
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.

Woodstone Cottage an Adirondack Experience
Woodstone Cottage is a cozy stone and log building, located between lake champlain and whiteface moutian, sitting on a 109 acres sided by Salmon River, with gorgeous hiking trails. If you're looking to enjoy a warm outdoor jacuzzi, warm sauna bath or a relaxing night with fire on a clear sky, look no further. It is a haven for a romantic getaway, a skiing experience, or a relaxing family time in the nature. If this isn't available, check my other similar property Adirondack House Experience.

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.

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.

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

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

Nine Sides Lodge- base camp for ADK Adventures
Nine Sides Lodge -3 Beds/1 Bath in the classic ski chalet, A-frame style with fresh and clean updates. -10min to Keene hiking, 15min to Whiteface Mt, 30min to Lake Placid. -Hiking, snowshoeing, XC Ski trails, stream and pond fishing - all in the neighborhood! A-frames are perfectly designed to re-kindle relationships and build a sense of togetherness! In other words, if you don't like being around your friends and family, stick to hotels. But stay here, and give your friends FOMO

Adirondack Cabin Retreat – Hot Tub + Lake
Plan a peaceful stay for up to 5 people in this cozy, well-appointed cabin with lake access that marries rustic charm with modern amenities. This is a vintage Adirondack retreat with access to a quiet and private lake perfect for swimming, paddling and fishing. We have loons and a resident bald eagle. A local winery and brewery are so close by too! Ausable Chasm is fun family-friendly attraction just down the road.
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Aunt Shy's Hide-Away

Winter Ski & Summer Farm Stays

The Jay House - 1840 Farmhouse

So. Burl. quiet setting 10 mins fr. everything

The Guest House at Sky Hollow

Enjoy every season in the Lake Champlain Region

Forest Hideaway

Architectural House Prickly Mountain
Pet-friendly home rentals with a pool

3rd Floor Studio @ The Lodge at Spruce Peak

Lower Yurt Stay on VT Homestead

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

In Smuggs 5* 6 Daycations daily inc. Mtn. View!

Mountain View Luxury Studio Lodge At Spruce Peak

Cozy Little Mountain Condo at BV Ski Resort

Château Chavis
Private, pet-friendly home rentals

Cady’s Falls Cabin

The Cabin @ The Birches

ADK Lux A-Frame Cabin w Hot Tub

Peaceful, Private Nature & Jacuzzi Getaway

The Log Cabin • Hot Tub • Sauna • Swimming Hole

Rockhaven - Island View-sauna

Private Guesthouse in the heart of Vergennes

The Rustic Retreat at Twin Ponds
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- Buffalo Holiday rentals
- Waterfront rentals Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a firepit Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- House rentals Chesterfield
- Rentals with beach access Chesterfield
- Rentals with outdoor seating Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a patio Chesterfield
- Pet-friendly rentals Essex County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- ECHO, Leahy Center for Lake Champlain
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum
- Green River Reservoir State Park
- Titus Mountain Family Ski Center
- Little River State Park
- Branbury State Park
- Lincoln Peak Vineyard





