Family-friendly holiday houses in San Mateo County
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Top-rated family-friendly rentals in San Mateo County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for San Mateo County family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Burlingame
4.97 out of 5 average rating, 404 reviewsHome away from home in wonderful Burlingame
11 – 18 Oct
Home in Half Moon Bay
4.98 out of 5 average rating, 314 reviewsHalf Moon Bay Coastal Home Walk Beach & Harbor SPA
5 – 12 Feb
Home in Portola Valley
4.92 out of 5 average rating, 137 reviews3 BR Home on Vineyard nr Palo Alto & Stanford
1 – 6 June
Condo in Mountain View
4.95 out of 5 average rating, 122 reviewsSpacious Top Floor Condo Retreat
28 Aug – 4 Sept
Bungalow in Redwood City
4.81 out of 5 average rating, 100 reviewsCraftsman Bungalow in Silicon Valley
18 – 25 Aug
Home in Palo Alto
4.92 out of 5 average rating, 162 reviewsLovely 4BR house with patio, hot tub (Stanford)
20 – 27 Oct
Home in Burlingame
4.98 out of 5 average rating, 145 reviewsSFO Luxury House 4BR/3BA near SF & Silicon Valley
20 – 27 July
Home in San Mateo
5.0 out of 5 average rating, 10 reviewsGorgeous 4 bd, 3 bath w/ stunning View
3 – 10 Aug
Family- and pet-friendly home rentals
Train in Cupertino
4.91 out of 5 average rating, 347 reviewsCaboose in the redwoods just outside of Cupertino
9 – 16 Nov
Guesthouse in San Leandro
4.92 out of 5 average rating, 118 reviewsCharming Backyard Guest House with Koi Pond
12 – 19 Oct
Home in San Bruno
4.88 out of 5 average rating, 187 reviewsFamily Friendly great for 2 familys
13 – 20 May
Guesthouse in Palo Alto
4.93 out of 5 average rating, 153 reviews1 Bedroom downtown - Great for Business & Family
6 – 13 June
Guesthouse in Menlo Park
4.93 out of 5 average rating, 139 reviewsLuxury Guesthouse in the heart of Silicon Valley
21 – 28 Sept
Apartment in Half Moon Bay
4.94 out of 5 average rating, 196 reviewsThe Captain's Quarters
5 – 12 Feb
Home in East Palo Alto
4.96 out of 5 average rating, 397 reviewsLarge, Comfy, Art-filled, Work-friendly Home
8 – 15 Apr
Apartment in Pacifica
4.97 out of 5 average rating, 118 reviewsBeach Front Luxury property only 7 miles to SF
21 – 28 Oct
Family-friendly home rentals with a pool
Home in Menlo Park
4.85 out of 5 average rating, 155 reviewsModern French Country Style Home
22 Feb – 1 Mar
Home in Burlingame
4.86 out of 5 average rating, 155 reviewsCozy, Spacious Villa with Private Pool & Bay View!
10 – 17 Oct
Guesthouse in Redwood City
4.97 out of 5 average rating, 75 reviewsCozy 1 BR Pool house with bdrm loft (2 sgl bds)
7 – 14 Dec
Apartment in Mountain View
4.57 out of 5 average rating, 37 reviewsPrivate & Spacious 2BR | Free WiFi | Mountain View
25 May – 1 June
Condo in Mountain View
5.0 out of 5 average rating, 4 reviewsFlat In Mountain View - Pets Welcome - 31 Day Min
27 July – 3 Aug
Home in San Mateo
4.6 out of 5 average rating, 63 reviewsLife House
31 Aug – 7 Sept
Home in Menlo Park
4.89 out of 5 average rating, 76 reviewsSpacious Home in the Heart of West Menlo Park
3 – 10 Jan
Apartment in Menlo Park
5.0 out of 5 average rating, 4 reviewsLuxury Furnished 1BR Apt. in Menlo Park California
9 – 16 Oct
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