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Stratton, VT vacation rentals
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Best Vacation rentals and Airbnb offers in Stratton, VT

Best family friendly Stratton, VT vacation rentals

Among the 406 accommodations in Stratton, VT, here are the 4 best family friendly rentals

The Dreaming Tree.  Fun @ Mount Snow And Stratton! - Stratton, VT
10 100 reviews

The Dreaming Tree. Fun @ Mount Snow And Stratton!

apartment, Stratton
This stunning 5-bedroom, 4-bathroom house is located just over the Stratton town line, two miles from Mount Snow Resort and seven miles from Stratton Mountain Resort.
This 5,000+ square-foot home boasts an open floor plan, a chef's kitchen, a finished walkout lower level with games, and accommodates up to 13 guests, featuring a private 3-acre lot with mountain views, a stream, waterfall, and direct trail access.
Pet Friendly Home With A Barrel Sauna - Stratton, VT
8.8 3 reviews

Pet Friendly Home With A Barrel Sauna

apartment, Winhall
This Bondville vacation home, located within three miles of Green Mountain National Forest and Stratton Mountain Resort, offers easy access to outdoor recreation and skiing.
The four-bedroom, four-bathroom house sleeps ten guests and includes a fully equipped kitchen, sauna, patio, Wi-Fi, and access to an arcade/game room and barbecue grills.
The Great Escape! - Stratton, VT
10 3 reviews

The Great Escape!

apartment, Wardsboro
This Wardsboro Vermont mountain home, seven minutes from Mount Snow and fifteen minutes from Stratton Mountain, offers a secluded forest setting ideal for skiers and outdoor enthusiasts.
The four-bedroom, two-bathroom rental boasts two living areas, a deck with a grill, a fire pit, high-speed Wi-Fi, a private washer/dryer, and accommodates up to ten guests, perfect for families or groups.
Snowdrift: 5 Minutes To Stratton Mountain + Sauna - Stratton, VT
9.6 18 reviews

Snowdrift: 5 Minutes To Stratton Mountain + Sauna

apartment, Winhall
Snowdrift is located in a beautiful mountainous area near Winhall, Vermont, offering easy access to nearby ski slopes and resorts. This 4-bedroom, 3-bathroom apartment comfortably accommodates up to 12 guests and features a barrel sauna, two wood-burning fireplaces, and an outdoor fire pit for cozy evenings.

Best Stratton, VT vacation rentals with a fireplace

Cozy House W/ Clubhouse Heated Pool, Fireplace, Balcony, Jacuzzi, W/d, Wifi - Stratton, VT
No reviews

Cozy House W/ Clubhouse Heated Pool, Fireplace, Balcony, Jacuzzi, W/d, Wifi

apartment, Wardsboro
This 4-bedroom, 2-bathroom chalet in Snow Mountain Farms, Wardsboro, is a 10-minute drive to Mount Snow and a 20-minute drive to Stratton Mountain.
This 1500 sq ft house accommodates 10 guests and features a wood-burning fireplace, a large deck, and access to a clubhouse with a heated swimming pool.
Ski Vacay Minutes From Stratton - Stratton, VT
9.8 33 reviews

Ski Vacay Minutes From Stratton

house, Jamaica
This Vermont apartment rental, minutes from Stratton Mountain, offers Jamaican travelers a unique winter escape in a scenic area perfect for snowy walks.
The 4-bedroom, 3-bathroom unit sleeps 10, features a renovated basement with ping pong and darts, a cozy fireplace, and a large dining room—ideal for family gatherings after a day of skiing.
Stratton; 6 Min. King Beds. Pool Table. Wood Stove. Dog Friendly - Stratton, VT
10 4 reviews

Stratton; 6 Min. King Beds. Pool Table. Wood Stove. Dog Friendly

apartment, Jamaica
This Jamaica vacation home is located near the Green Mountain National Forest, within 3 miles of the Solstice and Sunrise Express ski lifts, and under 6 miles from Stratton Mountain Resort and the Tamarack ski lift.
This 5-bedroom, 2-bathroom house sleeps 14 guests and boasts a Jacuzzi, fully equipped kitchen with dishwasher, microwave, and refrigerator, plus a barbecue grill; enjoy nearby hiking and winter sports.
3br Mountainside Resort Condo, Hot Tub, Fireplace - Stratton, VT
8.0 1 review

3br Mountainside Resort Condo, Hot Tub, Fireplace

apartment, Stratton
This Stratton, Vermont condo boasts an east-side location near the Tamarack lift, a short walk or shuttle ride from the Stratton Mountain Resort base area, and within two miles of the Stratton Mountain Golf Course.
This three-bedroom, two-bathroom apartment sleeps eight guests and features a fully equipped kitchen, gas fireplace, jetted tub, washer/dryer, DVD player, and access to a shared hot tub, fitness center (fees may apply), and swimming pool.

Frequently Asked Questions about vacation rentals in Stratton, VT

  • What are some interesting places to visit in or near Stratton, VT?

    There are lots of places to explore around Stratton! You can check out the Stratton Mountain Museum, which has exhibits on the history of the area and the development of the ski resort. Or, you can drive a little further and visit the Vermont Institute of Natural Science in Quechee, which has a variety of animals and exhibits. If you're into hiking, you can explore the Green Mountain National Forest, which has plenty of trails to choose from.
  • What are the best Airbnb and vacation rentals in Stratton, VT?

  • Which walking or cycling routes are the best in Stratton, VT?

    For cycling, the Stratton to Manchester Bike Path is a classic. It's a paved, 26-mile route that follows the old railroad bed and takes you past scenic views of the Green Mountains. For walking, the Stratton Village Loop Trail is great for a leisurely stroll and offers beautiful views of the mountains. If you're looking for a more challenging hike, try the Appalachian Trail, which passes through the area.
  • What are the most popular Airbnbs in Stratton, VT?

  • What sports or outdoor activites can visitors enjoy in and around Stratton, VT?

    Stratton is a haven for outdoor enthusiasts! In the winter, you can ski, snowboard, snowshoe, and ice skate at Stratton Mountain Resort. In the summer, there's hiking, biking, swimming, fishing, and golfing. And year-round, you can enjoy scenic drives, horseback riding, and even whitewater rafting on the nearby rivers.
  • What are the best vacation rentals with a pool in Stratton, VT?

  • What other towns or cities can be easily accessed from Stratton, VT?

    Stratton is conveniently located near a few other towns and cities. You can easily drive to Manchester, Vermont, which is known for its charming shops and restaurants. Or, you can head to Bennington, Vermont, which has a historic downtown area and a beautiful park. If you want to explore a larger city, you can drive to Albany, New York, which is about a 2-hour drive from Stratton.
  • What are the best rentals for families and kids in Stratton, VT?

  • What amenities are commonly available in vacation rentals in Stratton, VT?

    Vacation rentals in Stratton typically offer a range of amenities, depending on the property. Most rentals come with fully equipped kitchens, comfortable living spaces, and bedrooms. Some rentals also have fireplaces, hot tubs, and private decks or patios. You can often find rentals with access to shared amenities like pools, tennis courts, and fitness centers.
  • What are the best rentals or Airbnbs with a jacuzzi in Stratton, VT?

  • What time of year is best to rent a vacation rental Stratton, VT?

    The best time to rent a vacation rental in Stratton really depends on what you're looking for. If you want to ski, the winter months from December to March are ideal. If you prefer warmer weather, the summer months from June to August are perfect for hiking, biking, and swimming. Fall foliage season, typically from September to October, is also a popular time to visit.
  • What are the local dishes in Stratton, VT region?

    Vermont is known for its maple syrup, and you'll find it used in many local dishes. Try a classic Vermont breakfast of pancakes or waffles with maple syrup. You can also find plenty of hearty dishes featuring local ingredients like cheddar cheese, potatoes, and apples. Some popular local dishes include Vermont cheddar soup, chicken pot pie, and apple cider donuts.

Popular destinations

Top Vacation Rentals with a Hot Tub in Stratton, VT

A private hot tub at your vacation rental makes every trip to Stratton, VT truly unforgettable after an active day.

Chalet 5 Mins From Mt. Snow W/hottub - Stratton, VT
No reviews

Chalet 5 Mins From Mt. Snow W/hottub

chalet, Dover
This West Dover vacation home is situated 0.9 miles from the Green Mountain National Forest and 1.8 miles from Mount Snow ski resort, offering easy access to outdoor recreation and winter sports.
This four-bedroom, three-bathroom cabin sleeps nine guests and features a fully equipped kitchen with dishwasher, a Jacuzzi, private garden, parking, and barbecue grills; nearby attractions include Snow Lake and the North Branch Deerfield River.
Cabin Near Stratton And Mt. Snow W/hot Tub, Sauna - Stratton, VT
No reviews

Cabin Near Stratton And Mt. Snow W/hot Tub, Sauna

apartment, Wardsboro
This rustic cabin in West Wardsboro, Vermont, offers a private wooded retreat just 10 miles from Mount Snow and 15 miles from Stratton Mountain.
This 2,240 sq ft, 4-bedroom, 2-bathroom lodge accommodates up to 9 guests and features a kitchen with a fridge, microwave, and dishwasher, plus a hot tub, sauna, deck with a grill, fire pit, and a working wood stove.
Luxe 5,000 Sq Ft Retreat: 5 Mi To Stratton Resort - Stratton, VT
9.8 13 reviews

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

apartment, Jamaica
This 5,200 sq ft Jamaica vacation home offers 4 bedrooms and 3 bathrooms, comfortably sleeping up to 10 guests with amenities like a private hot tub, sauna, and entertainment lounge featuring billiards and an Xbox. Located just a short drive from the Green Mountain National Forest for fall foliage and Stratton Mountain for skiing, this spacious residence also provides a dedicated workspace and multiple fireplaces for a cozy retreat.
Modern Cottage Between Stratton And Mount Snow - Stratton, VT
10 2 reviews

Modern Cottage Between Stratton And Mount Snow

chalet, Wardsboro
This Jamaican chalet, located near Green Mountain National Forest and within 9 miles of Mount Snow, Snow Lake, and the North Branch Deerfield River, offers easy access to outdoor recreation.
This 2,000-square-foot vacation home boasts five bedrooms, two bathrooms, sleeps twelve guests, and includes a kitchen with a fridge, microwave, and dishwasher, plus an indoor pool, hot tub, and game room.

Best Stratton, VT vacation rentals with parking

Historic Ski Home - 8 Min. To Mount Snow & 15 Min. To Stratton. - Stratton, VT
9.6 31 reviews

Historic Ski Home - 8 Min. To Mount Snow & 15 Min. To Stratton.

apartment, Wardsboro
This historic Levi Sipps Tavern farm stay in Windham County, Wardsboro, is a 2800 sq ft property dating back to the early 1800s, located within a 5-15 minute drive of Mount Snow and Stratton Mountain.
This family-friendly rental accommodates up to 10 guests with 5 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, Wi-Fi, a Foosball table, and proximity to outdoor activities like hiking and golf.
Stratton Mountain - Stratton, VT
No reviews

Stratton Mountain

apartment, Stratton
This Stratton apartment is just a two-minute walk from the Gondola and the village center, offering easy access to restaurants, shops, and other amenities. The surrounding area is lively and offers stunning mountain views.
This spacious home comfortably sleeps 12 guests and features a gourmet kitchen, a hot tub, a fireplace, and a fire pit. Enjoy breathtaking mountain views from the dining room table, deck, or fire pit, including fireworks displays.
Private Chalet Ski Stratton And Mt. Snow Sleeps 8 - Stratton, VT
9.8 2 reviews

Private Chalet Ski Stratton And Mt. Snow Sleeps 8

chalet, Stratton
This Stratton Mountain chalet, located on Stratton Arlington Road, is eight minutes from both Stratton Mountain and Mount Snow resorts and a mile from a grocery store.
The 2,000-square-foot home features four bedrooms, two bathrooms, sleeps eight guests, and includes a gourmet kitchen, outdoor BBQ grill, a 20x20-foot addition with a master suite and loft, and a private nine-acre property with snowshoeing trails.
Stratton Walk On/ski Off, Kings, Hot Tub, Shuttle - Stratton, VT
10 24 reviews

Stratton Walk On/ski Off, Kings, Hot Tub, Shuttle

house, Stratton
This Stratton Mountain townhome, minutes from Pikes Falls and an easy walk to local trails, is also 18 minutes from Bromley Mountain and 25 minutes from Manchester, Vermont.
This four-bedroom, four-bathroom house comfortably sleeps ten guests with three king beds and two sets of twin bunks, offering two living areas, a private hot tub, a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, and complimentary shuttle service.

Guest-Favorite Luxury Vacation Rentals in Stratton, VT

These upscale vacation rentals in Stratton, VT offer premium amenities and refined service for an unforgettable stay.

Ski In/out, Cozy 3bed Condo Steps To Village - Stratton, VT
10 58 reviews

Ski In/out, Cozy 3bed Condo Steps To Village

apartment, Stratton

Browse Dog-Friendly Vacation Rentals in Stratton, VT

These dog-friendly vacation rentals and Airbnbs in Stratton, VT ensure your four-legged friends enjoy the trip as much as you do.

Beautiful Dog-friendly House W/ Fireplace, Firepit, Bbq, Deck, Patio, W/d, Wifi - Stratton, VT
9.8 8 reviews

Beautiful Dog-friendly House W/ Fireplace, Firepit, Bbq, Deck, Patio, W/d, Wifi

apartment, Jamaica
Stratton Designers Chalet 4 Br, Jacuzzi - Stratton, VT
9.6 18 reviews

Stratton Designers Chalet 4 Br, Jacuzzi

chalet, Stratton
Shuttle Or Walk To Stratton! Hot Tub + More! - Stratton, VT
9.9 139 reviews

Shuttle Or Walk To Stratton! Hot Tub + More!

apartment, Winhall
Dancing Bear@stratton Spacious 4 Bds/4 Bath Hottub - Stratton, VT
10 2 reviews

Dancing Bear@stratton Spacious 4 Bds/4 Bath Hottub

apartment, Stratton

Choose from the Best Vacation Rentals with Swimming Pool in Stratton, VT

Book a Stratton, VT vacation rental with a pool to enjoy a swim after a day on the slopes.

Beautiful Townhome In Charming Stratton For Your Relaxing Getaway. - Stratton, VT
10 2 reviews

Beautiful Townhome In Charming Stratton For Your Relaxing Getaway.

apartment, Stratton
Shuttle To Village/lifts! .5 Miles To Base! Cozy Chalet! - Stratton, VT
9.8 15 reviews

Shuttle To Village/lifts! .5 Miles To Base! Cozy Chalet!

chalet, Winhall
223 M² House ∙ 4 Bedrooms ∙ 8 Guests - Stratton, VT
No reviews

223 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Winhall
Perfect 3 Br. Getaway Condo In Stratton, Vermont! - Stratton, VT
9.7 55 reviews

Perfect 3 Br. Getaway Condo In Stratton, Vermont!

apartment, Stratton
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