Home Vacation Rentals By Owner In Jamaica, VT

Showing 40 Of 62 Vacation Rentals
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Exceptional(41)

$552.52

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Private Vacation Home

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica, Vermont, United States

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.
Bed 5

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Bath 4

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Sleep 16

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Exceptional(41)

$525.23

/ Nightly
Cabin

4 Mi to Stratton Mountain Resort! Cabin w/ Hot Tub

Jamaica, Vermont, United States

7 Mi to Jamaica State Park | Bring Your Pup | Wildlife Viewing On-Site | All-Season EscapebrbrFind your rhythm in the Green Mountains at this 2-bedroom, 1-bath cabin in Jamaica, VT. Perfect for families or small groups, this dog-friendly vacation rental features a private hot tub, a charming interior, and easy access to nearby hiking trails. After a day in nature, soak beneath the stars and feel your stress fade — the mountains are calling, and this cozy hideaway is ready to answer!brbr-- THE PROPERTY --brbrMRT-11153470-001brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 full bed, 1 twin bedbrbrOUTDOOR LIVINGbr- Private hot tub (covered)br- Private yard (unfenced)br- Charcoal grill (bring your own charcoal)brbrINDOOR LIVINGbr- 2 Smart TVsbr- Desk w/ monitor & printerbr- Breakfast barbr- Fireplace (decorative only)brbrKITCHEN br- Stove/oven, refrigerator, microwavebr- Espresso machine & Keurig (bring your own coffee)br- Cooking basicsbr- Dishware/flatwarebr- Trash bags & paper towelsbrbrGENERAL br- Free WiFi (may be spotty)br- Washer & dryerbr- Central heatingbr- Linens/towels, complimentary toiletriesbr- Hair dryerbr- Keyless entrybrbrFAQ br- 1 exterior security camera (facing out) br- Pet fee (paid pre-trip) br- No A/Cbr- Quiet hours (10:00 PM-8:00 AM)br- Strict max occupancy (5 guests)brbrACCESSIBILITYbr- Single-story cabin, 4 steps to enterbrbrPARKINGbr- Driveway (3 vehicles)brbr-- THE LOCATION --brbr- Perfect for Vermont's year-round outdoor adventuresbr- 5 miles to Winhall Marketbr- 6-8 miles to Ball Mountain Lake & Ball Mountain Dambr- 14 miles to Bromley Mountain Ski Resortbr- 15 miles to Magic Mountain Ski Areabr- 78 miles to Albany Int'l 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/ $500 fee (+ fees & taxes; 2 pets max, no cats) br- No events, parties, or large gatheringsbr- This property has a strict max occupancy of 5 guests. Daytime visitors are not permittedbr- Please observe quiet hours from 10:00 PM to 8:00 AMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story cabin requires 4 steps to enterbr- This property does not offer air conditioningbr- The fireplace is decorative only and not available for guest usebr- Your safety matters. This property features 1 exterior security camera located on the front door, facing the exterior entryway. It does not look into any interior spaces. The camera records video and sound when activated by motion; however, it can be deactivated while guests are in residencebr- Due to the nature of the location, WiFi and electricity service can occasionally be less consistent than in more urban areas. While outages are uncommon, service may briefly go in and out during your stay. We appreciate your understanding and recommend planning accordingly, especially if you will need reliable internet for work or streaming. The mountain setting is part of what makes this home so special, and we’re confident you’ll enjoy the experience
Bed 2

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Bath 1

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Sleep 5

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Exceptional(9)

$339.29

/ Nightly
Country House

All Season Paradise. Swim, Hike, Ski and More!

Jamaica, Vermont, United States

Welcome to our Jamaica farmhouse, a place with space to live and breathe the beauty that Vermont has to offer. Simple, authentic, and perfectly close to the village, yet quiet and serene. The peaceful sound of water over stones can be heard from the brook outside the front door. Minutes away from the slopes and other outdoor activities, the entire house is a library- a real treasure for those days one might rather curl up by the stove. The attached yoga/ meditation studio is completely private (windows and skylights face away towards the mountains and the back of the 2 acre property.brbrPhysical Description/ Walk Through:brThe house has an attached barn with covered parking for one car and an insulated room to remove and store ski equipment. The hallway between the house and barn leads to the kitchen, a yoga studio with Buddhist shrine, and a fenced in dog yard that backs up to our summer cabins. The kitchen and dining area are together. There is a small wood stove at the far end of the dining area. Also downstairs is a living room with a large wall mounted TV and wood stove, a den/guest bedroom with a double futon sofa bed, and a bathroom with a shower and laundry. brThe second floor has a large master bedroom with a full bed and work desk, and a small single bedroom. The rooms share a full bathroom that is accessible from either bedroom. brThe 3rd floor is a converted attic that is a great room for kids. There is a trundle bed, a single bed and a full futon couch, so it can sleep up to 5 young ones. There is a 1/2 bath and a television upstairs. brbrThe Village:brThe town of Jamaica, just steps away, is a friendly Vermont village. Westriver Provisions is a wonderful market with a great selection of necessities including local produce, breads, pastries and an extensive craft beer selection. There are always seasonal festivals and local activities. Jamaica State Park is also a quick, and beautiful walk from the house.brbrThe Area:brThere is a wonderfully healthy Co-Op in Brattleboro, a grocery store in nearby Londonderry and every kind of shopping, including designer outlets, in Manchester. Enjoy the many restaurants also nearby- from diners to gourmet award winning dining. Please feel free to ask me for recommendations!
Bed 4

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Bath 2

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Sleep 8

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Exceptional(2)

$558.41

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Chalet

Newly Designed Chalet w/Views, Minutes to Stratton

Jamaica, Vermont, United States

A perfect little getaway. This 3 bedroom, 2 bath chalet is less than 10 minutes from Stratton, and just a little further to Mount Snow, and Magic Mountain. Perfect for 2 families, or 7-8 people. Situated on 2.5 acres, this private setting with mountain views, has everything you need to feel at home. Multiple markets for food, beer, and wine less than a 5 minute drive as well as ski stores for suppliesbrbrThe spacebrYour home away from home has everything you need to enjoy all that the Jamaica and Southern VT has to offer from relaxing to being active skiing, hiking, fishing, snowmobiling, ATVing, or checking out the local shops and restaurants.brbrThe kitchen has all new stainless steel refrigerator, electric stove, microwave, and Bosch dishwasher. The kitchen is open to the living room and dining area.brbrKitchen is stocked with all the cooking/serving necessities including: cookware, pots, pans, plates, cups, and silverware. Additionally has a crock pot, coffee maker, and lots of other items to make you life here as convenient as possible.brbrThe dining table seats a total of 6-8 guests comfortably.brbrThe living room has a large and comfortable couch that seats up to 4-5 people, two additional mid-century chairs, (the kitchen bench doubles as additional seating) and a 50 inch UHD smart TV with streaming capabilities and streaming live TV (roku) as well as apps. You are also welcome to login to your Netflix and other streaming devices through the smart tv apps.brbrHotel quality linens and towels, shampoo and conditioner, and body wash provided for guests.brbrOutdoors: Sit (season permitting as furniture is stored during winter) on the huge deck looking at the mountains. Weber grill is for guest use all year round. The large private side yard has a fire pit and abuts woodlands.brbrBedroom 1: located on the main floor, has one king bed with closetbrBedroom 2: located on the lower floor, has one king bed, closet, and rocking chairbrBedroom 3: located on the lower floor, has one queen bed and one pull out sofa that converts to a full bed.brCommon area: located on the first floor, has an area for one floor blow up mattress that can be provided.brbrAll mattresses are memory foam.
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Bath 2

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Sleep 8

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Exceptional(4)

$428.41

/ Nightly
Private Vacation Home

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

Jamaica, Vermont, United States

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
Bed 4

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Bath 3

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Sleep 10

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Exceptional(1)

$509.5

/ Nightly
Country House

1830 Greek Revival Farmhouse + saltwater hot tub near Stratton Mountain

Jamaica, Vermont, United States

You love it for skiing, but have you ever spent a Summer in Vermont Escape the crowds and relax in the Green Mountains. Enjoy our cooler climate on our private brook front beach or hike to a nearby waterfall or swimming hole and float in one of our river tubes with a cold beverage in the cupholder. Back paddle into a waterfall for a natural massage! There are many hiking trails just out the door in Jamaica State Park. Just download the AllTrails app! There’s also great kayaking and fly fishing. Or you can hang at River & Rye our local whisky bar/restaurant, that often has live music, just a 2 minute walk from the house or West River Provisions next door our local grocery/deli, where you can get just about anything you need. We have the ultimate screened-in porch with seasonal views from the large 2 person hammock. There's also comfortable seating, an icebox, a ceiling fan, dart board, gas grill, a wood burning fireplace (also with small grill) and a nice salt water hot tub. The porch can seat 12-14 adults for family/group fireside dining on two folding beer garden tables, (normally stowed away in the kitchen). Chefs will enjoy the local farmers' markets and feel right at home in our well equipped eat-in kitchen which can accommodate up to 8 at the farm table, plus 3 to 4 more at the bar. There’s one obvious master suite, but 3 couples + a few kids are well accommodated, each feeling almost like they have their own luxurious suite. The downstairs Queen bedroom, living room and connected bathroom is sometimes used as a guest suite and has its own refrigerator. The other king bedroom is upstairs in a large private space once used for drying herbs, but now also accommodates a ping pong table. WiFi is strong through high speed Xfinity cable internet. There are 3 smart flatscreen televisions. While we are located in the Green Mountain National Forest, we are not in the sticks. There are village sounds you will hear and either love or hate. If you stay more than a week you might hear the fire station. If you hear an air raid siren it either means they are responding to an emergency situation or it’s poker night. The property also has a large fenced in yard with a fire pit surrounded by adirondack chairs, perfect for s'mores and stargazing, also an organic vegetable garden, fruit trees and berry bushes available to our guests. We are new to VRBO, but have been hosting for many years on other platforms with great reviews.
Bed 4

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Bath 2

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Sleep 8

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$443.5

/ Nightly
Private Vacation Home

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

Jamaica, Vermont, United States

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.
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Bath 1

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Sleep 4

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$210.52

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Private Vacation Home

Foxglove Tiny House - a modern tiny getaway

Jamaica, Vermont, United States

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.
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Sleep 2

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$539.51

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Private Vacation Home

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

Jamaica, Vermont, United States

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!
Bed 5

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Bath 4

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Sleep 10

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Exceptional(2)

$425.5

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Private Vacation Home

Cozy Vermont Winter Retreat .... Riverfront Escape

Jamaica, Vermont, United States

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.
Bed 3

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Bath 2

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Sleep 9

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Exceptional(26)

$539.03

/ Nightly
Private Vacation Home

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

Jamaica, Vermont, United States

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
Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps

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Exceptional(13)

$1144.3

/ Nightly
Private Vacation Home

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

Jamaica, Vermont, United States

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.
Bed 5

Bed

Bath 4

Bath

Sleep 12

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$327.6

/ Nightly
Private Vacation Home

Stratton; 4 min. Renovated, games, fireplace!

Jamaica, Vermont, United States

The perfect place to unwind for the week/weekend! With a covered carpark, a kitchen to die for, games for days and an amazing fireplace, this is your perfect home away from home. brbr•3 bedrooms & 2 full bathroomsbr•Sleeps 8 across 6 beds (plenty of room for air mattress)brPLEASE NOTE THE BEDS: King, Queen, Full & Twin BUNK BEDS - the bunk beds sometimes display as 2 twins. br•Newly remodeled (2025) kitchen and bathroomsbr•Fireplacebr•4 min from Strattonbr•18 min from Bromleybr•20 min from Manchesterbrbr3 bedrooms, all with full - king size beds, you will all be comfortable, toasty and warm. 2 brand new (2025) renovated bathrooms will make you want to lock yourself away while you wash away the excitement from the day! brbrOnly 4 minutes from Stratton, the location can`t be beat.brbrThe perfect place to unwind for the week/weekend! With a covered carpark, a kitchen to die for, games for days and an amazing fireplace, this is your perfect home away from home. brbr3 bedrooms, all with full - king size beds, you will all be comfortable, toasty and warm. 2 brand new (2025) renovated bathrooms will make you want to lock yourself away while you wash away the excitement from the day! brbrOnly 4 minutes from Stratton, the location can`t be beat. brbrEnter into the main level of the home and ditch all the gear from the day! You`ll walk right into the epic kitchen what screams `why would you ever want to go out! ` On this level you`ll have 1 full bathroom and the living room with a super comfy L sofa and chair and an amazing wood burning fireplace. brbr1 floor up you`ll have your bedrooms and another full bathroom. The bedrooms consist of a King, Queen and Full bed. In the 3rd bedroom with the full bed you`ll also have a set of bunk beds. brbrIf you enter and go into the basement you have games for days and your washer and dryer!brbrJust 4 min from Stratton and 25 min to Manchester this home provides the best for those who want/love to ski/board, bike, hike and those who just want to spend their day shopping!brbrYear round, propane, BBQ grill under the carport for your use.brbrWILDLIFE: brThis is a home in a rural part of the country. You may see wildlife including, but not limited to, deer, coyotes, foxes, and bears. Please be mindful of your surroundings and leaving out food and trash.brbrWEATHER: brIn the winter, there can be rain, snow, ice, and other inclement conditions. Please reach out with any questions. brbrPOWER & INTERNET:brThis is a rural part of the country. You may lose power or internet during inclement weather. We do not issue refunds for loss of power or internet out of our control. brbrTRANSPORTATION:brSPRING: All or 4 wheel drive recommended for `mud season`. brSUMMER/FALL: Any car/motorcycle should be fine but keep in mind we have constantly changing terrain; dirt roads, paved, gravel, a mix of all 3, etc. brWINTER: All or 4 wheel drive STRONGLY recommended. Some areas receive better plowing than others and there are some hills that, just front wheel drive, cars won`t make it up. brNo matter the season, PLEASE, always drive with caution!brbrTOW TRUCKS: Are not quick to get to you, especially in the winter but there will be info in your welcome book should you need one. brbrPOSSIBLE RIDES:brWhile we don`t have taxis, Ubers, etc. there ARE some local drivers who might be able to help. If you`re hoping to book some rides you can try `Mountain Drivers`. Sam is the owner and their number is 802-772-5223. Last I heard, he has 10 drivers. Please let him know Kelton Collective sent you his way. brbrEV CHARGING:brIf bringing an EV, we DO allow charging from the house. brThe charge $10/day for charging. brNote: There is no 220 outlet.brbrTRASH: brNo LOOSE trash in any outside trash cans. Animals will make a mess & trash collectors will NOT pick up your trash. brNote: There`s a $100 fine for un-bagged trash in the bins.brbrIf booking through Hostaway, VRBO, or Google:br$500 CREDIT CARD HOLD - This will be applied 1 day before check-in and will serve as your security deposit. Funds will be refunded within 48 hours after checkout baring any damages. brbrIf booking through Hostaway, VRBO, or Google:br4% CANCELATION FEE WILL APPLY FOR CANCELED RESERVATIONS REGARDLESS OF WHEN YOU CANCEL. We`re happy to adjust your reservation; dates/different property, etc. to avoid the fee.brEV CHARGING:brIf bringing an EV, we DO allow charging from the house. brThe charge $10/day for charging. brNote: There is no 220 outlet.brbrTRASH: brNo LOOSE trash in any outside trash cans. Animals will make a mess & trash collectors will NOT pick up your trash. brNote: There`s a $100 fine for un-bagged trash in the bins.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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