Vacation Rentals By Owner In Chester, VT

Relax on the patio on the bank of the Williams River to watch the leaves turn, explore hiking trails, enjoy the outdoor fire pit, and mnt bike. Play soccer on indoor turf or corn hole in the rec room—half mi. from outdoor ice skating, disk golf, and VAST. Our three-bedroom home has one1 bunk room, two rooms overlooking the Williams River, and two full bathrooms- perfect for a family getaway. Enjoy grilling on the private back patio. brJust 15 minutes to Magic & 20 minutes to Okemo. The historic Town of Chester is an amazing destination to visit during the fall and winter months.

Riverfront, family fun, amazing rec room, close to Magic & Okemo

Chester, Vermont, United States

Bed

Bath

Sleeps

$203.05

Pet Friendly w/ Fee (Max 1) | Close to Hiking & Skiing | On-Site Goats | Foliage ViewsbrbrFrom crisp autumn mornings to snowy winter days and star-filled summer nights, the beauty of Vermont is yours to enjoy year-round at this cozy 2-bed, 1-bath vacation rental. On-site, wander the property's lush brookside grounds and wave hello to the adorable resident goats, then go for a scenic hike in Mt. Ascutney State Park or shred the slopes at Okemo Mountain Resort. The 'Getaway at Great Brook' awaits!brbr-- THE PROPERTY --brbrMRT-11153470-001brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 full bedbr- Bedroom 2: 1 full bedbrbrINDOOR FEATURESbr- Flat-screen TV, electric fireplacebr- Dining table, sunroombr- Mid-century furnishings, nature-themed decorbrbrOUTDOOR SETTINGbr- Deck w/ gas grillbr- Sun deck w/ lounge seatingbr- Peaceful brookside surroundingsbrbrKITCHENbr- Cooking basics, dishware/flatwarebr- 4-burner range, microwave, toasterbr- Drip & Keurig coffee makersbr- Complimentary coffee, tea, sugar, spices, oilbrbrGENERALbr- Free WiFi, washer/dryerbr- Linens/towels, 2 rolls of paper towels, 4 toilet paper rolls br- Central heatingbr- Room-darkening shadesbrbrFAQbr- Pet fee (paid pre-trip, max 1)br- No A/CbrbrACCESSIBILITYbr- Single-story home, 4 stairs to enterbrbrPARKINGbr- Driveway (4 vehicles)br- RV/trailer parkingbrbr-- THE LOCATION --brbr- Orchards & sugar houses nearbybr- 7 miles to Chester shops & restaurantsbr- 10 miles to Okemo Mountain Resortbr- 17 miles to Mt. Ascutney State Parkbr- 28 miles to Rutland Southern Vermont Regional Airportbr- 135 miles to Boston Logan International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $150 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 4 stairs to enterbr- The property does not have air conditioningbr- The property provides a roll of paper towels plus one extra, as well as toilet paper with three additional rolls. Please bring any additional supplies you may need

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Chester, Vermont, United States

Bed

Bath

Sleeps

$485.53

Welcome to The Farmhouse of VT - your perfect Vermont recharge spot.brbrStep back in time in this large 1869 farmhouse, where antique rustic charm meets modern comfort. Ideal for families, friend getaways, and remote work escapes.brbrYou're just:brbr- 10 mins to Grafton (one of Vermont's prettiest villages)br- 15 mins to Magicbr- 20 mins to Okemobr- 30 mins to Bromleybr- 40 mins to KillingtonbrbrThe Farmhouse comfortably sleeps 8 guests, across 5 beds.brbrThe farmhouse has something for everyone:brbr- Ping Pong tablebr- Board Gamesbr- Puzzlesbr- Harry Potter Booksbr- Kids Room with drawing booksbr- Yoga studio in the rustic barn (adults only; not childproofed)br- Jacuzzi (I mean let’s be honest - is it a vacation without a jacuzzi )br- Outdoor Fire Pitbr- BBQ Grillbr- Outdoor activities (football, badminton set, horseshoes, croquet, cornhole)br- TV & Streaming Appsbr- Pianobr- NordicTrack Elliptical br- Air conditioning available in three of the four roomsbrbrHIKING - Lots of great hiking trails nearby. within 10 minutes from the house.brbrPIZZA - 2 minute walk to a great local pizzeria/ bar. Open Wed-Sat, with live music.brbrWIFI - the farmhouse wifi is laser fast! Fast wifi and an entire office space to work.brbrLIVING ROOM - Grab a warm coffee, from our fully-stocked coffee bar and lay down on the new living room couch, and enjoy the solitude of The Farmhouse. Or grab a blanket, throw on the TV and watch a movie. Access to any main streaming app (Netflix, HBO Max, Hulu, Amazon, etc.). brbrKITCHEN - Enjoy the fully-equipped kitchen with spices, olive oil, and all the equipment you would need to make a large dinner spread. Serve your food on the large antique farmhouse dining table, bringing a sense of old family dinner vibes to your evening.brbrBEDROOMS - In this four bedroom house, every bedroom is equipped with a brand new memory foam mattress. Close your eyes to a peaceful home, and recharge for the next day’s adventure. AC Units installed in three of the four rooms.brbrOUTDOOR SPACE - Enjoy our peaceful backyard, sitting on 0.5 acres of land, surrounded by large mature trees and forest. Plenty of space to throw around the football, set up the badminton set, or just lounge around the fire pit. The garage is stocked with plenty of firewood for your group. brbrJACUZZI - In the evening, turn on the solar powered low lit string lights and take a soak in the 7 person jacuzzi. This jacuzzi is salt water operated, making it much healthier for your skin.brbrMessage me if you have any questions. I look forward to hosting you and your group's stay at The Farmhouse.

Country House

Historic 150-year-old farmhouse, Jacuzzi included

Chester, Vermont, United States

Bed

Bath

Sleeps

$508.2

This home is located in the heart of the Stone Village in Chester and was built in 1844 by the Clark brothers. This is one of the Three Sisters homes that was built with beautiful local quarry glimmerstone in the Greek Revival stylings known to the area. This home has been tastefully renovated to maintain its original character while being updated for modern conveniences. Inside you will find ornate trim work, original wide plank flooring, breathtaking windows, and plenty of charm!brbrThis well-appointed 5 bedroom, 2 bath furnished home is perfect for your family vacation. Maximum of 8 overnight guests are allowed.brbrBedroom 1: Queen bed brBedroom 2: Queen bed brBedroom 3: Queen bed + 2 twins brBedroom 4: Full bed brBedroom 5: Full bed brbrPerfect getaway in the heart of Chester close to downtown shopping and restaurants. Limitless opportunities for outdoor activities like skiing, snowmobiling, hiking, canoeing, swimming, golfing, and more. 15 minutes to Okemo and close proximity to plenty more local, EPIC, and IKON mountains!brbrPerfect for a comfortable and convenient getaway in Vermont!brbrYou are renting in a quiet neighborhood. Please, no parties.brbrThis home is almost 200 years old. It has some quirks, but you will be blown away by the charm!

Spacious 5-bedroom Historic Stone House near Okemo

Chester, Vermont, United States

Bed

Bath

Sleeps

$449.5

Spacious, private and fully outfitted for a group getaway to Vermont, this 3-bedroom, 3-bath vacation rental is ready for 4 seasons of adventures! Set on 4 private acres with a wraparound deck for summertime relaxation, and a floor-to-ceiling stone fireplace for staying cozy in the winter, this Chester home ensures a stress-free stay. Numerous nearby state parks offer endless hiking and fishing, while Okemo Mountain Resort is under 10 miles away, and Killington is just 32 miles from the home!brbr-- THE PROPERTY --brbrMRT-11153470-001 | Ping Pong & Foosball | 2,700 Sq Ft | Free WiFi | ~10 Miles to SkiingbrbrIdeal for groups of friends and multi-generational families, this expansive home makes an ideal home base for launching mountain adventures and spending time together!brbrBedroom 1: Queen Bed | Bedroom 2: Twin Bed, Twin/Full Bunk Bed | Bedroom 3: Queen Bed | Living Room: Twin Sleeper LoveseatbrbrINDOOR LIVING: Vaulted ceilings, floor-to-ceiling stone fireplace, built-in shelves, 4-person table, laptop-friendly workspacebrOUTDOOR SPACE: Wraparound deck, Adirondack chairs, wooden porch swing, fire pit, spacious private yardbrKITCHEN: Fully equipped, stainless steel appliances, 2-person island, microwave, coffee maker, toaster oven, cooking basics, dishware & flatware, blenderbrREC ROOM: Ping pong table, 4-person table, seating area, flat-screen TV w/ Sling Blue Netflix & HBO Go/Now apps, yard accessbrGENERAL: Washer/dryer, iron/board, mudroom w/ ski racks and gear shelving, ceiling fans, suitable for children, suitable for elderlybrPARKING: Garage (2 vehicles), driveway (3 vehicles)brbr-- THE LOCATION --brbrWINTER REC: Okemo Mountain Resort (9.9 miles), Killington Ski Area (31.4 miles), Stratton Mountain Resort(29.6 miles), Magic Mountain Ski Area (17.3 miles), Mount Snow Grand Summit Resort (41.1 miles), Bromley Mountain Ski Resort (26.4 miles)brSUMMER REC: Fort At No 4 (12.5 miles), Wilgus State Park (16.9 miles), Mt Ascutney State Park (18.0 miles), Killington Ski Area (31.4 miles)brATTRACTIONS: Okemo State Forest (12.8 miles), Buttermil Falls (12.6 miles), Bromley Adventure Park (26.4 miles), Mt Ascutney State Park (18.0 miles), Saint-Gaudens National Historic Park (23.2 miles), Pillsbury State Park (39.1 miles), Mt Sunapee State Park (35.3 miles)brDINING: MacLaomainn's Scottish Pub (5.7 miles), the Pizza Stone (5.9 miles), The Hatchery (8.9 miles), Country Girl Diner (5.9 miles), Two Neanderthals Smokin' BBQ (5.5 miles)brAIRPORTS: Lebanon Municipal Airport (36.4 miles), Bradley International Airport (120 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties or large gatheringsbr- NOTE: Your safety matters. There is an exterior security camera, facing the driveway and main entrancebr- Please note all-wheel-drive car may be necessary to drive the 50-yard uphill driveway in the winterbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- This home's MRT ID # is MRT-11021438

Private Chester Home w/ Deck, Mins to Skiing!

Chester, Vermont, United States

Bed

Bath

Sleeps

$410.48

Escape to your own private Vermont retreat — a beautiful hilltop log cabin set on 25 peaceful acres bordering Williams River State Forest. Surrounded by trees and fresh mountain air, this is the kind of place where mornings start with coffee on the covered front porch and evenings end around the crackling fire pit under a sky full of stars.brbrWhether you're seeking a quiet getaway or outdoor adventure, you’ll be perfectly located to explore southern Vermont’s best attractions. Okemo Mountain Resort (20 miles), Bromley Mountain (17 miles), or Stratton Mountain Resort (21 miles). Enjoy scenic hiking, swimming, and leaf-peeping at Lowell Lake State Park (8 miles), Mount Ascutney State Park (18 miles), or explore waterfalls at Buttermilk Falls (22 miles). For a unique experience, take a seasonal ride on the Green Mountain Flyer.brbrInside, the 2,100 sq ft cabin offers a warm, inviting living room space designed for gathering and relaxing. The loft is perfect for board games, movie night, or simply unwinding after a day on the trails. The space gives kids (and kids at heart) their own place to relax and recharge. The fully equipped kitchen includes a microwave and drip or Keurig coffee maker, and the laundry room adds convenience for longer stays. Ceiling fans in every room keep the air fresh year-round.brbrSleeping arrangements comfortably accommodate families and groups:brBedroom 1: Queen bed + bunk bedbrBedroom 2: Full bed + bunk bedbrBedroom 3: Full bed + futonbrLoft: Queen pull-out sofa sleeperbrbrTwo full bathrooms make mornings easy for larger groups. Bed linens are provided — please bring your own towels.brbrStep outside to enjoy the backyard wooden patio, outdoor grill, and private fire pit. With 25 acres to roam and direct access to the bordering forest, you can hike, explore, or simply soak in the quiet.brbrHouse Rules & Important Information:brNo events, parties, or large gatheringsbrMust be 25+ to bookbrNo smokingbrNo petsbrOutdoor security camera located above the garage facing the driveway/parking area

Log Cabin Retreat - Chester, VT 25 Acres + State Forest Access

Chester, Vermont, United States

Bed

Bath

Sleeps

$155.68

Off-Grid Hideaway in the Vermont Hills — Peace, Privacy & Pure SimplicitybrbrPlease read the full description before booking ;)brbrIf you’ve been craving a true escape — a place to slow down, unplug, and reconnect with nature — welcome to our private, off-grid cabin tucked away just 2 miles off Route 103. Quiet, cozy, and surrounded by trees and sky, this four-season retreat is the perfect balance of wilderness seclusion and easy access to Vermont adventures.brbrStep inside our newly built cabin, thoughtfully designed for comfort and simplicity. The open, airy layout features a full kitchen, woodstove, and propane heat for year-round comfort. There’s one ground-floor bedroom, plus a loft with twin mattresses and a double bed — perfect for couples, small families, or a solo retreat.brbrThis is authentic off-grid living, with a few modern comforts:br Hand pump inside (water must be heated for washing and bathing)brPotable water providedbrClean, odor-free composting toilet inside and outhouse outsidebrbrSpend your days exploring nearby world-class skiing (downhill and cross-country just 15 minutes away), hiking trails, and scenic drives through two charming nearby villages with excellent restaurants. Or simply stay in — curl up by the woodstove with a book, listen to the babbling brook at the foot of the drive, and watch the light shift through the trees from the cabin’s many windows.brbrAt night, step outside to a sky full of stars and the sound of silence.brIt’s peaceful, grounding, and deeply refreshing — a balm for the busy modern world.brbrCome experience Vermont the simple way — off-grid, off the beaten path, and absolutely unforgettable.

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Chester, Vermont, United States

2

Bed

4

Sleeps

Exceptional(16)

$740.1

Lovingly updated antique 6 bedroom home in the historic Stone Village of Chester, VT. Sleeps 8+ comfortably making it the perfect vacation home for 1 or 2 families. brbrMain stone house was built in 1833 as an addition to the 1798 farmhouse. Combined it creates a classic Vermont home with 6 bedrooms and 3 full baths (includes 1st floor bedroom with en suite full bath). 3 living rooms with working fireplaces, comfortable seating for conversation and laughter, and beautiful artwork. Screened fieldstone floor side porch to pass the evening. Tuned piano for the musician in the yellow living room. Formal dining room that seats 10, plus a farmhouse kitchen with table that seats another 10, (great for the kids). Home is decorated with period antiques. brbrAttached via the kitchen, the renovated barn has a large family room with new wood burning stove, cozy seating, flat screen tv with Bose surround sound, smart TV for streaming Netflix, etc, 100 dvd movie collection huge game and puzzle closet, and beautiful view to the back yard and neighboring fields. brbrAdditional new electric wall heat/AC units in family room and each bedroom makes it easy to heat or air condition. Sliding doors open to stone patio with gas grill and large fire pit, festive lighting, outdoor speakers, with quality seating to gather around. brbr2 bedrooms and full bath await you on the 2nd floor of the barn. brbrComfortable well equipped kitchen has all your cooking essentials, plus, plus: blender, cuisinart, crock pot, up to date spices, oils, vinegars. Large variety of quality pans and every tool under the sun. If you like to cook you will be right at home. New washer and dryer in kitchen. A little quirky, but it's very convenient. brbrNew Ping Pong, Dart board, and Foos Ball table in the barn’s renovated playroom with new dry bar, including Sub Zero beverage fridge, Sonos speakers and heat/AC.brbrProperty sits on cleared 2 acres of land, with beautiful sunsets and open space to run around, throw a ball or play some frisbee.brbr Easy 1/2 mile walk - on a sidewalk, to a convenience store and terrific butcher. brbrThe home is located in Chester VT, a true treasure of a town with lots of conveniences. Lovely small town that is home to great restaurants, a Scottish pub, a delicious bakery for fresh bread and an out of this world pie shop, gourmet pizza restaurant with live music, knitting and quilting shops, art and furniture stores, a good sized bookstore, a couple of inns and large antique stores. 1 mile away from home is the pinnacle, the town of Chester's recreation area. In winter, it's a great sledding hill with a new well maintained outdoor ice skating rink. In Summer, it offers a skate park, frisbee golf, basketball, tennis, baseball field, pickle Ball, and town swimming pool.brbrEasy access to Weston Playhouse for high quality summer theater, hiking, Okemo golf resort, and Tater Hill Golf. Four Frisbee golf courses within 10 miles, Buttermilk Falls for hiking and cooling off. Okemo (straight 20 minute drive up route 103), Magic Mountain (20 minutes down Rt 11) or Bromley, and Stratton mountains nearby. brbrSingle dog over the age of 1 welcome. Sorry no cats or other critters. brbrArticle on the historic stone villagebrhttps://www.onlyinyourstate.com/vermont/tiny-village-vt-2/

Luxury stone farmhouse.Perfect for families or company retreats! Close to Okemo!

Chester, Vermont, United States

Bed

Bath

Sleeps

$441.28

Looking for the perfect Vermont escape Mountain views, cool breezes, fall leaves and newly fallen snow...all of this and more awaits you! Located at the end of a quiet road less than 10 minutes from the center of historic, picturesque Chester and just 12 minutes to Magic and 30 minutes or less to Okemo, Bromley, and Stratton Mountains. Enjoy the gourmet kitchen, explore the 11 acres in any season, or use it as a home base for hiking, skiing, leaf-peeping, maple-syrup season, or family fun. Dogs (max of 2) are welcome!

Country House

Amazing Vermont Farmhouse, perfect for getaways!

Chester, Vermont, United States

Bed

Bath

Sleeps

$533.62

pLocated in Chester, this welcoming vacation home brings it all within your reach. With convenient covered onsite parking, you'll be ready to make the 15-minute drive to Vermont Country Store or the 18-minute drive to Connecticut River. /ppRelax in the garden or sip a drink on the balcony of this 1551-sq-ft vacation home. As for the great indoors, you can come inside and enjoy the WiFi and TV. /ppAs you settle into this 3-bedroom, 2-bathroom rental, you'll find a fireplace, air conditioning, and a desk. Bathroom amenities include a hair dryer and towels. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware. And you won't have to pack extra clothes, because you'll have a washer and dryer, too. /p

Renovated 3-BR Cabin Near Okemo

Chester, Vermont, United States

Bed

Bath

Sleeps

$289.33

Sportsman themed, real log cabin that has comfortable wood stove & hearth, plus backup regular heat. Bathroom with shower for two and upstairs standable loft with a queen and full double bed. Plus one day bed cot & inflatable-single twin, w/pump. Upstairs & downstairs HD Smart TV/DVD player setups, plus internet service. Funky front porch with rocking chairs and beautiful gazebo for dining when not using the mini-great room's picturesque, view dining room table. Privacy plus, located on nice, quiet, town maintained gravel road. Over 100 free-use good DVD movies for your viewing pleasure. Small kitchenette with double sink, full size refrigerator and four burner gas stove with oven, plus microwave and pantry. All utensils and pots, pans, plates, cups & glasses included. You MUST bring your own linens (bedsheets & towels) &/ or sleeping bags. Blankets & quilts are available. Absolutely No Pets (sorry). No garbage pickup, so you Must remove any trash you create (plastic bags are provided). Brooms and vacuums provided for light self-cleaning before departure. Call Emergency 911 on your cell phone for EMT/Fire service in town. Installed landline phones are not connected and working currently. br Nearest hospital is in Springfield, VT, about 18 miles away.

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

Chester, Vermont, United States

Bed

Bath

Sleeps

$155.68

Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St in walking distance to restaurants, shops & galleries.brbrPublic hiking/snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away!brbrEV charging is close by (in the public lot on Cobleigh St)brbrRoom #3 is located on the first floor and is equipped with a queen bed & private bathroom with a shower and a tub. This quaint room has a 43 smart TV, mini fridge, microwave, coffee maker, mugs/wine glasses & bathroom essentials. brbrShared spaces are available for relaxing, reading, getting your coffee fix or enjoying board games. There is also a front porch available for your leisure.brbrGuests are free to access:br- Living roombr- Dining roombr- Kitchenettebr- Porchbr- Access to trails via backyard...brbrEstimated driving distance to popular skiing / snowboarding / tubing destinations:br- Magic Mountain - 15 minutesbr- Okemo - 19 minutesbr- Stratton - 31 minutesbr- Killington - 39 minutesbr- Mt. Snow - 50 minutes

Hotel

Quaint Queen room at the Chester Inn

Chester, Vermont, United States

Bed

Bath

Sleeps

$172.48

Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St in walking distance to restaurants, shops & galleries.brbrPublic hiking/snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away!brbrAlthough the building is bed & breakfast style we do not provide breakfast.brbr*The fireplace is currently not working. Estimated fix date is Feb 16th*brbrRoom #2 is located on the first floor and is equipped with a queen bed & private bathroom. This quaint room has a gas fireplace (currently not working), TV, microwave, coffee maker, mugs/wine glasses & bathroom essentials. Shared spaces are also available for relaxing, reading, getting your coffee fix or enjoying board games. There is also a front porch available for your leisure.brbrGuests are free to access:br- Living roombr- Dining roombr- Kitchenettebr- Porchbr- Access to trails via backyard...brbrEstimated driving distance to popular skiing / snowboarding / tubing destinations:br- Magic Mountain - 15 minutesbr- Okemo - 19 minutesbr- Stratton - 31 minutesbr- Killington - 39 minutesbr- Mt. Snow - 50 minutes

Whimsical Room & Private Bathroom in Historic Inn

Chester, Vermont, United States

Bed

Bath

Sleeps

$230.72

Enjoy a private room, bathroom & shower in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main Street in walking distance to restaurants, shops & galleries.brbrPublic hiking /snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away!brbrAlthough the building is bed & breakfast style we do not provide breakfast.brbrRoom #4 is located on the second floor and contains the only jacuzzi tub on premises. This quaint room has bathrobes, a TV, mini fridge, coffee maker, mugs/wine glasses & bathroom essentials (Fireplace is currently not working). Shared spaces are available for reading, relaxing, watching TV, getting your coffee fix or enjoying board games. There is also a front porch available for your leisure.brbrGuests are free to access:br- Living roombr- Dining roombr- Kitchenettebr- Patiobr- Porchbr- Access to trails via backyard...brbrEstimated driving distance to popular skiing / snowboarding / tubing destinations:br- Magic Mountain - 15 minutesbr- Okemo - 19 minutesbr- Stratton - 31 minutesbr- Killington - 39 minutesbr- Mt. Snow - 50 minutes

Bed & Breakfast

Honeymoon Suite with Jacuzzi Tub in Historic Inn

Chester, Vermont, United States

Bed

Bath

Sleeps

$687.32

Escape to a cozy Vermont cabin on 12 private acres with stunning mountain views. Just minutes from Okemo and other nearby mountains, this four-season retreat is perfect for skiing, hiking, or simply unwinding in nature. With a fully equipped kitchen, comfortable bedrooms, and plenty of space to relax, it’s ideal for a romantic getaway, family trip, or friends’ adventure. Your perfect Vermont experience awaits!brbrWelcome to your Vermont getaway! This cozy cabin retreat sits on 12 private acres with sweeping mountain views and plenty of space for families, friends, or groups to relax year-round.brbrInside, you’ll find 3 bedrooms plus a bonus room, comfortably accommodating groups while keeping everyone cozy.brbrFloor 1brBedroom 1: Queen bedbrBedroom 2: Two full bedsbrFull bathroom with bathtubbrFully stocked kitchen: spices, dishware, flatware, dishwasher, refrigerator with ice maker and filtered water, stove, microwave, Keurig coffee maker, kettle, toaster ovenbrDining roombrLiving room with smart TVbrbrFloor 2brBedroom 3: Two full bedsbrBonus room: Queen bed + smart TVbrFull bathroom with bathtubbrbrAlthough the listing shows 3 bedrooms, the additional bonus room makes it easy to host larger groups or families comfortably.brbrOutdoorsbrSpacious deck with propane grill and mountain viewsbrOn-site parkingbrbrWinter StaysbrWe’ve made winter visits hassle-free:brComplimentary plowing & sanding after every snowfall of 2–3+ inchesbrHeated garage access for gear and ski storagebrShovels available for your usebr4WD vehicle recommended for winter conditions and local road accessbrbrAmenitiesbrHigh-speed WiFibrCentral air & heatingbrWasher & dryerbrStainless steel appliancesbrSmart TVsbrBoard gamesbrSki RacksbrbrNotesbrHome is on a septic system, please be mindful of water usage and waste disposalbrLocal regulations may limit occupancy; confirm max group size when bookingbrEach May, the road is resurfaced, you may notice some seasonal wear-and-tear before maintenancebrbrWhether you’re here for a ski trip to Okemo, a fall foliage escape, or a summer hiking adventure, this cabin offers the perfect mix of rustic Vermont charm and modern comfort.brbrOther Things to NotebrbrPrivate TrailsbrRight in your backyard, you’ll find 12 acres of wooded land that are yours to explore! We’ve marked trails with orange markers for easy navigation—perfect for a morning hike or an afternoon walk in nature.brbrSki Resorts NearbybrOkemo – 15 minsbrKillington – 40 minsbrStratton & Bromley – 40 minsbrMount Sunapee – 50 minsbrbrTowns & Day TripsbrCentrally located, our cabin is a great base for exploring charming Vermont towns:brSpringfield – 10 minsbrLudlow – 15 minsbrWindsor – 35 minsbrWoodstock – 45 minsbrManchester – 45 minsbrBrattleboro – 45 minsbrWeston – 45 minsbrClaremont (NH) – 45 minsbrbrSecuritybrFor everyone’s peace of mind, we’ve installed Ring security cameras on the exterior only. There are no cameras inside, your privacy is always respected.brbrWelcome GuidebrA detailed welcome guide is provided upon arrival to help you settle in quickly and get the most out of your stay.

Cozy Vermont Cabin · Mountain Views · Near Okemo

Chester, Vermont, United States

4

Bed

2

Bath

12

Sleeps

$236.64

Scenic Views | Year-Round Activities | Near Outdoor RecreationbrbrStep into the rustic charm of Chester at this 3-bedroom, 1-bath vacation rental. Whatever the season, you and your crew will enjoy the nearby outdoor activities. Lowell Lake State Park is perfect for hikers, and skiers will be delighted by Bromley, Stratton, and Okemo ski resorts. After a fun day, return to the cabin and gather on the deck to stargaze with the telescope or head inside to play board games.brbr-- THE PROPERTY --brbrMRT-11153470-001brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 full bedbr- Bedroom 2: 1 lofted twin bed, 1 full futonbr- Bedroom 3: 2 twin bunk bedsbr- Living Room: 1 full futonbrbrINDOOR LIVINGbr- Flat-screen TV, DVD player, VCRbr- Stereo, XM satellite radiobr- Dining tablebr- Telescopebr- Board games, booksbrbrOUTDOOR LIVINGbr- Deckbr- Viewsbr- On-site brook (seasonal)brbrKITCHEN br- Cooktop, microwave, refrigerator & freezerbr- Dishware/flatware, cooking basicsbr- Keurig coffee maker (starter coffee & sugar provided)br- Toaster oven, convection oven, air fryerbrbrGENERAL br- Free WiFibr- Window A/C units, ceiling fan, gas heatingbr- Linens/towelsbrbrFAQbr- Fireplace & wood-burning stove (decorative only)br- 2 exterior security cameras (facing out)brbrACCESSIBILITYbr- Single-story home, 1 step to enterbrbrPARKINGbr- Grass driveway in front of home (4 vehicles)brbr-- THE LOCATION --brbr- Secluded location near the Williams Middle Branch riverbr- Close to hiking trails & ski slopesbr- 5 miles to the town of Chesterbr- 9 miles to Lowell Lake State Parkbr- 10-22 miles to skiing: Magic Mountain Ski Area, Okemo Mountain Resort, Bromley Mountain Ski Resort, Stratton Mountain Resortbr- 86 miles to Albany International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome--because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires 1 step to enterbr- The fireplace and wood-burning stove are not for guest use except in the case of a power outagebr- Your safety matters. This property features 2 exterior security cameras. Camera 1 is located on the front of the house facing the front yard, and camera 2 is located on the back of the house facing the backyard. The cameras do not look into any interior spaces. They record video and sound when activated by motion

Hike, Ski & Unwind: Cabin w/ Deck in Chester!

Chester, Vermont, United States

Bed

Bath

Sleeps

$256.37

Summary:brWelcome to Sage House, a custom-built cedar tiny home surrounded by seven acres of natural landscape in beautiful southern Vermont. Stargaze from the comfort of your bed, 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 updates and specials: @campgreenwood.vtbrbrThe Space:brSage House is professionally designed with modern amenities that include: brbr• A loft bedroom with queen bed featuring a Casper mattressbr• Additional loft for lounging with Smart TV and retro Nintendo mini systembr• Full kitchen with stove and oven, fridge + freezer, microwave, farmhouse sink and butcher-block countertops br• French press coffee maker and kettle (for pour-over coffee + tea)br• Plus a few added luxuries you may not always find in a tiny home ... tiled shower, traditional flushing toilet, washer and dryer, high speed WiFi (300 mbs), Heat and AC br• Outdoor area with Breeo fire pit, Weber charcoal grill, and Adirondack chairs; plus a barrel sauna and private camp pond with dockbrbr**NOTE: Please bring your own coffee (course grounds are best for the french press) and your own charcoal if you'd like to use the grill. We provide 10 pieces of firewood for guests to enjoy, with additional firewood available for purchase. brbrLooking to book Sage House but your dates are unavailable Check out Thistle House, our other tiny home at Camp Greenwood! We designed Thistle House to be an (almost!) exact replica of Sage and it also features the same awesome outdoor amenities.brbrGuest Access:brCamp Greenwood features two tiny homes, Sage House and Thistle House, plus a sauna and a private pond on seven acres of peaceful woodland. The entire tiny house and surrounding grounds (including sauna and pond) are available for guest use. Please note, while Sage House does have its own dedicated outdoor area with Adirondack chairs, Weber grill, and Breeo firepit, both the pond and sauna are Camp amenities, which are shared between both tiny houses.brbrThe Neighborhood:brChester is a charming quintessential Vermont town that is dubbed the antique capital of Vermont and known for its historic downtown, beautiful stone village, and thriving arts scene. The nearby towns of Grafton and Ludlow are equally as charming and full of outdoor activities like skiing, hiking, fishing and swimming.brbrOther Things to Note:brSage House has potable, filtered water, which runs through a custom filter retrofitted for our tiny home. This leads to water pressure that can be a little lighter than what you may be used to at home!brbrBringing your pup along They are totally welcome with an additional $100 pet fee. Just add your pet to the reservation when booking. brbrPlease note that Sage House is a non-smoking residence (both inside and out). Any violation of this rule will result in a $500 fine.

Sage House at Camp Greenwood Vermont with Sauna

Chester, Vermont, United States

Bed

Bath

Sleeps

$246.42

⭐️ 2022 Rockingham Old House Award ⭐️brbrTake 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!brThe spacebrThe Cairn has 4 bedrooms- 1 with queen bed and 3 with full size. There is a full bath with laundry downstairs and a half bath upstairs. The Cairn has a small open kitchen-eating-living room with propane (wood) stove. I love children and look forward to hosting them soon with their adults, however that is postponed as of now as the kitchen setup has open shelves on the island which would make it difficult with children. Kitchen rehab coming soon so please check back if you are traveling with your littles!

Cottage

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Chester, Vermont, United States

Bed

Bath

Sleeps

$1073.93