
Renta de alojamientos vacacionales para familias en Chester
Encuentra y reserva en Airbnb alojamientos únicos para familias
Los alojamientos familiares mejor calificados en Chester
¡Tantos huéspedes no pueden equivocarse! Estos alojamientos para familias tienen calificaciones excelentes por su ubicación, su limpieza y mucho más.

1868 Victorian Farmhouse-20 min Okemo-Magic MTN
Our Historic Victorian is less than a mile to charming Chester Village-enjoy quaint restaurants and pubs, antique shops, art galleries, yoga studio and a country market. Explore southern Vermont’s famous hiking trails, world class skiing, farms, winding rivers, covered bridges + breweries. Close proximity to the best of Vermont's ski resorts! (Magic Mountain, Bromley, Stratton, Okemo and Killington) Come experience why Chester has been voted one of the top 10 most beautiful towns in Vermont!

Connecticut River-Cozy Cottage
This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

Monadnock Sunrise Forest Hideaway
Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for two adults (queen bed) and one kid (63" long fold down couch).

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

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!

Stunning Studio in historic Downtown Bellows Falls
Beautifully curated and spacious studio located in historic downtown Bellows Falls, VT. Come to escape the hustle and bustle of a big city without giving up metropolitan amenities. With a great location, you can walk to the train station, local bars and restaurants, shops, movie theater, etc. From the studio, you are a short distance drive to many outdoor activities that Vermont has to offer such as hiking, kayaking, mountain biking, etc.

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.

Okemo Ski-in/Ski-out, Steps to lift Condo
Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

Quaint stone house!
⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!

Camp on our farm (and gaze at the stars)
We live on a 30 acre homestead in southern Vermont. We currently have 15 chickens, a border collie (Stevie), 2 cats, a brick pizza oven, gardens, the best star gazing you can find, and a beautiful view. Watch and listen to the birds, gaze at the stars, hang out with Stevie, or explore Southern Vermont. We live and work on the property. Our campsite allows a max of 4 people and parking for two cars.

Cute VT Bungalow With 180 Degree View of NH
Located on a quiet country dirt road you will find this cozy apartment perfect for a weekend getaway. A short walk and you will be amazed at the 360 degree views of Vermont and New Hampshire. Centrally located near Okemo, Sunapee and Killington mountains, ski all 3 mountains in a weekend. Explore covered bridges, walking trails, scenic bike rides, or tubing on the Connecticut River.

Private Hilltop farm apartment
Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!
Servicios populares de los alojamientos para familias en Chester
Alojamientos con jacuzzi ideales para familias

Private Apt. on Farm, Hot Tub with views!

The Owl’s Nest in Landgrove

Cozy Log Cabin with Hot Tub | 1/2 mile to Okemo

Beautiful Timber Frame Retreat

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

Special Retreat in Nature, Woodfired Tub

One Bedroom Suite Near Okemo

Vermont Getaway Apartment
Casas ideales para familias y mascotas

Rustic Cabin in foothills of Green Mountains

Spacious King Spa Suite Weston Hills

Vermont Home Central to Ski Areas-No Cleaning Fees

Newport Jail “Break”

Moon Valley Country Retreat no clean fee pets yes

Glamping Cabin with Private Pond and Mountain View

Yurt In The Woods - Private Refuge

Love Shack Yurt on Star Lake (100% off grid)
Alojamientos con alberca ideales para familias

"Mountain View" Rustic Cabin Retreat w/Fireplace

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Winterplace - Steps away from Slopes

CozyCub - Pool, Hiking, Mountain Biking

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace

Peakin Peep colors 1 bedroom 1 night Ok on Pico

Premier Stratton Village Location - Pool & Hot Tub
Estadísticas rápidas sobre los alojamientos vacacionales ideales para familias en Chester
Total de alojamientos
60 propiedades
Precios por noche desde
$70 antes de impuestos y tarifas
Cantidad total de evaluaciones
2.7 k evaluaciones
Alojamientos en renta que admiten mascotas
20 propiedades permiten mascotas
Alojamientos vacacionales con áreas de trabajo exclusivas
30 propiedades tienen un área de trabajo
Disponibilidad de wifi
60 propiedades incluyen acceso a wifi
Destinos para explorar
- Plainview Alquileres vacacionales
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- Long Island Alquileres vacacionales
- Montreal Alquileres vacacionales
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- Ciudad de Quebec Alquileres vacacionales
- Los Hamptons Alquileres vacacionales
- Rentas vacacionales con chimenea Chester
- Rentas vacacionales con asientos al aire libre Chester
- Alojamientos con patio Chester
- Casas en renta Chester
- Alojamientos que admiten mascotas Chester
- Alojamientos en renta con fogata Chester
- Rentas vacacionales con lavadora y secadora Chester
- Alojamientos para familias Condado de Windsor
- Alojamientos para familias Vermont
- Alojamientos para familias Estados Unidos
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Estación de Montaña de Berkshire East
- Zona de esquí de Pats Peak
- Estación de esquí Magic Mountain
- Stratton Mountain Resort
- Estación de esquí Pico Mountain
- Ragged Mountain Resort
- Estación de esquí Mount Snow
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Club de campo de Dorset
- Club de golf The Shattuck
- Campo de golf Hooper
- Paseo y esquí de montaña con entrepierna
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Brattleboro Ski Hill
- Museo de Ciencias Montshire
- Club de campo Ekwanok
- Estación de esquí Bromley Mountain
- Club de golf Fox Run
- Whaleback Mountain