Top Cottages in Town of Chesterfield in 2026

Town of Chesterfield Cottages
New York
United States of America
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Our top choices for Town of Chesterfield cottages

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Lakeside 2-bedroom cottage with WiFi in Grand Isle

Grand Isle

9.6 out of 10, Exceptional, (9 reviews)

9.6/10

Exceptional

(9 reviews)

"We loved our stay! Check in and out were easy. It was the perfect base to explore Lake Champlain for a short get away. Nice, quiet location, perfect for relaxing!"

Victoria K.

Lakeside 2-bedroom cottage with WiFi in Grand Isle

A Perfect Lake Front Vacation Spot In Beautiful Grand Isle, Vermont

Grand Isle

9.8 out of 10, Exceptional, (131 reviews)

9.8/10

Exceptional

(131 reviews)

"We loved the location and the waterfront was so relaxing. The cottage was very clean and comfortable and had everything we needed. We would definitely stay here again!"

Theresa C.

A Perfect Lake Front Vacation Spot In Beautiful Grand Isle, Vermont

Lakeside Cottage #304 at Valcour Cottages

Plattsburgh

9.4 out of 10, Exceptional, (8 reviews)

9.4/10

Exceptional

(8 reviews)

"Great location for a quick family visit."

Lynne M.

The price is AED 426

AED 426

AED 564 total

includes taxes & fees

18 May - 19 May

Lakeside Cottage #304 at Valcour Cottages

Beach House · Beautiful Beachfront House, Close to Burlington!

Colchester

9.4 out of 10, Exceptional, (12 reviews)

9.4/10

Exceptional

(12 reviews)

"Great location, plenty of room for 8 adults. Easy check-in, check-out."

Dan P.

The price is AED 1,732

AED 1,732

AED 3,324 total

includes taxes & fees

1 Jun - 2 Jun

Beach House · Beautiful Beachfront House, Close to Burlington!

Causeway Bike Path steps away with Water access and Kayaks.

Malletts Bay

8.6 out of 10, Excellent, (91 reviews)

8.6/10

Excellent

(91 reviews)

"Cozy, great stay! Great location. "

Brenden P.

Causeway Bike Path steps away with Water access and Kayaks.

Lakeside Cottage #305 at Valcour Cottages

Plattsburgh

9.6 out of 10, Exceptional, (4 reviews)

9.6/10

Exceptional

(4 reviews)

"Great host and location!"

Dave A.

Lakeside Cottage #305 at Valcour Cottages

Completely renovated home with BRAND NEW HOT TUB. See pics

Wilmington

9.8 out of 10, Exceptional, (74 reviews)

9.8/10

Exceptional

(74 reviews)

"Location is amazing - Ahhh the Hot Tub!"

Leonard

Completely renovated home with BRAND NEW HOT TUB. See pics

2 bedrooms, iron/ironing board, travel crib, WiFi

Stay in the heart of Wilmington, NY, minutes from Whiteface Mountain!

Wilmington

9.4 out of 10, Exceptional, (10 reviews)

9.4/10

Exceptional

(10 reviews)

"The host was very responsive and the rental was exactly as described!"

zachary j.

Stay in the heart of Wilmington, NY, minutes from Whiteface Mountain!

1 bedroom, iron/ironing board, free WiFi

Secluded & Private Lakefront Cottage–Awesome Views–Peace & Quiet

South Hero

10.0 out of 10, Exceptional, (44 reviews)

10/10

Exceptional

(44 reviews)

"Beautiful spotTerrific hosts"

Patty A.

Secluded & Private Lakefront Cottage–Awesome Views–Peace & Quiet

Keene Cozy Cottage in the Heart of the Adirondack Mountains!

Keene

9.8 out of 10, Exceptional, (147 reviews)

9.8/10

Exceptional

(147 reviews)

"We were very happy w everything at the Cozy Cottage. Perfectly warm and comfortable place to return to after some cold January days in the mountains. And really appreciated the functional kitchen. "

Adam R.

Keene Cozy Cottage in the Heart of the Adirondack Mountains!

Cozy Cottage on Lake Champlain with Incredible Views and Outdoor Space!

Malletts Bay

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Lovely home, convenient to Winooski and Burlington with fantastic view across Malletts Bay. House is on a busy road but has enough of a parking pad that allowed easy pull in and pull out. Only wish we had warmer weather to take advantage of the deck and fire pit overlooking the water. Would stay again. "

Craig B.

Cozy Cottage on Lake Champlain with Incredible Views and Outdoor Space!

ADK cottage with Mountain Views

Saranac

8.8 out of 10, Excellent, (6 reviews)

8.8/10

Excellent

(6 reviews)

"Beautiful House, Home away from Home. Perfect for family. "

Nino

The price is AED 545

AED 545

AED 1,173 total

includes taxes & fees

19 May - 20 May

ADK cottage with Mountain Views

Welcome to 54 West Lake Shore Drive, a charming, single-floor home near the peaceful shores of Lake Champlain. This 1,200-square-foot residence offers 2 bedrooms (1 King, 1 Queen), 1.5 bathrooms with a shower and soaker tub. The thoughtfully designed

Welcome to 54 West Lake Shore Drive, a charming, single-floor home near the peaceful shores of Lake Champlain. This 1,200-square-foot residence offers 2 bedrooms (1 King, 1 Queen), 1.5 bathrooms with a shower and soaker tub. The thoughtfully designed

Malletts Bay

9.8 out of 10, Exceptional, (12 reviews)

9.8/10

Exceptional

(12 reviews)

"This cottage, even in chilly November, was utterly charming, spotless and beautifully appointed. Cozy and inviting with comfy beds. The deck and gas fireplace were incredible. I’d love to come in summer too!"

Darcy J.

Wildflower Cottage for a Special Vacation STR 200283

Lake Placid

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Ted was very welcoming all the way thru our stay. The place was great and we had a wonderful long weekend."

Richard E.

Wildflower Cottage for a Special Vacation STR 200283

2 bedrooms, in-room safe, WiFi, bed sheets

Walk Softly, There’s a Dream Here!

Malletts Bay

9.6 out of 10, Exceptional, (47 reviews)

9.6/10

Exceptional

(47 reviews)

"Location was amazing - loved access to the bike trail!"

Jennifer G.

Walk Softly, There’s a Dream Here!

2 bedrooms, iron/ironing board, travel crib, free WiFi

Cottage · Beachfront Cottage on Lake Champlain, Colchester

Colchester

9.6 out of 10, Exceptional, (16 reviews)

9.6/10

Exceptional

(16 reviews)

"Perfect location. Great accommodation. Recommend "

Susan C.

The price is AED 1,045

AED 1,045

AED 2,262 total

includes taxes & fees

18 May - 19 May

Cottage · Beachfront Cottage on Lake Champlain, Colchester

Secluded cottage! Amazing Views Whiteface Mtn & High Peaks! Great all 4 seasons!

Jay

9.8 out of 10, Exceptional, (141 reviews)

9.8/10

Exceptional

(141 reviews)

"It was very cozy and had everything that we needed for a short family vacation."

Aguillard S.

Secluded cottage! Amazing Views Whiteface Mtn & High Peaks! Great all 4 seasons!

3 bedrooms, iron/ironing board, internet, bed sheets

Classic lakefront cabin w/ screened-in porch & mountain views - dogs-friendly

Charlotte

9.4 out of 10, Exceptional, (8 reviews)

9.4/10

Exceptional

(8 reviews)

"location, views, history !"

alex l.

Classic lakefront cabin w/ screened-in porch & mountain views - dogs-friendly

Lakefront w/ large deck, screened porch, dock, private lakefront. Pet friendly!

Willsboro

9.6 out of 10, Exceptional, (24 reviews)

9.6/10

Exceptional

(24 reviews)

"Beautiful Property! "

Gary J.

Lakefront w/ large deck, screened porch, dock, private lakefront. Pet friendly!

Dog-Friendly Lakefront, w/Free WiFi, Patio, Deck/Dock, & Rustic Water Views

Charlotte

5.8 out of 10, (6 reviews)

5.8/10

(6 reviews)

"Too expensive and bringing everything over on the ferry got old fast !!"

Anonymous traveler

Dog-Friendly Lakefront, w/Free WiFi, Patio, Deck/Dock, & Rustic Water Views

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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