
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

Epic Views of the Green Mountains

Theater room & close to mountain!

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

The Vista - 180º Mt. views w/Pool 12min to Stowe

Charming Sugarbush Standalone Condo

Catherine House

EPIC Stowe Getaway - Great For Families & Friends
Weekly house rentals

Adirondack Basecamp for Fall Adventures

Lake Champlain-Adirondack Mountains

Historic Edge of the River, Adirondacks

Jay Ski Base

Lyon Mountain Lodge

Birdie's Nest 1 bedroom

Shelburne Bay Waterfront Getaway

High Peaks Haven
Private house rentals

Cozy & Convenient Cape Home w/ Covered Hot Tub

Cozy rustic/modern farmhouse

Bike Path BNB 3 bdrm 1.5 bath Spacious Comfortable

Hidden gem, 2BR-2 Living, in a quiet neighborhood

The Meadow at Cobbler Hill Farm

Lakeview Cottage

Modernist Cabin with mountain views, Bauschaus VT

The Gambrel Mountain Retreat at Twin Ponds
Quick stats about house rentals in Chesterfield
Total rentals
40 properties
Nightly prices starting at
€ 69 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Mount Pocono Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Waterfront rentals Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Pet-friendly rentals Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a washer and dryer Chesterfield
- Rentals with lake access Chesterfield
- Rentals with beach access Chesterfield
- Rentals with a patio Chesterfield
- Rentals with a fire pit 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
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Autumn Mountain Winery
- Country Club of Vermont
- Burlington Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Vermont National Country Club
- Lincoln Peak Vineyard
- Titus Mountain Family Ski Center
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- North Branch Vineyards