
House holiday rentals in Chesterfield
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Top-rated house rentals in Chesterfield
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Aunt Shy's Hide-Away
Aunt Shy's hide-away is nestled on a dead end road in the Spruce Mill Brook Valley bounded by Saddle Hill and Hood Mountain (both on the 250-acre property). Situated in the Adirondack Park midway between the High Peaks and Lake Champlain (Exit 32 on I-87), this property is in an ideal base for enjoying the Adirondack Mountains and Lake Champlain Valley. Looking to get away from the daily grind, hike, bike, fish, ski, or just relax by the fire. Five minutes to the Meadowmount School of Music.

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.

"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!

Jay Brook Lodge near Whiteface
Stunning style and exceptional quality home located in Jay Just minutes away from the Ausable River, Jay Mountain Trailhead and Whiteface Mountain. This home offers 5 bedrooms with 3.5 bathrooms suitable for up to 16 guests. Newly finished basement that provides entertainment for the entire family with a Billiards table, Ping Pong, and an Xbox game console. Enjoy the outdoor Hot tub and fire pit with Adirondack chairs. Lake Placid is just a 25 min drive and Whiteface mountain is a 13 min drive.

Quiet 3 Bedroom Cottage on Lake Champlain
You'll have a relaxing visit at this cozy, comfortable family camp. Enjoy swimming, kayaking and hiking. Explore gorgeous Lake Champlain or enjoy the view from the porch. The sunrises are spectacular! Lake Champlain is known for great year-round fishing. Tip: Bring your water shoes for maximum swimming comfort. Hop on the Essex Ferry to Vermont to experience shopping, art, restaurants and museums. The Shelburne Museum and ECHO, Leahy Center for Lake Champlain are perfect for families.

Ascent House | Keene
A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

The Blue Jay Aframe
Get lost at the @thebluejayframe (find us on the gram)! This beautiful Aframe has been completely renovated (BRAND NEW) to make your stay in the Adirondacks a special one! The Aframe sits nestled in the Ausable Acres where you're a short driving distance to Wilmington, Lake Placid, and Keene Valley. An ideal place to visit for a couple/family looking for a private getaway experience feeling the fresh air of the ADKS's while still having modern comfort. Cozy! Modern! Relaxing! ENJOY!!

Luxury Home With Mountain View
HIGH PEAKS CHALET: Luxurious custom home with hot tub, sauna, steam bath. Dog friendly (no cats), near Whiteface and Lake Placid, Mountain Views, Sleeps 10 This home is an Adirondack paradise on 15 private acres. High-end amenities include a 6 burner gas stove, 40" gas fireplace, Libeher refrigerator in a fully equipped kitchen, and in-floor heating on all three floors. The main home features 3 bedrooms and 2.5 bathrooms, and the detached Carriage House has 1 bedroom and 1 bathroom.

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

THE VIEW! THE VIEW! THE VIEW!
A 1900 farmhouse that has been in the family for generations. Recently renovated to accommodate up to 5 guests, it is clean with simple furnishings and a SPECTACULAR VIEW! Located RIGHT ON NYS RTE 86 (close to the road) with easy access to nearby attractions. The house is split in 2 and is designed for 2 families. I rent out "The View" using airbnb exclusively. My wife and I reside in the back portion of the house with a separate entrance and separate parking.

Gorgeous Renovated Barn 20 minutes from Burlington
Historic renovated barn 20 minutes from Burlington, next to best cycling routes of Vermont, lake Champlain, beaches, hiking trails, orchards, wineries and farm to table restaurants. 30 to 60 minutes from Bolton (30min), Sugarbush (50min) and Stowe (60min). Ideal for a family of 4 or 5, or two couples. A 5 minute walk from a country store and deli and a 5 minute drive from the Essex, New York ferry. Beautiful indoor and outdoor fireplace.

Birchwood Lodge - Our Home in the Woods
Birchwood Lodge is only four miles from the entrance to Whiteface Mountain. The property in Wilmington is nestled on three wooded acres with a babbling stream that meanders past the screened-in porch on the back of the house. This is a great place to create vacation memories as you explore the Adirondack and Olympic offerings or join the young at heart and explore the woods and stream in your own backyard at Birchwood Lodge.
Popular amenities for house rentals in Chesterfield
House rentals with a pool

Vermont Mountain Summer Retreat

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Cozy 2 bedroom true log cabin

Charming Sugarbush Standalone Condo

Stunning Mountain Top Cabin

Private 3 Acre Forest Retreat | Trails Pool Fire

EPIC Stowe Getaway - Great For Families & Friends
Weekly house rentals

Home Base in the Heart of the Adirondacks

Escape to the Adirondack

Bittersweet Retreat on Willsboro Point

Hidden gem, 2BR-2 Living, in a quiet neighborhood

Historic Edge of the River, Adirondacks

M&T AirBnB

Mountain View

ADK Lake Champlain Retreat
Private house rentals

The Lake House Retreat

Adirondack A-frame 4bd-2ba: Ski/Hike/Bike & More

Entire New Lake House, private deck, large lawn

Iron Peaks Lodge- Near Whiteface, dogs welcome!

Peaceful Meadow Retreat • Cobbler Hill Farm Stay

The Gambrel Mountain Retreat at Twin Ponds

Shelburne Bay Waterfront Getaway

Relax on the Shores of Lake Champlain
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Rentals with a firepit Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Waterfront rentals Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with a patio Chesterfield
- Rentals with lake access Chesterfield
- Rentals with beach access Chesterfield
- Rentals with outdoor seating Chesterfield
- House rentals Essex County
- House rentals New York
- House rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Warren Falls
- Elmore State Park
- Shelburne Museum
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Waterfront Park
- Cold Hollow Cider Mill
- Titus Mountain Family Ski Center
- Ethan Allen Homestead Museum
- Lake Champlain Chocolates
- Sand Bar State Park
- Lincoln Peak Vineyard
- Branbury State Park
- Cochran's Ski Area





