Holiday rentals in San Mateo County
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Top-rated holiday rentals in San Mateo County
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Guest house in Redwood City
4.92 out of 5 average rating, 293 reviewsSoak up the Serenity on the Patio of a Charming Cottage
Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.
12–19 Mar
Flat in San Mateo
4.94 out of 5 average rating, 182 reviewsFabulous apartment in downtown San Mateo
Relax away from the hustle of the city in your apartment in downtown San Mateo. Located only two blocks from the San Mateo Caltrain, you can get to or from SF or SJ in 30 minutes. Our home has a separate entrance for the guest apartment on the second floor. Tuck yourself away in the California King sized bed, or explore downtown on foot. With over 100 restaurants in walking distance, you will not have a shortage of delicious dining. Eat out or enjoy a meal in the comfort of your home. Welcome!
1–6 Apr
Guest suite in San Mateo
4.92 out of 5 average rating, 295 reviewsSan Mateo Getaway Private 2 Bedroom
Bright & spacious 2 bedroom apartment with beautiful backyard in San Mateo. In-law apartment with private entrance dedicated to hosting guests. Located in quiet residential neighborhood, but close to activities for families and singles. Amenities include wet bar area with toaster oven, coffee maker, mini fridge and microwave! Laundry available upon request. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.
18–25 Apr
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Popular amenities for San Mateo County holiday rentals
Other great holiday rentals in San Mateo County
Guest house in San Mateo
4.92 out of 5 average rating, 145 reviewsCozy Studio 1B/1B w A/C No Pet in San Mateo
21–28 May
Guest house in Hillsborough
4.95 out of 5 average rating, 804 reviewsLittle Cottage on the Hill
16–23 Sep
Guest suite in Boulder Creek
4.98 out of 5 average rating, 420 reviewsEnjoy Private Redwoods from Your Bed or the Deck
28 Aug – 4 Sep
Home in San Mateo
4.93 out of 5 average rating, 105 reviewsLovely Mid-Century home near SF, SFO, & Peninsula
10–17 May
Guest suite in Boulder Creek
4.89 out of 5 average rating, 889 reviewsRedwood Riverfront Getaway
29 Aug – 5 Sep
Guest house in Woodside
4.97 out of 5 average rating, 143 reviewsSkyHigh Redwoods Retreat with Bay Views
10–17 Dec
Flat in Pacifica
4.79 out of 5 average rating, 670 reviewsLuxury Beach View Apartment
13–20 Mar
Guest suite in San Mateo
4.94 out of 5 average rating, 204 reviewsLuxury King Bed & Spa Bathroom
24–31 May
Flat in Palo Alto
4.95 out of 5 average rating, 136 reviewsPrivate Studio Apartment with private entrance.
5–12 Mar
Guest house in San Bruno
4.96 out of 5 average rating, 184 reviews❤️Newly remodeled SFO Guesthouse, Private entrance
27 Sep – 4 Oct
Guest house in Woodside
4.97 out of 5 average rating, 90 reviewsPrivate cottage in the woods
18–25 Jun
Place to stay in San Mateo
4.92 out of 5 average rating, 65 reviewsCottage on the Water -SUP,Kayaking,Canoeing
12–19 Nov
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