Chester 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

Next weekend
In two weeks

Holiday Rentals in Chester

Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6.
9.8 out of 10, Exceptional, (20)
"Newly remodeled kitchen and plenty of parking I. The backyard. Best place to stay in wanoka. Host is amazing and goes above and beyond. "
United States
Brian H.
The price is AU$588
includes taxes & fees
4 Nov - 5 Nov
Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6.
The Ash Street Stables Villas
10.0 out of 10, Exceptional, (7)
"This is the best place to stay in the entire town. We were definitely impressed with everything. If you are looking for a place to stay this is definitely the best place! "
United States
Brian R.
The price is AU$2,299
includes taxes & fees
24 Nov - 25 Nov
The Ash Street Stables Villas
Escape to Waynoka: Your Ultimate 4-Bedroom Retreat Near Little Sahara State Park
10.0 out of 10, Exceptional, (6)
"The house is in a great location. Close to access road to the dunes. Plenty of parking."
United States
Jim V.
Escape to Waynoka: Your Ultimate 4-Bedroom Retreat Near Little Sahara State Park
The Ash Street Stables Villas
9.6 out of 10, Exceptional, (14)
"Great location, plenty of room for trailers and property is well kept. Will for sure book it again for next stay at the dunes."
United States
Tyler H.
The price is AU$1,026
includes taxes & fees
26 Oct - 27 Oct
The Ash Street Stables Villas
Red Barn close to lake
10.0 out of 10, Exceptional, (1)
"Relaxing!!!"
United States
Roy M.
Red Barn close to lake
Just Dune It - East
9.8 out of 10, Exceptional, (50)
"Great place...very clean, great parking, great dune access. Wonderful hosts! Will definitely stay again!"
United States
Mark Y.
Just Dune It - East
Waynoka Lil' Lodge One
9.6 out of 10, Exceptional, (18)
"Cabin was very good, outside patio was very nice. Very easy to get to trails from property, only downside was the close proximity to train tracks but after first night we didn’t really notice it that much."
United States
Dennis
Waynoka Lil' Lodge One
Casual Comfort for Duners, Hunters, and Normal Folks
10.0 out of 10, Exceptional, (40)
"Enjoyed our stay here. It’s cozy, clean, and conveniently located! We will be back!"
United States
Karly W.
The price is AU$385
includes taxes & fees
1 Nov - 2 Nov
Casual Comfort for Duners, Hunters, and Normal Folks
Just Dune It - West
10.0 out of 10, Exceptional, (46)
"Great place to stay"
United States
John M.
Just Dune It - West
Fun Cabin in the Woods
9.6 out of 10, Exceptional, (4)
"Nice place well stocked. Loved the outdoor area. "
United States
bart b.
Fun Cabin in the Woods
COZY CANTON GETAWAY 3 Bedroom/2 Bath Near Canton Lake With Extra Parking!
9.4 out of 10, Exceptional, (3)
"Very nice accommodation Clean with plenty of room.Close to Roman Nose state park and Canton Lake.Overall great place to stay."
United States
Dean N.
COZY CANTON GETAWAY 3 Bedroom/2 Bath Near Canton Lake With Extra Parking!
Sunshine Farm & Barn, Silo-Top Gazing Deck, Hammock Hub
10.0 out of 10, Exceptional, (6)
"This was our second time to stay. It was just as perfect as the first. Met and exceeded all our needs. We will definitely book again."
United States
Kathy A.
Sunshine Farm & Barn, Silo-Top Gazing Deck, Hammock Hub
Spacious Lake Retreat 3BR Home Near Canton Lake w/ Huge Living Room Boat Parking
10.0 out of 10, Exceptional, (1)
"Had a very nice stay home is nicely done had. Everything we needed very quite neberhood short drive too lake"
United States
mike b.
Spacious Lake Retreat 3BR Home Near Canton Lake w/ Huge Living Room Boat Parking
Family Friendly Site With 24 Hour Access to Dunes
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and had everything we needed. Ample parking for your trailer and buggies. Direct access to the dunes! Friendly little town. Owners were friendly and will definitely stay there again next time! "
United States
Amber
Family Friendly Site With 24 Hour Access to Dunes
Waynoka Lil' Lodge Two
10.0 out of 10, Exceptional, (25)
"Took the Razr to little Sahara for four days. KYs property was absolutely perfect for the stay. Close to the park. Riding trails everywhere. Close to town for jaunts in for groceries and burgers. We will definitely be staying there again. Great host and great property "
United States
L. Craig T.
Waynoka Lil' Lodge Two
IV Rozes Ranch Charming 3-bedroom country house with AC and WiFi in Longdale.
10.0 out of 10, Exceptional, (2)
"Bryon is a great host and has a great place for you to stay if you’re looking for somewhere in the Canton/Longdale area. We had 5 in our group and had more than enough room. Bryon’s place has all the amenities as if you were at your own home. There is a great back porch area and large living room with a pool table and multiple couches for everyone to hang out. Bryon was very easy to get ahold of and very helpful with whatever questions I had."
United States
Michael W.
IV Rozes Ranch Charming 3-bedroom country house with AC and WiFi in Longdale.
The Gifted Stay @ Seiling - 3BR/2BA In The Heart of Western Oklahoma!
The Gifted Stay @ Seiling - 3BR/2BA In The Heart of Western Oklahoma!
Hoot Owl Cabin: weekly discount $$ available!
Hoot Owl Cabin: weekly discount $$ available!
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 Chester Hotel Reviews

Find out more about Chester

Everything you need to know about Chester 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 Chester 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 Chester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. 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 Chester 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 Chester holiday rentals we have selected for you start as low as AU$385 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester 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 Chester 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 Chester 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 Chester. 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

Can I find holiday rentals in Chester?

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

Nancy Mae’s Cottage your home away from home, it’s all you need. Sleeps 6. : This holiday home rental outside of Chester offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

What are holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.