Chester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Chester vacation rentals

A wooden log cabin with a wooden porch, a bench, and a door.

1. Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone

Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone
Chester
9.8 out of 10, Exceptional, (43 reviews)
"This property is a gem. Quiet and peaceful after a busy day. The cabin is clean and has everything we needed for our two night stay. We will definitely remember this space for future visits."
United States
Ruth K.
$228 nightly
The price is $245
Nov 6 - Nov 7
Total with taxes and fees
Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone
A cozy cabin interior with a stone fireplace, wooden walls, a comfortable sofa, and a bar area.

2. River View Red Barndominium

River View Red Barndominium
Chester
10.0 out of 10, Exceptional, (1 review)
"Pretty property with great access."
United States
Trice M.
$343 nightly
The price is $343
Nov 6 - Nov 7
Total with taxes and fees
River View Red Barndominium
A wooden room with a bed, a green-framed window, a small table, and framed pictures on the walls.

3. Cozy River View Cabin Near Yellowstone

Cozy River View Cabin Near Yellowstone
Chester
$169 nightly
The price is $169
Nov 6 - Nov 7
Total with taxes and fees
Cozy River View Cabin Near Yellowstone
A living room with a glass coffee table, a black leather sofa, a red pillow, a world map on the wall, and a clock.

4. Kingston East

Kingston East
3.5 star property
Rexburg
9.2 out of 10, Wonderful, (26 reviews)
"Beds were comfortable, room was clean, breakfast was well stocked although limited options. Would stay here again."
United States
Melisa
$209 nightly
The price is $226
Dec 6 - Dec 7
Total with taxes and fees
Kingston East
A living room with a black leather sofa, a recliner, and a wooden ceiling. There are two wall-mounted lamps and a framed picture on the wall.

5. Cordingleys' Cozy Cottage Near Island Park, West Yellowstone, and Jackson WY

Cordingleys' Cozy Cottage Near Island Park, West Yellowstone, and Jackson WY
Ashton
10.0 out of 10, Exceptional, (91 reviews)
"Clean room friendly host family friendly"
United States
Maria
$214 nightly
The price is $230
Nov 9 - Nov 10
Total with taxes and fees
Cordingleys' Cozy Cottage Near Island Park, West Yellowstone, and Jackson WY
A room with a sliding glass door leading to a balcony, a cushioned bench, and a door with a handle.

6. Fabulous Guest House with Swimming Pond and Gazebo - Near Rexburg

Fabulous Guest House with Swimming Pond and Gazebo - Near Rexburg
Saint Anthony (South Fremont County; Wilford area)
10.0 out of 10, Exceptional, (146 reviews)
"Enjoyed our stay."
United States
Anonymous traveler
$286 nightly
The price is $307
Nov 6 - Nov 7
Total with taxes and fees
Fabulous Guest House with Swimming Pond and Gazebo - Near Rexburg
A kitchen with white cabinets, a granite countertop, a refrigerator, and a coffee maker.

7. Charming Home near Yellowstone & Grand Teton NP

Charming Home near Yellowstone & Grand Teton NP
Ashton
10.0 out of 10, Exceptional, (20 reviews)
"Very nice house for your stay. Convenient location, and host was very nice and fast with any questions. I would highly recommend this place for any stay in the area."
United States
Shawn
$209 nightly
The price is $225
Nov 6 - Nov 7
Total with taxes and fees
Charming Home near Yellowstone & Grand Teton NP
A two-story house with a stone foundation, a blue and white exterior, and a front porch with a stone column.

8. Pristine townhome in Saint Anthony

Pristine townhome in Saint Anthony
Saint Anthony
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful home, accurate description, nicely located, and great communication from host."
United States
Erica
$283 nightly
The price is $304
Nov 8 - Nov 9
Total with taxes and fees
Pristine townhome in Saint Anthony
A house with a brick exterior, a porch, and a flag.

9. Cozy Escape close to Yellowstone & Grand Teton NP, BYUI, River Beach sleeps 9

Cozy Escape close to Yellowstone & Grand Teton NP, BYUI, River Beach sleeps 9
St Anthony
6.8 out of 10, (5 reviews)
"needs air conditioning down stairs but overall great "
United States
Toni J.
$185 nightly
The price is $199
Nov 9 - Nov 10
Total with taxes and fees
Cozy Escape close to Yellowstone & Grand Teton NP, BYUI, River Beach sleeps 9
A wooden deck with chairs and a table overlooking a river.

10. Eagles Landing River View Near Yellowstone

Eagles Landing River View Near Yellowstone
Fremont County
8.8 out of 10, Excellent, (3 reviews)
"We had a great stay in Ashton, Idaho. We were close to so many places (Yellowstone, Island Park, Mesa Falls, etc) The room was exactly what we needed in size and it accommodated our needs. I forgot my blow dryer and they had one there to use. Plenty of kitchen items, we loved the size of the fridge, and very comfortable bed. We would definitely go there again. Thanks Kevin!"
United States
Jamie A.
$188 nightly
The price is $188
Nov 6 - Nov 7
Total with taxes and fees
Eagles Landing River View Near Yellowstone
A spacious living area with a sofa, coffee table, and a dining area with chairs.

11. Henry`s Fork Suites Suite Two

Henry`s Fork Suites Suite Two
Saint Anthony
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property right on the Snake River with easy access to countless recreational activities. The setting is beautiful, with peaceful river views and a relaxing atmosphere. The home was exceptionally clean, well-maintained, and equipped with everything we needed for a comfortable stay. The location was perfect for enjoying the area's outdoor activities while still being conveniently close to restaurants, shopping, and other attractions. The hosts were extremely helpful, responsive, and...
United States
joseph
$244 nightly
The price is $244
Nov 8 - Nov 9
Total with taxes and fees
Henry`s Fork Suites Suite Two
A living room with a sectional sofa, a small ottoman, a floor lamp, a potted plant, and a window with blinds.

12. Historic Riverside Hotel Suite 101

Historic Riverside Hotel Suite 101
Saint Anthony
9.6 out of 10, Exceptional, (5 reviews)
"Very roomy, clean and the owners were very helpful with any questions or requests. Will definitely stay again"
United States
Margaret
$276 nightly
The price is $276
Nov 6 - Nov 7
Total with taxes and fees
Historic Riverside Hotel Suite 101
1.f10

13. Comfortable cabin rentals at the crossroads of Yellowstone and Jackson Hole

Comfortable cabin rentals at the crossroads of Yellowstone and Jackson Hole
Ashton
9.8 out of 10, Exceptional, (16 reviews)
"Very nice place. Good for big group!"
United States
Sarah
$381 nightly
The price is $409
Nov 6 - Nov 7
Total with taxes and fees
Comfortable cabin rentals at the crossroads of Yellowstone and Jackson Hole
A lodge with a wooden deck, a covered entrance, and a fenced driveway.

14. Cozy Waterfront Retreat with Hot Tub in St. Anthony

Cozy Waterfront Retreat with Hot Tub in St. Anthony
Saint Anthony
8.0 out of 10, Very good, (1 review)
$363 nightly
The price is $391
Nov 10 - Nov 11
Total with taxes and fees
Cozy Waterfront Retreat with Hot Tub in St. Anthony
A cozy bedroom with a wooden bed frame, a bedside table with a lamp, a wall clock, and a small shelf with decorative items.

15. A Historic Movie Theater Reborn as an Airbnb, Escape Room, Cafe & Crystal Haven!

A Historic Movie Theater Reborn as an Airbnb, Escape Room, Cafe & Crystal Haven!
Saint Anthony
6.8 out of 10, (3 reviews)
"Such a cool property! We brought our 4 teenage to adult children to do the escape room in the basement and it did not disappoint! Their is simply no other escape room that can compare due to the unique old theatre that it came from! The room and kitchen were quaint and cozy. Thank you for a great experience!"
United States
Cindi A.
$152 nightly
The price is $163
Nov 6 - Nov 7
Total with taxes and fees
A Historic Movie Theater Reborn as an Airbnb, Escape Room, Cafe & Crystal Haven!
1.f10

16. Ashton Historic Log Cabin 9

Ashton Historic Log Cabin 9
Ashton
9.4 out of 10, Exceptional, (14 reviews)
"We loved this cozy cabin and the small town of Ashton!"
United States
Emma O.
$141 nightly
The price is $151
Nov 9 - Nov 10
Total with taxes and fees
Ashton Historic Log Cabin 9
A two-story house with a garage, stone foundation, and wooden siding.

17. Peaceful 2-bedroom apartment with AC in charming Sugar City

Peaceful 2-bedroom apartment with AC in charming Sugar City
Sugar City
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful place! So cute, had everything we needed and was spotlessly clean."
United States
Jessica B.
$218 nightly
The price is $234
Nov 16 - Nov 17
Total with taxes and fees
Peaceful 2-bedroom apartment with AC in charming Sugar City
A modern two-story house with a garage, a driveway, and a well-lit entrance.

18. Ashton Escape - Newly built townhome near Yellowstone/Grand Tetons/Island Park

Ashton Escape - Newly built townhome near Yellowstone/Grand Tetons/Island Park
Ashton
9.6 out of 10, Exceptional, (4 reviews)
"We loved our stay. It was so beautiful!"
United States
Misty B.
$239 nightly
The price is $256
Nov 6 - Nov 7
Total with taxes and fees
Ashton Escape - Newly built townhome near Yellowstone/Grand Tetons/Island Park
A cozy cabin interior with a wooden ceiling, a large TV mounted on a wall, a dining area with a table and chairs, a sofa with a cushion, and a kitchen area with a grill.

19. Rustic Trails Near Yellowstone

Rustic Trails Near Yellowstone
Fremont County
$307 nightly
The price is $307
Nov 6 - Nov 7
Total with taxes and fees
Rustic Trails Near Yellowstone
A modern kitchen with wooden cabinets, stainless steel appliances, and a bar stool seating area.

20. Henry`s Fork Suites Suite One

Henry`s Fork Suites Suite One
Saint Anthony
$244 nightly
The price is $244
Nov 8 - Nov 9
Total with taxes and fees
Henry`s Fork Suites Suite One
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 Chester Hotel Reviews

A modern kitchen with wooden flooring, white cabinets, and a dining area with round tables and chairs.
Henry's Fork Inn

Henry's Fork Inn

Henry's Fork Inn
St. Anthony

10/10 Excellent

We've stayed there a few times while skiing at Grand Targhee and it's a great little motel. The extra large TV was fantastic for watching the Superbowl!
United States
Dane
Reviewed February 19, 2024
Henry's Fork Inn

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 $225 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.

Frequently Asked Questions

Can I find vacation rentals in Chester?

Yes, we offer vacation rentals close to the most popular attractions in Chester, or you can select a more secluded option if you want a relaxing place to stay. Chester is known for its restaurants.

What are some of the best vacation rentals in Chester?

Spring Shores Lodge | Luxury Mtn Estate, Sleeps 40, Private Lake & More!: Visitors like this Chester vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Chester?

Choose from 3 Expedia vacation rentals in Chester for a memorable vacation.

What can I see and do in Chester?

Explore the area and family-friendly sights such as Rexburg Rapids, or get out into nature at a spot like Mesa Falls. Brigham Young University and Mesa Fall Scenic Area Upper Falls are a couple of places you'll find in the larger area.

What are vacation rentals like in Chester?

Vacation rentals are private properties you can book for several days or more in Chester. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

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