Vacation Home Rentals By Owner In Jamaica, VT

Desired location for skiers (down hill mountain bikers, golfers and outdoor enthusiasts alike). Enjoy your stay with family and friends in this secluded mountain ski chalet only 7 minutes to Stratton's Sunbowl parking lot, 10 minutes to Stratton main base; 20 minutes to Mt. Snow, Bromley or Magic ski mountains. 55 mins to Killington. This chalet sleeps 12 comfortably with 3 bedrooms, 2 baths and 2 family rooms with beds. Come enjoy our truly special piece of Vermont tucked away in the woods!

Cozy ski retreat 7 minutes from Stratton's Sunbowl!

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$299.45

Peaceful and private retreat! Wind up a long driveway to our home, located 2 miles to the Stratton access Road, 20 minutes to Manchester and 15 to the Weston Playhouse and Vermont Country Store. Great for families or several couples and large parties but works for just a couple of folks as well. Our house sits in the midst of mature trees with pretty local views. Four Bedrooms are fully furnished and ready for a short or longer vacation. The open cherry kitchen, dining and living room enjoy a fieldstone fireplace and wood and tiled floors. There is a main suite bedroom (Queen bed) on the second floor with a fireplace, wood floors and a bath with oversized shower. Two additional bedrooms upstairs share a full bath, each of those rooms has two twin beds. On the main floor there is a queen bedroom with a full bath that is shared with the common rooms. A family/rec room on the lower level (with ping pong table and tv) makes a great retreat for kids to enjoy. This is an ideal seasonal rental for either the full ski season or the summer months. Great sliding hill in the yard, hiking trails nearby, Lowell Lake, Gale Meadows and the Stratton pond are all just a short drive for summer fun. In the winter you can be on the slopes in minutes, snowshoe or cross country ski on nearby trails. The kitchen is fully equipped, has all the silverware, dinnerware and cooking utensils needed. Winter guests traveling to Vermont should be prepared with 4WD or AWD that have good all season or snow tires.

Privacy in the Green Mountains! Hike, bike, swim and enjoy VT all summer.

Jamaica, Vermont, United States

Bed

3

Bath

8

Sleeps

$884.83

Welcome to The Après Lodge, a spacious and beautifully updated 5BR, 3.5-bath mountain retreat just 7 minutes from Stratton Mountain. Designed for large groups as the ultimate home base for “après” (after) activities, the home features 10 beds, a private hot tub, barrel sauna, ping pong table, outdoor fire pit, two wood-burning fireplaces, high-speed internet, panoramic valley views, and quick access to skiing, hiking, golf, and the charming towns of Manchester, Londonderry, and Jamaica.

Après Lodge: 5BR 7 mins from Stratton with hot tub, sauna, fire pit, views

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$612.09

This home is very unique and special to me. I am a builder from Martha's Vineyard and put my heart, soul and experience into this one of a kind post and beam house. It sits on a private island on the West River that you access by going over a covered bridge. There are only two other homes on the island (island is over 100 acres). The house is 2800 square feet and the bedrooms range from 200 to 250 square feet. Each room has special touches down to the hand made tiles in the kitchen and bathrooms and branches in the railing systems. The kid's bunk bed system is handcrafted with logs and branches and sports an elevated walkway, trap door, and rope ladder. The massive 30-foot high interior fireplace is fashioned after a Lew French design and the spiral staircase to the loft has to be seen to be appreciated. I sit for hours listening to the river outside as it is only 30 feet from the house. Some days we put on our snowshoes and explore the island. We have just completed an around the island trail system that shows off its beauty complete with a 50-foot suspension bridge. My girls love looking for animal tracks. We have deer and beaver on the island. I have seen lynx tracks but have never seen one.brbr This is not really a rental property - this is my dream house. It is 10 miles from Stratton Mountain (about a 15-20 minute ride to the mountain) which is a great ski and snowboard area in the winter and golfing community in the summer. There is a swimming hole off of our trail system, waterfalls and the state park minutes away. And a bodega in town with all the supplies you would ever need. brbrThe House rental comes with a parking pass so that you can always park right at the foot of the mountain. Stratton Mountain is one of the best run mountains I have ever been to. Their customer service is unmatched in Vermont - They give out tissues at the chair lifts on really cold days. The people that work at the mountain truly want you to have a good skiing experience. They are not just punching a clock. The ski school is first rate and my 6 year old daughter can already ski from the top of the mountain and guides me through some of the easier forest trails. Manchester is about 30 miles away and is home to every outlet store you would want to shop in.......... I could go on forever. Oh, and there is a jacuzzi that overlooks the river. Take a look at the pictures and contact me if you want to see more.brbrKeywords: Ski, Stratton, Vermont, snowboard, beautiful, unique, Jamaica, covered bridge, river, mt. snow

One of a Kind Post and Beam Home on Private 100 acre Island

Jamaica, Vermont, United States

Bed

3

Bath

12

Sleeps

$1057.35

Wonderful Luxury Family Home in Vermont. Close to everything including Stratton Mountain. Private home with gourmet Eat In Kitchen, mudroom, huge living room, family area and dining room. Amazing place to create family memories. Wonderful large sunny private quite bedrooms with amazing master suite. 6 bathrooms a must see. Excellent private Ski house with large backyard for sledding!!! Long season

Amazing Family Luxury Home - Near Stratton Mountain - Seasonal Rental options!!!

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$231.42

Situated on 13 acres of forest with stunning views from indoors/out and flooded with light from the southern exposure. Features large deck, perfect for stargazing, mid-century modern furnishings, new appliances, espresso machine, sun deck, and 25Mbps Wi-Fi sufficient for streaming. Convenient to ski areas, restaurants, shops, and swimming holes, yet secluded and quiet.brbrWalk to Pikes Fallsbr7min to Stratton slopesbr29min to Bromley and Mt SnowbrbrAWD required for Spring/Winter. Pet fee $150.

Starry Skies: 7min to SkiStratton+PikesFalls+DogOK

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$1686.93

Genuine 1865 Vermont VT Farmhouse with hand-hewn wood beams in rural setting. 3 floors and 3,000 sq ft. Totally updated. With 800 feet of brook + brook-fed, swimming pond and waterfall on 2 acres of private land. Beautiful flower gardens in the summer. You are in the Green Mountains but less 2 minutes from a gas station, groceries, restaurants and ski shop and bike shop.brbrTotal land is 5.5 acres. Park 2 x SUVs in the driveway and 3 x SUVs across the road in from of our barn (not included in the rental). Flat land and 800 feet to hard surface roads.brbrHigh quality Xfinity (Comcast) cable feed for TVs, Internet and landline. Excellent cell phone service. This is our second home, with well-equipped kitchen and amenities. Pets allowed.

1865 Vermont Farmhouse with Luxury Updates

Jamaica, Vermont, United States

5

Bed

Bath

13

Sleeps

$1735.78

Welcome to Rainbow's End, our home away in the Green Mountains of Vermont. Our home is in the town of Bondville, just 10 minutes from the base of Stratton Mountain, 20 Minutes from Bromley Mountain, and 25 minutes from Manchester Center. Relax in front of the stone fireplace or soak in the new hot tub and enjoy stunning views of Bromley Mountain and the mountains of Southern Vermont from the main living room, family room, and North West facing bedrooms. This 5 bedroom, 3.5 bath home remodeled in 2023 is a perfect escape to the natural beauty of Vermont. Stratton is the highest peak in Vermont, which means in the winter the conditions are reliable for snow making, and in the autumn you can see the colors of the fall leaves for miles. Our home is close to year round activities at Stratton Mountain and beyond. Take advantage of downhill and cross-country skiing, tennis, golf, hiking, dining, and shopping in local Manchester. Kitchen is well appointed with Caraway cookware, espresso maker, griddle, and everything you need for formal and casual dining. Family room with smart TV, games, puzzles, and more! PLEASE INQUIRE ABOUT AVAILABILITY. While we try to keep the calendar up to date, plans change and dates may be available that appear booked. Off-season discounts available April 1-September 10, and November 20 to December 10.

Stratton Vermont Ski House with Stunning Views of Bromley Mountain

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$457.6

Ten year old custom built modern home with the finest material. Set on 20 acres on the end of a long private road. Built on the edge of the mountain with stunning views of the valley and Stratton mountain. Deer, bear, turkey and coyote walk across the driveway and drink at the pond. Build a fire in the fire pit, grill on the deck or swim in the pond. You will be alone and relax here. brbr* Open floor plan with custom built furniture and a 60 deck overlooking the mountains and valley. In the winter the skiing is very close and you can skate right outside the house. In the summer walk to the local swimming hole at the bottom of the hill if you don't want to swim in the pond. In fall just watch the leaves change. Deck has a wonderful outside shower.brbr* Kitchen - excellent kitchen with 36 range and very well equipped with quality pots, pans and utensils. Sonos in the kitchen and the master so you can listen to your music as you relax. brbr* Large family room in the walk out ground floor with 6 bunk bunk room and queen bed bedroom. There is a large bathroom in the ground floor with double sink. brbr* Upstairs has large combined living room/kitchen with 1/2 bath in the hallway, coat room, laundry room and master suite down the hall. brbr* Basement floor is radiant heat. House is situated solar south and heavily insulated. High speed internet and satellite TV.brbrSummer or winter season rental available.

New Beautiful Modern Home - Weekly or Monthly - Isolated but Centrally Located

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$552.52

Operated as a bed and breakfast for years, this newly updated Farmhouse is spacious enough for multiple families to comfortably stay. The house consists of multiple living spaces, 5 bedrooms, 5 bathrooms, 10 beds, and a ton of other amenities such as a new hot tub, wood stove fireplace, multiple large TV’s with DirectTV, Wi-Fi, piano, pool table, Peloton, and a new game room with multiple arcades, pop-a-shot, foosball table, air hockey table, + more to keep the kids and / or adults busy! Outside you will find a fenced in portion of the yard (perfect for small children or your pets), two 8ft long picnic tables, propane BBQ, beautiful flat backyard with multiple apple trees, direct access to the river, + more! Nearby you will find the pikes falls waterfall as well as multiple state parks, lakes, and 4 other ski mountains within a short drive!brbrbrOperated as a bed and breakfast for years, this newly updated Farmhouse is spacious enough for multiple families to comfortably stay. The house consists of multiple living spaces, 5 bedrooms, 5 bathrooms, 10 beds, and a ton of other amenities such as a new hot tub, wood stove fireplace, multiple large TV’s with DirectTV, Wi-Fi, piano, pool table, Peloton, and a new game room with multiple arcades, pop-a-shot, foosball table, air hockey table, + more to keep the kids and / or adults busy! Outside you will find a fenced in portion of the yard (perfect for small children or your pets), two 8ft long picnic tables, propane BBQ, beautiful flat backyard with multiple apple trees, direct access to the river, + more! Nearby you will find the pikes falls waterfall as well as multiple state parks, lakes, and 4 other ski mountains within a short drive!brbrbrThe first floor consists of the kitchen, dining room, pool table room, piano room, living room, 1 full bathroom (shower), and Bedroom 1 which has a queen bed.brbrbrThe second floor consists of 4 bedrooms, 4 bathrooms, and the game room:brbrBedroom 2: 2 Queen beds with attached full bathroom (shower)brBedroom 3: 2 Queen beds with attached full bathroom (shower)brBedroom 4: 1 King bed (attached full bathroom with shower) brBedroom 5: Two twin over twin bunks (attached full bathroom with shower / tub). This bedroom can be accessed through the game room or through a door that connects into bedroom 4 (through the tub bathroom) if you want to connect the rooms into a family suitebrbrbrGame Room: Full of fun games for the kids and / or adults such as pop-a-shot, air hockey, foosball, multiple arcades, + more! (Game room can be accessed through a staircase that connects into the kitchen or through bedroom 4 / 5 depending on if you have the doors open to create family suite)brbrbrbr-The house uses SpaceX Starlink internet so we finally have high speed internet!!! brbr-Peloton only operates on “just-ride” mode and you are required to bring your own peloton fitted shoesbrbr-The house has 2 pack and plays that can be usedbrbr-For VT in general we would recommend 4WD or AWD vehicles over the winter monthsbrbr-Hot Tub is maintained by a local spa company weeklybrbr-The house is family friendly but isn’t baby proofed.brbr-The games inside the game room will change from time to time: Air hockey table, which arcades, etc. so please reach out if you would like to confirm.brbr-You are more than welcome to bring your dog, we just ask that you keep him/her off furniture and beds as it’s difficult to get the hair off and please pick up outside if in trafficked areas. If you would like to bring more than one dog please just reach out for pre-approval. Also, given dogs visit the home on occasion so if you are allergic please take this into considerationbrbrbr-Due to the serine beautiful location cell service is minimal. We typically use the landline or turn on our Wi-Fi Calling. brbr-BBQ is stored during peak winter so that it isn't damagedbrbr-Spring and fall are ladybug season in VT and it is very common for ladybugs to gather near windows. They are NOT harmful but we like to give our renters a heads up regardless.brbr-As expected the river water levels will fluctuate depending on rainfall, etc. There are times when it's shallower and times when it's deeper.

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica, Vermont, United States

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Bath

Sleeps

$1547.61

Spectacular Timberframe Home very near Stratton Mountain, Vermont. Extraordinary soaring ceilings with fieldstone fireplace/chimney. Outdoor hot tub. Pool table. Five bedrooms, large loft, finished basement. Plenty of room for a group of up to 16, but not too overwhelming for a couple or two. Central A/C. Large/open yard, cottage, and lots of toys for children to play. Skiing, hiking, antiquing, lakes, horseback-riding, outlet shopping, and plenty of other attractions nearby. An unforgettable experience.brbrAlthough Stratton is closest, Bromley, Mount Snow, Magic Mountain, Okemo and Killington are also all easily reachable from this house.

Stratton Spectacular - March Ski Dates Available !

Jamaica, Vermont, United States

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Bath

Sleeps

$2140.69

This 5-bedroom, 5 bath luxury home less than 5 miles from the base of Stratton Mtn. With it's expansive great room welcoming you to simply lounge, create your culinary classics in the custom designed kitchen, or daydream next to the fireplace in the family room or outdoor fire pit, this is your chance to gather together in a warm, modern space that dreams are made of.

VT Family Oasis - 10 Mins to Stratton

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$428.41

All-Ages Entertainment + Gaming Lounge | Dedicated Workspace | SaunabrbrCraving adventure, indulgent comforts, and space to relax Book your stay at this upscale 4-bed, 3.5-bath Jamaica vacation retreat. Wander through vibrant fall foliage in Green Mountain National Forest or carve fresh powder at Stratton. Afterward, return to unwind by the fire, soak in the private hot tub, or enjoy a game of billiards. This elegant haven pairs Vermont’s scenic charm with elevated New England luxury.brbr-- THE PROPERTY --brbrMRT-11153470-001brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 full bedbr- Bedroom 4: 4 twin bedsbr- Additional Sleeping: 1 portable cribbrbrINDOOR LIVINGbr- Smart TV, board games & booksbr- Wood-burning stovebr- Gas fireplace, wood-burning fireplacebr- Dining table, work desk, monitorbr- Pool table, poker table, darts, Xboxbr- Spacious bedrooms, 5,200 sq ftbrbrOUTDOOR LIVINGbr- Deck, gas grill (propane provided)br- Outdoor seating, fire pit (firewood provided)br- Screened-in porch, hot tubbrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Drip/pod coffee maker (coffee provided), cream & sugarbr- Toaster, spices, blenderbr- Cooking basics, dishware & flatware, trash bags & paper towelsbrbrGENERALbr- Central heating, window A/C unitsbr- Towels & linens, complimentary toiletries, hair dryerbr- Free WiFibr- Keyless entrybrbrFAQbr- 4 exterior security cameras (facing out)br- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- Multi-level home, step-free entrybr- All bedrooms on lower levelbr- Stairs to access living areas & kitchenbrbrPARKINGbr- Driveway (5 vehicles)br- EV chargerbrbr-- THE LOCATION --brbr- 5 miles to Stratton Mountain Resortbr- 12 miles to Bromley Mountainbr- 16 miles to Appalachian Trail accessbr- 17 miles to Lye Brook Fallsbr- 24 miles to Emerald Lake State Parkbr- 76 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- Pet friendly w/ $75 fee (+ fees & taxes, 1 pet max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This multi-level home offers step-free entry. While all bedrooms are on the lower level, stairs are required to access the living areas and kitchenbr- Your safety matters. This property features 4 exterior security cameras. Cameras 1 and 2 are on the front of the house facing the driveway. Camera 3 is on the front door facing the front entry. Camera 4 is on the back of the house facing the hot tub. The cameras are outward facing and do not look into interior spaces. The cameras record video when activated by motion

Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort

Jamaica, Vermont, United States

Bed

3

Bath

10

Sleeps

$443.5

Summary:brbrWelcome to The Post Haus! A one-of-a kind, modern Vermont mini cabin in the Green Mountain National Forest. This high-end, mid-century mod getaway offers an indoor wood-burning fireplace, sauna, high-end kitchen, and two acres alongside the beautiful Ball Mountain Brook. Come enjoy our truly special piece of Vermont!brbrbrbrThe Space:brbrOur unique, 900 square foot contemporary home built in 2022 is in the heart of the Green Mountain National Forest, all while offering all the perks of mid-century modern luxury. Open kitchen, dining and living room. Indoor midcentury wood stove available for guest use. Sunlighten sauna with chromotherapy, perfect for post-ski relaxation. Spectacular views of Ball Mountain Brook. Awesome outdoor area with a deck, fire pit, Adirondack chairs, picnic table and grill. WIFI (200Mbps), dedicated desk / workspace area, 43 smart TV, Nintendo Classic Mini. Four-legged friends welcome!brbrbrbrOur home sits alongside the Ball Mountain Brook, which has river access right across the street. Great for sitting alongside the water and summertime wading. And if you are interested in swimming, our local swimming hole, Pikes Falls, is located on our street just two miles down.brbrbrbrGuest Access:brbrGuests will have access to the entire house except for the locked owners' closet on the main floor and outdoor sheds.brbrbrbrPlease note, the outdoor playscape structure is not for guest use at this time.brbrbrbrThe Neighborhood:brbrThe Post Haus is just minutes away from some of the best attractions in central Vermont:brbrbrbr* Downtown Jamaica (shops, outlet stores, dining, and more): 5 minutesbrbr* Jamaica State Park: 5 minutesbrbr* Pikes Falls Swimming Hole: 5 minutesbrbr* Stratton Mountain: 10 minutesbrbr* Bromley Mountain: 25 minutesbrbr* Mt. Snow: 27 minutesbrbr* Downtown Manchester (shops & dining): 30 minutesbrbr* Downtown Brattleboro: 40 minutesbrbrbrbrOther Things to Note:brbrPlease note that The Post Haus is a non-smoking residence (both inside and out). Any violation of this rule will result in a $500 fine.

The Post Haus: one-of-a-kind modern VT experience

Jamaica, Vermont, United States

2

Bed

1

Bath

Sleeps

$210.52

Summary:brbrWelcome to the Foxglove Tiny House, a modern tiny house in Jamaica, VT. Dogs welcome with a $100 pet fee.brbrbrbrThe Space:brbrThe Foxglove Tiny House is tiny vacation living at its finest. The house offers a full kitchen with two-burner gas stove and oven, farmhouse sink, butcher-block countertops, Poly & Bark sofa, electric fireplace, minisplit heat and AC, Smart TV, WiFi, a luxurious walk-in tiled shower, flushing toilet, bedroom loft with queen mattress (accessible by a full set of stairs), outdoor area with porch, Breeo firepit, Weber grill, picnic table, and Adirondack chairs...just to name a few features! Dogs welcome with a $100 pet fee (one pet max). Come enjoy Vermont in a whole new way!brbrbrbrThe house is located on the same property as Apple Blossom Cottage, a popular Airbnb. The two homes share a driveway, but you will have access to your own outdoor space and parking space for one car. The peaceful property also is home to wildflowers, chickens, and beautiful territorial views of the surrounding area. While the house does have its own dedicated outdoor area and amenities, this home is among several other tiny homes on the property. So if you are looking for a secluded getaway without anyone around, another one of our properties may be a better fit for you.brbrbrbrThe Neighborhood:brbrJamaica is a wonderful artist community tucked away in the Green Mountains. Walk out the door for an adventure on the West River Trail. Jamaica State Park is only two miles from the tiny house. The two state parks, Townshend and Jamaica, have numerous overlook trails and the West River offers kayaking, rafting and tubing. Gourmet dining and designer outlets are a close drive to Manchester, Vermont. Spend a day skiing on the slopes at one of the nearby ski resorts: Stratton, Bromley, Mount Snow, Magic Mountain, or Okemo. Don't forget to hike to the town's popular swimming holes: Hamilton and Pikes Falls. Come enjoy the outdoors!brbrbrbrOther Things to Note:brbrBringing your pup along They are totally welcome with an additional $100 pet fee. Just let us know if you'll be bringing your pet along when you make your reservation.brbrbrbrPlease note that Foxglove Tiny House is a non-smoking residence (both inside and out). Any violation of this rule will result in a $500 fine.

Foxglove Tiny House - a modern tiny getaway

Jamaica, Vermont, United States

1

Bed

1

Bath

2

Sleeps

$539.51

Welcome to your Vermont getaway — a spacious 5-bedroom, 4.5-bath colonial where classic New England charm meets modern comfort. brbr- Vermont Farm House with 5 Bedrooms (all with Queen beds - Plush mattresses, fresh linens, and cozy duvets) Sleeps 10br- 4 Full Bathrooms — No waiting for showers, plenty of space for everyone - whirlpool tubs too! + NEW half bathroom off living room.br- Smart TV's and Wifi, of course!br- Fully Equipped Kitchen with New Appliances — Perfect for big family meals or après-ski snacksbr- Large Dining Room that seats 10 + Kitchen Table toobr- Spacious (very big!) Mudroom/Ski Equipment Room complete with cubbies to keep your gear organized and dry, and large window with bucholic views br- Located minutes away from Southern Vermont Ski Areas - Stratton, Mt Snow, Magic Mountain and Bromleybr- Easily Accessible - no dark, dirt, icy roads. Paved and easy! br- Private parking. Driveway that is a short distance from the house.br- Washer and Dryerbr- Many Gas Fireplaces for the Winter (and heat) + Central Air in the Summer— Comfort in every seasonbr- Comfortable for baby/toddler: crib and high chairbrbrThis charming Colonial known as The Robinson House was formerly part of an inn, and is now ready to welcome you and your family and friends. Built in 1818 but completely updated and luxurious. It is situated just a short stroll to Jamaica’s quaint village center. It’s a two minute walk to West River Provisions, a family-owned country store stocked with groceries and gourmet items, plus beer and deli fare. Just a couple minutes further down the road is River & Rye, a restaurant and bar with an emphasis on local ingredients and community in a welcoming setting. brbrThe home itself is incredibly comfortable. There is a flat private parking area, and when you enter through the back of the house, there’s a spacious mudroom with hooks and cubbies galore - a place for everyone’s things! brbrThe first floor of the house has:br- an updated and stocked kitchen, everything you needbr- a dining room with a large table that seats ten, plus another smaller table in the kitchen areabr- a cozy living room with a TV, fireplace, piano and gamesbr- a large bedroom with a comfortable Queen bed and full bathroom directly off of itbrbrUpstairs to the second floor you will find four large bedrooms! All have Queen beds that are very comfortable. Two of the bedrooms are connected. There are three full bathrooms on this level. There is a crib in one of the bedrooms. brbrbrLocation Highlights:brbrStratton Base Lodge: 8 MilesbrMagic Mountain: 13 MilesbrBromley Mountain: 15 MilesbrMount Snow: 17 MilesbrJamaica State Park: 12 Minute enjoyable Walk brWest River Provisions: 2 Minute Walk brRiver & Rye: 4 Minute Walk brPikes Falls: 5 MilesbrManchester (shopping/dining): 20 MilesbrEmerald Lake: 27 MilesbrHamilton Falls: 12 MilesbrLowell Lake: 14 MilesbrbrThings to do by Season:brbrWinter: br- Ski or Snowboard at Stratton, Bromley, Magic Mountain & Mt. Snow. These four extraordinary resorts are close by! And offer many other activities as well, like the tube park or ice skating.br- Snowshoe or sled in Jamaica State Park.br- Enjoy Vermont's natural beauty and mountain views.brbrSpring/Summer: br- Swim and kayak in the West River. br- Jamaica State Park is a stunning and abundant nature area. Activities includes camping, swimming, boating, river fishing, hiking, picnicking, mountain biking, and wildlife watching.br- Visit Pikes Falls, Emerald Lake, Hamilton Falls, Lowell Lake, or many other local beautiful Vermont places.br- Enjoy activities at the ski resorts such as scenic lift rides, golf, concerts, mountain biking, etc.brbrFall: br- Foliage Hotspot - Stunning autumn colors right from the yardbr- Leaf-peeping & scenic drivesbr- Hiking. The Stratton Mountain Fire Tower is a great hike to take. It sits atop the highest peak in southern Vermont and offers some exquisite fall views. br- Cider Mills, pumpkin patches and apple pickingbr- Local harvest festivals, and cider donutsbr- Visit Manchester - which is extra magical in the fall. Manchester is home to some nice outlet shops, charming independent shops, historic streets, wonderful restaurants, and lots of things to do outdoors to enjoy fall foliage.brbrOther Things to Note:br • Family-friendlybr • No parties or eventsbrbrThis property is strictly non-smoking. brbrWe know you will enjoy The Robinson House!

Historic Ski House, Walk to Town, Short Drive to Slopes

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$425.5

Welcome to our custom-built Vermont mountain retreat—handcrafted with love by my husband for unforgettable family getaways, ski weekends, and cozy winter escapes. Every detail of this home was designed with warmth, comfort, and connection in mind.brbrPerfectly located near Mount Snow and Stratton Mountain, our home is an ideal basecamp for skiing, snowboarding, winter hiking, tubing, and après-ski relaxation. Whether you’re chasing fresh powder or planning a quiet couples’ retreat, you’re in the perfect spot.brbrAfter a day on the slopes, unwind in our open, family-friendly living space, filled with natural light, cozy vibes, and room to gather. One of our favorite winter features The soothing sound of the river just steps away, flowing gently beneath the snow—pure mountain magic, day and night.brbrSnuggle up with a hot drink, listen to the water, watch the snow fall, and slow down in true Vermont style. Whether you're planning:brbrA romantic winter weekendbrbrA friends ski tripbrbrA family mountain getawaybrbrOr a peaceful remote work retreatbrbr—we’d love to host you in our special home.brbrBook your perfect Vermont winter escape now—snow, slopes, and serenity are waiting. brbrThe Spacebr• First Floor: Kick off your stay in our game room, complete with a foosball table, Boss Toss, and other fun games—perfect for kids (and kids at heart!). Located on its own floor, it’s great for late-night fun without disturbing sleepers upstairs.brbr• Second Floor: A large open kitchen with an island, dining table, and cozy living room with a gas fireplace—perfect for winter evenings. This floor also has one bedroom with bunk beds and a half bath with washer/dryer.brbr• Third Floor: Two spacious bedrooms—one with a queen bed and one with a king—plus a fabulous, large master bathroom with plenty of closet space. There’s also a separate room for a play space or office.brbrbrComfort & Amenitiesbr• Air conditioning for summer comfortbr• Starlink high-speed internet for streaming, remote work, or staying connectedbr• Total space: ~1,750 sq. ft. — plenty of room to spread outbr• No pets, please, due to family allergiesbrbrbrOutdoorsbrOur home sits alongside Ball Mountain Brook, with private access right across the street—perfect for sitting by the water or wading in the summer. Just two miles down the road, you’ll find Pikes Falls, a beautiful local swimming hole. Enjoy the big deck with patio seating, the fire pit with Adirondack chairs, and the peaceful sounds of the forest.brbrbrNearby Attractions brYou’re just minutes from some of Southern Vermont’s best destinations:br• Downtown Jamaica – 5 minutesbr• Pikes Falls Swimming Hole – 5 minutesbr• Stratton Mountain Resort – 10 minutesbr• Bromley Mountain – 25 minutesbr• Mt. Snow – 30 minutesbr• Downtown Manchester (shops, outlet stores, dining, and more) – 30 minutesbr• Downtown Brattleboro (independent shops, dining, and breweries) – 30 minutesbrbrbrCome for the fresh air, stay for the serene views, cozy nights by the fire, and endless outdoor adventures. We believe we’ve truly thought of it all—so you can simply arrive, relax, and make memories.

Cozy Vermont Winter Retreat .... Riverfront Escape

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$539.03

Your whole group will love the easy access to endless amenities including skiing, snowmobiling, hiking, kayaking, fishing, golf, tennis, shopping, restaurants and more! Our family home is off the access road to Stratton mountain with only a 7 minute drive to the base. The VERY well maintained 27 hole golf course that overlooks the mountain is only 5 minutes down the road.brbrEarly check-in fee: $25/hr (subject to availability)brLate check-out fee: $25/hr (subject to availability)brbr***If you are visiting in the winter, it is highly recommended that you travel with a vehicle with AWD.brbr***A hold in the amount of $500 will be placed on your credit card prior to check-in to cover any potential damages or incidental charges. This is not a charge but an authorization. The hold will be automatically released within 5 days of the checkout date, provided no damages or additional charges are assessed.brbrNearby:br2 Minutes to Winhall Marketbr2 Minutes to 7/11 & Gas Stationbr3 Minutes to Green Mountain National Forestbr5 Minutes to Stratton Mountain Golf Coursebr5 Minutes to Stratton Mountain Bike Parkbr6 Minutes to Cliffs Tennis Centerbr7 Minutes to Stratton Mountain Ski Resortbr9 Minutes to Coca Cola Tubing Parkbr9 Minutes to Gale Meadows Golf Coursebr11 Minutes to Gale Meadows Pondbr13 Minutes to Ball Mountain Lakebr14 Minutes to Bromley Mountainbr15 Minutes to Manchester - Shopping & Diningbr19 Minutes to Prospect Rock Trailsbr20 Minutes to Magic Mountainbr20 Minutes to Lye Brook Fallsbr20 Minutes to Lowell Lakebr23 Minutes to The Golf Club At Equinoxbr26 Minutes to Stratton Snow Mobilesbr27 Minutes to Grout Pond (Kayaking/fishing)br30 Minutes to Mount Snowbr34 Minutes to Snow Republic Brewerybr36 Minutes to Mount Snow Golfbr39 Minutes to Okemobr41 Minutes to Fox Run & Haystack golf coursesbr45 minutes to Disc Golf Living Memorial Park

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica, Vermont, United States

Bed

Bath

Sleeps

$1144.3

Floor to ceiling windows and an open floor plan in this newly renovated quintessential A-frame house located in a beautiful tree lined neighborhood minutes from four mountains make this home the perfect family get away! Less than a 15 minute drive from Stratton, 20 minutes from Bromley, 20 minutes from Magic Mountain and 25 minutes from Mt. Snow and 5 minutes from Jamaica State Park and 15 minutes from Pike's Falls', both with their own beautiful waterfalls and swimming holes! This treasured family home has ALL the amenities and open space you will need to create memories that will last a lifetime. The master bedroom with en suite bathroom and a second lower level master queen bedroom with ensuite bathroom make it the perfect home for traveling with multiple families. The open living room and dining room with floor to ceiling windows and two story fireplace provides the perfect space for guests of all ages to enjoy time together comfortably. The finished walk out lower level with a separate entrance and second living area with electric fireplace, game table and dart board provide a second space for those who want to take a break from the festivities to spend time alone OR for those who want to stay up late and entertain while the rest of the crowd gets some shut eye! The kitchen, with modern day appliances and ample counter space and outdoor grill, makes it fun and easy to cook or order in! The house comes complete with all linens and towels making packing for this ski vacation a breeze! The host is accessible and happy to answer questions while you are planning for your vacation and a local caretaker will be available to handle any issues that may arise while you are on property.

Renovated 5BR ski house minutes from Stratton, Bromley, Mt. Snow & Magic Mtn!

Jamaica, Vermont, United States

5

Bed