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San Jose Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for San Jose holiday rentals

A cozy interior with a staircase, leather sofas, a chandelier, and bookshelves filled with books and decorative items.

1. Lincoln’s Loft - Speakeasy Suite

Lincoln’s Loft - Speakeasy Suite
Lincoln
10.0 out of 10, Exceptional, (57 reviews)
"Great place to stay!"
United States
Kyle O.
The price is NZ$455
includes taxes & fees
15 Oct - 16 Oct
Lincoln’s Loft - Speakeasy Suite
A carpeted staircase with a handrail, a door with a number plate, and a light fixture on the ceiling.

2. "Living on the Wedge" A 3-bedroom house in Lincoln on Historic Route 66.

"Living on the Wedge" A 3-bedroom house in Lincoln on Historic Route 66.
Lincoln
10.0 out of 10, Exceptional, (1 review)
"The place was very clean and spacious. It is decorated Mid Century Modern. 2nd floor is the main floor.We loved the 3rd floor media room where many channels were available to watch/stream. Paddington Bear was watching atop his suit case. There is a half bath on 3rd floor if the need arises while watching shows.The bathrooms were cute. I meant to take pictures. The master bedrooms bathroom had a blue tub and cute pattern wall paper.We slept well.We were in town for our grandson's soccer...
United States
Carol S.
The price is NZ$651
includes taxes & fees
15 Oct - 16 Oct
"Living on the Wedge" A 3-bedroom house in Lincoln on Historic Route 66.
A cozy attic bedroom with a wooden sloped ceiling, a large window, a sofa, a TV, and a fireplace.

3. The Owls Perch: Cabin w/ Game Room & Pet Friendly

The Owls Perch: Cabin w/ Game Room & Pet Friendly
Pekin
9.4 out of 10, Exceptional, (32 reviews)
"Hosts were easy to get in touch with and prioritized accommodating us with our stay, we felt well taken care of. It’ll make you want to build an A-frame of your own!"
United States
Nora W.
The price is NZ$415
includes taxes & fees
22 Oct - 23 Oct
The Owls Perch: Cabin w/ Game Room & Pet Friendly
A living room with a brown leather sofa, a city-themed pillow, a kitchen with modern appliances, and a loft-style ceiling.

4. Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL

Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL
Lincoln
10.0 out of 10, Exceptional, (33 reviews)
"This property is perfect for our family, allowing us all to stay in the same place and relax!"
United States
Sean W.
The price is NZ$429
includes taxes & fees
18 Oct - 19 Oct
Lincoln’s Loft - Hawthorne Suite Downtown Lincoln, IL
A hallway with a wooden floor, a door on the right, and a window on the left. There is a plant on the floor and a table with decorative items in the center.

5. Suites #1

Suites #1
Pekin
9.8 out of 10, Exceptional, (11 reviews)
"We totally enjoyed our stay. There was plenty if room and the beds were comfy. "
United States
dianna s.
The price is NZ$374
includes taxes & fees
26 Oct - 27 Oct
Suites #1
A living room with a fireplace, a black sofa, a patterned rug, and a ceiling fan.

6. Pekin Cottage

Pekin Cottage
Pekin
9.2 out of 10, Wonderful, (23 reviews)
"Had a very pleasant stay."
United States
Bonnie G.
The price is NZ$399
includes taxes & fees
18 Oct - 19 Oct
Pekin Cottage
A modern living room with a sectional sofa, a coffee table, and a view of the kitchen area.

7. #304 Pekin · Pekin Pie à la Mode #304

#304 Pekin · Pekin Pie à la Mode #304
Pekin
9.2 out of 10, Wonderful, (27 reviews)
"Clean apartment that was well stocked for an extended stay"
United States
Albert S.
The price is NZ$295
includes taxes & fees
18 Oct - 19 Oct
#304 Pekin · Pekin Pie à la Mode #304
A modern living room with a sectional sofa, a round coffee table, and a lamp.

8. Rose 10½ · Pekin: Platform 10½ - Potterhead Special

Rose 10½ · Pekin: Platform 10½ - Potterhead Special
Pekin
9.6 out of 10, Exceptional, (57 reviews)
"Excellent stay!"
United States
Chad H.
The price is NZ$290
includes taxes & fees
9 Nov - 10 Nov
Rose 10½ · Pekin: Platform 10½ - Potterhead Special
A modern living room with a fireplace, a round coffee table, and a comfortable armchair.

9. Suburban Sanctuary: 3BD Perfect for Long Stays

Suburban Sanctuary: 3BD Perfect for Long Stays
Pekin
8.8 out of 10, Excellent, (3 reviews)
"The house is perfect! I could not have been any happier! We will definitely be staying here any time we come home to visit family!"
United States
Jody B.
The price is NZ$630
includes taxes & fees
14 Oct - 15 Oct
Suburban Sanctuary: 3BD Perfect for Long Stays
A modern living room with a grey sofa, a coffee table, and a patterned rug.

10. #308 Pekin · Pekin Pie à la Mode #308

#308 Pekin · Pekin Pie à la Mode #308
Pekin
9.8 out of 10, Exceptional, (33 reviews)
"The open floor planning with the kitchen and living room and dining were good. Air conditioning worked well. The bedroom curtains were good for a full night’s sleep. The location was excellent for walking downtown. The street work made driving tricky but host’s have no control over that."
United States
Adrian
The price is NZ$283
includes taxes & fees
27 Oct - 28 Oct
#308 Pekin · Pekin Pie à la Mode #308
A modern living room with a grey sofa, a round coffee table, and a white armchair. There is a small side table with a lamp and a framed quote on the wall.

11. #306 Pekin · Pekin Pie à la Mode #306

#306 Pekin · Pekin Pie à la Mode #306
Pekin
9.8 out of 10, Exceptional, (18 reviews)
"Nice place conveniently located. Easy check in and well equipped home. "
United States
Jack C.
The price is NZ$295
includes taxes & fees
14 Oct - 15 Oct
#306 Pekin · Pekin Pie à la Mode #306
A spacious living area with a blue sofa, a wooden coffee table, and a patterned rug.

12. Suites #3

Suites #3
Pekin
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful! Looked brand new! Very comfortable bed also!"
United States
Matt A.
The price is NZ$291
includes taxes & fees
21 Oct - 22 Oct
Suites #3
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Jose Hotel Reviews

Hampton Inn & Suites Pekin Peoria Area

Hampton Inn & Suites Pekin Peoria Area

10/10 Excellent
"Very nice stay."
Daniel 2-night trip
Posted 14 hours ago
Hampton Inn & Suites Pekin Peoria Area

Find out more about San Jose

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Jose holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Jose. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Jose. Seeing all the best attractions is bound to make you fall in love with San Jose. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Jose short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in San Jose?

Yes, there are holiday rentals close to the most popular sights in San Jose, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Jose has to offer?

Pekin Cottage: This holiday home rental outside of San Jose has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in San Jose?

While exploring the area, visit the sights like Lincoln Speedway, World's Largest Railsplitter Covered Wagon and Elks Driving Range.

What are holiday rentals like in San Jose?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Jose. Holiday rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.