
Family-friendly holiday rentals in Chesterfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chesterfield
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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.

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.

"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!

Panton / Near Vergennes , Middlebury Private Home
Begin your Vermont experience at our serenely secluded, wooded hide–a-way. This inviting private home features all the best amenities including luxury linens, fully equipped kitchen, bath with custom over sized shower, a beautiful deck with gas grill, teak and glass dining table, and lounge seating for 4. It is the perfect space for 2 adults and children, or up to 4 adults, providing easy access to the best Vermont has to offer from Lake Champlain, Vergennes, Middlebury, and all points beyond.

Boho Getaway near Burlington, Beach, & Bike Path!
Welcome to our Airbnb! Mid-century modern design with boho vibes! Less than 15 min drive to downtown Burlington - easy access to the shops & restaurants on Church Street! ~12 min walk to sandy Thayer Beach! Bike to the Causeway or along the lake into Burlington! Store your bikes in the convenient bike shed. Inside...enjoy the 55" TV, FAST WiFi, comfy beds, air conditioners, washer & dryer, and a kitchen stocked with all the essentials - including a Keurig machine & K-Cups. Off-street parking.

Moon Ridge Cabin *Hottub*
Our cabin is a studio with a hot tub & all the amenities. A queen bed, linens, towels, small refrigerator/freezer, microwave, single burner cook plate, dishes, utensils, glassware, pots/pans, toaster & coffee maker. Roku Tv & dvd player w/movies. The cabin has both an inside & outside (summer)shower. We have a privacy fence between our home & cabin. Please use covered path on your left as you face cabin to get into back yard where you will find hot tub, firepit & screen house. Enjoy your stay!

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.

Cozy Rustic Two Story Apartment
Located on the famous Ausable River. 20 minutes to Whifeface Mountiain or Plattsburgh and the Plattsburgh Airport. 10 minutes from the AuSable Chasm. This can be your resting point after spending a fun filled day in the Adirondacks. At this location you have the opportunity to walk down to the river to fish, paint or just sit and relax in the beautiful surroundings. You’re welcome to have an evening fire in our outdoors fire pit that can be set up for beautiful scenic views of the river.

Adirondack Timberwolf Cabin
Cozy Mountain Chalet in Jay, NY on beautiful Glen Road. Only .7 miles to the Jay Covered Bridge, 3 miles to the Jay Mountain summit trail head, 7 miles to Whiteface Mountain, and 16 miles to Lake Placid. Keene and Keene Valley trail heads are only minutes away. The cabin has 3 acres of wooded property with a front driveway as well as a back access drivweway which is nice to walk. There is Satellite TV and wifi. There is good cell coverage. World Class Fishing, Ausable Rivers are close

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.

"Gateway To The Adirondacks" on Main Street
Situated in the heart of the village on Main Street in Au Sable Forks, the "Gateway to the Adirondacks", you'll find this newly renovated second floor apartment. This spacious unit offers a fully equipped kitchen, two bedrooms, full bath and comfortably furnished living room with Smart TV and WiFi. Conveniently located within walking distance to grocery stores, pub, eateries, and entertainment. Enjoy fishing, biking, hiking, Whiteface Mountain and Lake Placid.

Private Guesthouse in the heart of Vergennes
Completed in 2013, the Guesthouse perfectly complements the 1871 Victorian home to which it is attached. Located on Main Street in historic Vergennes, Vermont, our home is one of several fine examples of the architecture of the 19th Century that grace our City. Our thriving downtown is a short walk away, boasting exceptional dining and shopping opportunities. Vergennes is a 20-minute drive away from Middlebury College, and 45 minutes from Burlington.
Popular amenities for Chesterfield family-friendly rentals
Family-friendly home rentals with a hot tub

Rustic Creek Cabin in ADK/Whiteface w Hot Tub

TheADKChalet w/ Hot Tub (Adirondacks)

Private 8.5-Acres | Lux Hot Tub & EV Charger

The Log Cabin • Hot Tub • Sauna • Near Whiteface

Cozy Cabin -Top of Hill with Views

Adirondack Spring: Unique Chalet with Hot Tub!

Lewis Brook Lodge

Glamp Bernice on Forty Gorgeous Acres
Family- and pet-friendly home rentals

Hill Section Carriage House

Aunt Shy's Hide-Away

The Beech Retreat w/ Infrared Sauna

Secluded ADK cabin | family fun & hiking adventure

Rustic 5th wheel camper close to lake.

A-frame w/ sauna near Whiteface & Lake Placid, NY

The Barn in Shelburne

The Shepherd's Crook at Blue Pepper Farm
Family-friendly home rentals with a pool

Slopeside Bolton Valley Studio

Lower Yurt Stay on VT Homestead

Spacious Private Apartment w/ Green Mountain Views

Studio Cabin near Smugglers Notch

Private Suite in the Green Mountains

Cozy Lodge with Hottub/Sauna/Games near Whiteface

The Whiteface Lodge Luxury Resort & Spa - Jr Suite

Hill Top Apartment With Amazing View Near Stowe
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island 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
- The Hamptons Holiday rentals
- Waterfront rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a firepit Chesterfield
- House rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with a patio Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with beach access Chesterfield
- Rentals with lake access Chesterfield
- Family-friendly rentals Essex County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- University of Vermont
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Middlebury College
- Shelburne Museum
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Waterfront Park
- Warren Falls
- Snow Farm Vineyard & Winery
- Lake Champlain Chocolates
- Elmore State Park
- Cold Hollow Cider Mill




