Family-friendly vacation rentals in Bennington

1st floor, Okemo contemporary country 3 BR 2 BA

Family-friendly, pet-friendly, clean, comfortable, contemporary country ski cabin on Okema shuttle buss route in Ludlow, VT, a few minutes from mountain. Very easy access to outdoor activities: skiing, hiking, lakes, boating, hunting, snowmobiling, fly-fishing. Updated, comfortable, light filled ambiance. Great location, 10 minute walk to downtown (2 minute drive). Great for groups, couples, families. Recently renovated. New butcher block counter-tops and island, all new kitchen, new bathrooms.

INCREDIBLE Adirondack Home (Lake George/Gore Mtn.)

AMAZING Adirondack home set on a private and remote 130-acre mountainous property in Warrensburg, NY with INCREDIBLE views; 5 miles to Lake George, 11 miles to Bolton Landing & 17 miles to Gore Mountain. The charming town, only 2 miles away, includes antique shops, great restaurants, golf and plenty of family fun! This home is ideal for a group of friends or family wanting to explore the Adirondack region & enjoy outdoor entertainment/activities. There truly is something for everyone to enjoy!

Berkshire Lake- Modern and Updated-close to skiing

Lakefront Home for Rent. This home has been 100% remodelled! With a beautiful spot directly on Pontoosuc, the new kitchen, bathrooms, fireplace, and glass enclosed family room all benefit from the idyllic scenery. The home has 5 bedrooms and a convertible playroom with a futon for even more space. 2 bedrooms have bunk beds plus a full size bed in them. 2 bedrooms have king size beds and 1 has a queen. The master suite has an en-suite bathroom and a balcony overlooking the lake. Many upgrades!

The Adirondack Retreat - Gore Skiing & Lake George

Stay in this charming chalet only 11 miles from Lake George and 19 miles to Gore Mountain! Sleeps up to twelve guests with 5 beds and 2 bathrooms. There is a pet fee of $100 stay per pet. Walk into a home that says "Welcome to the Adirondacks!" with local antiques and hand carved cedar logs. Main Floor: fully stocked kitchen, bath, bedroom with full bed, bedroom with twin/twin bunkbed Loft: master bedroom, bathroom, loft den Lower Level: game room, 2 bedrooms each with a twin/full bunkbed

4 Bedroom Family Ski House w/ WiFi, cable!

This family heirloom sits tucked away in the trees just off of Chester Mountain Road. Short trips to Bromley, Okemo, Stratton and Magic Mountains. Sleeps 8 comfortably with room for up to 10 on pull out couches. You will fall in love with the retro feel of this house, it's straight out of the 1980's, and has kept that charm over the years. We have consistently updated it with all of the amenities needed to relax, including Air Conditioning, High Speed wifi, Cable, big screen TV and sound bar.

Adirondack Dream Apartment

Bolton Landing/Lake George - Beautiful open loft apartment above a garage. Very serene and quiet. Has a seasonal view of Lake George. Fully furnished with a queen bed and a queen sleeper couch. Full kitchen with an island. Living room area has a wood burning stove. Also has a large bath with a walk in shower. TV, and internet. Small deck with barbeque grill. 2 miles to the town of Bolton Landing and public beaches. 15 minutes to Lake George Village and all other activities in the area.

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

Charming spacious A-frame with lots of natural light, beautiful scenery and wrap around deck. Property features a long rolling hill perfect for sleigh riding or 75' slip n slide, tennis court, firepit, and 5 acres of Green Mountain Nat'l forest and brook. Home has 3 bedrooms + loft area.. 5 miles to Mount Snow, and minutes to golf course, bars/restaurants and lakes. This house is action packed inside and out with hot tub, 200' zipline and "unlock the box" scavenger hunt.

Lakefront A-Frame Home Emerald Lake, NY

A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided. Water activities 2 kayaks 1 - 4 person paddle boat

Beautiful 2 Bedrooms in Mountains w/ full kitchen

Ready for a Vermont getaway? In heart of ski area w/ A+restaurants & charming villages are two cozy bedrooms on 2nd fl of larger apt complex. Each bedroom has separate toilet/sink room, shared shower room for your and your guests alone. Hallway living room at one end with 2 couches, desk and TV Other end is full compact kitchen with dishwasher, stove and over, full size refrigerator, coffee maker and microwave.