
Pet-friendly holiday rentals in Chesterfield
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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!
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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!
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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.
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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.
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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.
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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. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you‘ll have a hard time leaving!
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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.
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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. Lastly for security, we have a camera focused on driveway entrance.
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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
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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
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Adirondack Home
The Adirondack home is a cozy warm house, sitting on a 45 acres property in Schuyler Falls, NY with gorgeous surrounding nature located between lake champlain and whiteface moutain. If you’re looking to enjoy a nice sauna, a warm jacuzzi, and/or a relaxing night with fire on a clear sky, don’t hesitate to book. It is a haven for a couple romantic getaway, a skiing experience, or a relaxing family time in the Adirondack nature. Parties are not allowed for safety reasons.
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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.
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Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Mountainside Lodge, near wedding barns/Stowe
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Aunt Shy's Hide-Away
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Cozy Mountain House- 50 acres/Trails/Whiteface mnt
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Birchwood Lodge - Our Home in the Woods
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So. Burl. quiet setting 10 mins fr. everything
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Entire House. 2+ bed, 2 bath near Lake & bikeway
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Modern Farmhouse on 25 Acres - Superb Views
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Enjoy every season in the Lake Champlain Region
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Pet-friendly home rentals with a pool

Mott House, South Hero Vermont
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Lower Yurt Stay on VT Homestead
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Cute Cottage - Poolside - Minutes To Activities
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EPIC Stowe Getaway - Great For Families & Friends
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In Smuggs 5* 6 Daycations daily inc. Mtn. View!
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Mountain View Luxury Studio Lodge At Spruce Peak
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3BR Stonybrook * Near Trapp Family & Bike Path!
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Cozy Little Mountain Condo at BV Ski Resort
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Private, pet-friendly home rentals

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi
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Adirondack Riverfront Retreat
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The Trailhead
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Lodge with AC & Hot Tub
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ADK Lux A-Frame Cabin w Hot Tub
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Adirondack Timberwolf Cabin
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A-Frame | Hot Tub | Dog Friendly | Fenced Yard
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The Log Cabin • Hot Tub • Sauna • Swimming Hole
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Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Niagara Falls Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- ECHO, Leahy Center for Lake Champlain
- 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
- Green River Reservoir State Park
- Branbury State Park
- Ethan Allen Homestead Museum
- Titus Mountain Family Ski Center
- Little River State Park
- Alburg Dunes State Park





