Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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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
5 out of 5 average rating, 141 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 living area features a plush black sofa and a matching recliner, arranged on a soft area rug. Natural light enters through the window, highlighting the wooden paneling and framed landscape artwork on the walls.
Flat in Ashton
4.95 out of 5 average rating, 230 reviews

Cordingleys' Cozy Cottage

The Cordingley Cabin is located just before the quaint town of Ashton, Idaho. Located within a mile is a grocery store, gas station, Dollar Store, multiple restaurants, and much more. The cottage has a rustic cabin feel with a spacious layout with room for one to five guests. Accommodations include a fully setup kitchen, WI-FI, Hulu, and Dish Network. The cottage is located 25 miles from Island Park, 55 miles from West Yellowstone, and 60 miles from Jackson Hole Wyoming. Kayak rentals next door.

Top guest favourite
The cabin is seen blanketed in fresh snow, with a cozy exterior lit by warm lighting. A sloped roof extends over a wide porch, enhancing the inviting appearance. Surrounding the cabin, the tranquil landscape is covered in white, creating a serene winter scene.
Cabin in Teton County
4.92 out of 5 average rating, 144 reviews

Serene Irene's near Yellowstone, Teton and Targhee

Our place is close to Yellow Stone and Grand Teton National parks and Targhee National Forest. Our place is good for couples, families and furry friends (pets)! Best Teton view in the Valley! Dear Friends: We would like to welcome you to Idaho and “Serene Irene’s” cabin. We are pleased you have chosen to spend your soon to be amazing vacation at our family owned cabin! We are here to help make your memories of the Grand National parks something that you can reflect upon for years to come!

Top guest favourite
The modern lodge features a dark exterior with large windows and a stone fireplace at the front. A spacious wooden deck extends from the entrance, providing a welcoming entryway. Surrounding trees frame the lodge, enhancing the natural setting.
Farm stay in Rexburg
5 out of 5 average rating, 190 reviews

LittleWoods Lodge+Cozy 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.

Top guest favourite
A newly built cabin is nestled among snow-covered trees, surrounded by a serene winter landscape. The cabin features large windows that reflect the tranquil ambiance of the surroundings. Snow blankets the ground, enhancing the peaceful atmosphere of this secluded setting.
Cabin in Victor
4.98 out of 5 average rating, 188 reviews

Cabin on the Creek

This peaceful and centrally-located cabin is built with repurposed materials from million dollar homes in Jackson WY and old homesteads in surrounding farmland ID. An eclectic and cozy place to lay your head, enjoy forest views, and explore the forest on your way to the creek. Look out for the local deer herd, our red tailed hawk's nest, and listen for our resident great horned owl. Easy access to Targhee, Jackson, GTNP, YNP and more. Private, nearest neighbor is the main house 100ft away.

Top guest favourite
An aerial view showcases a modern home nestled among trees on a hillside. The structure features a dark exterior with large windows. Surrounding landscapes include lush greenery and expansive valley views extending towards distant mountains.
Guest suite in Victor
4.97 out of 5 average rating, 202 reviews

Teton Mountain Modern Home with Great Views

This newly-built, energy-efficient custom home is ideally situated on a verdant hillside with expansive views over southern Teton Valley and the surrounding mountains. Just two miles from the funky hamlet of Victor ID, opportunities abound for world-class skiing, mountain biking, fishing, hiking, and wildlife viewing. Jackson Hole, Grand Targhee, Grand Teton National Park, and Yellowstone are all within easy driving distance. We are excited to share our little mountain paradise with you!

Top guest favourite
An open living space features a kitchenette with light blue cabinetry and a granite countertop. A dining area is created with two white stools positioned at the counter. A spacious bed with a patterned blanket is set against a large window with natural light filtering in.
Tiny home in Sugar City
4.99 out of 5 average rating, 199 reviews

Ninette’s She Shed

Discover the gorgeous landscape that surrounds this place to stay. We are 1:15 from the West Yellowstone west entrance and Jackson Hole Wyoming. We are also 45 minutes from Teton Teton National Park. In the winter you can drive 45 minutes to get to the Grand Targhee Ski resort. The resort has amazing powder to ski on in the winter and incredible scenic hikes to discover in the fall and summer. This tiny house is perfect for 2 people. Brand new 500 square feet of comfy country living.

Top guest favourite
The exterior of The Saloon is illuminated under a starry sky, featuring rustic wooden siding and prominent signage. A porch with seating and a grill is visible, framed by decorative elements that enhance the inviting appearance. The surrounding area is natural and open.
Cabin in Tetonia
4.99 out of 5 average rating, 243 reviews

Western Saloon with Teton Views!

Beautiful Western saloon located on a 10 acre property in Teton Valley. Guests can enjoy stunning sunsets and sunrises at this fun and unique accommodation. This spacious, one bedroom saloon has a plush queen bed, pull-out sofa bed, cozy fireplace, and pool table. Enjoy lounging in the saltwater hot tub, or having a fire under the stars at this mountain retreat. A creek runs through the property, and there are multiple outdoor sitting areas where you can relax and enjoy being in nature.

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.
Guest house in Chester
4.99 out of 5 average rating, 183 reviews

Riverfront studio cabin sleeps 6

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 six people can enjoy this space with 1 king bed, two twin beds in the small loft, and a queen size sleeper sofa. 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.

Top guest favourite
A modern home is set against a colorful sunset, with large windows reflecting the warm hues. Grass and wildflowers surround the property, enhancing its serene rural setting. A wooden sign stands nearby, indicating the property entrance.
Chalet in Ashton
4.95 out of 5 average rating, 118 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
4.93 out of 5 average rating, 181 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.

Top guest favourite
A comfortable living space is shown, featuring a large flat-screen TV mounted on a light-colored wall. Two brown reclining chairs and a plush sofa are arranged on a soft carpet. A wooden dining table for four is positioned near a window, allowing natural light to fill the room.
Home in Rexburg
4.98 out of 5 average rating, 115 reviews

Bev's Place

Welcome to Bev's place, where you can enjoy a great night stay in a wonderful location just 10 minutes away from BYU Idaho, 1 hour and 20 minutes to Yellowstone and 15 minutes away from the St. Anthony sand dunes. You will enjoy a country living feel in this spacious two story home located just north of Rexburg. With parking available on site you can bring your toys and enjoy recreating in the beautiful surrounding areas that South East Idaho has to offer.

Popular amenities for Chester holiday rentals

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  2. United States
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  4. Fremont County
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