Holiday houses in Chesterfield

Adirondack Gem in the Champlain Valley/VT Views

Our country home is nestled in a peaceful wooded area overlooking Lake Champlain and the VT Green Mtns . The 900 sq ft Loft is private and welcoming, with many thoughtful details for your comfort and total relaxation. Cuddle up with comfy chairs, cozy throws and an abundance of books and magazines. It is so quiet, and the beds so comfortable, that a restful night's sleep is almost a guarantee. Kayaking, canoeing, and fishing opportunities abound with water access close-by. Very kid-friendly.

Value · Family · Air conditioning

18 Lake Stunning View of Champlain in Adirondacks

Welcome to 18 Lake. Situated in beautiful, quiet, Port Kent, NY, this gem is the perfect place to relax and get away. People come from all across the country to tour this charming area on bicycles in summer, and from all over the world during the winter for Lake Placid's winter sports. In fall, the colors are vibrant and breathtaking. Fresh maple products are on tap in Spring. Enjoy area attractions such as Ausable Chasm, High Falls Gorge, Port Kent Beach, golf, orchards, hiking and biking.

Family · Location · Cleanliness

"Beau Overlook" Enjoy 2 states from 1 great spot!

Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of water tumbling over river rocks below. This home is situated 2 miles north of the Lake Champlain ~ Boquet River Delta. The beautiful LAKE scene at the sandbar of the delta must be seen to be appreciated. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics cannot be beat!

Family · Value · Kitchen

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Cozy barn, gas fireplace, fast WiFI in a peaceful wooded forest. Whether sipping coffee by the fire, spinning vinyl records or stargazing by the fire pit(wood provided), this is your space to disconnect or work remotely in comfort. Explore on-site hiking trails, snowshoe and spot wildlife. A short drive from breweries, restaurants, scenic hikes & towns. A perfect mix of seclusion & convenience, 35 mins to Burlington. Perfect for couples/solo travelers/anyone looking for a private nature escape.

Location · Value · Layout

The Brookside Cabin

Our Cabin is nestled in the woods of the Adirondack Mountains. The Cabin is behind our family home. We are on a country road close to two towns. Our area offers many amenities such as fishing, hiking, boating, golf, hunting , wine tasting, leaf peeping. The cabin is heated by a wood stove and is the only heat source. “Wood Stove will injure a small child. Fast moving water in brook. Children 7 and up is ok with pre approval. The outside shower is heated, hot water available mid April -Nov.

Value · Location · Access

Gateway to the Adirondacks on the River “The East”

Situated directly on the Au Sable River, where the West and East branch meet, you'll find this comfortable duplex, located in Au Sable Forks, the "Gateway to the Adirondacks". The "East" offers a fully equipped kitchen, two bedrooms, full bath and comfortably furnished living room and Wi-Fi. Conveniently located within walking distance to grocery stores, pub, eateries and entertainment. Enjoy fishing, biking, hiking, Whiteface Mountain and Lake Placid. Come stay and enjoy the Adirondacks.

Value · Family · River

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Family · Location · Hiking

Private 8.5-Acres | Lux Hot Tub & EV Charger

Escape to High Peaks Hideout, a secluded 9 acre property, 10 minutes from Whiteface Mountain. This lovingly restored cabin offers a careful blend of modern comfort and rustic charm. It accommodates 4 comfortably, featuring a lofted king bed and 2 twin beds downstairs. Your mountain retreat awaits! - Luxury hot tub for 4, covered - New custom kitchen with soapstone countertops - Luxury linens - OLED TV with Sonos sound bar and Apple TV - Giant lounge sectional - Custom dimmable lighting

Family · Location · Comfort

Lovely Cabin on Farm with Sauna, Porch, Mtn Views

This tiny, off-grid cabin is situated on a peaceful, beautiful spot at a small, working livestock farm in the eastern Adirondacks. Your view looks west to Whiteface mountain etc. Enjoy the hum of nature from the porch that overlooks our pastures, and indulge in the small, traditional sauna and hot/cold outdoor shower that accompany your cabin. AuSable Brewery is just across the road, and Lake Champlain is just 1 mile away. Excellent local cycling, paddling, hiking, & boating abound.

Value · Location · Biking

The Farmhouse

Nestled in the rolling hills of the Adirondack Mountains, 'The Farmhouse' is a guest house attached to our home and provides a serene setting for you and your family. Hiking, camping, and woodland walks abound in the area, including a newly established trail less than 0.1 miles from the front door. Nearby Lake Champlain provides endless water oppourtunites, and Whiteface mountain, a 45 minute drive is a major ski and hiking destination. Ausable Chasm is a short 15 minutes away.

Family · Location · Access

Autumn Forest Retreat | Hot Tub + Massage Chair

⭐ TOP 1% STAY — 300+ 5★ Reviews Guests often say: “This was exactly what we needed.” Welcome to Place of Prana — a peaceful Adirondack escape designed for rest, healing, and true reset. Summer weekends are filling quickly ☀️ Book your Adirondack escape before the season is gone. Are your dates unavailable? Explore our sister stay, Place of Poiema — another peaceful Adirondack retreat designed for gathering, connection, and unforgettable time together for 10 guests.

Location · Value · Barbecue

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Location · Value · Checkout