
Pet-friendly holiday rentals in Chesterfield
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chesterfield
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

"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!

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.

ADK Cozy Mtn Cottage in Private Field-Dog Friendly
Newly constructed two-bedroom charming cottage in your own private field. Dog-friendly and a great place for the kids to play! Screened-in porch with ceiling fan for a peaceful nap, fire pit for some night-time stories under a wide-open night sky. Two TVs, wireless internet for a rainy day. Strawberry and blueberry beds right outside your front door! Cabin sleeps 4-Queen bed lower level - two twins in loft. With special arrangements a larger party could be accommodated in spacious field.

TheADKChalet w/ Hot Tub (Adirondacks)
At face value, IG: @theadkchalet appears to be just a humble little getaway tucked in the Adirondack Mountains of Jay, NY (Lake Placid Area). But even the most discerning guests will be quickly spirited away by the rustic charm and secluded forest feel. The Chalet sleeps 4 people and has two bedrooms and one bathroom. The Chalet is located approx. 4.5hrs from NYC by car and is the perfect place to: escape the city, rekindle a romance, ski/ride Whiteface Mountain, hike, fish and so much more!

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.

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.

A-frame w/ sauna near Whiteface & Lake Placid, NY
This chalet-style cabin sits quietly in the woods with stunning, natural views and a new, private sauna. The home is in the Adirondack Park near Whiteface Mountain Ski Resort, Lake Placid, and Keene Valley, with endless opportunities for outdoor exploration & adventure year-round. Guests have access to hiking and x-country ski trails, river swimming and fishing points, and tennis courts. Enjoy the sauna, shuffleboard, record players, karaoke machine, wood stove, and fire pit at the cabin.

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

The Cabin @ The Birches
Nestled on the serene shores of Lake Champlain, this rustic log cabin offers the perfect escape from city life. Located at 41 Kibbe Farm Rd. in South Hero, VT, this idyllic retreat promises tranquility and natural beauty in abundance. Whether you seek a peaceful retreat or an adventure-filled getaway, this lakeside log cabin provides the perfect setting. Book your stay today and experience the beauty of Vermont from the comfort of your own cabin on Lake Champlain.

The Log Cabin • Hot Tub • Sauna • Swimming Hole
Perfect for couples & large groups! Cozy cabin + outbuildings. 10 minutes to the ski resort, on-site swimming hole & fishing access, cedar hot tub & sauna, foosball, hiking, walkable restaurants, boutique furnishings. The Log Cabin at Warner’s Camp is a piece of art. This property consists of a bespoke 3 bed, 2 bath log cabin, a studio cabin with additional bed and bath, plus an extra sleeper cabin (a charming enclosed lean-to, overlooking a stream).

Adirondack Summer: Unique Chalet with Hot Tub!
Modern design in a unique setting create a special Adirondack Experience without the crowds. New construction on 3 levels with natural light throughout. Secluded, yet full of light and long views of Mountains, Legacy Orchard and forest. Master bedroom with full bath, work space. Fully equipped kitchen and the cedar hot tub on the deck (available all year round!) make the Chalet a very special place. Great access to all winter outdoor activities.
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Cozy Mountain House- 50 acres/Trails/Whiteface mnt

The Jay House - 1840 Farmhouse

So. Burl. quiet setting 10 mins fr. everything

Mountain Home, Views, Near Whiteface, Lake Placid

Sunny Historical Burlington Home (Pet Friendly)

Lovely Lil’ House- fenced yard!/Hot Tub

Ultimate Whiteface Race Base: Hot Tub & Views!

The Paddle Inn
Pet-friendly home rentals with a pool

Cozy Chalet at Jay Peak

Lower Yurt Stay on VT Homestead

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

Beautiful Chalet minutes to Jay Peak Resort

Cozy/Private, close to hospital, i-89

Hill Top Apartment With Amazing View Near Stowe

Château Chavis
Private, pet-friendly home rentals

Secluded ADK cabin | family fun & hiking adventure

Adirondack Riverfront Retreat

200 acre Stowe area Bunkhouse.

Hydrangea House on the Hill

Lodge with AC & Hot Tub

1 Acre Private Island Cottage (Sat Check In/Out)

1958 Classic "Hunting Cabin" w/ Breathtaking Views

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
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
- Family-friendly rentals Chesterfield
- Waterfront rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with beach access Chesterfield
- Rentals with a firepit Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a patio Chesterfield
- House rentals Chesterfield
- Pet-friendly rentals Essex County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Whiteface Mountain Ski Resort
- Smugglers' Notch Resort
- Fort Ticonderoga
- Parc Safari
- Lake Flower
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Spruce Peak
- Warren Falls
- Elmore State Park
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Shelburne Museum
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Cochran's Ski Area
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum





