
House vacation rentals in Chesterfield
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Top-rated house rentals in Chesterfield
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Chesterfield house rentals
House rentals with a pool

Mansfield Manor at Essex

Sunset Treehouse

Epic Views of the Green Mountains

Theater room & community pool!

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Charming Sugarbush Standalone Condo

Catherine House
Weekly house rentals

Escape to the Adirondack

Camp Wildwood

*Private 3 Bedroom near lake, bike path, park

Historic Edge of the River, Adirondacks

Modernist Cabin with mountain views, Bauschaus VT

Lake Champlain Ski/Lake House

Birdie's Nest 1 bedroom

Magical Augur Lake Retreat-Great for Large Groups!
Private house rentals

Adirondack Basecamp for Fall Adventures

Shady Ln Ranch - Close to All VT’s Best - Sleeps 6

Backyard Bungalow • 2BR Near BTV + Fenced Yard

ADK Game House

Shelburne Bay Waterfront Getaway

The Hideaway with hot tub!

Adirondack Orchard House - 2BR, Sleeps 7, 5 TVs

Cedar Shingle Home on Scenic Road w Hot Tub
Destinations to explore
- Plainview Vacation rentals
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- Waterfront rentals Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a washer and dryer Chesterfield
- Rentals with a firepit Chesterfield
- Rentals with beach access Chesterfield
- Pet-friendly rentals Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a patio Chesterfield
- Rentals with outdoor seating Chesterfield
- House rentals Essex County
- House rentals New York
- House rentals United States
- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Parc Safari
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Bolton Valley Resort
- Autumn Mountain Winery
- Cochran's Ski Area
- Ethan Allen Homestead Museum
- Burlington Country Club
- Vermont National Country Club
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Lincoln Peak Vineyard
- Shelburne Vineyard
- North Branch Vineyards
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- Cozy Cottages & Otter Valley Winery
- Titus Mountain Family Ski Center