Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Top guest favourite
A modern cabin is set against a scenic landscape, featuring a spacious front porch supported by large wooden beams. Colorful flowers and a well-maintained garden lead up to the cabin, which boasts large windows for enjoying the surrounding natural beauty.
Cabin in Chester
4.97 out of 5 average rating, 114 reviews

The Water Tower Cabin.

Beautiful modern cabin on top of the mountain. Complete seclusion with a breathtaking view for a romantic getaway or peace and quiet, pollinator garden that's home to hummingbirds, butterflies and bee's …We’ve already had a sunset engagement…great place to pop the question. Western view of the Boston Mountains..sunsets galore 30 minutes south of the UofA…DEVILS DEN, LAKE FT SMITH, BUCKHORN TRAILS VERY CLOSE. Checkout GATEWAY TO THE BOSTON MOUNTAINS for an overview of the area..things to do etc.

Guest favourite
The exterior of a rustic cabin is surrounded by lush greenery and trees. A spacious deck with outdoor seating is visible, complemented by large windows. The cabin's natural wood finish blends harmoniously with the landscape, enhancing its secluded feel.
Cabin in Mountainburg
4.94 out of 5 average rating, 146 reviews

Cozy Cabin with an amazing deck and beautiful view

Welcome to Red Star Cabin! This is a charming and cozy cabin with views of Lake Smith and is centrally located to many amazing State parks such as Lake Fort Smith, Devils Den & White Rock. This is an ideal place not only to enjoy the abundance of outdoor activities but also close enough to enjoy all that Fayetteville or Fort Smith has to offer. Historic Garrison Avenue, Judge Parker's Museum, The Marshals Museum, Razorback games, Dickson Street, wonderful restaurants and festivals. Book today!

Guest favourite
A spacious screened-in porch features a wooden dining table surrounded by black chairs. Large windows provide picturesque views of the forest and rolling hills at sunset, allowing natural light to fill the area.
Cabin in Mountainburg
4.88 out of 5 average rating, 137 reviews

The Dragonfly Cabin~20 private acres/Mountain View

Cozy and charming cabin with beautiful Boston Mountain Views! Spacious screened in porch with propane grill and bar. Fully equipped kitchen. 2 bathrooms with endless Hot water. Pretty pond on property and several trails around the 20 acre space. Upper and lower fire pits to keep warm on cool evenings or roast s’mores! Relax at the cabin for your entire stay or get out and enjoy Lake Fort Smith, Devils Den State Park, or one of the many other nearby trails. Fayetteville is 37 min up the road!

Top guest favourite
A cozy outdoor area features a stone fire pit with glowing embers, surrounded by several black seating options. In the background, a rustic log cabin is partially illuminated, showcasing its inviting porch and whimsical charm amid the evening shadows.
Cabin in Rudy
4.98 out of 5 average rating, 208 reviews

*Mission Cabin Getaway* w/ Hot-tub & Zipline

Welcome to Mission Cabin - your perfect retreat! This private log cabin is a unique combination of rustic charm and modern luxury, with a touch of whimsy. Whether it’s sleeping in the comfort of the custom-made wall bed or enjoying the view from the hot tub, you’re sure to get plenty of rest and relaxation. It’s just 3 mins from Frog Bayou, 6 mins drive from I-49. 10 mins from Alma, 25 mins from Fort Smith, 15 mins from Van Buren and 35 mins from Fayetteville. Come experience it for yourself!

Guest favourite
The kitchen features a mix of modern amenities and vintage charm, highlighted by a red retro refrigerator. A breakfast bar with two metal stools sits adjacent to the sink and countertop, while a washer and dryer are conveniently located nearby. Hexagonal black and white tiles cover the floor.
Bungalow in Walker Park
4.88 out of 5 average rating, 229 reviews

NEW | Cozy Cottage + Fire Pit | Near UA & Downtown

Welcome to our charming Cozy Cottage, a freshly remodeled 2-bed retreat tucked in a quiet neighborhood just minutes from Downtown Fayetteville, University of Arkansas and the heart of the Ozarks. This cozy 520-sq-ft home blends modern comfort with classic Fayetteville charm—hardwood floors, thoughtful design, and inviting outdoor spaces. Relax on the front porch or unwind on the back deck beneath string lights beside the fire pit and creek, your private fenced hideaway in the heart of town.

Top guest favourite
A rustic cabin appears surrounded by morning fog, with soft light glowing from a window. A metal roof tops the wooden structure, and a porch is visible at the front, featuring simple seating. Leafless trees frame the cabin against a muted backdrop.
Cabin in Chester
4.96 out of 5 average rating, 138 reviews

Hickory Mountain Cabin in the Ozarks, NWA

Hickory Mountain Cabin (FB & IG) is nestled in the Boston Mountains in Arkansas just West of I 49 between Chester and Mountainburg up gravel road to the very top of the hill where you will see amazing sun rises and sun sets. Cabin has been updated from head to toe since October 2018. Enjoy the relaxing atmosphere and the unique additions to this three bedroom, 1.5 bath get away. Very large living room, large kitchen and dining area to entertain. Cyclists, motorcyclists very welcome. No pets

Top guest favourite
A bright sunroom features double French doors that open to a spacious balcony. A wooden table sits at the center, surrounded by intricate wicker chairs. Natural light filters in through large windows, showcasing a serene view of the surrounding trees.
Cottage in Siloam Springs
4.96 out of 5 average rating, 138 reviews

Gwen's Nest- a unique, luxury chalet in the park!

Nestled on 830 acres, but just a couple miles south of town, this completely renovated, historic cottage has all the modern amenities. It features an open floor plan that spans 40 feet from front to back upstairs, in one of the most peaceful and natural, tree top settings. It also has two covered/ screened in decks with a 16' bar perfect for enjoying the amazing scenery and the beauty of The Natural State. It's the perfect place for your next family gathering, or just to get away and relax.

Top guest favourite
A welcoming living area features exposed log walls and timber beams, with a bright red sectional sofa facing an inviting coffee table. Bookshelves line one wall, filled with a collection of books. A dining table with chairs occupies the space, complemented by soft lighting.
Place to stay in Winslow
4.95 out of 5 average rating, 294 reviews

Cozy log cabin with indoor fireplace

Great getaway in a beautifully maintained and updated original settlers log cabin filled with books of poetry and art, sunroom with rivaling porch swings for the classic settlers pastime of porchswing-offs, full kitchen and clawfoot bathtub, bedroom with full-sized bed, fifty acres of woodlands to explore, and an open field for watching the skies. Great for the solo getaway or a romantic excursion. Pets are welcome - please make sure to let me know so that I can plan accordingly.

Top guest favourite
The exterior of the lodge is presented, featuring a red wooden façade with multiple windows. A patio area is visible, equipped with picnic tables and a charcoal grill, surrounded by green grass and mature trees. The lush landscape provides a serene setting.
Cabin in Mountainburg
4.98 out of 5 average rating, 102 reviews

Lake Fort Smith Frontier lodge

Lake Fort Smith Frontier Lodge was built in 2002 featuring ceilings and exquisite wood work. Situated near Lake Fort Smith, with beautiful mountain views, our lodge features a very secluded and roomy place for your larger families or groups. The lodge comfortably sleeps 12 adults and is equipped with 2 kitchens, 2 full baths, 2 spacious living rooms equipped with large screen TVs, 2 dining areas, pool table, foosball table, 1 formal dining area, washer/dryer, and 5 bedrooms.

Top guest favourite
The exterior of the home features intricate stonework and large floor-to-ceiling windows that invite ample natural light. Surrounding foliage adds a lush, green backdrop, while the pathway leading up to the front door is framed by well-placed landscaping rocks and steps.
Place to stay in Fayetteville
5 out of 5 average rating, 218 reviews

The Magruder HOUSE

Designed by local architect, Cyrus Sutherland, our home is truly one of a kind. With its intricate stonework on the outside, natural wood accents on the inside, custom built-in furniture and floor-to-ceiling windows throughout, Magruder is sure to leave a lasting impression. When you're here, you'll have access to all of our luxury amenities, including an open-concept living space, fully-stocked gourmet kitchen, Master suite , King size bed, and private outdoor patio with a hot tub.

Top guest favourite
A welcoming cabin is set against a vibrant sunset, with rich hues of orange and pink illuminating the sky. A wooden deck leads up to the entrance, surrounded by lush greenery and rolling hills, providing a serene view of the landscape.
Cabin in Mountainburg
4.99 out of 5 average rating, 185 reviews

Sharing the view

Make some memories at this unique and serene place. Overlooking the beautiful Ozark mountains, enjoy the stunning sunrise, or take a ride on Buckhorn Trails with your side by side or four wheeler. A 25 minute drive to the University of Arkansas if calling the Hogs is more your style! We are a short drive to Lake Fort Smith state park here in Mountainburg for fishing or swimming in the pool. We have a beautiful deck, a comfortable bed, and grill for you to cook your favorite meals.

Top guest favourite
A cozy living area features log walls, a stone fireplace, and a large flat-screen TV. Comfortable seating is provided by soft armchairs and a leather couch. Natural light enters through a window, illuminating the plush area rug and inviting atmosphere.
Cabin in Rudy
4.97 out of 5 average rating, 151 reviews

Log Cabin/100 acres/One of a kind/Wifi-Cuddly Cow

The Cuddly Cow features a full kitchen with laundry, eating bar and dining area. There is one large bedroom with a king size bed. The room has a slider out to the front with table and chairs to have a peaceful enjoyment of nature. Full size bathroom with shower over tub and dual sinks. There is a pool next to this cabin that is not useable for guests due to insurance limitations. We have 3 addt'l cabins on the property, Velvet Rooster, Happy Hound & Pampered Peacock.

Popular amenities for Chester holiday rentals

  1. Airbnb
  2. United States
  3. Arkansas
  4. Crawford County
  5. Chester