Vacation Rentals By Owner In Chester, VT

$289.89

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

Chester, Vermont, United States

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.

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$441.88

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Agritourism

Amazing Vermont Farmhouse, perfect for getaways!

Chester, Vermont, United States

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!

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$195.65

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Private Vacation Home

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Chester, Vermont, United States

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

2

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1

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4

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Select Dates for Price

Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required

Chester, Vermont, United States

Adorable Cozy Cottage - sits on a mountainside with an OMG view- ideal for Cyclist, Skiers, Fall Leaf Peakers, Summer get away. 10 minutes from Historic Weston, 10-40 minutes from 4 major ski areas, Magic, Okemo, Bromley and Stratton. Sleigh rides and winter activities as well as many summer activities close by. Plenty of room for children to play. bedrooms are upstairs and the bathroom is on the main floor. brbrWeekly and Monthly rates available

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$423.72

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Private Vacation Home

Private Chester Home w/ Deck, Mins to Skiing!

Chester, Vermont, United States

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

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$314.94

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Agritourism

Historic 150-year-old farmhouse, Jacuzzi included

Chester, Vermont, United States

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 Matsbr- 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 brbrHIKING - 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. 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 brand new 7 person jacuzzi. This jacuzzi was installed in October, 2023. This jacuzzi is salt water operated, making it fantastic for your skin. Therefore, this isn’t just a jacuzzi, it’s your own personal rejuvenation spa. brbrMessage me if you have any questions. I look forward to hosting you and your group's stay at The Farmhouse.

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$152.88

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Hotel

Quaint Queen room at the Chester Inn

Chester, Vermont, United States

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

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$228.8

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Bed & Breakfast

Honeymoon Suite with Jacuzzi Tub in Historic Inn

Chester, Vermont, United States

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

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$166.95

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Private Vacation Home

Whimsical Room & Private Bathroom in Historic Inn

Chester, Vermont, United States

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

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$1073.93

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Private Vacation Home

Work, Ski, Relax - Big Restored 1860s Farmhouse

Chester, Vermont, United States

Come up solo or bring friends and family to our unique and lovingly renovated estate! Our charming 1860’s farmhouse sleeps up to 12 (with room for more) and features over two acres of terraced gardens and two historic barns on a 10 acre property.brFrom working from home with ultra-fast fiber Wifi, skiing, hiking, lounging at the local lakes & rivers, biking on country roads, to antique shopping, art galleries, delicious dining & craft beer & wine shops -- there’s something for everyone to enjoy.

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$470.4

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Cabin

Vacation Rental - Choose from 5 nearby mountains or relax in peace & comfort

Chester, Vermont, United States

This charming cabin offers 3 bedrooms, 2 full baths, a spacious living room area with wood burning stove, Finished basement / bunk room with 6 Twin Beds and Large flat screen TV and is a great property for sledding, snow shoeing, hiking, etc. The town of Chester is conveniently located in the Okemo Valley Region of southern Vermont. Manchester, Woodstock, Brattleboro and Rutland are all an easy drive from Chester. Grafton, Weston and Saxtons River are also nearby and all offer a wide variety of antiquing, dining, shopping, family fun, and more. The cabin is ideally located in close driving distance to Okemo (23 mins), Magic Mountain (15 mins), Bromley (45 mins), Stratton (45 mins), and Killington (45 mins). Be sure to visit Queechee for its notorious Hot Air Balloon festivals throughout the year. The VAST trail system is minutes away and easily accessible. Nearby Grafton Ponds offers hiking, cross country skiing, ice skating, and tubing. Okemo Valley Golf Course as well as Tater Hill Golf Course are both within a 25 minute ride.

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$425.6

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Private Vacation Home

Charming Farmhouse 5 minutes from Magic Mountain & close to 5 other Ski Resorts

Chester, Vermont, United States

Centrally located home for all of your year-round outdoor activities! Come enjoy all Vermont has to offer on this 3-acre property. Great skiing, golf, and VAST trails are all nearby as well as hiking and kayaking at nearby Lowell Lake. Cozy up by the fire in the winter or relax on the front or side porch in the warmer weather. Our well-kept home is perfect for two families or your group to enjoy! The family will love the partially finished basement with ping-pong table, foosball table and darts.brbrDistance to ski resorts:brStratton - 16 milesbrMagic Mountain 5 milesbrBromley - 12 milesbrOkemo - 20 milesbrMt. Snow - 25 milesbrKillington - 40 milesbrbrbrOur home is perfectly located just a 5-minute drive from Magic Mountain and sits adjacent to the Tater Hill golf course which is a 5-minute walk from our front door! The VAST trails are accessible across the street. Beautiful Chester and Londonderry each about a 10-minute drive from the house with good restaurants, shopping and farmers market (seasonally). The picturesque village of Grafton is just a 15-minute drive away. Please inquire about our discounted long-term Spring and Summer rental rates!

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$510.0

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Private Vacation Home

Amazing Custom Home on 40+ Acres

Chester, Vermont, United States

Beautiful views and lots of privacy but still only 2 miles from town. 5 bedrooms and 6 bathrooms with exercise room, game room and large living space. Great for a family vacation gathering. Close to Okemo, Bromley, Stratton and Killington. On VAST trail.brbrMiles of hiking and cross county ski trails right out the door. There are 2 ponds for ice skating and swimming in the summer.brbrAll linens and cookware provided. Gas grill, wood stove, and lots of open space.

5

Bed

6

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12

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$517.33

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Private Vacation Home

Indoor Hot Tub Room/10 Miles to Okemo

Chester, Vermont, United States

Great Central Vermont location! Private but easy to get too. Ten miles to Okemo/Jackson Gore. Skiing, golfing, hiking, snowmobiling, Mountain biking, cross country skiing, snowshoeing. Forty minutes to Manchester, Woodstock & Dartmouth. Great for couples looking to get away. Breweries, wineries, Farm to Table Restaurants. Open Floor plan perfect for entertaining, large deck, covered porch, open lawn, two fire pits and sunset views. Hot tub for sitting in morning sun and afternoon sunsets.

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$740.1

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Private Vacation Home

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

Chester, Vermont, United States

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/

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$329.71

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Chalet

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chester, Vermont, United States

Gather with family and friends at our spacious home nestled in the Vermont woods.brbrThe Blue Moon Bungalow is your home away from home, with everything you need for a relaxing getaway, with the beauty of nature all around. Our large, open floor plan, secluded 2 acres and spacious bedrooms make it the perfect location for multiple groups and families to enjoy.brbrWe're a short 13 minute drive from Okemo/Jackson Gore and a 9 minute drive to downtown Chester with plenty to do and explore!brbrThe Blue Moon Bungalow is a renovated camp with rustic charm and modern amenities. With enough beds to sleep 10 and a large great room on the first floor, it's the perfect escape for a group or multiple families. All linens and towels are provided.brbrInside our cozy interior you'll find three flat screen tvs with Rokus to log into your preferred streaming services. Watch a movie, share a family dinner and play board games in our great room around the gas fireplace.brbrTake in the natural beauty of Vermont while relaxing on our sunny deck, playing yard games, exploring the property and making s'mores by the firepit. Be sure to check out the amazing stargazing from the deck on a clear night!brbrPerfectly located between Chester and Ludlow/Okemo there's something to do for the whole family. Outdoor lovers will enjoy the skiing, mountain biking, snowmobiling, hiking and leaf peeping. During the summer months book a scenic chairlift ride to the top of Okemo, take a ride on their mountain coaster and challenge yourself on their ropes course.brbrWithin a 15 minute drive of the Blue Moon Bungalow you'll find plenty of antiquing, fine dining, breweries, live music, golf and more!brbrPlease note: br- We have two security cameras, one next to the front door and one on the front of the house. They will be on during your stay. br- We highly recommend 4WD or AWD to get up the hill to our house in the winter.br- Pets are allowed with owner approval + a $75 pet fee. Please contact us for more information.br

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$491.87

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Private Vacation Home

Spacious 5-bedroom Historic Stone House near Okemo

Chester, Vermont, United States

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!

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$236.25

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Cabin

Sage House at Camp Greenwood Vermont with Sauna

Chester, Vermont, United States

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.

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$378.69

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Private Vacation Home

Historic Vermont farmhouse in 100+ acres, balcony, sunroom, office, window a/c

Chester, Vermont, United States

Kingdom Valley FarmhousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your charming retreat in Chester, Vermont! This 200-year old historic 2-story farmhouse in its own 170-acre valley of wild woods and meadows boasts 3 cozy bedrooms and 1.5 bathrooms, offering a perfect blend of rustic charm and modern comforts. Step out onto the inviting covered balcony, where rocking chairs await you, or enjoy undisturbed views into the valley from the sunroom or outdoor patio. Enjoy the local farm to table cuisine, or whip up your favorite meals in the fully equipped kitchen, and choose whether to eat indoors or outdoors, with a choice of dining rooms.brbrThis home is designed for cozy comforts, with features including a washer/dryer and partial window A/C. Relax in the comfortable living room after an active day using streaming services and DVDs, or curl up with a book in one of various reading nooks. Digital nomads will also delight in a full office space with desk, and a separate reading room with chaise lounge. Local fast V-Tel fiber internet is provided through full in-house WiFi.brbrYou can explore the wild forest and fields all around you (note no formal trails). At night stargazers will enjoy the minimal light pollution to see a full magical night sky. There are multiple historic towns to visit, including Chester, Grafton, Woodstock and Manchester. Located just a short drive from outdoor activities, you can explore the Grafton Trails & Outdoor Center, 4 ski resorts (Okemo, Bromley Mountain, Stratton, Magic Mountain) for skiing and hiking. For family fun, visit the nearby Mountain Man mini golf, Chester Disc Golf or Springfield Leisure Center for a full gym and indoor swimming pools facilities. Whether you're seeking adventure or relaxation, this farmhouse is the perfect home base for your Vermont getaway. Book your stay today and experience the beauty of the Green Mountains!brbrThings to KnowbrThe entrance is located on floor 1 but require several steps to enter.brPlease note the outbuildings on the rest of the property are yet to be renovated, and there is no fencing. Therefore children should be closely supervised at all times.brbrParking notes: There is free parking available for 3 vehicles.brbrSecurity camera details: Exterior cameras facing driveway, parking areas.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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

Chester, Vermont, United States

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

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