
House holiday rentals in Chesterfield
Find and book unique houses on Airbnb
Top-rated house rentals in Chesterfield
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday 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

Modern condo at village green

Epic Views of the Green Mountains

Private 5BR Mt. view, pool, new hot tub

Remodeled Home - Private Pool - Lower Village- 4bd

Winter Wonderful Waitsfield Spacious VT Home w/Spa

Charming Sugarbush Standalone Condo

Cool Pool, a Private Oasis

Cozy Studio Spruce Peak Lodge Ski in Ski Out | 319
Weekly house rentals

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt

Beautiful guesthouse -perfect for long stays

Spacious Winooski Oasis, close to downtown!

Bassett Mountain View- STR #000678

New Remodel w/VIEWS! on 20 Acres!

Lake Champlain Colonial

Pine Ridge Lodge near Whiteface

High on Blue Ridge
Private house rentals

Charming 3br|2ba house, 5 minute walk to Main St.

Waterfront * Sunsets * Private * Swimming/Fishing

FULL HOUSE w/HOT TUB - Waitsfield Common

Northern Vermont Country Escape/ The Martin House

Gorgeous 1835 Farmhouse w. Lake/MTN Views!

Hardy Rd Adventure House-50acres & private trails!

Huge deck, hot tub, foosball, surrounded by nature

Serene Blueberry House 4 bd 2 bath-Just Renovated
Destinations to explore
- Montreal Holiday rentals
- Hudson Valley Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Cape Cod Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- Pocono Mountains Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Greater Toronto Area Holiday rentals
- Waterfront rentals Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Kid-friendly rentals Chesterfield
- Rentals with a patio Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with beach access Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with a fire pit Chesterfield
- House rentals Essex County
- House rentals New York
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Cochran's Ski Area
- Country Club of Vermont
- Parc Safari
- Fort Ticonderoga
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Burlington Country Club
- Autumn Mountain Winery
- Lincoln Peak Vineyard
- Vermont National Country Club
- Cozy Cottages & Otter Valley Winery