Holiday rentals with lake access in Bennington County

Willow Tree Cottage on Peaceful Mountain Lake

Welcome to my romantic cottage on a serene mountain lake in the Green Mountains of Southern Vermont. Only a 3 hour drive from NYC, it's another world of peace, beauty, and tranquility. Nearby are the Appalachian Trail, National Forest, State Park, hiking and cross country ski trails, boating, fishing, and swimming, private dock, antiquing, restaurants, art museums, history, and theatre. This is a cultural and naturalist's wonderland. Recently fully renovated. Not suitable for young children.

Globetrotter Retreat - Minutes to the Mountain

Newly renovated, fully furnished apt in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt sleeps 4 people in comfort. Private balcony overlooks rolling river. Steps from many restaurants, bars & shopping. Supermarket is a short walk. FreeMoover bus stop across the street - leave your car parked & ride for free to local destinations! No guest under 18 years old.

Lakeview Cabin in the Mountains - beautiful

Lovely log sided cabin situated across from Woodford lake with view. Large Great room cathedral ceiling, halfmoon window, pine ceiling & floors, dining table,woodstove, corner gas fireplace, full kitchen. Beautiful ambiance, rustic yet elegant. 2 bedrooms, full bath with clawfoot tub, romantic sleeping loft w sitting area. Basement play area heated with 2 beds for children. Central heat, washer/dryer TV/Roku, ceiling fans. Great getaway for nature lovers, skiers, snowmobilers, hikers. Wifi.

Bright airy cottage w/ lake view

Chickadee cottage is located in the heart of the Woodford lake community, just across the street from the lake. Plenty to see and do near this mountain retreat. We are a short walk to the beach or continue on to miles of hiking trails. In the winter nordic ski at Prospect Mt. (1 mile) or downhill ski at Mt. Snow (19 miles). Any time of year enjoy casual eating or fine dining in Wilmington, Bennington or use the grill and eat out on the deck. A bonus: Woodford State Park is just down the road.

Mid-mod VT Dream Chalet near skiing, lake & forest

Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Vermont lake house near Mt. Snow-fab 360 views!

Welcome to our fabulous farmhouse on 3 green acres! Enjoy amazing views of Lake Sadawga and the surrounding Green Mountains as you kick back in our cozy stylishly furnished home. The house comfortably sleeps 8+ with 4 bedrooms, 2 full bathrooms, and a finished loft space. We are located off the beaten path on a paved road with multi-car parking. This wonderful year-round retreat is a short drive to skiing at Mt. Snow, boating in Harriman Reservoir, and easily accessible to local amenities.

Lake Whitingham- Wards beach, Hot tub, views

Welcome to your perfect year-round Vermont getaway! This 5-bedroom lake home offers breathtaking lake and mountain views and is just a 10-minute walk to the water. Whether you’re coming for the snow, the foliage, or long summer days by the lake, this cozy retreat has it all. In winter, enjoy world-class skiing and snowboarding at Mount Snow or the Hermitage Club (just 15 minutes away), then come home to relax by the fireplace or soak in the huge 10-person hot tub under the stars.

Glamping Cabin with Private Pond and Mountain View

This little glamping cabin with cozy woodstove is set at the far edge of a field overlooking a wildlife pond and mountain views. It is a peaceful place, surrounded by beauty, and special not just for these amenities but because it is located on four private acres right in Manchester Center. The property abuts 70 acres of preserved land, but is steps from Main Street and all the shopping, dining, and outdoor options that this lovely year-round tourist town has to offer.

Modern 3-bedroom A-frame in Londonderry w/ Pond

This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

The House of Pi

Welcome to The House of Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock and Kayaks. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Hot Tub and Custom Cedar Sauna!

Love the outdoors? This is the place for you!

Cabin is a block up from "Big Pond" in the heart of the Green Mountains. Great for small or large guest count. Spring/Summer/Fall: Non-motorized watercraft lake access, hiking trails, golf, biking and many fairs & quaint stores to visit nearby. Winter: 30 minutes to Mount Snow, 5 minutes to Prospect Mountain & in the VAST snowmobile trail system. Family-owned for 3 decades with continuous updating.

Minutes to Stratton! Large, private home w. sauna

Your dream ski vacation awaits! Less than 2 miles to Stratton Mountain access road; 15 minutes to Bromley; 15 min to Manchester Ctr; 30 min to Mt Snow. With three levels, your group can really spread out: 4 bedrooms + bonus room, 4 full baths, open kitchen, living room with a fireplace, loft area, sauna, and laundry. Monthly discount available. Ski Shuttle for rentals of 30+ days.