Guesthouse vacation rentals in Sunnyvale

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Top-rated guesthouse rentals in Sunnyvale

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

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Guest favorite

Guesthouse in San Jose

4.97 out of 5 average rating, 432 reviews

Stylish, Light-filled Cottage

Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

Oct 18 – 25

G$32,218 GYD per night

Guest favorite

Guesthouse in San Jose

4.98 out of 5 average rating, 106 reviews

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP

Welcome to our new, 480 sq. ft. backyard cottage, in a quiet neighborhood in downtown West. Walking distance to SAP Center; to Caltrain, Amtrak and VTA station; to restaurants, cafes, breweries, parks, bike/scooter rental, Whole Foods, laundromat, and other amenities. Close to SJ airport, Santana Row, the Rose Garden, the Egyptian Museum, San Pedro Square, Willow Glen, SC convention,SCSU and SJSU. Street parking is plenty n free w/a virtual permit. Pls send ur license plate no. upon arrival.

Oct 18 – 25

G$27,256 GYD per night

Guest favorite

Guesthouse in Santa Clara

4.92 out of 5 average rating, 108 reviews

Entire guesthouse Santa Clara smart lock entrance.

New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

Apr 23 – 30

G$21,496 GYD per night

Guest favorite

Guesthouse in San Jose

4.98 out of 5 average rating, 244 reviews

Private unit close to Santa Clara University

Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.

Jun 17 – 24

G$34,036 GYD per night

Guest favorite

Guesthouse in San Jose

5.0 out of 5 average rating, 111 reviews

Stylish standalone guesthouse near Santana Row

Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with twin trundle underneath to sleep up to 3 people. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

Dec 29 – Jan 5

G$35,825 GYD per night

Guest favorite

Guesthouse in Santa Clara

4.91 out of 5 average rating, 242 reviews

New Construction Clean, Modern, Quiet Cottage

Tranquil, clean new construction cottage completely rebuilt and remodeled from the ground up -- in the heart of Santa Clara with plenty of street parking. Everything a traveler could want under one roof: full kitchen, quartz counters, Bosch washer & dryer, bedroom with cedar accent wall, wall-mounted smart TVs, private zen garden with patio furniture set, ample LED lighting throughout, oversized walk-in shower, high-speed 5.0GHz WiFi, & ample fresh oranges & lemons.

Aug 22 – 29

G$32,019 GYD per night

Guest favorite

Guesthouse in La Honda

4.95 out of 5 average rating, 383 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.

Apr 13 – 20

G$24,309 GYD per night

Superhost

Guesthouse in Mountain View

4.88 out of 5 average rating, 408 reviews

Studio Cottage in a Lovely Garden

Our studio cottage is conveniently located near the Stevens Creek Trail with easy access to downtown Mountain View and local businesses. The studio offers a minimalist kitchenette (hot plate, microwave, fridge). The full-sized bed is in a loft over the living area.

Sep 13 – 20

G$25,267 GYD per night

Guest favorite

Guesthouse in Sunnyvale

4.96 out of 5 average rating, 387 reviews

Private cottage in a garden

Charming, private backyard studio cottage nestled in a fenced garden in a quiet Sunnyvale neighborhood. Private, clean and cozy, this 240-sq ft space has a kitchenette, bathroom with shower, full-size bed, Wifi, A/C. Short walk to cafes, groceries. Ample parking.

Dec 22 – 29

G$24,509 GYD per night

Guest favorite

Guesthouse in Sunnyvale

4.95 out of 5 average rating, 361 reviews

Mid Century Modern Guesthouse

Located in the heart of Silicon Valley, a mid century modern 2 room Eichler style guesthouse with garden views. Private and contemporary, 300sq/ft size space, located in our green backyard. Super clean and new bathroom and interiors.

Jul 19 – 26

G$29,140 GYD per night