Vacation rentals in Monte Sereno

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Top-rated vacation rentals in Monte Sereno

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Guest favorite

Cabin in Los Gatos

4.99 out of 5 average rating, 792 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.

Apr 3 – 10

G$35,994 GYD per night

Guest favorite

Cabin in Los Gatos

4.9 out of 5 average rating, 400 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!

Mar 25 – Apr 1

G$21,572 GYD per night

Guest favorite

Guest suite in Boulder Creek

4.98 out of 5 average rating, 435 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!

Jul 25 – Aug 1

G$30,363 GYD per night

Guest favorite

Guest suite in San Jose

4.98 out of 5 average rating, 112 reviews

Private Queen Suite: Private entry, self check-in

Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Campbell and Willow Glen. We follow all cleaning guidelines to protect the health of all guests. We have a professional cleaning crew, so just relax and enjoy. Check-out like a hotel, no starting laundry!You will enjoy a well designed private room with queen bed, private entrance and connected private bathroom in our serene and safe neighborhood. Very high speed internet is included.

Oct 14 – 21

G$24,678 GYD per night

Guest favorite

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 388 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 13 – 20

G$31,756 GYD per night

Guest favorite

Guest suite in Los Gatos

4.93 out of 5 average rating, 254 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.

Oct 8 – 15

G$24,738 GYD per night

Superhost

Guesthouse in Monte Sereno

4.85 out of 5 average rating, 155 reviews

Private Cozy suite Los Gatos -Saratoga

This private suite with private entrance, bathroom,high speed internet & living room is the part of 1940's magical Mediterranean house. It is ideal for Silicon Valley corporate,entrepreneurs, business,travelers, couples, adventurers; artists and art lovers.Yet, walking distance to downtown Los Gatos'Monte Sereno restaurants, coffee shops, boutiques, local hikes close to Limekiln Trail & outdoor is around 15 minutes drive to/from San Jose airport & 45 minutes to/from San Francisco airport.

Jun 8 – 15

G$40,185 GYD per night

Guest favorite

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.

Jan 11 – 18

G$32,692 GYD per night

Guest favorite

Guesthouse in Campbell

4.89 out of 5 average rating, 149 reviews

Campbell Private Entry Studio with parking

This private entrance guest house on the property is isolated away from the large house free of contact with others. We are practicing social distancing, and exercising all sanitation measures for the safety of our guests. Five minutes from good Samaritan Hospital and ten minutes from Kaiser Permanente Hospital. Family neighborhood, close to freeway access to Santa Cruz San Jose or San Francisco. 15 min drive to Apple, 24 min to google. Perfect for a professional trip or just visiting.

Apr 7 – 14

G$24,092 GYD per night

Guest favorite

Guest suite in Los Gatos

4.9 out of 5 average rating, 699 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:)

Apr 3 – 10

G$24,734 GYD per night

Guest favorite

Guest suite in Cupertino

4.96 out of 5 average rating, 379 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.

Jul 23 – 30

G$29,755 GYD per night

Guest favorite

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 187 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.

Sep 12 – 19

G$38,490 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Monte Sereno vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Monte Sereno's top sights

Vasona Lake County Park86 locals recommend

Los Gatos Creek Trail7 locals recommend

Manresa22 locals recommend

Campo Di Bocce of Los Gatos11 locals recommend

Los Gatos Cafe32 locals recommend

Oak & Rye30 locals recommend

Other great vacation rentals in Monte Sereno

Guest favorite

Guesthouse in Boulder Creek

4.99 out of 5 average rating, 150 reviews

Digital Nomad Retreat

Sep 18 – 25

G$30,813 GYD per night

Guest favorite

Guest suite in Scotts Valley

4.96 out of 5 average rating, 636 reviews

Snug and Cozy between the Skyline and the Sea

Oct 11 – 18

G$15,830 GYD per night

Guest favorite

Guest suite in Campbell

4.91 out of 5 average rating, 364 reviews

Light and Bright Studio Cottage Space

Jul 19 – 26

G$25,464 GYD per night

Guest favorite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 865 reviews

Cabana in Sierra Azul Open Space Preserve

Jul 28 – Aug 4

G$47,133 GYD per night

Guest favorite

Guest suite in San Jose

4.96 out of 5 average rating, 214 reviews

Queen studio apartment

Jan 11 – 18

G$24,193 GYD per night

Guest favorite

Guest suite in Boulder Creek

4.89 out of 5 average rating, 908 reviews

Redwood Riverfront Getaway

Jan 18 – 25

G$22,327 GYD per night

Guest favorite

Guesthouse in Boulder Creek

4.97 out of 5 average rating, 115 reviews

Custom Tiny Home Retreat in the Redwoods

Jul 22 – 29

G$34,509 GYD per night

Guest favorite

Guest suite in San Jose

4.92 out of 5 average rating, 116 reviews

Quiet and Comfortable Studio

Jul 28 – Aug 4

G$14,157 GYD per night

Show all

Quick stats about vacation rentals in Monte Sereno

Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
2.4K reviews

Frequently Asked Questions

Do guesthouse rentals in Monte Sereno have a kitchen?
Absolutely! We offer over 10 guesthouse rentals with a kitchen in Monte Sereno. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Monte Sereno?
Monte Sereno has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do guesthouse rentals in Monte Sereno have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Monte Sereno. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monte Sereno have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Monte Sereno. Enjoy a tailored experience with all the comforts you desire.
Are there Monte Sereno vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Monte Sereno, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Guesthouse Rentals in Monte Sereno?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Monte Sereno?
Experience the best of Monte Sereno with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Monte Sereno?
Four-legged friends are welcome in Monte Sereno. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Monte Sereno have free parking?
Absolutely! We offer over 10 house rentals with free parking in Monte Sereno. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Monte Sereno?
Yes! Work meets play with ease at over 20 vacation rentals in Monte Sereno featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Monte Sereno

Top-rated vacation rentals in Monte Sereno

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Monte Sereno vacation rentals

Stay near Monte Sereno's top sights

Other great vacation rentals in Monte Sereno

Guesthouse in Boulder Creek

Guest suite in Scotts Valley

Guest suite in Campbell

Guesthouse in Los Gatos

Guest suite in San Jose

Guest suite in Boulder Creek

Guesthouse in Boulder Creek

Guest suite in San Jose

Quick stats about vacation rentals in Monte Sereno

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do guesthouse rentals in Monte Sereno have a kitchen?

Are there family-friendly vacation rentals in Monte Sereno?

Do guesthouse rentals in Monte Sereno have wifi?

Do house rentals in Monte Sereno have air conditioning?

Are there Monte Sereno vacation rentals on Airbnb with pools?

What are the most popular amenities for Guesthouse Rentals in Monte Sereno?

How much does it cost to stay in house rentals in Monte Sereno?

Are there pet-friendly vacation rentals in Monte Sereno?

Do house rentals in Monte Sereno have free parking?

Are there vacation rentals with a dedicated workspace in Monte Sereno?

Destinations to explore