Chester Vacation Rentals from $106: Search Short-Term Rentals

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Vacation Rentals in Chester

Fridge, microwave, stovetop, coffee/tea maker

"We had a wonderful weekend getting away from the city at WestStay. The house was very charming and had everything we needed! "

$107 nightly

Jul 6 - Jul 7

Total includes taxes and fees

$288 nightly

Jun 30 - Jul 1

Total includes taxes and fees

$535 nightly

Jun 30 - Jul 1

Total includes taxes and fees

"everything smooth, good communication"

$212 nightly

Jun 30 - Jul 1

Total includes taxes and fees

"This house was perfect! It has everything you would need for your stay and was so cute plus a great location! The host was super accommodating and went above and beyond. We will definitely be back! "

$322 nightly

Jul 24 - Jul 25

Total includes taxes and fees

$197 nightly

Jun 30 - Jul 1

Total includes taxes and fees

"Small, quaint and perfect place for a small getaway. "

$112 nightly

Jun 30 - Jul 1

Total includes taxes and fees

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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 $106 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.

Recent reviews of Chester properties

Bella Spiaggia! Long range big water views and SANDY BEACH front property!!

5/5 Excellent

Family Vacation

"This place is amazing! It has been very well thought out. Not only is it a beautiful home, but it’s well stocked with all you need. If you are looking for a place that you can land at and not leave for the duration of your stay, this is the one. We absolutely loved the garage set up. The view to our right was the lake, the left were the deer grazing in the yard, and in front of us was the perfect size tv to watch LSU baseball! This “breezeway” setup allows the breeze to blow through while hanging out in the garage playing cornhole, grilling and visiting. The comfy beds, furniture on the inside and out, ample supply of bath towels so you aren’t washing constantly while you’re on vacay, the additional refrigerator in the garage, the beach area, and thorough communication with the owners made our stay top notch! We had 4 couples and all said numerous times how pleased we were and all want to return! "

A verified traveler stayed at Bella Spiaggia! Long range big water views and SANDY BEACH front property!!

Posted 5 days ago

Cozy Cabin on Lake Sam Rayburn w/waterfront access

5/5 Excellent

Dee and Kasie Senegal

"Yall!!! When i tell you that the cabin was soo cute and CLEAN i really mean it!!! The second we turned off the hwy i immediately felt relaxed. The drive to the cabin was beautiful. I was a little worried about dirt road because i drive a small car but the roads are very well maintained. Even after the rain we had no problems. ( ms becky had already reassured me) we rented the canoe, caught some brim, bass, and catfish. my husband mostly. Because i was laid up in that comfy bed watching the wonderful assortment of dvds. I could go on and on about my stay and how much i enjoyed it. Thank you ms becky!!!! Yall go check it out!!!"

A verified traveler stayed at Cozy Cabin on Lake Sam Rayburn w/waterfront access

Posted 10 days ago

The Lodge at Sam Rayburn: Cassels Boykin Fishermen's Retreat

5/5 Excellent

Family Reunion Great Stay!

"The Lodge was super spacious and very clean. The kitchen is stocked with all the things you need for cooking. Courtney was very accommodating and very easy to get in touch with. Easy access to Boat launch/lake. We are planning to go back in the fall!! "

A verified traveler stayed at The Lodge at Sam Rayburn: Cassels Boykin Fishermen's Retreat

Posted 2 weeks ago

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Frequently asked questions

Are there vacation rentals in Chester?

Yes, you can find vacation rentals close to popular points of interest in Chester, or you can go with a more secluded option if you're looking for relaxation.

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

Cozy 1-bedroom house with WiFi and AC in charming Livingston: You might want to consider this vacation home rental near Chester, which is in the city center and equipped with air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a microwave and kitchenware can make your vacation run smoothly.

What’s there to see and do in Chester?

While exploring the area, visit the sights like Naskila Gaming, Sturrock Cemetery, and Allan Shivers Library and Museum. In the larger area, you’ll also find First Baptist Church.

What’s a vacation rental in Chester like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Chester. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip.

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Chester Vacation Rentals

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Vacation Rentals in Chester

TheWestStay 2.0 Cozy cabin with WiFi and AC in Zavalla 4 miles to the boat ramp

Kayak, fishing, boat, swimming, Go kart, Naskila casino

Forest House

Charming home with wooden porch, streaming, washer/dryer, AC

The Crown Jewel is a cozy home with many gorgeous features and cozy aspects.

Impressive, brand new 3-bedroom 2-bath house in Lufkin

Cozy 1-bedroom house with WiFi and AC in charming Livingston

Find out more about Chester

Recent reviews of Chester properties

Bella Spiaggia! Long range big water views and SANDY BEACH front property!!

Eagles Point! Incredible Private Waterfront 3.5 acres. Long range water views!

Best Western Plus Crown Colony Inn & Suites

Quality Inn & Suites Lufkin

Holiday Inn Express & Suites Lufkin South by IHG

Cozy Cabin on Lake Sam Rayburn w/waterfront access

The Stagecoach Inn of Woodville

The Lodge at Sam Rayburn: Cassels Boykin Fishermen's Retreat

Quiet country rustic cabin.

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Frequently asked questions