
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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Garden Loft - Beautiful, Private, Country Setting!
We live on 14 beautiful acres with walking paths, groves of trees, a beautiful pond, and horses and cows all around us. During your stay, you will enjoy the quietness of the country, but quick easy access to town, Walmart is just 7 minutes away. The Loft is cozy with a wonderful view out every window. It is the perfect home base for your day trips to Yellowstone, the Teton Valley, Jackson Hole, Yellowstone Safari Park (1 min Away), Bear World, the St. Anthony Sand Dunes, or visiting BYU-Idaho.

Teton View Cabin: New Build + Stylish Design
Kick back and relax in this calm, stylish space. Teton View Cabin is our modern retreat in the heart of Teton Valley. Situated on 8 private acres with unobstructed views of the Teton Range. Choose your own adventure from our home base. Whether your preference is adventure sports at Targhee, dining out in Driggs, or curling up in the window seat or by the fire with a good book, you can do it here. Minutes from downtown Driggs for great restaurants/shopping yet secluded enough to escape it all.

Riverside Barn Getaway
Looking for a fun place to stay? Come relax in a cute little old Milk Barn right along side the Henry’s Fork of the Snake River. Wake up to the majestic sunrise over the Grand Tetons right out your window. The river is literally a stone’s throw from the barn. 15 Minutes away from the St. Anthony Sand dunes. Island Park(41 miles), Jackson Hole (77 miles), GTNP (79 miles) Yellowstone NP WEST Entrance(70 miles). Families are welcome to our little piece of heaven! Located on a quiet country road.

Couple's Cottage on the River
Cottage on the River is centrally located between West Yellowstone (62mi) and Grand Tetons National Park (87mi). The view & access to Fall River is second to none. The Cottage is complete with everything needed for a relaxing stay. Conveniently view wildlife from the deck (whitetail, bald eagles, ducks, etc.). Perfect location to enjoy fishing, hunting, snowmobiling, skiing, kayaking, boating, hiking, and so much more! NO EVENTS/PARTIES. NO SERVICE/EMOTIONAL SUPPORT ANIMALS- MEDICALLY EXEMPT

E-bikes and Sauna! Welcome to Mummford Sollys
Come join the fun of Teton Valley in this stylish space. Located just off of Ski Hill road, just 11 miles from Grand Targhee Ski Resort, and Jackson Hole WY just over the pass. This is the closest you can get to town but with the feel of country living! Look forward to a full kitchen, a washer and dryer, and coffee and chocolate. NOTE: neighboring construction throughout December of 2025-2026. The immediate cabin and yard will not have construction, however, immediate surrounding areas will.

Geodesic Dome | Summer Escape near Yellowstone
Peaceful Dome Stay on 3 Acres – Near Yellowstone & Tetons! Enjoy your time in this cozy 500sqft geodesic dome, set on 3 beautiful acres just outside Ashton, Idaho. • 55 minutes to Yellowstone (West Entrance) • 1 hr 15 min to Jackson & Grand Teton National Park • Stargaze, relax, and reconnect with nature It is on 3 acres; but there are lovely neighbors on both sides (not rental properties) We’re always working to improve this space—let us know how we can make your stay even better!

Home away from home. Great for any adventure!
This 2014 home will invite you to relax & enjoy the beauty of the Sand Dunes, West Yellowstone, Jackson Hole, and many more wonders around every corner with 3 bedrooms 2 baths it provides friends & family a great place to stay, relax and enjoy your stay. Also the grocery store is just blocks away & there is a running and bike trail that follows the Snake River. We also have a sandbar to swim in the river with a diving board but No Lifeguard. So come stay at YOUR Home Away From Home!

Modern Cabin Amazing Teton Views.
Kick back and relax in this calm, modern and stylish space. The home features a dramatic floor to ceiling fireplace for those chilly mountain evenings. You will enjoy the amazing view of the Teton Mountain Range out the 2 sliding glass doors. The living room has 2 cozy recliners and a sofa sleeper for relaxing and watching tv. Beautiful open concept Kitchen and eat in Dinning room for cooking in. The main and second bedroom feature queen bed and the living room has a sofa sleeper.

Tiny backyard cottage
Nestled equal distance from Yellowstone and Jackson Hole, you won’t find a better stop for your travel plans. In the summer, enjoy the world-famous St. Anthony Sand Dunes, Yellowstone and Grand Teton National Parks or use it as one stop on your motorcycle ride over the breathtaking Beartooth Pass to or from Red Lodge. In the winter, alpine ski destinations like Kelly Canyon and Grand Targhee are within an hours drive, and Jackson Hole Mountain Resort is not much farther.

Riverfront studio cabin sleeps 4
Welcome to the Fall River Hideaway! Come and enjoy this peaceful cabin right along the Fall River, with world class fishing and incredible views. This charming studio cabin has been completely renovated and is ready for you to come enjoy. Up to four people can enjoy this space with 1 king bed and two twin beds in the small loft. This cabin sits just off of our home and we are here to help make your stay more enjoyable. No smoking in the cabin or outside.

Country Cottage Guest Suite
This cozy 1 bdrm, 1 bath guest suite is attached to our family home but has a separate locked entrance and offers complete privacy. Our quiet country neighborhood is located in beautiful Idaho farmland. Enjoy jam from our garden and a stroll to the neighborhood lake. We're 15 min from BYU-Idaho, 1.5 hrs from Yellowstone NP, 1.5 hrs from Jackson and Grand Teton NP, 15 min from sand dunes and about 1 hr from Grand Targhee Ski Resort.

Riverfront house for perfect fishing and relax
Welcome to our beautiful rustic home, perfect for a peaceful and serene getaway for up to four guests. Nestled right on the acclaimed North Fork of the Henry's Fork of the Snake River, our property is a highly desired location for fly fishing enthusiasts, with over 400 feet of exceptional river frontage. Sit on our cozy balcony and enjoy the breathtaking views of the river and the soothing sounds of the water flowing by.
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Fall River Fish On

NEW Tiny Home with Loft Direct Dune Access

Country Nook

Cozy Teton View, Barnyard stay

Hangar 121-1, Near Yellowstone & Jackson Hole

Henry's Fork Townhome

Yellowstone Peaks Hotel•Sauna•Hot Tub•Fishing Pond

Retro A-Frame w/ Hot Tub, Perfect Couple's Getaway
Destinations to explore
- Salt Lake City Vacation rentals
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- West Yellowstone Vacation rentals
- Grand Teton National Park
- Grand Targhee Resort
- Old Faithful
- Yellowstone Bear World
- Jackson Hole Mountain Resort
- Mystic Falls
- Kelly Canyon Resort
- Harriman State Park
- Museum of Idaho
- Targhee National Forest
- Rexburg Rapids
- East Idaho Aquarium
- Smitty's Pancake & Steak House
- Henrys Lake State Park
- Japanese Friendship Garden





