Vacation rentals in Monte Sereno

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Top-rated vacation rentals in Monte Sereno

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

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Guest favourite

Cabin in Los Gatos

4.99 out of 5 average rating, 788 reviews

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Mar. 13 – 20

$252 CAD per night

Guest favourite

Cabin in Los Gatos

4.9 out of 5 average rating, 398 reviews

The Coach House

The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

Jan. 29 – Feb. 5

$169 CAD per night

Guest favourite

Guest suite in Scotts Valley

4.96 out of 5 average rating, 629 reviews

Snug and Cozy between the Skyline and the Sea

Super private, peaceful, and quiet; an excellent place for the traveler who is excited about exploring the Santa Cruz mountains and coast. Completely private In-law unit with extras needed to make it cozy. Snuggled between Scotts Valley, Felton, and Santa Cruz it's near Henry Cowell Redwoods State Park, 1440 Multiversity, and Mount Hermon Conference Center yet less than an hour from Silicon Valley. The Airbnb cleaning handbook is followed making this one of the cleanest places you’ll stay at!

Sep. 17 – 24

$123 CAD per night

Guest favourite

Guest suite in Boulder Creek

4.98 out of 5 average rating, 428 reviews

Enjoy Private Redwoods from Your Bed or the Deck

Come and visit our own private slice of the REDWOOD FOREST with over 40 trees and large deck to enjoy them. Wake up to fresh mountain air, a view of nature and coffee. After a day of WINE tasting, HIKING, BEACHES, or exploration, bring a bottle back and sprawl in comfort reflecting, chatting, or sipping on the deck. The perfect little getaway spot. Treat yourself to some nature with us. A winter fireplace, easy walking and parking makes this scene. 1.5 miles to downtown Boulder Creek and fun!

Jun. 25 – Jul. 2

$236 CAD per night

Guest favourite

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 387 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Aug. 14 – 21

$225 CAD per night

Guest favourite

Guest suite in Los Gatos

4.93 out of 5 average rating, 252 reviews

Remote Mountain Suite with Hot Tub

One-bedroom attached in-law suite with private entrance- relaxing den with large leather couch, flat screen tv (Roku/no cable) kitchenette w/hot plate and private bath. Supplied with bottle of wine and breakfast essentials. Mountain location 2.5 miles down a very narrow scenic ridge-top road on 6 beautiful acres of lush vegetation and towering redwood trees. Ideal for a couple or small family looking to explore the Santa Cruz county Mountains, Bay Area and coast without breaking the bank.

Aug. 29 – Sep. 5

$205 CAD per night

Guest favourite

Guesthouse in Los Gatos

4.94 out of 5 average rating, 194 reviews

Private Garden Cottage with Private Entrance

Discretely nestled at the rear of the property; affording ample privacy. Bamboo floors, a comfy king size bed, designer bathroom, large closet, television & kitchenette equipped with coffee maker, microwave and mini fridge. Located in a quiet, safe neighborhood at the end of a cul-de-sac. Close to quaint, downtown Los Gatos; known for its fine restaurants, coffee houses, pubs, shops, salons, spas, unique boutiques and an Apple store. 15 minutes to SJC Airport and 20 miles to the beach.

Oct. 30 – Nov. 6

$258 CAD per night

Guest favourite

Home in Monte Sereno

4.9 out of 5 average rating, 106 reviews

Charming Entire Los Gatos Saratoga House

This 1930's charming Mediterranean house with fishpond ,magical garden & high speed internet is ideal for Silicon Valley corporate, entrepreneurs, business world travelers, couples, adventurers; inspirational for artists and art lovers. Yet,walking distance to downtown Los Gatos' Monte Sereno restaurants, coffee shops, boutiques, local hikes close to Limekiln Trail & outdoor activities.It is about 15 minutes drive to/from San Jose airport & 45 minutes to/from San Francisco airport.

May 6 – 13

$520 CAD per night

Guest favourite

Guest suite in Los Gatos

4.9 out of 5 average rating, 695 reviews

Charming Hidden Cottage

A home away from home, this hidden little gem is a great getaway from the hustle and bustle of the cities. Still located conveniently close to businesses of all kinds including multiple down town areas, HWY 17 and 85, 1 mile from Netflix. We are constantly working on our cottage style gardens, so there will always be gardens to enjoy for you. If you are interested in trying any of our homegrown veggies or fruits just let us know, we love sharing our bounty:)

Mar. 3 – 10

$189 CAD per night

Guest favourite

Guest suite in Cupertino

4.96 out of 5 average rating, 376 reviews

Modern Suite in Cupertino

Nice quiet location. Bright, tranquil, and comfortable unit in a private house with a separate entrance and private yard. Unit consists of one bedroom, one bathroom, and a kitchen and living area. House is within walking distance of Cupertino Library, De Anza College, and top Cupertino schools. Very close to nearby Silicon Valley high-tech companies. Prime Bay Area location with high accessibility to public transporation, eateries, and entertainment.

May 24 – 31

$215 CAD per night

Guest favourite

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 186 reviews

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Mar. 9 – 16

$272 CAD per night

Guest favourite

Guest suite in Campbell

4.99 out of 5 average rating, 135 reviews

Walk to downtown Campbell- Newly renovated suite!

Enjoy our newly remodeled one bedroom suite located next to Downtown Campbell. Whether you're in town for work or leisure, the suite has everything you need including a Queen bed, kitchenette and bathroom. The area is secure, private and safe. This suite is 1 of 2 Airbnbs hosted on the property. 1 Parking spot on the driveway. 0.2 mi to Downtown Campbell (4 min walk!) 3.4 mi to SJC Airport

Oct. 5 – 12

$164 CAD per night