Holiday rentals in Portola Valley

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Top-rated holiday rentals in Portola Valley

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest house in Redwood City

4.92 out of 5 average rating, 293 reviews

Soak 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

£100 per night
Guest favourite

Home in Portola Valley

4.92 out of 5 average rating, 137 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

27 Oct – 3 Nov

£402 per night
Superhost

Guest suite in Los Altos Hills

4.8 out of 5 average rating, 145 reviews

A private hillside suite nestled among oaks

Better than the Four Seasons or the Rosewood! Beautiful, compact, private in-law suite in the walk out basement of our modern home. Enter via outdoor stairs from parking area to suite. Serene bay views and lush greenery below grand oaks. Your suite has a very comfortable King bed, Japanese washlet, closet space, TV, wi-fi, private washer/dryer, fully equipped kitchen with gas stove, microwave, fridge/freezer & dishwasher. Ceiling fan, radiant in-floor cooling/heating. Private parking. 280 SF.

24–31 May

£128 per night

Popular amenities for Portola Valley holiday rentals

Stay near Portola Valley's top sights

Alpine Inn Beer Garden13 locals recommend
Windy Hill Preserve45 locals recommend
Amigos Grill Cocina Mexicana y Cantina7 locals recommend
Old Port Lobster Shack16 locals recommend
Roberts Market11 locals recommend
Bianchini's Market30 locals recommend

Other great holiday rentals in Portola Valley

Guest favourite

Guest house in Redwood City

4.94 out of 5 average rating, 171 reviews

Detached Guest House With Views

13–20 Sept

£130 per night
Guest favourite

Guest suite in Woodside

4.89 out of 5 average rating, 407 reviews

Separate entry room near Stanford

14–21 Jun

£132 per night
Guest favourite

Home in Redwood City

4.88 out of 5 average rating, 178 reviews

NEW! Beautiful Studio/Cottage

23 Feb – 2 Mar

£120 per night
Guest favourite

Guest house in Woodside

4.99 out of 5 average rating, 275 reviews

Rustic Cabin in the Redwoods

14–21 Aug

£272 per night
Guest favourite

Guest suite in Palo Alto

5.0 out of 5 average rating, 167 reviews

Savvy Studio ❤︎ Palo Alto ❤︎ of Silicon Valley

6–13 Aug

£128 per night
Guest favourite

Cabin in Woodside

4.97 out of 5 average rating, 338 reviews

Kings Mountain Studio Cabin

12–19 Dec

£162 per night
Guest favourite

Guest house in Menlo Park

4.95 out of 5 average rating, 152 reviews

Charming, modern, restorative, private studio

13–20 Sept

£104 per night
Guest favourite

Guest suite in Redwood City

4.94 out of 5 average rating, 293 reviews

Beautiful Studio

26 Oct – 2 Nov

£122 per night
Guest favourite

Guest house in Sunnyvale

4.96 out of 5 average rating, 384 reviews

Private cottage in a garden

1–8 Nov

£109 per night
Guest favourite

Campervan/Motorhome in La Honda

4.99 out of 5 average rating, 110 reviews

40 Acre Redwood Forest With Private Trails

9–16 Mar

£123 per night
Guest favourite

Place to stay in Portola Valley

4.93 out of 5 average rating, 95 reviews

Magical 2br/2ba cabin in the heart of the redwoods

27 Aug – 3 Sept

£214 per night
Guest favourite

Tiny home in La Honda

4.92 out of 5 average rating, 60 reviews

Delightful Tiny Home in the Redwoods !

5–12 Jul

£117 per night

Quick stats about holiday rentals in Portola Valley

Total rentals

30 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

850 reviews

Nightly prices starting at

£40 before taxes and fees

Destinations to explore