Holiday houses in Chester

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Top-rated holiday rentals in Chester

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Top Guest favourite
A charming log cabin is set on a well-maintained grassy area, surrounded by trees. The structure features a single door and large windows, with a bench positioned on the concrete patio. Clear skies complement the inviting outdoor setting.
Guesthouse in Chester
5 out of 5 average rating, 200 reviews

Riverfront studio cabin sleeps 4

Welcome to the Fall River Hideaway! Come 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 enjoy. Up to four people can reside in 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. No pets, we do have our own animals on site.

Top Guest favourite
The modern cabin is framed by lush greenery, showcasing wooden siding and large windows. The Teton Range rises majestically in the background, reflecting soft hues of purple and pink during sunset.
Home in Driggs
4.99 out of 5 average rating, 156 reviews

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.

Top Guest favourite
The interior features a spacious, open layout with whitewashed walls and wood accents. A gray sofa is positioned near a large window, providing natural light. A loft area above, accessed by a wooden railing, overlooks the living space and kitchen, enhancing the sense of openness.
Barn in Saint Anthony
4.97 out of 5 average rating, 76 reviews

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.

Superhost
A modern farmhouse exterior is presented, featuring a striking black façade with wooden accents. It includes a two-car garage and a main entrance highlighted by a wooden door. The surrounding landscape consists of open fields under a clear sky.
Home in Saint Anthony
4.87 out of 5 average rating, 75 reviews

Teton View Home Near Yellowstone (2 Units)

PLEASE NOTE: This is a shared property. The main home is attached to a separate studio rental unit. Each unit has its own private entrance and separate living spaces, but the driveway is shared. Escape to this newly built 3-bedroom, 2-bath modern farmhouse. Located on remote country dirt roads, offering a view of the Tetons and Sand Dunes. The studio shares a wall with the main home, and quiet hours begin at 10:00 PM. Traveling with a larger group? Ask about renting the attached studio too.

Superhost
Home in Ashton
5 out of 5 average rating, 4 reviews

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

Guest favourite
A rustic cabin is featured with a wooden deck that includes seating options, a grill, and potted plants. Double doors at the front invite guests in, while picturesque mountain views are seen in the background under a colorful sunset sky.
Cabin in Driggs
4.88 out of 5 average rating, 220 reviews

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.

Top Guest favourite
Farm stay in Rexburg
5 out of 5 average rating, 220 reviews

LittleWoods Lodge + Private Forest & Hot Tub

Relax and unwind in the trees---The Littlewoods Lodge in Rexburg is the perfect blend of modern and stylish surroundings. Nestled in your own private forest, you are close to town and various attractions (easy access from hwy 20, right on Yellowstone Bear World Road). The outdoor space boasts a fire pit, wood benches, picnic area, gas grill, edison lights, and hot tub. Newly constructed modern lodge has soaring ceilings with 2 bedrooms, stone fireplace, walk-in shower, and stocked kitchen.

Guest favourite
A spacious bed is positioned against a wooden accent wall, featuring warm orange bedding and decorative pillows. Soft light is provided by wall-mounted lamps. A ladder leads to the loft area, while a small heater is visible nearby, enhancing comfort.
Dome in Ashton
4.97 out of 5 average rating, 114 reviews

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!

Top Guest favourite
A modern house is displayed with a white exterior accented by black trim. Large glass doors provide natural light to the interior. A picnic table is positioned on the concrete patio, surrounded by open farmland and under a clear blue sky.
Chalet in Ashton
4.95 out of 5 average rating, 132 reviews

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.

Top Guest favourite
A compact cottage is displayed, featuring light grey siding and a white door. A large window allows natural light to enter, while power lines and a wooden fence are visible in the background. Gravel surrounds the entrance, providing an inviting access point.
Tiny home in Saint Anthony
4.94 out of 5 average rating, 216 reviews

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.

Guest favourite
Barn in Saint Anthony
4.97 out of 5 average rating, 39 reviews

The Teton Hideaway

Welcome to Teton Hideaway, Your Peaceful Countryside Escape with Teton Views. Step into a blend of rustic elegance and modern comfort with country charm. Nestled in the heart of the countryside, this beautifully crafted barn offers a cozy retreat where you can unwind, relax, and reconnect with nature. Stunning Teton and farm views. Close to incredible fishing, river floats, wildlife, Yellowstone, Jackson Hole, Grand Targhee, and more—endless adventure, scenic drives.

Top Guest favourite
A warm living area features wood paneling and a ceiling fan, with large windows providing natural light. A comfortable sofa and coffee table are positioned to enjoy views from the deck, while kitchen elements, including a sink, are nearby.
Apartment in Ashton
4.94 out of 5 average rating, 265 reviews

Osprey Landing: River View, Gateway to the Parks

Located directly above the Snake River on the Henry’s Fork, enjoy the sunset and watch the eagles and ospreys play on your own private deck. Wake up to the sun rising over the Teton Mountains just an hour away or take a quick drive (by Western standards) to Yellowstone National Park, Mesa Falls or the St. Anthony Sand Dunes. Walk down the lane to the river and enjoy some of the best fishing in the country.

Popular amenities for Chester holiday rentals