Addison VT Rental Real Estate

MLS Number 5095736

• Rentals
• Bedrooms 4
• Bathroom 4
• Lease Term Seasonal
• Area VT-Windham

Best of the Best. Ski on Ski off. Pristine clean unit, very well maintained and original owners. Largest Treetops there is.. 4 bedroom/4 bath, den family room, amazing views, brand new hot tub.. everything you want and need for an amazing winter season. Loads of room for family and guests and entertaining. Enjoy all that Stratton has to offer as well as all the other ski areas close by and Manchester shopping and dining only 20 mins away.. couldn't get nicer, couldn't get easier.

Listed by Wilkie Bushby of TPW Real Estate

MLS Number 5100843

• Rentals
• Bedrooms 3
• Bathroom 5
• Lease Term Seasonal
• Area VT-Windham

Designed for the ultimate winter ski season, this home offers multiple gathering spaces to unwind after a day on the mountain. Gather around the impressive stone wood-burning fireplace in the main living room, challenge each other to a game of pool in the expansive recreation room, or simply savor the warmth of this inviting mountain retreat. Three generously sized bedrooms, including a spacious primary suite with its own fireplace, and five full bathrooms make mornings and aprs-ski evenings effortless for everyone staying here. One of the greatest luxuries of this location is the ability to ski home for lunch, warm up by the fire, and head back out for an afternoon on the slopes. When the lifts close, ski back to the condo, stow your gear in the convenient ski entry, and unwind by the fireplace. Stratton Village's restaurants, shops, and aprs-ski are just a short stroll away, so you can enjoy everything the resort offers without ever getting in your car. Property Highlights True ski-in/ski-out location Tamarack Lift directly outside the back door 3 Bedrooms | 5 Full Bathrooms Spacious primary suite with fireplace Two wood-burning fireplaces Large recreation room with pool table Multiple living and entertaining spaces Fully equipped kitchen Easy walk to Stratton Village dining, shopping, and aprs-ski Ideal for a group seeking an exceptional seasonal mountain retreat

Listed by Christine Chovan and Helen Nault of The Haven Group

MLS Number 5083963

• Rentals
• Bedrooms 4
• Bathroom 4
• Lease Term Seasonal
• Subdivision Strattonwald

Now available for the 26-27 ski season! This spacious, luxurious post-and-beam mountain home has been owner-occupied for past winter weekends, and is now available as the ultimate ski rental just a 7-minute drive to Stratton's base lodge. Beginning with the property's 2-car garage-barn, enviable curb appeal extends throughout. An expansive, well-equipped chef's kitchen offers duel ranges and plenty of counter space for everyone to help out or hang out. Open concept living and dining space are idyllic for aprs-ski memories, flowing into the window-lined bonus room with views of the surrounding forest. A walk-out basement ushers guests downstairs with a bar, pool table, hot tub, and TV for game time. Four bedrooms, four bathrooms, a home gym, and bonus rooms offer space for everyone. Nestled in the desirable Strattonwald community with ski shuttle access right at the driveway for residents and seasonal renters. DATES: 12/2/26-4/11/27. $45,000 for the season.

Listed by Jamie Luke of TPW Real Estate

MLS Number 5056988

• Rentals
• Bedrooms 4
• Bathroom 3
• Lease Term Seasonal
• Address 35 Strattonwald Road

$28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy space for aprs-ski gatherings. On the lower level, a spacious second living room with its own pellet stove provides additional room to relax, entertain, or enjoy quiet evenings by the fire. A generous mudroom keeps gear organized, and with four comfortable bedrooms and three bathrooms, the home is well-suited for hosting family and friends throughout the season. Enjoy the convenience of the Strattonwald shuttle, which offers easy access to Stratton Mountain without the hassle of driving. This chalet is also pet friendly, so your four-legged friend can share in the adventure. Located in the desirable Strattonwald community, the property combines privacy with accessibility. Stratton Mountain Resort is just a shuttle ride away, while Bromley and Magic Mountain are close by for even more variety. With its thoughtful layout, cozy warmth, and prime location, this home offers an ideal homebase for enjoying winter in Vermont.

Listed by Cheyanne Pugliese of The Haven Group

MLS Number 5075631

• Rentals
• Bedrooms 3
• Bathroom 2
• Lease Term Seasonal
• Village Bondville

Never before offered: This Strattonwald contemporary ski house is a well cared-for home base for all who love the mountain lifestyle, in a private woodland setting just 9 minutes to Stratton's Main Base. The expansive living room is the ultimate gathering spot from morning to night, with soaring cathedral ceilings, a super-cozy wood stove, and extraordinary windows looking out at the private pond. Bedrooms all offer lovely natural light, and the sauna upstairs is perfection at the end of a day of outdoors adventures. Hear the trickle of a nearby stream on days when the ice thaws! Getting to the mountain is easy: The Strattonwald shuttle is available to seasonal renters and owners, stopping right at the driveway in the morning and early afternoon. No need for mountain parking! Available November 20, 2026-April 11, 2027.

Listed by Jamie Luke of TPW Real Estate

MLS Number 5096007

• Rentals
• Bedrooms 4
• Bathroom 3
• Lease Term Seasonal
• Acreage 2.13

Enjoy the perfect Vermont winter getaway in this spacious 4 bedroom, 3 bath, 2,844 SF ranch home set on 2.13 private acres, just steps from downtown Manchester Center. Recently refreshed with stylish wallpaper, modern wood floors, and brand new kitchen appliances, this home blends cozy charm with contemporary comfort. Relax on the new expansive deck offering sweeping mountain views, or unwind in the bright, open-concept living spaces after a day on the slopes. With ample room for family and friends, this home is ideal for a seasonal retreat. Located across the street from the Rec Center with direct access to the rail trail, and within easy walking distance to shops, cafs, and restaurants. A short drive to Stratton, Bromley, and Magic Mountain ski areas. Convenient, comfortable, and close to everythingyour ideal winter home in Manchester awaits. Available: December 1, 2026 - May 1, 2027 Price: $5,000/ Monthly + Heat and Electric or $25,000 for the Winter Season!

Listed by Elizabeth Romano of Josiah Allen Real Estate,Inc.

MLS Number 5083057

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Seasonal
• Subdivision Eagle Nest

Enjoy your Vermont ski season 26-27 in this sun-filled, immaculate, centrally-located Manchester townhouse! Eagle Nest is on the "ski" side of town, and also just up the hill from the celebrated Italian market Al Ducci's for aprs ski convenience. This space has three floors, with two living rooms and plenty of room for everyone. Interiors are modern, immaculate and well-curated. Perched just off Depot Street with epic Green Mountain views, inimitable privacy, and charming townhouse architecture. Manchester's celebrated restaurants and shopping are all easily accessible right down the road. Dates: 12/2/26-4/11/27. Price: $25,000 for the season.

Listed by Jamie Luke of TPW Real Estate

MLS Number 5088618

• Rentals
• Bedrooms 3
• Bathroom 2
• Lease Term Seasonal
• Area VT-Windsor

Seasonal Rental, $23,900 mid November '26 to mid April '27, plus $4k utility and $4k security deposit. Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 3-bedroom, 2-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in. Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral ceilings, a striking stone fireplace, and abundant natural light, creating a warm and inviting space to unwind after a day on the slopes or trails. The kitchen is equipped with new stainless steel appliances and everything you need for everyday living or entertaining. Each of the three bedrooms is thoughtfully appointed, and two full bathrooms ensure comfort and convenience for guests and family alike. This condo comes fully furnished, including all furniture, kitchenware, linens, and essential household items--just bring your suitcase. There's also dedicated storage for outdoor gear and seasonal items.Located steps from Hawk's hiking trails and just minutes from world-class skiing at Okemo and Killington, this turnkey mountain getaway combines comfort, convenience, and beautiful natural surroundings. 1 King, 1 Queen, 2 Twins Also available with second floor locked off. 2 bedrooms (Queen and 2 twins) and one bath for $19,800

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

MLS Number 5099113

• Rentals
• Bedrooms 3
• Bathroom 2
• Lease Term Seasonal
• Subdivision Clearbrook

Seasonal Rental - Spacious 3-Bedroom Townhome with Loft Make the most of the winter season in this spacious and welcoming townhome featuring three bedrooms plus a loft, offering plenty of room for family and friends. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating the perfect space for gathering after a day of skiing or exploring the White Mountains. The well-appointed kitchen features granite countertops, newer cabinetry, stainless steel appliances, and everything you need for preparing meals at home. Relax in the comfortable living room, where a cozy fireplace provides the perfect place to unwind on chilly winter evenings. Just a half-level above the main living area, the loft includes a daybed, offering additional space for sleeping or relaxing. The private primary suite occupies the top floor and features its own en-suite bathroom. On the lower level, you'll find two additional bedrooms, a full bathroom, and the convenience of an in-unit washer and dryer. Guests will also enjoy shuttle bus service to the ski slopes and access to the Village of Loon Swim Club, featuring 2 indoor pools, fitness center, and jacuzzi. Combining comfort, convenience, and an ideal location, this townhome is the perfect home base for your winter getaway.

Listed by Amy Hebert of Loon Mountain Real Estate Co.

MLS Number 5094520

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Seasonal
• Subdivision Deer Park

Escape to the White Mountains and experience the perfect blend of mountain elegance and resort-style living at this beautifully updated 3-bedroom, 3-bath Deer Park condominium. Whether you're planning a ski vacation, summer getaway, or relaxing retreat, this spacious home provides everything you need for an unforgettable stay. Step inside to a warm and inviting open-concept living space featuring soaring vaulted ceilings, natural wood accents, expansive windows, and a cozy wood-burning fireplace-the perfect place to gather after a day on the slopes or exploring the mountains. The fully equipped, updated kitchen boasts granite countertops and everything needed to prepare meals, while the dining area comfortably seats the whole family for memorable dinners together. Thoughtfully designed for comfort and privacy, the condo accommodates families and groups with two spacious upstairs bedrooms, each with its own private en-suite bath, plus a third bedroom on the main level with an adjacent three-quarter bath. Beautiful hardwood flooring, tasteful furnishings, and efficient gas heat create a welcoming atmosphere in every season. Your vacation extends well beyond the front door. Deer Park Resort offers one of the finest amenity centers in the White Mountains, featuring a heated indoor swimming pool, relaxing hot tub, fully equipped fitness center, two indoor racquetball courts, and an impressive great room with a spectacular double-sided stone fireplace. During the warmer months, enjoy Deer Park's private sandy beach, peaceful pond for swimming and kayaking, scenic walking trails, and beautifully maintained grounds. Located just minutes from Loon Mountain, downtown Lincoln's restaurants and shops, hiking trails, golf, and countless White Mountain attractions, this exceptional mountain retreat places adventure right outside your door while providing a peaceful place to unwind at day's end. Whether you're spending the day skiing fresh powder, hiking scenic mountain trail

Listed by Paul Bankosky of Loon Mountain Real Estate Co.

MLS Number 5097848

• Rentals
• Bedrooms 3
• Bathroom 2
• Lease Term Seasonal
• Subdivision Forest Ridge

6-Month Winter Seasonal Rental at Forest Ridge Enjoy your winter getaway in this beautifully appointed 3-bedroom, 2-bath first-floor end-unit condominium at Forest Ridge. Recently built, this spacious garden-style condo features granite countertops throughout, modern appliances, hardwood flooring, and an open, comfortable layout designed for relaxing after a day of adventure. Ideally located in the heart of the White Mountains, you'll be just minutes from world-class skiing, scenic outdoor recreation, and an excellent selection of local restaurants and shops. Forest Ridge offers on-site amenities, including an indoor pool, hot tub, fitness area, and a convenient shuttle service to Loon Mountain, making it easy to enjoy everything the area has to offer.

Listed by Amy Hebert of Loon Mountain Real Estate Co.

MLS Number 5088628

• Rentals
• Bedrooms 2
• Bathroom 1
• Lease Term Seasonal
• Area VT-Windsor

Seasonal Rental, $19,800 mid November '26 to mid April '27, plus $4k utility and $4k security deposit. Perched at 1,600 feet elevation between Okemo and Killington, this beautifully furnished 2-bedroom, 1-bath condo at Hawk Resort offers the perfect mountain escape--complete with everything you need to move right in. Step into an open-concept living and dining area that flows onto a private deck through glass sliders--perfect for enjoying the sunsets. The living room features soaring cathedral ceilings, a striking stone fireplace, and abundant natural light, creating a warm and inviting space to unwind after a day on the slopes or trails. The kitchen is equipped with new stainless steel appliances and everything you need for everyday living or entertaining. This condo comes fully furnished, including all furniture, kitchenware, linens, and essential household items--just bring your suitcase. There's also dedicated storage for outdoor gear and seasonal items.Located steps from Hawk's hiking trails and just minutes from world-class skiing at Okemo and Killington, this turnkey mountain getaway combines comfort, convenience, and beautiful natural surroundings. (This is actually a 3-bedroom unit without access to the second floor, but it can also be rented as a 3-br, 2-bath rental for $23,900.)

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty