Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Guest favourite
An entertainment area showcases a billiards table with a single cue ball positioned on it. Vibrant arcade machines are displayed in the background, while a dartboard is mounted on the exposed brick wall. Overhead lighting adds a modern touch to the space.
Place to stay in Idaho Falls
4.94 out of 5 average rating, 139 reviews

S. Penthouse w/Arcade, Pool Table, Sauna & Massage

Welcome to The S. Penthouse @ the Virginia Grand -The Ultimate Luxury Experience in IdahoFalls. Soak-in incredible views of Downtown & Taylor Mountain from the 4th floor 3 bd 3 bath suite. Have a blast with all you can play arcades, billiards, pinball, claw machine, TVs, darts & foosball. Indulge in the sauna, massage chair & walk-in waterfall shower, bidet & tub. From the heart of the city explore pubs, shops, shows & greenbelt or stay-in & enjoy a stocked kitchen, in-suite laundry & fireplace.

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 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
5 out of 5 average rating, 59 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.

Top guest favourite
The image captures a serene river scene at sunset, with trees lining the water's edge. Clouds in soft hues of purple and orange fill the sky, reflecting on the calm water, which features a gentle current. The landscape offers a peaceful ambiance.
Cottage in Ashton
5 out of 5 average rating, 85 reviews

Cottage on the River central 2 Yellowstone/Jackson

NO SERVICE ANIMALS OR EMOTIONAL SUPPORT ANIMALS DUE TO MEDICAL REASONS. Welcome to our 1950’s house that has been fully renovated to be the perfect cottage on the river, complete with everything needed for a relaxing stay. Yellowstone National Park AND Jackson Hole are only an hour drive away. Conveniently view wildlife from the deck (whitetail, bald eagles, ducks). Perfect location to enjoy fishing, hunting, snowmobiling, skiing, kayaking, boating, hiking, and much more. NO EVENTS/PARTIES.

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, 200 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.

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
5 out of 5 average rating, 204 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, 246 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.

Guest favourite
Cabin in Ashton
4.93 out of 5 average rating, 177 reviews

Spacious Cabin + Teton sunrise and year round fun

This cabin is a great getaway. Centrally located between Rexburg, Yellow Stone and Grand Targhee National Forest. Gorgeous 3 acre property that sits on the edge of Island Park Caldera. Amazing sunrise view of the Grand Teton Mountain's. 4 bedrooms, 2 lofts with one sofa bed and 2 full baths in a clean and inviting space. Ample space to stretch out and relax while taking in the pristine views of the mountains and open valley. Peaceful setting with access to National Parks and forests.

Top guest favourite
Guest house in Chester
4.99 out of 5 average rating, 185 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, 119 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, 182 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
The guest suite is shown in a charming exterior view, featuring light-colored siding and a gabled roof. A well-maintained lawn with green grass and blooming flowers is visible in the foreground, alongside a tall evergreen tree providing a natural border.
Home in Rexburg
4.97 out of 5 average rating, 193 reviews

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.

Popular amenities for Chester holiday rentals

  1. Airbnb
  2. United States
  3. Idaho
  4. Fremont County
  5. Chester