Chester Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Nov 10 - Nov 11
Tomorrow
Nov 11 - Nov 12
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Vacation Rentals in Chester

Exterior detail
Great northern bed and breakfast

Great northern bed and breakfast

Chester
9.8 out of 10, Exceptional, (9)
"This is a great little location and we were so happy to find a place to stay in Chester. We will definitely stay here again and make sure to tell others coming through the area about it if they need a place to stay. Accommodations were great and exactly what we needed for this trip."
United States
Nicole P.
$216 nightly
The price is $233
Nov 15 - Nov 16
Total with taxes and fees
Great northern bed and breakfast
Interior
The Westland Suite - Historic Lodging, Contemporary Comforts

The Westland Suite - Historic Lodging, Contemporary Comforts

Chester
10.0 out of 10, Exceptional, (14)
"Westland Suite was charming and fit our needs perfectly. Four adults and two teenagers stayed and all were very comfortable. "
United States
Jacquie B.
$215 nightly
The price is $232
Nov 14 - Nov 15
Total with taxes and fees
The Westland Suite - Historic Lodging, Contemporary Comforts
Property grounds
The Homestead - 3 bedroom House in the Heart of Chester

The Homestead - 3 bedroom House in the Heart of Chester

Chester
10.0 out of 10, Exceptional, (23)
"Overnight stay. Fishing trip. Great place to.stay! Will come back."
United States
Dawn G.
$215 nightly
The price is $232
Nov 24 - Nov 25
Total with taxes and fees
The Homestead - 3 bedroom House in the Heart of Chester
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

The Westland Suite - Historic Lodging, Contemporary Comforts

The Westland Suite - Historic Lodging, Contemporary Comforts

10/10 Excellent
"Westland Suite was charming and fit our needs perfectly. Four adults and two teenagers stayed and all were very comfortable. "
Jacquie B. 2-night trip
Posted 5 months ago
The Westland Suite - Historic Lodging, Contemporary Comforts

Find out more about Chester

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $232 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Chester?

Yes, there are vacation rentals near popular points of interest in Chester, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Chester?

The Homestead - 3 bedroom House in the Heart of Chester: Visitors like this Chester vacation home rental. It is located in a rural location and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Our travelers also rate Great northern bed and breakfast as a favorite home for rent in Chester.

What are vacation rentals like in Chester?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Chester. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for small groups.