Kingston Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Kingston holiday rentals

9.8 out of 10, Exceptional, (13)
"Had everything we needed & then some! So cozy & charming, perfect for my weekend trip!"
United States
Mia E.
The price is AU$327
includes taxes & fees
22 Dec - 23 Dec
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
10.0 out of 10, Exceptional, (1)
"Cant see what I am typing!!!!"
United States
Michael J.
The price is AU$248
includes taxes & fees
21 Dec - 22 Dec
Pool. Free Breakfast. Near Midway Village Museum!
2.0 star property
10.0 out of 10, Exceptional, (3)
"Diego went above and beyond to make sure we had a wonderful stay. Everything we needed was provided and then some! The house is beautiful and the beds are so comfortable! We would definitely stay again. "
United States
Christy H.
The price is AU$506
includes taxes & fees
18 Dec - 19 Dec
Modern Country Escape - 5 Min to NIU
9.8 out of 10, Exceptional, (18)
"Our stay was wonderful and was exactly as described. Able to walk into town and the games were a lot of fun."
United States
Christine C.
The price is AU$451
includes taxes & fees
21 Dec - 22 Dec
The Main Event Game House on the Huntley Square!
9.0 out of 10, Wonderful, (6)
"Very cozy and spacious. Would recommend staying here. Would like to stay again if available in the future. "
United States
Noel
Charming 3-bedroom house with WiFi, AC in amazing Rockford
10.0 out of 10, Exceptional, (2)
"Beautiful house! Worked out perfectly for our stop over on our road trip. Thank you"
United States
Jessie F.
The price is AU$244
includes taxes & fees
18 Dec - 19 Dec
Pet & Family Friendly, Quiet, Near Hwy 39 & 88, Sleeps 7, Remodled, Superhost
9.2 out of 10, Wonderful, (15)
"Great Host very professional "
United States
Tyrese B.
The price is AU$511
includes taxes & fees
18 Dec - 19 Dec
King bed+Deck+Fenced back yard+Pets welcome!
9.4 out of 10, Exceptional, (24)
"Was a great location for the im event "
United States
Sue N.
The price is AU$527
includes taxes & fees
7 Jan - 8 Jan 2026
NEW! Family-friendly cabin-style home w/ gameroom + gym
2.0 star property
9.6 out of 10, Exceptional, (9)
"We enjoyed a very nice stay. The kitchen was easy to work in and we enjoyed preparing and eating meals together. The accommodations overall were very nice and well kept. This location is walking distance to down town Cherry Valley. We would definitely book and stay hear again. "
United States
James M.
The price is AU$1,070
includes taxes & fees
29 Dec - 30 Dec
Cherry Valley Cabin: Hot Tub+Sauna+Scenic Riverfront
10.0 out of 10, Exceptional, (5)
"Quick Business Trip great please to unwind when the day was over"
United States
Greg F.
The price is AU$1,076
includes taxes & fees
22 Dec - 23 Dec
Golfer's Retreat *hot tub* *arcade* *spa*
The price is AU$240
includes taxes & fees
21 Dec - 22 Dec
King Suite. Pool. Free Breakfast. Great for Business Travelers!
10.0 out of 10, Exceptional, (163)
"We had a fantastic stay! Eight of us stayed at the house for the weekend and we had additional guests over one day to celebrate grandmas 88th birthday! The kids loved the arcade games and popcorn machine and the adults made use of the numerous patio spaces outdoors. "
United States
Allie M.
The price is AU$808
includes taxes & fees
29 Dec - 30 Dec
Hidden Gem SLEEPS 10+! Children & Pets welcomed!
9.8 out of 10, Exceptional, (29)
"We had a great experience at this Beautiful property. The host was great with communication and everything was as expected and then some."
United States
Barbie W.
The price is AU$1,789
includes taxes & fees
18 Dec - 19 Dec
The Mulford Complex Private Estate with Pool & Hot Tub
10.0 out of 10, Exceptional, (55)
"We met with some family from wisconsin and spent the weekend. All of the amenities were perfect and kept the kids busy."
United States
Raymond H.
Entertainment Oasis Indoor Pool Spa Arcade Theatre
The price is AU$980
includes taxes & fees
18 Dec - 19 Dec
Charming 3-bedroom house with in home theater and gorgeous sunroom in Rockford.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kingston Hotel Reviews

Find out more about Kingston

Everything you need to know about Kingston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kingston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kingston holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kingston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kingston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kingston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kingston holiday rentals we have selected for you start as low as AU$240 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kingston rentals

At Expedia, we put the best Kingston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kingston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kingston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kingston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Kingston?

Yes, there are holiday rentals close to the most popular sights in Kingston, 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 Kingston has to offer?

The Mulford Complex Private Estate with Pool & Hot Tub : This holiday home rental outside of Kingston is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Kingston?

Explore the area and family-friendly sights such as Hurricane Harbor Rockford, or get out into nature at a spot like Kishwaukee River Forest Preserve. Kishwaukee Valley Heritage Museum and Northern Illinois University are a couple of places you'll find in the wider area.

What are holiday rentals like in Kingston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kingston. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip.