Addison VT Rental Real Estate

MLS Number 5090624

• Rentals
• Bedrooms 3
• Bathroom 2
• Subdivision Ramshorn
• Address 82 Ramshorn Drive

Located in the highly desirable Rams Horn development, this townhome is just a short walk to the ski slopes, making it an ideal winter getaway. This spacious 3-bedroom, 1¾-bath townhouse comfortably sleeps up to 11 guests. The main level features a beautifully renovated and expanded kitchen with granite countertops, an open-concept dining and living area with wood flooring, and a cozy wood-burning fireplace-the perfect place to relax after a day on the mountain. The upper level includes a bedroom, family room, and a convenient Jack-and-Jill ¾ bath. On the lower level, you'll find a bunk area with three sets of bunks, an additional bedroom, and a full bath with laundry. A large mudroom with built-in cubbies keeps all your ski gear organized, while the attached one-car garage provides added convenience. If you're looking for the perfect place to enjoy the entire winter season, this mountain retreat is one you won't want to miss!

Listed by Amy Hebert of Loon Mountain Real Estate Co.

MLS Number 5083963

• Rentals
• Bedrooms 4
• Bathroom 4
• Subdivision Strattonwald
• Address 37 Burnt Hill Road

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
• Address 35 Strattonwald Road
• Area VT-Bennington

$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
• Village Bondville
• Subdivision Strattonwald

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 5000771

• Rentals
• Bedrooms 3
• Bathroom 3
• Address 90 Turkey Run Road
• Area VT-Bennington

Intervale Rental. Available for the 26-27 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom serves the other sleeping spaces. The sleeping loft could be an office, studio, or game room. Shuttle bus to Stratton base area on winter weekends and holidays.

Listed by Christiane Carroccio of TPW Real Estate

MLS Number 5083057

• Rentals
• Bedrooms 3
• Bathroom 3
• Subdivision Eagle Nest
• Address 32 Eagle Nest Road

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
• 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 5088628

• Rentals
• Bedrooms 2
• Bathroom 1
• 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

MLS Number 5092025

• Rentals
• Bedrooms 3
• Bathroom 3
• Subdivision Deer Park
• Address 17 Cascade Drive

This 3-bedroom, 3-bath townhouse is ready for your family to enjoy this winter season. Recent updates include all new flooring throughout, a beautifully renovated kitchen, a gas fireplace, and new living room furnishings, creating a warm and comfortable retreat after a day of outdoor activities. Located in Deer Park Resort, you'll have access to an impressive array of amenities, including an indoor pool, hot tub, saunas, fitness center, game room, tennis courts, and more. Outdoor enthusiasts will appreciate the resort's 65 acres of walking trails, while skiers will enjoy the convenient shuttle service to Loon Mountain Resort during the winter season, along with easy access to several other nearby ski areas. The property is also within walking distance of downtown Lincoln and Woodstock, where you'll find a variety of restaurants, shops, and local attractions. This is the perfect location for a memorable winter stay in the White Mountains. Offered at $19,000 for 6 months.

Listed by Paul Bankosky of Loon Mountain Real Estate Co.

MLS Number 5092035

• Rentals
• Bedrooms 3
• Bathroom 2
• Subdivision Deer Park
• Address 29 Riverfront Drive

Winter Seasonal Rental at Deer Park Resort This beautifully updated 3-bedroom, 2-bath condominium is ready for your family to enjoy this winter season. Recent upgrades include new flooring throughout and a renovated kitchen, creating a comfortable and welcoming space to relax after a day of outdoor adventure. Located at Deer Park Resort, you'll have access to an impressive selection of amenities, including an indoor pool, hot tub, saunas, fitness center, game room, tennis courts, and more. The resort also features 65 acres of scenic walking trails, perfect for outdoor enthusiasts year-round. Conveniently located near several ski areas, Deer Park offers a seasonal shuttle to Loon Mountain Resort, making it easy to get to the slopes. You'll also be within walking distance of downtown Lincoln and Woodstock, where you'll find a variety of restaurants, shops, and local attractions. This is a wonderful opportunity to enjoy all that the White Mountains have to offer during the winter season.

Listed by Paul Bankosky of Loon Mountain Real Estate Co.

MLS Number 4735633

• Rentals
• Bedrooms 7
• Bathroom 7
• Lease Term Week
• Address 118 Woodlands Road

6/27-7/4/26 JUST BECAME AVAILABLE OTHER WEEKS IN JUNE AND SEPTEMBER ARE ALSO OPEN. 2026 YEAR-ROUND WEEKLY RENTALS ONE OF THE FINEST HOMES ON LAKE WINNIPESAUKEE! (ALL RENTALS ARE SAT. TO SAT.) 'The Point Home' boasts 270 degree panoramic mountain and lake vistas, 711 ft of shorefront with an expansive lawn to the water's edge, a private sandy beach and coveted boathouse complete with sleeping quarters, full bath and screened porch overlooking the lake. The waterfront features deep water dockage at the boathouse, as well as a two slip dock in front of a charming, waterfront change room with outdoor shower. This property is immaculate! A 5,000+ sq ft, six bedroom, five and 1/2 bath Adirondack-style lakefront home completes the property, making it the perfect setting for friends and family to share memorable times both on the shores of Lake Winnipesaukee and slopes of nearby Gunstock Ski Area! WEEKLY RATES: SUMMER $16,500 OFF SEASON $8,500 to $12,500.

Listed by Steven Gray of RE/MAX Shoreline

MLS Number 5080415

• Rentals
• Bedrooms 2
• Bathroom 2
• Address 51 Pollard Road
• Area NH-Grafton

Winter Seasonal available November 2026 - May 2027! Experience the ultimate move in ready basecamp at our newly renovated 2 Bedroom 2 Bathroom home in Lincoln, New Hampshire. Perfectly positioned on the shuttle route to Loon Mountain Resort, this cozy retreat is designed for skiers, snowboarders, and outdoor enthusiasts seeking thrills on and off the slopes. Step inside to a comfy-cozy interior with an open-concept living area that is fully furnished with an electric fireplace, a smart Google TV and included high speed internet. A fully equipped kitchen with all new stainless steel and energy efficient appliances, fully stocked with essentials for whipping up hearty meals after a day on the mountain or work. The two spacious bedrooms feature a brand new mattress and queen bed from Cozy Cabin Rustics. Second bedroom has a pull out futon and attached 3/4 bathroom. Both bathrooms have updated fixtures and there is a luxurious jetted Jacuzzi tub in the primary bathroom. Outside the property boasts a private screened in porch, a front yard with excellent locally composted soil for gardening and back yard with free parking for 1 or 2 vehicles. This home is right on the bike/walk path around town, minutes from the Kanc Park and new Skate Park. Washer and Dryer are shared with upstairs tenants as well as the large unfinished basement that you can safely store gear in with private, coded entry. Tenant to put utilities in their name, oil and electric. Security deposit and Rental Application required. Agent owned.

Listed by Sarah Camarda of Coldwell Banker Realty Bedford NH