$7,500
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
Rest, relax, and enjoy the tranquil surroundings when you visit this vacation rental home in Chester, Vermont! The stunning house has 4 bedrooms, 3 bathrooms, and boasts exposed beams, wall-to-wall windows, and vaulted ceilings. Complete with an imma...
$5,760
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
⭐️ 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. 20minutes to skiing and hiking, b...
$9,090
Available: Right Now
Listed: 13/05/2024
Chester, VT, 05143
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 ba...
$12,240
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
This incredible log home is the perfect spot for a weekend getaway or an extended stay in Vermont. Nestled on 6 acres of beautiful mountain-view land, this 4 bedroom home gives you all the amenities you need and more. Wake up each morning to the fres...
$19,230
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
Lovingly updated antique 6 bedroom home in the historic Stone Village of Chester, VT. Sleeps 10 comfortably making it the perfect vacation home for 1 or 2 families. Main stone house was built in 1833 as an addition to the 1798 farmhouse. Combined...
$3,750
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
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, 10-40minutes from 4 major ski areas, Magic, Okemo, Bromley and Stratton. Sleigh rides and...
$12,000
Available: Right Now
Listed: 13/05/2024
Chester, VT, 05143
We got the snow !Perfectly situated between Stratton (15mi), Okemo (15mi), Bromley (12mi) and Magic Mountain (2mi) resorts, The Octagon at Powder Mill is a perfect getaway for skiers and adventurers looking for winter outdoor activities, a...
$6,000
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
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.Public hiking/snowshoeing trails can be entered righ...
$6,000
Available: Right Now
Listed: 13/05/2024
Chester, VT, 05143
Come to Vermont for springtime or beyond. Enjoy the emerging green of spring: daffodils, snowdrops, and crocuses are out. Soon the farmers markets begin and swimming holes, trails and lakes beckon. Dining outdoors begins and music groups perform on t...
$10,500
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
You will enjoy Vermont at this beautifully renovated house set on 12 acres in the quaint town of Chester. You can relax by the cozy pellet stove and enjoy the view, or have a movie night upstairs in the loft area. The house is just a quick drive to M...
$7,170
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
Discover the perfect escape in the heart of a charming ski town. Our cozy and rustic home offers a peaceful retreat where you can unwind and enjoy all the attractions this town has to offer. Nestled amidst the trees, this inviting house provides a co...
$7,350
Available: Right Now
Listed: 10/05/2024
Chester, VT, 05143
Welcome to our cozy log home nestled on 6 acres of picturesque Vermont countryside. If you're seeking a peaceful and rejuvenating getaway, look no further.Step inside, you'll be greeted by the warm and inviting atmosphere. The open concept living...
$13,500
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
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 cou...
$9,000
Available: Right Now
Listed: 10/05/2024
Chester, VT, 05143
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 tow...
$7,440
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
Welcome to Sage House at Camp Greenwood: a brand new micro tiny house village central to the best attractions in Southern Vermont! Skiing, hiking, dining....and a barrel sauna and private pond available to our guests! As featured on A&E's Living Smal...
$6,000
Available: Right Now
Listed: 10/05/2024
Chester, VT, 05143
Completely renovated spacious home, about 20 minutes from Okemo Mountain! 3 bedrooms, 2 1/2bathrooms, pool table, air hockey table, tv, gas fireplace, fully equipped kitchen, dishwasher, washer and dryer......
$7,680
Available: Right Now
Listed: 11/05/2024
Chester, VT, 05143
Welcome to 'Smokeshire Hilltop Farmhouse!' This lovely 5-bedroom, 2-bathroom vacation rental sits on a plateau above the Williams River in Chester. Located on a working farm with beautiful grounds, the rustic farmhouse offers travels the ideal escape...