Holiday rentals in San Jose

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Top-rated holiday rentals in San Jose

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Guest favourite

Guest house in San Jose

4.97 out of 5 average rating, 428 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!

4–11 Aug

€ 184 per night

Guest favourite

Guest house in San Jose

4.98 out of 5 average rating, 105 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.

30 Sep – 7 Oct

€ 132 per night

Guest favourite

Home in Sunnyvale

4.97 out of 5 average rating, 273 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

20–27 Jul

€ 144 per night

Guest favourite

Home in Downtown San Jose

4.9 out of 5 average rating, 202 reviews

San Jose, Downtown, Cozy Craftsman Duplex

You will enjoy your own private living space. Duplex. Our place is a beautifully restored Craftsman home, spacious, clean, and wonderfully appointed for a very comfortable stay. I’m available on the premises next door if you need anything. Near the end of a leafy, quiet street close to downtown San Jose. We are close to San Jose Airport, Convection Center, Train/Bus station, highways 280, 101, and 87. NOTE: We are compliant with COVID-19 cleaning guidelines to keep our quest and ourselves safe.

4–11 Oct

€ 112 per night

Guest favourite

Flat in Downtown San Jose

4.92 out of 5 average rating, 181 reviews

❤️of Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features onsite parking, washer/dryer, and fully stocked kitchenette (NO STOVE) with a toaster oven, microwave, Keurig, electric kettle, mini fridge, strong WiFi. Enjoy the quality linens & cozy touches. Walk to Convention Center, 5 min drive to SAP Center, Diridon Station, SJC & Japantown. next to I-280/87. Wi-Fi TV, Youtube TV subscription only, login to your own Netflix, Hulu etc. Sorry, no portable hotplate can be brought in,1 person only

23–30 Jul

€ 129 per night

Guest favourite

Guest suite in San Jose

5.0 out of 5 average rating, 165 reviews

Modern luxury suite in Downtown San Jose

Welcome to your contactless stay in downtown San Jose! Self check-in + check-out with private gated entrance ensures your health and safety during your stay. There's a large living space, full kitchen, and luxurious bathroom with washer/dryer. A/C and heated floors provide comfort just like home. This guest suite is part of a Victorian home built in 1892 within San Jose's historic Lakehouse district. We created this space specifically to host family and guests and hope you enjoy your stay.

21–28 Jul

€ 157 per night

Guest favourite

Guest suite in San Jose

4.93 out of 5 average rating, 295 reviews

Your San Jose Home

Just steps from San Jose's historic Japantown, this comfy suite with private entrance has everything you need. We recently renovated the room, and you'll feel right at home in this comfortable and clean room. There is free street parking, and many restaurants and public transportation are within walking distance. It's also an easy drive from SJC airport, SJSU, downtown San Jose, Convention Center, SAP Center, and other parts of Silicon Valley. We look forward to welcoming you to San Jose!

13–20 Jun

€ 114 per night

Guest favourite

Loft in San Jose

4.87 out of 5 average rating, 563 reviews

Rose Garden Cottage

A private free standing guest cottage on our property in San Jose's historic Rose Garden. 5 min to SJC airport, 1.5 miles to Diridon Station and VTA light rail. Walkable to restaurants, coffee shops, nightlife, parks and public transit. One mile to the SAP Center (Shark Tank) and Santa Clara University. 2 miles to Santana Row and Westfield Shopping Center. You’ll love our place because of it's tranquil setting. Kuerig coffee maker, Britta water filter small refrigerator and microwave.

13–20 Sep

€ 145 per night

Superhost

Treehouse in Downtown San Jose

4.88 out of 5 average rating, 259 reviews

Adventure Spa

Rustic DIY day spa. Attached deck has a Salted Jacuzzi, Clawfoot Tub, Fireplace, Fountain, Sauna and Outdoor Shower. Fig Treehouse has multiple ladders balconies and bridges leading to a Tiki Hut w/ Mini Put Put. Some amenities are seasonal or weather dependent. Inquire in advance. Please agree to house rules prior to booking. Please have either a positive review history or a thoughtful intro about yourself and your visit if a new user. Please respect the home and neighbors.

5–12 Oct

€ 160 per night

Guest favourite

Home in San Jose

4.99 out of 5 average rating, 155 reviews

Fat Squirrel Cottage in downtown San Jose

The Fat Squirrel is a peaceful farmhouse cottage tucked securely behind our home near the tree-lined Rose Garden neighborhood offering business travelers easy access to SJC and downtown. The cottage, with its private entrance, has high speed fiber optic wifi, a complete living room, bedroom with queen size bed, closet and additional storage. French doors open to a fully equipped kitchen leading to outdoor dining and coffee-or wine- in the garden.

26 Aug – 2 Sep

€ 157 per night

Guest favourite

Guest suite in San Jose

4.94 out of 5 average rating, 531 reviews

Walk to Santana Row + Valley Fair | 6min drive SJC

Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

26 Jun – 3 Jul

€ 120 per night

Guest favourite

Guest suite in San Jose

4.9 out of 5 average rating, 207 reviews

Cozy,Quiet”Home Away from Home”.attached cottage

Very large 1 bedroom heat/ac,private entry, all that you need for a nice stay. Private Patio, parking in front and a Garden view. Nice, Quiet neighborhood; near trails, Pond, Freeways, Light Rail(VTA)-to Dwntwn SJ. 10-15min walk to Westfield Mall, Restaurants/Movies, Bowling, Mini golf, Walmart, Costco, Bass Pro, and much more. 1 HR to SFO/Monterey 30 Min to Santa Cruz Beach/Gilroy Outlets 20 Min Dwntwn SJ/SJSU

5–12 Nov

€ 131 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for San Jose holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near San Jose's top sights

Levi's Stadium398 locals recommend

Great Mall218 locals recommend

SAP Center271 locals recommend

Winchester Mystery House302 locals recommend

Westfield Valley Fair488 locals recommend

Apple Park26 locals recommend

Other great holiday rentals in San Jose

Guest favourite

Guest suite in Willow Glen

4.98 out of 5 average rating, 110 reviews

Private Queen Suite: Private entry, self check-in

26 Sep – 3 Oct

€ 118 per night

Guest favourite

Guest house in San Jose

4.94 out of 5 average rating, 139 reviews

Private Entrance Studio with in-unit bathroom

1–8 Jul

€ 112 per night

Guest favourite

Guest suite in San Jose

4.94 out of 5 average rating, 385 reviews

A Modern, Cozy & Private Suite in the Heart of SJ

22–29 Jul

€ 144 per night

Guest favourite

Guest suite in San Jose

4.92 out of 5 average rating, 219 reviews

Silicon Valley San Jose Private studio

7–14 May

€ 122 per night

Guest favourite

Guest house in Campbell

4.99 out of 5 average rating, 271 reviews

Downtown Campbell Executive Cottage

26 Jun – 3 Jul

€ 172 per night

Guest favourite

Guest house in Santa Clara

4.92 out of 5 average rating, 107 reviews

Entire guesthouse Santa Clara smart lock entrance.

13–20 Sep

€ 121 per night

Superhost

Home in East San Jose

4.85 out of 5 average rating, 156 reviews

New Spacious & Stylish Studio | Brand New Bathroom

16–23 Oct

€ 132 per night

Guest favourite

Guest house in San Jose

5.0 out of 5 average rating, 109 reviews

Stylish standalone guesthouse near Santana Row

4–11 Mar

€ 180 per night

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Quick stats about holiday rentals in San Jose

Total rentals	6.5K properties
Rentals with dedicated workspaces	3.5K properties have a dedicated workspace
Rentals with a pool	1.4K properties have a pool
Pet-friendly rentals	1.4K properties allow pets
Family-friendly rentals	2.1K properties are a good fit for families
Total number of reviews	183K reviews

Holiday rentals in San Jose

Top-rated holiday rentals in San Jose

Guest house in San Jose

Guest house in San Jose

Home in Sunnyvale

Home in Downtown San Jose

Flat in Downtown San Jose

Guest suite in San Jose

Guest suite in San Jose

Loft in San Jose

Treehouse in Downtown San Jose

Home in San Jose

Guest suite in San Jose

Guest suite in San Jose

Holiday rentals for every style

Houses

Cottages

Flats

Popular amenities for San Jose holiday rentals

Stay near San Jose's top sights

Other great holiday rentals in San Jose

Guest suite in Willow Glen

Guest house in San Jose

Guest suite in San Jose

Guest suite in San Jose

Guest house in Campbell

Guest house in Santa Clara

Home in East San Jose

Guest house in San Jose

Quick stats about holiday rentals in San Jose

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore