
Alojamientos vacacionales en Chester
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Alojamientos para vacaciones en total
Descubrí 80 alojamientos para vacaciones en alquiler en Chester

Precios por noche desde
El precio de los alojamientos para vacaciones en Chester parte de $ 60 USD por noche (impuestos y tarifas no incluidos)

Evaluaciones de huéspedes verificadas
Más de 3.530 evaluaciones verificadas para ayudarte a elegir

Alojamientos para vacaciones ideales para familias
50 propiedades ofrecen espacio adicional y prestaciones pensadas para los niños

Alojamientos para vacaciones que admiten mascotas
Encontrá 20 alojamientos que admiten mascotas

Alojamientos con un espacio exclusivo para trabajar
30 propiedades tienen espacio exclusivo para trabajar

Disponibilidad de wifi
80 de los alojamientos para vacaciones en Chester incluyen wifi

Prestaciones populares para los huéspedes
A los huéspedes les encantan las siguientes prestaciones en los alojamientos de Chester: Gimnasio, Parrilla y Zona para trabajar con laptops

Calificación promedio: 4,9
Los alojamientos en Chester tienen calificaciones excelentes: ¡un promedio de 4,9 sobre 5!
Alojamientos para vacaciones con las mejores calificaciones en Chester
Los huéspedes están de acuerdo: estas estadías tienen excelentes calificaciones por su ubicación y limpieza, entre otros aspectos.

Sauna Retreat • Fire Pit Nights • Close to Okemo
Welcome to our 2 bedroom, 2 bathroom retreat at Ascutney Lofts, where a king suite, queen room with workspace, and a twin-bed living area make it easy to spread out. • Private sauna for a true unwind • Dining table seats 6 for shared meals • Backyard with fire pit and outdoor furniture • Springfield Lake is the nearby anchor for your Vermont escape • Vermont Country Store and Chester are close by Settle in and enjoy the sauna, courtyard, and easygoing layout for family time or a quiet getaway.
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Thistle House Glamping Retreat w/ Hot Tub + Sauna
Welcome to Thistle House, a custom-built cedar tiny house surrounded by seven acres of natural landscape in beautiful southern Vermont. Stargaze from the comfort of your bed, forest soak in a private 2-person hot tub, unwind in the barrel sauna, relax by the firepit overlooking your private pond or explore the many outdoor activities in the area. Ski Okemo, Magic and Bromley. Snowshoe or hike local trials and waterfalls, and enjoy quaint shops + restaurants. Pets welcome. Follow us on IG for up
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Tiny A-Frame Rest House in Woods near Mountains
Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!
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Zen of the Woods Tiny Cabin in Okemo Valley
Welcome to Zen of the Woods! A cozy, thoughtfully designed tiny cabin retreat minutes from Okemo. Set amongst hundreds of acres of forest and farmland, find peace as you enjoy your morning coffee on the front porch overlooking the landscape. Take a walk in the woods out your front door. Enjoy the peace and solitude and unplug, or utilize the fiber optic high speed internet to work remotely in a beautiful setting! 15 minutes to Ludlow, 10 to the quaint villages of Chester and Proctorsville.
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Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!
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Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
Tiny living at its best! Welcome to Bearfoot Cottage, a custom-designed Tiny House escape nestled on 15 acres in Southern Vermont. Enjoy the entire property to yourself with hot tub, Char-Griller BBQ, & Solostove firepit. Hike or snowshoe Ladybug Trail to our babbling brook. Then explore the best of Okemo Valley all at your fingertips! Ski/Snowboarding (+more Winter sports), biking, hiking, fishing, dining, breweries, and live music/nightlife. Your vacation is what you make it!
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Charming Chester Farmhouse Near VT Slopes
Unplug at our spacious 4-bed Chester farmhouse, a four-season retreat minutes from Okemo, Magic & Bromley. Highlights: *Chef’s kitchen & coffee bar *Fast Wi-Fi, dedicated workspace & Smart TV *Spacious backyard for dining & stargazing *Easy 10–20 min to skiing, hiking & local towns *Pet-friendly, family-ready Spend your days hiking, swimming, leaf peeping, or exploring nearby towns. In winter, hit the slopes, then gather for games and a movie. Book your Vermont getaway today!
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Alpine Reflection + Hot Tub
Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season
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LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.
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Lovely 2 Bedroom Apartment w/deck & pond view
The perfect Vermont getaway. Lovely new apartment behind retail store on main road to Okemo and Killington for winter skiing and summer adventure. Bedroom, living room, bunk room, fully equipped kitchen, laundry and mudroom. Large deck with pond view, easy access to vacation sites, mountain hiking and biking, discovering Vermont small towns. Experienced, welcoming Airbnb Super Hosts providing all the amenities for a comfortable stay.
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Modern Cabin | Near Okemo & Chester
Escape to this beautifully renovated three-bedroom cabin set on three private acres in Vermont's Okemo Valley. Just minutes from historic Chester and a short drive to Okemo, Magic Mountain, and Killington, it's the perfect base for every season. Gather around the wood stove, enjoy peaceful mornings surrounded by nature, and spend your days hiking, skiing, or exploring Vermont's charming villages before returning home to unwind.
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Modern Cabin with Outdoor Spa on Vermont Farm
Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.
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Prestaciones populares de los alojamientos para vacaciones en Chester
Otros alojamientos para vacaciones excelentes en Chester

Charming New England Cape
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Modern 3BR/3BA Main+River Retreat | Ski Okemo
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Historic 150-Year-Old Farmhouse | Jacuzzi included
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Old Kirk Farm
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The Treehouse at Frog Pond Farm
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Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
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Pettengill Schoolhaus scenic 2 min to main village
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Tarbell Farm on the hill top
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¿Cuál es la mejor época para visitar Chester?
| Mes | Ene | Feb | Mar | Abr | May | Jun | Jul | Ago | Sept | Oct | Nov | Dic |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Precio promedio | $ 255 USD | $ 259 USD | $ 225 USD | $ 200 USD | $ 199 USD | $ 204 USD | $ 185 USD | $ 197 USD | $ 193 USD | $ 225 USD | $ 250 USD | $ 260 USD |
| Temp. promedio | -5 °C | -4 °C | 1 °C | 8 °C | 14 °C | 18 °C | 21 °C | 20 °C | 16 °C | 9 °C | 4 °C | -2 °C |
Destinos por descubrir
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- Okemo Mountain Resort
- Stratton Mountain
- Estación de Montaña de Berkshire East
- Pats Peak Ski Area
- Parque Estatal Monadnock
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Estación de esquí Pico Mountain
- Dartmouth College
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Club de golf Fox Run
- Monte Monadnock
- Estación de esquí Bromley Mountain
- Emerald Lake State Park
- Museo de Arte Contemporáneo de Massachusetts
- Museo de Ciencias Montshire
- Mount Sunapee Resort
- Camp Plymouth State Park
- Quechee Gorge
- Jamaica State Park
- Bridge of Flowers
- Paseo y esquí de montaña con entrepierna





