Vacation Rentals By Owner In Weston, VT

$398.7

Weston Vacation Rental - Close to Ski Resorts!

Weston, Vermont, United States

Private Fire PitbrbrSurrounded by world-class ski resorts and scenic hiking trails, this 3-bedroom, 1-bath vacation rental invites you to explore the best of Vermont with ease. Shred the slopes at Okemo Mountain Resort, fish at Lowell Lake State Park, or sightsee at the beautiful Lye Brook Falls. After a long day of outdoor activity, you'll love cozying up by the private fire pit and recounting the day's adventures with loved ones.brbr-- THE PROPERTY --brbrMRT-11153470-001brbrSLEEPING ARRANGEMENTS:br- Bedroom 1: Queen Bedbr- Bedroom 2: Full Bedbr- Bedroom 3: Twin Bedbr- Additional Sleeping: Full Air MattressbrbrOUTDOOR LIVING:br- Spacious deckbr- Gas grillbr- Fire pit w/ seating areabr- String lightsbrbrINDOOR LIVING:br- Smart TVbr- Wood-burning stovebr- Mudroom/ski storage areabr- Office spacebr- Books & board gamesbr- Vaulted ceilingsbrbrKITCHEN:br- Fridge, stove, oven, dishwasher & microwavebr- Coffee maker, blender & toaster ovenbr- Cooking basicsbr- Dishware/flatwarebr- Paper towels/trash bagsbrbrGENERAL:br- Free WiFibr- Linens/towelsbr- Washer & dryerbr- Central air conditioning & heating, ceiling fansbr- Complimentary toiletriesbr- Hair dryerbr- Keyless entrybrbrFAQ:br- 4WD necessary in winterbrbrACCESSIBILITY:br- Stairs required to access, 2-story homebrbrPARKING:br- Driveway (4 vehicles)br- RV/trailer parking available on-sitebrbr-- THE LOCATION --brbr- 2 miles to Okemo State Forestbr- 6 miles to Okemo Mountain Resortbr- 13 miles to Magic Mountain Ski Areabr- 16 miles to Bromley Mountain Ski Resortbr- 19 miles to Rutland Southern Vermont Regional Airportbr- 84 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 smoking br- No pets allowedbr- No events, parties, or large gatherings br- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story property requires stairs to accessbr- NOTE: Four-wheel drive or all-wheel drive is necessary in the winter months to access the property

Bed

Bath

Sleeps

$385.79

/ Nightly

Cottage

Enchanting 4-bedroom cottage with a view in Weston

Weston, Vermont, United States

Enjoy mountain views and an on-site spring, walking distance from Weston village and within 20 minutes of 3 ski resorts. Located just off scenic Route 100, the home is perfect for leaf peeping. Our spacious cottage has everything your family or group needs for a comfortable stay. Flexible sleeping options with two pull-out sofas. After a day of enjoying all Vermont has to offer, walk to the original VT Country Store then unwind under the vaulted ceilings of the loft room with a game or puzzle. Our property is the perfect retreat for your getaway. We look forward to welcoming you to our place.brbrYou will enter the home using an entry code and find yourself in a spacious mudroom with plenty of space for bags and gear. Nearby you'll find the loft room, with vaulted ceilings, a queen pull-out sofa, game table, fully stocked game/puzzle cabinet, and loft (accessible by ladder). Enter the heart of the home into the open dining room/kitchen. Our 1940s vintage kitchen has received a recent facelift with all new appliances, a new sink and faucet, and butcherblock countertops. The kitchen is stocked with everything you'll need for a comfortable stay. Also on the first floor you'll find the living room with a streaming TV and access to the deck, which has two tables for your group to enjoy an al fresco meal with our gorgeous mountain views.brbrThe ground floor has two full bathrooms, one of which is an ensuite for our downstairs king-size bedroom. This bedroom has vaulted ceilings, amazing views, and a twin-size pull-out sofa. The other downstairs bedroom has a queen-size bed.brbrUpstairs you'll find a king-size bedroom with a desk for those needing a workspace. You'll also find a queen-size bedroom with a small table and chairs, and a cozy den/nook with a built-in window seat. Upstairs also has a small bathroom.brbrOutside, you can explore our peaceful property. Other than the deck, we also have four adirondack chairs for taking in the view with a glass of wine or cup of coffee. Walk down to the on-site spring and enjoy our meadow flowers.

Bed

Bath

Sleeps

$474.29

/ Nightly

Cabin

Cozy log cabin w/ wood-burning fireplace, balcony, close to recreation, pond

Weston, Vermont, United States

Parker Lane CabinbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the serene beauty of Weston, VT, in this cozy log cabin nestled on 40 acres of picturesque landscape. This charming retreat features three comfortable bedrooms and a well-appointed bathroom, making it an ideal getaway for families or groups seeking a peaceful escape. Gather around the wood-burning fireplace on chilly evenings, or step out onto the balcony to take in the tranquil views of the surrounding forest and pond.brbrThe cabin is equipped with modern amenities to ensure a comfortable stay, including a fully stocked kitchen with a fridge, stove, oven, and dishwasher, as well as a washer and dryer for your convenience. Enjoy family game nights with board games or cozy up for a movie night with the TV. The outdoor patio, complete with furniture, is perfect for soaking up the sun or enjoying a quiet moment in nature.brbrLocated just a short drive from local attractions, this cabin offers easy access to skiing, hiking (2 miles from the VAST snowmobile trails), and wildlife viewing. Whether you're looking to explore the scenic drives, enjoy autumn foliage, or simply unwind in a peaceful setting, this log cabin is the perfect home base for your Vermont adventure. Book your stay today and experience the charm of rural living!brbrThings to KnowbrbrParking notes: There is free parking available for 4 vehicles.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.

Bed

Bath

Sleeps

$666.11

/ Nightly

Private Vacation Home

Lovely Vermont House

Weston, Vermont, United States

Lovely spacious modernized 5 bedroom home, with each bedroom having its own special bathroom. The family room has a large screen TV and comfortable sectional for family gatherings. A year round sun porch connects the family room and kitchen for large social events. The Living and dinning room has a large family dinning table that will seat up to 10 people along with an additional sectional. The house has a modern fully equipped kitchen with the latest appliances and a utility room with a washer and dryer. This lovely home is located in the center of Weston just steps from both theatres and the Vermont Country Store.

6

Bed

5

Bath

12

Sleeps

$222.4

/ Nightly

Private Vacation Home

Monthly or Short Term Stay Available

Weston, Vermont, United States

Discover this 4-bedroom house in Weston. The perfect retreat features a king bed, queen bed, two futons, and two twin beds, offering flexible sleeping arrangements for families or groups. Guests enjoy three bathrooms, each equipped with a bathtub and one with a shower, making mornings and evenings easy and comfortable. The house stays cozy with heating throughout, creating a fabulous atmosphere no matter the season. Whether relaxing indoors or planning your next adventure, this marvelous home provides a welcoming space to unwind. We'll be available to answer any questions while you stay at our place.

Bed

Bath

Sleeps

$264

/ Nightly

Private Vacation Home

Reillys Rest-private home in Green Mtns, kid-pet friendly-Ski,Bike,Walk,Relax!

Weston, Vermont, United States

Reilly's Rest on Holden Hill Rd. is a private home on 6 acres located in a prime location to ski, bike, hike, walk and relax in the Green Mtns! Large new deck overlookong a large field and views of Stratton. The house is kid friendly and we also welcome pets! The home is just 7 miles to Magic, 10 to Bromley, 15 to Stratton , and under 20 to both Okemo and Manchester. Only minuets away from downtown Weston and the Weston Playhouse and VT Country Store. Reilly's Rest will provide you a peaceful and cozy stay on 6 acres with mountain views. Our Vermont contemporary-style home is sure to impress with warm wood interiors. The three bedrooms and main bathroom are located on the first floor and a cool spiral staircase takes you to the upstairs with an open floor plan (fireplace is non-operational at this time). The back of the home has a deck that opens up to a very large field with tons of sun, great sunsets, star viewing and views of Stratton Mountain! Should you need anything, Kelly & Ethan are down the street!brAddress for Reilly's Rest is 419 Holden Hill Rd. Weston, VT

Bed

Bath

Sleeps

$492.0

/ Nightly

Apartment

Beautiful new studio with amazing views - peaceful but close to everything!

Weston, Vermont, United States

Brand new, huge studio on quintessential 10-acre VT horse property. Views are amazing. Peaceful, country retreat with trails, miles of gorgeous dirt roads yet close to everything. 1 mile from center of Weston, 10-25 minutes from all VT major ski resorts. Main house is adjacent. brbrIn warmer months, horseback riding may be available for additional charge. 6 free-range chickens on property and eggs are yours if desired! :) Note - horses may not be on property in winter months. Our family lives full time in adjacent house but we are happy to stay out of your way and entrance to studio is separate.

Bed

Bath

Sleeps

$316.24

/ Nightly

Private Vacation Home

Comfortable in-town house, dog-friendly, river view, w/d, TV w/ Roku, wifi,

Weston, Vermont, United States

Green Door CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the charming town of Weston, VT, and stay in this spacious 19th century cottage owned by Weston Theater Company, perfect for a family getaway. This cozy dog-friendly retreat offers a plethora of amenities to make your stay comfortable and convenient, including a washer/dryer, internet access, and a fully equipped kitchen with all the essentials you need to whip up delicious meals. brbrRelax and unwind on the porch while enjoying the serene river view or cozy up indoors in the living room with your favorite Netflix shows streaming on the TV. With multiple bedrooms featuring a variety of bed sizes, everyone in your group will have a comfortable place to rest after a day of exploring the area.brbrLocated within close proximity to skiing, this house is a great choice for winter sports enthusiasts. Whether you prefer downhill or Nordic skiing, you'll find easy access to the slopes for a day of outdoor adventure. In the warmer months, explore the nearby forests, go fishing in the freshwater streams, or hit the hiking and mountain biking trails for some adrenaline-pumping fun.brbrConveniently situated near restaurants, shops, and local attractions, you'll have plenty to see and do during your stay in Weston. From antiquing to fly fishing, there's something for everyone to enjoy. Make unforgettable memories with your loved ones in this lovely house surrounded by nature's beauty. Book your stay now and start planning your Vermont getaway!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.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.

4

Bed

2

Bath

8

Sleeps

$386.39

/ Nightly

Private Vacation Home

Convenient in-town house, river view, dog-friendly, deck, kitchen, w/d, TV, wifi

Weston, Vermont, United States

Bayberry FarmhousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the charming town of Weston, VT, and stay in this beautiful 19th century farmhouse owned by Weston Theater Company is perfect for a family getaway. This cozy 5-bedroom, 3-bathroom dog-friendly retreat features a variety of amenities to make your stay comfortable and convenient, including a washer/dryer, internet access, mudroom, a fully equipped kitchen with modern appliances (two refrigerators, dishwashers and microwaves) and comfortable beds to ensure a restful night's sleep. brbrWhile the fireplace is not for guest use, you can still enjoy the warmth and ambiance it provides. The house boasts two levels, providing ample space for everyone to spread out and relax and a beautiful river view. Whether you're enjoying a meal in the dining room, lounging in the living room, or exploring walking around town, there's something for everyone to enjoy.brbrLocated within close proximity to skiing, dining, shopping, and outdoor activities, this house is the perfect home base for exploring all that Weston has to offer. Whether you're hitting the slopes for some downhill skiing, exploring the local museums and shops, or simply relaxing in the peaceful surroundings, this house is the ideal retreat for your next vacation.brbrWith a variety of amenities and activities nearby, including hiking, fishing, snowboarding, and more, there's something for everyone to enjoy. Whether you're seeking adventure or relaxation, this house in Weston, VT, offers the perfect blend of comfort and convenience for your next getaway. Book your stay today and start planning your unforgettable vacation in this picturesque New England town.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 5 vehicles.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.

Bed

Bath

Sleeps

$319

/ Nightly

Private Vacation Home

Frank Lloyd Wright inspired, Private, mountain views, easy access & parking

Weston, Vermont, United States

Light filled home with cathedral ceilings on 2 +acres with a large rolling front yard set in the woods. Enjoy sledding & mountain views in winter & wildflowers in the spring/summer, beautiful foliage in the fall. Large stone fire pit for your use. brbrTwo sets of French doors open to the deck/front yard (French doors in living room & in Bedroom #2). With 3 queen beds and 1 loft/twin bed, guests will have a wonderful night's sleep. Bedroom #2 has a charming loft bed & a Queen bed. Bedroom #3 has large windows enveloped in woods where gentle sound of the stream will lull you to sleep. Large Master bedroom has an ensuite bathroom, large closet & and desk with a chair for a convenient work space. Master bedroom & bathroom are wheelchair accessible. Luxurious oversized master bathroom/shower room. Enjoy amenities like new induction stovetop/oven, AC, WiFi, dishwasher & washer/dyer. Our Tesla panels will power the house in an outage. Flat driveway close to entrance, no stairs, ramp to enter house. Wheelchair accessible. Couch opens to sleep 2 extra guests & to elevate feet. brbrClose to iconic Vt Country Store, Weston Playhouse & Priory. Minutes to Okemo, Bromley, Stratton & Magic for skiing, 10 min ride to 2 different supermarkets & many restaurants. Short drive to Manchester oulets & Rutland. Near Lowell State park, hiking & swimming @ Hapgood Pond.

Bed

Bath

Sleeps

$672.97

/ Nightly

Private Vacation Home

6 Bed 6 Bath | Hot Tub | Arcade | 16 min Okemo

Weston, Vermont, United States

A @Vermont_Escapes property - Escape to Vermont with us! brbrNew game room (arcade, basketball game) July '25. New Jacuzzi hot tub installed July '23. 1 mile from the Weston Rec Ctr - Volleyball, Swimming, Playground, Tennis and BasketballbrbrEscape to the historic Rideout House, a 200-year-old property listed on the national register of historic places. Immerse yourself in the rich history of this property as you step inside its doors. This expansive 6-bedroom, 6-bathroom home boasts 4,500 square feet of living space spread across 2 and a half stories, perfect for families who want to vacation together yet still have their own private spaces.brbrThe living room, featuring wide beam reclaimed barn wood floors, welcomes you to this charming abode. The spacious and well-appointed kitchen provides plenty of light and connects to two dining areas, allowing ample space for large groups to gather comfortably.brbrStep outside and discover the tranquility of the backyard, where a quiet private stream and firepit provide a perfect spot for relaxation. The adjacent Cold Spring Brook Park, recently restored by the community of Weston, provides additional outdoor recreation opportunities.brbrLocated in the heart of small-town Weston, the Rideout House is just a short walk from the world-famous Weston Playhouse and Vermont Country Store. Take a short 16-minute drive to Okemo Mountain or the town of Ludlow for even more entertainment options.brbrThis home sits on the foothills of the Green Mountains, with Okemo (16min), Magic Mountain (11min), Bromley (17 minutes), and Stratton (41min) within easy reach. Hiking enthusiasts will delight in the endless trails nearby, while Wantastiquet pond, just a 5-minute drive up Lawrence Hill Road, provides opportunities for fishing and boating at the nearby Wantastiquet Trout Club.brbrFoodies will appreciate the farm-to-table offerings in nearby Weston, Londonderry, and Ludlow, with an array of innovative, delicious, and extremely fresh meals. Don't miss out on nationally recognized Grandma Miller’s bakery, just a 15-minute drive away. Summers (May-Oct) bring the local farmers market to Londonderry, adding to the array of culinary delights in the area.brbrCome for the winters, stay for the summers and fall; Vermont has so much to offer. Book your stay at the Rideout House for an unforgettable vacation experience.brbrNote about noise: We have neighbors close to our house. As such, loud noises after 9pm cannot be accommodated. We utilize a noise monitoring system, Noiseaware, to insure we act as a good neighbor. This device records decibel levels only no conversations are recorded. brbr1) Master family suite - King bed with en-suite bath, large dressing room with full bedbr2) Queen with en-suite athbr3) Loft with 2 Queen beds and en-suite bath (perfect for a family to have their own floor)br4) Queen with dedicated bath across the hallbr5) Full with dedicated bath across the hallbr6) 1 Full Beds - on main floor - step free access.

Bed

Bath

Sleeps

$613.73

/ Nightly

Private Vacation Home

Fireplace, Ski-Okemo, Apple Trees, Piano, Amazing Views, Firepit, Priory, Pool, Fields, Theatre!

Weston, Vermont, United States

This is the Apple Knoll Inn, a Gertrude Rentals propertybrbrCharming historic Inn with mountain and pasture views, set in the shire of Weston. Onsite amenities include summer pool, fire-pit, sledding hills, river access nearby, and fireplace. Set on 4 acres but edged by 200 acres of trust conserved fields. Near top skiing, theatre and playhouses, shopping, hiking, summer adventure parks, and dining! Just 10-miles to Okemo, 8-miles to Magic, 11-miles to Bromley, 18-miles to Stratton, 13-miles to both VAST and Appalachian Trail. Not feeling outdoorsy, just 1-mile to world famous Vermont Country Store, dining and and Weston summer-stock theatre! 2-miles to a Benedictine monastery!brbrWhat Guests Lovebr∙Historic house – charming, distinctive, and always something to explorebr∙The views - property flows directly into 100 miles of national park mountainsbr∙Relaxing – fireplace, views, mountain air, and beautiful antique decorbr∙Skiing - 5 Great mountains within 20 miles, something for every skierbr∙Hiking and snowmobiling - 10 miles to accesses for the VAST and Appalachian Trailsbr∙The food - 40 nearby restaurants including 20 critically acclaimed farm to table optionsbr∙Exploring - live music, shopping, monasteries, farms, summer stock theater, food markets, open roadsbr∙The Memories - one of a kind Vermont experience, favorite of initiated visitorsbrbrProperty TruthsbrAlthough a favorite of most guests, this property might not be a fit for demanding travelers. It's professionally cleaned, laundry is washed at 140°, we have the top fiber-optic cable available in the area, it has a generator, and our heating system is under 10yrs old and regularly serviced. However, it's also a historic house in a rural setting with rooms the caliber of the “popular” historic Equinox Hotel in Manchester. The furnishings are primarily antique and antiques are old. The floors creek and the windows can be hard to open. The kitchen dining area can feel cramped for groups greater than 10. The cable and Wi-Fi as mentioned, are the best in the area, but the best in this area is not as good as where you come from. If what I'm telling you sounds charming, and most guests do find it charming, then I'm sure you will love this house.br brbrLocationbrA favorite with initiated travelers and truly Vermont at its best! Perfectly located in the shire of Weston with grazing cows on one side and the West River on the other. You get amazing star gazing, mineral water straight from the faucet into your coffee tea or bath and no stoplights, but with high-speed WIFI, paved roads, cell-service, a grocer, a liquor store, and incredible shopping skiing and dining. Ski five top mountains 10-miles to Okemo, 8-miles to Magic, 11-miles to Bromley, 18-miles to Stratton, and 13-miles to both VAST and Appalachian Trail. Shop at the world famous original Vermont Country Store less than 1-mile away or 40 Manchester retailers just 14 miles away. Eat at four Michelin quality restaurants and find 12 more family-friendly eats within 10 miles. Fly-fishing, hiking, skiing, biking trails, theatre, and even Benedictine Monks at Weston Priory are also nearby! Grounds feature perennials, apple trees, stone walls, swimming pool, an old barn, and scenic vistas at every turn. Just a short walk to the Weston Theatre Company and the original Vermont Country Store. brbrHistorybrThe Apple Knoll was built in 1830 and first used as a sheep farm. It's a Georgian style timber frame house with views of the West River, shire of Weston, and Mounts Tabor Mansfield and Equinox. In the year built, Merino wool prices spiked to 50 cents a pound and VT experienced the “Great Torrent”, the worst flooding in a century. Over the next 30 years Vermont saw its first railroad, spread of the abolitionist movement, a booming economy first in agriculture then forestry mining and manufacturing, and outbreak of the Civil War. brbrSupport Post BookingbrI understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitationbrbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.brbrEventsbrWe've hosted almost everything, but events must get prior approval.

Bed

Bath

Sleeps

$908.69

/ Nightly

Private Vacation Home

Fireplace, Ski-Okemo, Apple Trees, Piano, Amazing Views, Firepit, Priory, Pool, Fields, Theatre!

Weston, Vermont, United States

This is the Apple Knoll Inn and Cottage, a Gertrude Rentals propertybrbrCharming historic home and cottages with mountain and pasture views, set in the shire of Weston. Onsite amenities include summer pool, fire-pit, sledding hills, river access nearby, and fireplace. Set on 4 acres but edged by 200 acres of trust conserved fields. Near top skiing, theatre and playhouses, shopping, hiking, summer adventure parks, and dining! Just 10-miles to Okemo, 8-miles to Magic, 11-miles to Bromley, 18-miles to Stratton, 13-miles to both VAST and Appalachian Trail. Not feeling outdoorsy, just 1-mile to world famous Vermont Country Store, dining and and Weston summer-stock theatre! 2-miles to a Benedictine monastery!brbrWhat Guests Lovebr∙Historic house – charming, distinctive, and always something to explorebr∙The views - property flows directly into 100 miles of national park mountainsbr∙Relaxing – fireplace, views, mountain air, and beautiful antique decorbr∙Skiing - 5 Great mountains within 20 miles, something for every skierbr∙Hiking and snowmobiling - 10 miles to accesses for the VAST and Appalachian Trailsbr∙The food - 40 nearby restaurants including 20 critically acclaimed farm to table optionsbr∙Exploring - live music, shopping, monasteries, farms, summer stock theater, food markets, open roadsbr∙The Memories - one of a kind Vermont experience, favorite of initiated visitorsbrbrProperty TruthsbrAlthough a favorite of most guests, this property might not be a fit for demanding travelers. It's professionally cleaned, laundry is washed at 140°, we have the top fiber-optic cable available in the area, it has a generator, and our heating system is under 10yrs old and regularly serviced. However, it's also a historic house in a rural setting with rooms the caliber of the “popular” historic Equinox Hotel in Manchester. The furnishings are primarily antique and antiques are old. The floors creek and the windows can be hard to open. The kitchen dining area can feel cramped for groups greater than 10. The cable and Wi-Fi as mentioned, are the best in the area, but the best in this area is not as good as where you come from. If what I'm telling you sounds charming, and most guests do find it charming, then I'm sure you will love this house.br brbrLocationbrA favorite with initiated travelers and truly Vermont at its best! Perfectly located in the shire of Weston with grazing cows on one side and the West River on the other. You get amazing star gazing, mineral water straight from the faucet into your coffee tea or bath and no stoplights, but with high-speed WIFI, paved roads, cell-service, a grocer, a liquor store, and incredible shopping skiing and dining. Ski five top mountains 10-miles to Okemo, 8-miles to Magic, 11-miles to Bromley, 18-miles to Stratton, and 13-miles to both VAST and Appalachian Trail. Shop at the world famous original Vermont Country Store less than 1-mile away or 40 Manchester retailers just 14 miles away. Eat at four Michelin quality restaurants and find 12 more family-friendly eats within 10 miles. Fly-fishing, hiking, skiing, biking trails, theatre, and even Benedictine Monks at Weston Priory are also nearby! Grounds feature perennials, apple trees, stone walls, swimming pool, an old barn, and scenic vistas at every turn. Just a short walk to the Weston Theatre Company and the original Vermont Country Store. brbrHistorybrThe Apple Knoll was built in 1830 and first used as a sheep farm. It's a Georgian style timber frame house with views of the West River, shire of Weston, and Mounts Tabor Mansfield and Equinox. In the year built, Merino wool prices spiked to 50 cents a pound and VT experienced the “Great Torrent”, the worst flooding in a century. Over the next 30 years Vermont saw its first railroad, spread of the abolitionist movement, a booming economy first in agriculture then forestry mining and manufacturing, and outbreak of the Civil War. brbrSupport Post BookingbrI understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitationbrbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.brbrEventsbrWe've hosted almost everything, but events must get prior approval.

Bed

Bath

Sleeps

$427.86

/ Nightly

Private Vacation Home

Luxe, Family-Focused, Green Mountain Getaway in VT

Weston, Vermont, United States

Welcome to Honeypot Farmhouse—Your family's year-round Vermont retreat. We're located under 10 miles from Okemo & Magic, 14 miles from Bromley, and less than 35 miles from Stratton, Mt Snow and Killington. We just renovated our 1850s home to be a balance of modern (high-speed wifi and 18,000-game standup arcade machine) and cozy (original fire place & wide-plank floors); where we—and you—will never want to leave. brbrCome for a fun-filled family getaway weekend in nature. End your day curled up by the fire in our cozy Great Room or over a glass of wine in our open-concept kitchen. Visit many local shops, farms, breweries, and hiking trails for an authentic Vermont experience. brbrWe're here for you as much or as little as you want us to be. Need recommendations for the best easy hikes with kids We've got you covered. A brewery for the parents while the kids enjoy wood-fired pizza We'll show you where to go. Cliff-jumping into cool waters or creepy cave exploration; just ask! Simply want to be left to a peaceful weekend alone We'll stay out of your hair. brbrOur home sits on 3 acres of land nestled in the valley between some of the state's most well-known mountains. The area is perfect for ski trips, forest hikes, mountain bikes, and watering hole swims. Walk to the famous Vermont Country Store and take a short drive to the Manchester outlet stores, Equinox, and Hildene. brbrWe designed our home to give you the comforts of modern living with the coziness of an old New England country house. The fully-renovated first floor includes a brand new kitchen, bathroom with a laundry room, and a dining room with French doors opening to the wraparound porch. The large Great Room is a perfect gathering spot for families big and small, with an original fireplace and comfy new furniture. The mud room and first-floor bathroom have heated floors, and the open-floor concept chef's kitchen is a perfect place to cook family meals, sip coffee in the morning, and drink cocktails in the evening. The four bedrooms upstairs are part of the original house's design, but every room is furnished with brand new bed frames and mattresses to help you sleep comfortably after a big day outdoors. brbrYou'll have a key code to gain access to your fully-private unit along Route 100. There is a locked door in the Great Room that accesses the other unit where the owners live. The rear unit and garage are only accessible by the owners, but the front house, wraparound porch, and side yard is entirely private for you to enjoy. brbrWe are often in the other house on the property, but not always. Sometimes, we can be there to lend a hand in person, but please don't count on it. We're fully accessible, though, throughout your stay! brbrWeston is a quaint little Vermont town of under 600 residents. We're situated in the heart of ski country with outdoor activities for all seasons. Checkout our website for guides to everything in the area no mater what the season from summertime hikes and watering holes, to fall leaf-peeping to the fresh winter powder. brbrDowntown Weston is about 1 mile from Honeypot Farmhouse and totally walkable. That said, Route 100 is a main road and there are no sidewalks, so please be safe and do not send kids out unsupervised. The biggest perk of being on Route 100 is that it is the first street plowed every time it snows, so you can always get on the road. We have a huge driveway that can easily hold 4+ vehicles. We strongly urge you only to bring 4-wheel drive (or at least front-wheel drive) during Winter. brbrPlease note this is absolutely not a party house. We designed this space with the intention of families and groups of adults respecting our home. If you're looking for a place to party, we kindly ask that you consider other listings. The owners and their families, friends, children, and pets are often in the back unit, but will always leave you to enjoy your stay in privacy. Dogs are welcome, but do require a pet deposit. We ask that you clean up after your four-legged friends both inside and outside. Thank you!

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Bath

Sleeps

$402.08

/ Nightly

Agritourism

3 bdrm Stillwater Farmhouse near 4 ski resorts

Weston, Vermont, United States

Have you ever wanted to live back in the 1800s in an old farmhouse on 30 acres We did! Here’s your chance! This is our family home but sometimes we go out of town and are happy to share it with others. It’s really like walking back into history except for the comfortable couches in the living room And graciously updated bathrooms and kitchen.brbrYou’ll find antique bed warmers, spinning wheels, beautiful lamps and furniture which will take you back to a more peaceful time.brbrThe house is comfortable for 5 people. 2 couples with 1 kid, or a couple with 2 or 3 children. We have one king-size bed, one queen-size bed, and one full-size bed. You will have exclusive access to the entire house and 30 acres. Additional guests are $80 per night. Pets are welcome for an additional fee of $100 per stay. Security cameras are in place at the front door for your protection.brbrIt's an excellent place for a romantic vacation or a get-together of family and friends for skiing, cross-country skiing, and cute old towns.

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$724.52

/ Nightly

Private Vacation Home

Charming VT ski retreat with hot tub, pool, fire pit & endless mountain views

Weston, Vermont, United States

Luxury Vermont Ski House with Hot Tub, Steam Shower & Mountain Views – Minutes from Okemo, Stratton, Magic & BromleybrbrEscape to this luxury Vermont ski house in the heart of southern Vermont’s ski country, nestled within the Green Mountain National Forest. This private, family-owned farmhouse retreat blends rustic charm with modern amenities and is ideally located just minutes from Londonderry, Jamaica, Manchester, and Ludlow, with easy access to Okemo Mountain, Stratton Mountain, Bromley Mountain, and Magic Mountain.brbrPerfect for ski or snowboard trips, winter getaways, fall foliage weekends, and summer mountain escapes, this home offers a peaceful setting with open meadows, sweeping views, and exceptional privacy—while still being close to Vermont’s best outdoor recreation, dining, and shopping.brbrAfter a day on the slopes or trails, unwind in the brand-new outdoor hot tub with panoramic views overlooking the property and nearby ski mountains, or relax indoors with the newly updated whole-home Sonos sound system, ideal for entertaining or cozy nights by the fire.brbrNot skiing Enjoy snowshoeing, sleigh rides, sightseeing, local shopping, nearby restaurants, or stay in and enjoy home cooking, fireside lounging, and the quiet beauty of the Vermont countryside. In the warmer months, enjoy our beautiful plunge pool, berry bushes, and nearby walking trails. brbrSpacious Layout for Families & GroupsbrbrThis thoughtfully designed home comfortably accommodates families and small to medium-sized groups, featuring:br • 3 spacious bedroomsbr • 4.5 bathroomsbr • Two living roomsbr • Screened-in lounge deckbr • Finished basement game room with pullout bedbr • Glamping-style barn loft with double bunk beds steps from house (central heating not being installed until mid 2026) brbrAdditional daybeds, comfortable couches, and an optional air mattress provide flexible sleeping options for larger groups.

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Sleeps

$255.2

/ Nightly

Guest House

Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

Weston, Vermont, United States

The Loft at Pine RockbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrPrivate mountain peace awaits you and your loved ones at The Loft at Pine Rock. Located within driving distance of four major ski mountains, the winter recreation opportunities are vast! The warmer months of the season can be spent exploring Lowell Lake State Park, Okemo State Forest, Fox Run Golf Club, Hamilton Falls, The Weston Country Store, and The Weston Playhouse.brbrInside The Loft at Pine Rock, you'll immediately feel at home amidst warm wood finishes, comfortable furnishings, and an open layout. Warm your toes in front of the gas fireplace before preparing all of your favorite dishes in the well-equipped kitchen. All of your home-cooked creations can be enjoyed either alfresco or inside at the cozy dining table. brbrFor your comfort, the bedroom has a gas fireplace and quick outdoor access. The garage-converted studio hosts a sofa bed, fridge, large TV, and extra seating area. A private washer/dryer, partial air-conditioning, and internet access tie together Pine Rock's excellent amenities. brbrAnother evening in the mountains can be spent gathered around the firepit's dancing flames, reminiscing on all of the memories you've made thus far.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premisesbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.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.

1

Bed

1

Bath

4

Sleeps

$656.34

/ Nightly

Cottage

4bdrm Cottage central to year round fun w/fireplace

Weston, Vermont, United States

Adventure awaits at this peacefulbrcentrally located 4 bedroom cottage.brSo whatever adventure you'rebrlooking for you will find it here! Ski atbrmajor resorts a 15 min drive awaybr(Stratton, Bromley, Magic, andbrOkemo) hiking, fishing, ATV's/brsnowmobiles, visit wineries andbrbreweries, enjoy a day shopping orbrjust have a relaxing time inbrpicturesque Weston. Kick back andbrrelax by the fireplace, take in nature from the covered porch, or make some s'mores by thebrfire pit and enjoy!

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Bath

Sleeps

$394.24

/ Nightly

Chalet

Modern cabin oasis close to Stratton, Okemo, Bromley and Magic

Weston, Vermont, United States

Nestled in the heart of Southern Vermont, this cozy, modern chalet offers the perfect winter getaway. brbrThe house is near Magic Mountain (5 miles), Bromley (10mi), Stratton (15mi), and Okemo (15mi). brbrWith sprawling windows that bring the outdoors in, it boasts multiple living spaces and an open-concept layout across three floors. Enjoy a luxury kitchen, stylish design, and plenty of privacy. When you’re not on the slopes—groceries, dining and shopping are minutes away in Weston and Londonderry.

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$435.66

/ Nightly

Private Vacation Home

Cozy 4 BR home with hot tub in Weston near 4 ski areas & many hiking trails!

Weston, Vermont, United States

Escape to picturesque Weston, home of the famous Vermont Country Store, and the perfect retreat for nature lovers and adventure seekers! This charming home features floor-to-ceiling windows, two cozy wood-burning fireplaces, a shuffleboard table, board games, and a fun chalkboard wall for the creative minds! Enjoy stargazing with the telescope, relax in the hot tub or dine al fresco on the spacious deck with a BBQ, surrounded by vibrant fall foliage or lush summer greenery. Explore scenic hiking trails within a short driving distance, waterfalls, and charming local restaurants, or take a drive to discover Vermont’s covered bridges and farmers’ markets. Whether you're enjoying crisp autumn air or warm summer nights, this home is your perfect seasonal escape!brWith 4 bedrooms and 7 beds, this tranquil getaway comfortably accommodates up to 10 guests. The open floor plan allows for spacious yet cozy gatherings. Enjoy the home's upper level with an eat in kitchen space open to the family room with cozy couches surrounding the wood burning fireplace. You also have access to the outdoor wrap around deck with a grill and outdoor dining table and seating. This level also includes a large bedroom with King size bed, sitting area and spacious closets, a second bedroom with two double beds, closet and dresser and a full bathroom with shower. The lower level offers more gathering space with a couch, a second wood burning fireplace and 15 foot shuffleboard table for fun competition! You can also find another bedroom with a double bed, and a fourth bedroom with a bunk bed (full size on bottom with twin on top) and a separate twin bed along with a chalkboard wall for creative fun! You can access the hot tub area through the laundry room on this level as well.brThere are so many options for things to do in the naerby area as well as right in the home, it’s the perfect setting for a peaceful getaway!

4

Bed

2

Bath

12

Sleeps

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