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Vacation rentals in Silicon Valley

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Top-rated vacation rentals in Silicon Valley

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Treehouse in San Jose

4.93 out of 5 average rating, 701 reviews

Treehouse , San Jose

250 sq ft treehouse with stairs leading to 2 lofts with beds overlooking the most gorgeous view of the Silicon Valley. The treehouse opens to a deck 14 foot high nestled in between 3 sycamore trees.Custom made stained glass window and spiral staircase leads up into the tree. Includes full functioning bathroom , kitchenette w sink , cooking stove, mini fridge . Sleeps 4 people. ( 1 queen bed in each open loft) You are living with a live tree in nature so think glamping - an amazing experience .

Guest suite in Boulder Creek

4.89 out of 5 average rating, 968 reviews

Redwood Riverfront Getaway

We are nestled in the beautiful California Redwood forest next to the San Lorenzo River. Guests can enjoy our private guest suite with its own entrance and full bathroom. Our property features tall trees, seasonal river swimming on our private beach, fishing, kayaking, and exploring. We are close to downtown Boulder Creek, minutes away from Santa Cruz, wine tasting, hiking, fine dining, and the coastline. We have no hidden fees and even offer a full return of our cleaning fee. Permit #181307

Guesthouse in San Carlos

4.99 out of 5 average rating, 651 reviews

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Guest suite in San Jose

4.99 out of 5 average rating, 131 reviews

Brand New Kawaii Downtown Studio w/ Secure Parking

Our lovingly newly designed modern, but SMALL cozy studio is perfect for solo or couple. Small private patio, parking w/secure gate, electric fireplace, bidet, rainfall shower, upscale tile, LED mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. 8 min drive from SJC Airport, 7 min walk from Japantown restaurants/bars, 13 min walk from SJSU & City Hall, close to HWY 87, SAP Center, San Jose McEnery Convention Center, San Pedro Square and heart of downtown.

Guest suite in Sunnyvale

4.92 out of 5 average rating, 185 reviews

Luxurious Private Suite in Heart of Silicon Valley

Upscale, private suite w/separate entrance in quiet, safe neighborhood at the center of Silicon Valley! Minutes away from Apple/high tech companies, a cosmopolitan downtown, trendy restaurants, bars, and a historic park for leisurely stroll. Few blocks to US-101, Central Expy, and public transit. Enjoy the warm decor, comfortable queen Beautyrest mattress, luxurious sheets, stalked up coffee bar, private patio overlooking a peaceful back yard as well as unlimited free street parking.

Guesthouse in Woodside

4.97 out of 5 average rating, 209 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Guesthouse in San Jose

4.95 out of 5 average rating, 166 reviews

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

Guesthouse in San Jose

4.98 out of 5 average rating, 515 reviews

Private Cottage nearby Airport/SAP/SJ Downtown/SCU

A gorgeous cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.

Guesthouse in La Honda

4.95 out of 5 average rating, 412 reviews

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

Home in Mountain View

4.91 out of 5 average rating, 343 reviews

391 - Mini studio in the heart of Silicon Valle

Separate entrance Private bath Comfortable and relaxing settings Walking distance to San Antonio shopping center and Whole Foods store Plenty of nearby restaurants Street Parking only 6 minute walk to 7-11 store, Chinese restaurant and laundry 10 minute walk to Bus/Shuttle stops 11 minute walk to Cal Train station 15 minute drive to Stanford University 15 minute drive to G**gle campus

Guesthouse in Felton

4.97 out of 5 average rating, 146 reviews

Redwood Cottage & Hot Tub

Enjoy this quaint, peaceful redwood retreat in the Santa Cruz Mountains. This small cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 20 minutes to Santa Cruz beaches. The cottage is on a shared property and next door to the main house.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for Silicon Valley vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Silicon Valley

Guesthouse in Emerald Hills

4.96 out of 5 average rating, 76 reviews

Cozy bedroom in the heart of Silicon Valley

Guesthouse in Monte Sereno

4.98 out of 5 average rating, 413 reviews

Quiet Poolside Cottage for Solitude

Loft in San Jose

4.86 out of 5 average rating, 601 reviews

Rose Garden Cottage

Guesthouse in Menlo Park

4.96 out of 5 average rating, 234 reviews

Menlo Park, private, quiet bungalow with parking

Camper/RV in La Honda

4.99 out of 5 average rating, 148 reviews

40 Acre Redwood Forest With Private Trails

Yurt in Watsonville

4.91 out of 5 average rating, 750 reviews

Mountain Top Yurt in the Redwoods

Guest suite in San Jose

4.93 out of 5 average rating, 318 reviews

Your San Jose Home

Guest suite in San Jose

4.99 out of 5 average rating, 185 reviews

Hilltop Cottage

Destinations to explore