Family-friendly holiday rentals in Orleans County

Tester's Haven Cottage, Lake Parker

This is a classic Vermont SEASONAL ( June- Oct) early 1950s cabin or cottage that is right on the water facing the West. One side sits next to a dirt road that is pretty quiet. Some cars, farm machinery & four-wheelers do go by. However, you can sit facing the water and feel like you have left the rest of the world behind as you listen to the loons. This special kind of space is for those who like a touch of country, it is not a hotel, it is not a party place, but a lovely RUSTIC cottage/cabin.

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Pristine Lake Location in Vermont

Our cottage is located on Lake Memphremagog, an international lake shared with Canada. Visit our nearby hobby farm/children’s museum. Kayak, bike or hike to stunning natural settings or take day trips to a variety of interesting destinations, including maple sugar shops, alpaca or dairy farms, golf courses, a ski resort with indoor waterpark; or cross the Canadian border a few miles away and explore Quebec. A boat dock is available for use at our cottage with an access ramp a 1/4 mile away.

The House of the Setting Sun, Private Apartment

The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Private suite close to Craftsbury Outdoor Center

After a day of hiking, skiing or paddle boarding, return your home base for a quiet evening of board games. We are fairly centrally located & close to many outdoor activities & some lovely dining spots: Lake Willoughby (11 mi.); Crystal Lake (6.7 mi.) Craftsbury Outdoor Center (8.2 mi.); Jay Peak (30 mi.); Burke Mountain (31 mi.); Parker Pie Pizza (2.8 mi.); Hill Farmstead Brewery (18 mi.); andThe Manor at Runaway Pond (3.8 mi.). Other suggestions can be found under "Other details to note".

VT Lakeside getaway on beautiful Crystal Lake.

In the heart of the Northeast Kingdom, Lakeview House is located on one of Vermont's cleanest & most beautiful lakes, Crystal Lake! Swim! Boat! Fish! Enjoy a private dock, fire pit, gas grill, pool table & more. 200 feet of private waterfront just across the street. You can hit the water with a stone from the front deck. Use the kayaks & canoe! Nearby golf, hiking, Kingdom Trails, ski areas, snowmobile & snowshoe trails. A short drive to Hill Farmstead Brewery for best beers in the world!

Davignon Farm, Northeast Kingdom, Brownington, VT

Located between Burke Mountain and Jay Peak three miles from Lake Willoughby provides activities year round. The light and views from this quintessential Vermont farmhouse will amaze you! The property extends into the woods beyond the fields and 263 acres await your exploration. Open kitchen, new bathrooms, den and living room provide spacious comfort in this rural setting. The perfect couples getaway with a great location to take advantage of all the Northeast Kingdom has to offer!

Ann’s Schoolhouse

Ann’s Schoolhouse is a beautiful Historic Schoolhouse built in 1901 and nestled in the green mountains of Vermont. Complete with the original school bell, chalk board and desks from 1901 you'll take a trip back in time when you visit! You and your family will love the quiet serenity as you sit by the fire pit and take in the views. This cozy home is perfect for your family vacation or event, couples weekend away or a friends trip. You'll love calling Ann's Schoolhouse home!

Vermont Yurt Farm Stay | Vermont Glamping

Spacious 30-ft off-grid yurt (700 sq ft) on a Vermont farm with horses, goats & friendly dogs. Larger than most expect, with room to relax and unwind. Peaceful, private, and pet-friendly, with a short walk to the yurt for added seclusion. Guests love the cozy wood stove, thoughtful amenities, and clear night skies. Near Lake Willoughby, Burke Mountain & Jay Peak. No WiFi or strong cell service—ideal for unplugging, slowing down, and recharging.

Razzle's Cabin trailside

Razzle's cabin is on the Kingdom Trails! Right out the front door is the Coronary Bypass trail that connects to the entire network! Minutes from Burke Mountain! It's a quiet, private setting off from West Darling Hill road. Huge sunny deck with grill and picnic table along with comfy seating to relax and enjoy a beautiful sunset. Outside you'll find a sweet fire pit with a woodshed filled to the brim and an outdoor shower and bike wash!

On top of the Kingdom

A private in-law apartment in this lovely country farm-house sitting high above Sheffield, VT. At the center of Vermont's Northeast Kingdom, you are conveniently located just a short drive from all of the Kingdom's attractions and amenities. Quiet and private, the site offers a peaceful retreat from a busy lifestyle, yet close access to all of Vermont's recreational activities be they athletic, artistic, or passive.

Modern retreat, 5 min bike ride to KT

Newly renovated home in the Northeast Kingdom with massive windows overlooking the forest. Scandinavian, minimalist style with comfortable high-end mattresses and large sectional sofa for the whole family. Two bedrooms, each with a king bed and twin trundle for sleeping flexibility. You’ll love this quiet getaway located on a dirt road 5 mins to the world-renowned Kingdom Trails network and 10 mins to Burke Mountain.