald Hills
5.0 out of 5 average rating, 10 reviewsWild West Village- Hot Tub & HUGE View FAST Wi-Fi
10–17 Sep
Cottage in Loma Mar
5.0 out of 5 average rating, 39 reviewsThe Cottage at Where Water Falls
11–18 Jul
Cottage in Ben Lomond
4.95 out of 5 average rating, 839 reviewsSunny redwood forest cottage
16–23 Oct
Cottage in Woodside
5.0 out of 5 average rating, 19 reviewsExquisite luxury executive 2-suite cottage
9–16 Mar
Pet-friendly cottage rentals
Cottage in Ben Lomond
4.97 out of 5 average rating, 31 reviewsCalifornia Cottage < 4 Mi to Redwood Hiking Trails
6–13 Nov
Cottage in Redwood City
4.93 out of 5 average rating, 61 reviewsAdorable Garden Cottage near Stanford
28 Jun – 5 Jul
Cottage in Palo Alto
Adorable Cottage
25 Aug – 1 Sep
Cottage in Pescadero
4.97 out of 5 average rating, 262 reviewsOcean View Cottage
29 Aug – 5 Sep
Cottage in Moss Beach
4.94 out of 5 average rating, 32 reviewsBeachside 3-bedroom Cottage
25 Jan – 1 Feb
Cottage in Pescadero
4.96 out of 5 average rating, 90 reviewsBean Hollow West Cottage
1–8 Sep
Cottage in Emerald Hills
5.0 out of 5 average rating, 10 reviewsWild West Village- Hot Tub & HUGE View FAST Wi-Fi
10–17 Sep
Private cottage rentals
Cottage in Palo Alto
4.82 out of 5 average rating, 74 reviewsCozy Cottage near Stanford
25 Sep – 2 Oct
Cottage in Millbrae
4.74 out of 5 average rating, 50 reviewsTranquility Villa/10 Min away from SFO
26 Jan – 2 Feb
Cottage in Palo Alto
5.0 out of 5 average rating, 18 reviewsA Cozy Cottage - in the heart of Palo Alto!
22–29 Jun
Cottage in Burlingame
SFO House
13–20 Nov
Cottage in Half Moon Bay
4.98 out of 5 average rating, 105 reviewsElle's Place 2 Blocks from Main Street
4–11 Feb
Cottage in Redwood City
4.93 out of 5 average rating, 30 reviews*** Beautiful and spacious cottage ***
26 May – 2 Jun
Cottage in San Mateo
Burlingame - San Mateo Cottage
26 Feb – 5 Mar
Cottage in Boulder Creek
4.98 out of 5 average rating, 90 reviewsCreekside Bliss #2- The Redwood
18–25 Jul
Destinations to explore
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