Addison VT Rental Real Estate

MLS Number 5095736

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

One of the best Treetops properties at Stratton, with true ski-on, ski-off access. This pristine, exceptionally well-maintained unit has been lovingly cared for by its original owners and offers the largest Treetops floor plan, with four bedrooms, four baths, and a spacious den/family room. This owner willing to rent just Jan and Feb too.. 30k!! Enjoy beautiful views, a brand-new hot tub, and plenty of room for family, guests, and entertaining. Everything you need for a memorable winter season is here, with Stratton's amenities just outside your door and other nearby ski areas, along with Manchester's shopping and dining, only 20 minutes away. A wonderful combination of convenience, comfort, and mountain living.

Listed by Wilkie Bushby of TPW Real Estate

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. $42,000 for the season.

Listed by Jamie Luke of TPW Real Estate

MLS Number 5104971

• Rentals
• Bedrooms 4
• Bathroom 3
• Lease Term Seasonal
• Address 8 Spring Hill Road

Imagine arriving to your ski home and having the property giving you a giant hug. This is the house. A perfect combination of the old and the new with tastefully choses recent renovations which highlight architectural elements of yesterday while at the same time providing modern day comfort and luxury. This home has four beautiful bedrooms with a primary suite on the main floor. There is also a stunning office space for those of you who need to take care of some business while away. There are two living areas offering plenty of room for conversation and the open concept kitchen and dining area welcomes entertaining with ease. WiFi is included in this seasonal fee of 35,000.

Listed by Peggy O'Neill of Cummings & Co

MLS Number 5110474

• Rentals
• Bedrooms 4
• Bathroom 2
• Lease Term Seasonal
• Address 20 River View Drive

Loon Mountain Ski house available for the 2026/2027 season! 6-month seasonal lease running from 11/01/26 to 05/05/27. Incredible location near the Governors Lodge/Kanc 8 Chair, situated on the Pemi River! 4-bedroom, 2-bath home with a rustic and authentic mountain home feel. There are 2 bedrooms on the main floor and 2 more on the lower level with bathrooms on each floor. Open-concept living room and kitchen, with a screened-in porch overlooking the river. The lower level also has an additional living room, laundry, and a remote work station, plus a walkout to the backyard. The home can comfortably sleep 10 guests. Avoid navigating the parking lots with this location, never miss a powder day! Plowing and internet are included, tenant is responsible for the utilities.

Listed by Eric Turchon of Badger Peabody & Smith Realty/Holderness

MLS Number 5056988

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

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 5107575

• Rentals
• Bedrooms 6
• Bathroom 4
• Lease Term Seasonal
• Address 55 Wallis View Lane

Winter Seasonal Rental Ski Home available November 1, 2026 through April 15, 2027. Price is $35,000. plus $7000 for utility deposit and $5000 security deposit. All funds due prior to rental start. Beautiful views from this large cape-style home. Open kitchen to living room with stone fireplace. Comfortable, warm and spacious. Fully-equipped kitchen for the chef. All linens provided. Hot tub. Bed setup is one king bedroom and five queen bedrooms. Tenant pays for utilities, snow and trash removal, hot tub maintenance and once a month cleaning by a professional. Tenant's liability is not limited to the security deposit. Wood supplied for the fireplace. High Speed Internet.

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

MLS Number 5111509

• Rentals
• Bedrooms 3
• Bathroom 3
• Lease Term Seasonal
• Address 184 Upper Bear Lane

Welcome to Bear Creek! Conveniently located just minutes from the Stratton Access Road. This three-bedroom, three-bathroom condo offers all that you will need this season. A well-appointed floor plan with exposed wood beams and beautiful natural light abound. The open concept living, eating and kitchen area lends itself to comfort, ease of entertaining and memory making. Make a roaring fire with the endless firewood that is included in the fee of this lease. Also on the first level, there is a spacious bedroom with a twin over full bunkbed and a large desk for those who need some time finishing up a few things from the office or school. Laundry and a full bath are also conveniently located on the first floor. Wind your way up the open balcony style staircase as you are guided by the beautiful natural light coming though the well positioned upper-level windows to find two additional bedrooms, both with an en-suite full bathroom. Best of all....ditch the parking hassle and enjoy the front door to Stratton Base shuttle service which runs regularly on weekends and holidays. The rental fee is for a five month seasonal rental term.

Listed by Peggy O'Neill of Cummings & Co

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 5101915

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

Listed by Jennifer Dore of North Woods Vacation Rentals LLC

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 5107554

• Rentals
• Bedrooms 4
• Bathroom 2
• Lease Term Seasonal
• Address 155 Morse Road

Cozy cabin in the woods. This 4BR/2BA home has everything you need from a full kitchen to plenty of space to work remotely. Two gas fireplaces, one in the main living room and one in the lower level TV room. Four separate bedrooms plus an additional sleeping space and best of all just minutes from Jay Village and Jay Peak Resort! Conveniently located in Jay with easy access to the VAST trail as well. Full Ski Season Rental price is $20,000.00 + utilities & security deposit.

Listed by Peter Fina of Great Northern Land Co.,LLC

MLS Number 5112827

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

Make Loon Mountain your home for the winter! This inviting, 3 bedroom plus loft Clearbrook townhouse is available for the full winter season, November 1, 2026 through May 5, 2027**. Enjoy beautiful views of Loon Mountain's ski slopes and the convenience of shuttle service to the mountain no need to worry about parking on busy ski days. The open living and dining area is perfect for gathering with family and friends, while the fireplace offers a cozy place to relax after a day on the slopes. Three bedrooms plus a loft provide plenty of room for family and guests. Located just minutes from downtown Lincoln, dining, shopping, and four-season recreation. Settle in for the entire ski season and enjoy everything the White Mountains have to offer. **Seasonal rental: $20,000. Pet may be considered.**

Listed by Ann Marie Paino of RE/MAX in the Mountains