Top Cottages in Town of Chesterfield in 2026

Town of Chesterfield Cottages
New York
United States of America
Expedia.ae

A stone bridge over a river with a waterfall and a small building on the right.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Town of Chesterfield cottages

A wooden deck with outdoor furniture, including a table and chairs, overlooking a green landscape.

A spacious kitchen with wooden cabinets, a dining area with a long table and chairs, and large windows offering a view of the outside.

A spacious living area with a wooden ceiling, a dining table with chairs, a sofa, and a wicker basket.

A lakeside property with a covered patio, a car, and a house.

1. Come Relax In This Spacious 3 Bedroom Cottage, Lake Views On Both Sides.

Come Relax In This Spacious 3 Bedroom Cottage, Lake Views On Both Sides.

Malletts Bay

9.6 out of 10, Exceptional, (36 reviews)

9.6/10

Exceptional

(36 reviews)

"Great location, and very responsive hosts!"

J H.

Come Relax In This Spacious 3 Bedroom Cottage, Lake Views On Both Sides.

A wooden deck with a view of a forested area and a road in the distance.

A cozy living room with a brown leather sofa and matching ottoman, a wooden coffee table, and a patterned rug. A kitchen with dark cabinets and a large island is visible in the background.

A bedroom with a bed, a nightstand, a lamp, and a window with a view of trees.

A house with a covered deck and stairs leading to the entrance.

2. ADK cottage with Mountain Views

ADK cottage with Mountain Views

Saranac

9.4 out of 10, Exceptional, (11 reviews)

9.4/10

Exceptional

(11 reviews)

"Super clean and modern"

Greg

The price is AED 545

AED 545

AED 1,173 total

includes taxes & fees

18 Oct - 19 Oct

ADK cottage with Mountain Views

A wooden picnic table by a lake with boats in the background.

A cozy wooden room with a bed, a chair, a mirror, and a door leading to another room.

A cozy cabin interior with a wooden dining table, a sofa, and a chair.

A cozy living room with a patterned armchair, a wooden ceiling, and a dining area with a table and chairs.

3. Walk Softly, There’s a Dream Here!

Walk Softly, There’s a Dream Here!

Malletts Bay

9.6 out of 10, Exceptional, (55 reviews)

9.6/10

Exceptional

(55 reviews)

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

Jennifer G.

Walk Softly, There’s a Dream Here!

A small red wooden house with a porch, a sliding glass door, and a staircase leading to the entrance.

A cozy cabin-style kitchen with a wood stove, dining table, and chairs.

A cozy cabin interior with a wooden ceiling, a ceiling fan, a sofa, a rocking chair, a television, and a refrigerator.

A view from a room with a large window overlooking a grassy area with a tree and a body of water.

4. Lakeside 2-bedroom cottage with WiFi in Grand Isle

Lakeside 2-bedroom cottage with WiFi in Grand Isle

Grand Isle

9.6 out of 10, Exceptional, (23 reviews)

9.6/10

Exceptional

(23 reviews)

"a great get away spot for making memories"

RODNEY K.

Lakeside 2-bedroom cottage with WiFi in Grand Isle

A wooden porch with a railing, a small table, and chairs.

A dining room with a blue table and wooden chairs, a hanging light fixture, and framed pictures on the wall.

A cozy living room with a stone fireplace, a brown sofa with blue cushions, a rocking chair, and two windows with lamps.

A wooden boardwalk through a dense forest with trees and undergrowth.

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

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

Jay

9.8 out of 10, Exceptional, (146 reviews)

9.8/10

Exceptional

(146 reviews)

"Very nice experience. We hope to rent again"

Paul S.

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

A wooden deck with a railing overlooking a calm body of water, trees with autumn foliage, and a clear sky.

A room with a view of a body of water through large sliding glass doors.

A bedroom with a bed, a ladder, and a view of a body of water through a sliding door.

A spacious living room with a grey sectional sofa, a wooden coffee table, and a staircase leading to an upper level.

6. Beach House · Beautiful Beachfront House, Close to Burlington!

Beach House · Beautiful Beachfront House, Close to Burlington!

Colchester

9.2 out of 10, Wonderful, (14 reviews)

9.2/10

Wonderful

(14 reviews)

"Beautiful place to stay! "

Annie B.

The price is AED 1,481

AED 1,481

AED 3,102 total

includes taxes & fees

9 Nov - 10 Nov

Beach House · Beautiful Beachfront House, Close to Burlington!

A small, single-story house with a front porch, a window with a flower box, and a door.

A cozy living room with a green sofa, a wooden coffee table, and a television.

A backyard with a white house, a metal fire pit, and several Adirondack chairs.

A cozy living room with a dark leather sofa, wooden panel walls, and a small wooden table with chairs.

7. Keene Cozy Cottage in the Heart of the Adirondack Mountains!

Keene Cozy Cottage in the Heart of the Adirondack Mountains!

Keene

9.8 out of 10, Exceptional, (156 reviews)

9.8/10

Exceptional

(156 reviews)

"A great little cottage in a great location! Short drive to Lake Placid, and close several great breweries and restaurants. A convenient store across Fromm the cottage was also an added benefit. Very clean and Dorothy communicated in a timely manner and left us a gift of local Maple Syrup at check in. We’d stay here again!!!"

Mike L.

Keene Cozy Cottage in the Heart of the Adirondack Mountains!

A garden with various plants and a barbecue area.

A beach with clear water, a sandy shore, and houses in the background.

A garden pathway with mulch, plants, and a wooden deck.

A wooden dining table with a rooster painting, a bowl of fruit, and a menu.

8. 3-bedroom cottage just 10 minutes from Burlington

3-bedroom cottage just 10 minutes from Burlington

Malletts Bay

9.8 out of 10, Exceptional, (68 reviews)

9.8/10

Exceptional

(68 reviews)

"Charming place right off the lake. Make sure to check out the causeway."

Eric B.

3-bedroom cottage just 10 minutes from Burlington

A two-story house with a front porch and steps leading to the door.

A dining area with a round table covered by a plaid tablecloth, wooden chairs, and a kitchen in the background.

A living room with a grey sectional sofa, a wooden coffee table, a staircase, a television on a wooden stand, and a framed picture on the wall.

A living room with a sectional sofa, two ottomans, a wooden tray, a green door, and a window with a view of parked cars.

9. Stay near Mirror Lake, enjoy our cozy 2-bedroom cottage

Stay near Mirror Lake, enjoy our cozy 2-bedroom cottage

Lake Placid

10.0 out of 10, Exceptional, (33 reviews)

10/10

Exceptional

(33 reviews)

"Modern, cozy house in a great location just off of Main Street."

Brett

Stay near Mirror Lake, enjoy our cozy 2-bedroom cottage

A covered deck with picnic tables and chairs overlooking a lake.

A compact kitchen with white cabinets, a stove, and a sink. There is a dining area with a table and chairs.

A two-story house with a satellite dish, a garage, and a dock by a lake.

A bedroom with a bed, dresser, and a standing heater.

10. Lakeside Cottage #303 at Valcour Cottages

Lakeside Cottage #303 at Valcour Cottages

Plattsburgh

9.4 out of 10, Exceptional, (14 reviews)

9.4/10

Exceptional

(14 reviews)

"Sweet little cottage, well cared for and clean. The cottages have a nice outdoor gathering space on the lake."

CHARLOTTE

Lakeside Cottage #303 at Valcour Cottages

A row of three single-story houses with attached garages, each with a front porch and a small lawn area.

A living room with a gray sofa, yellow armchair, and a green ottoman. A microwave is on a wooden table, and a trash bin is visible.

A kitchen with a white stove, stainless steel pots, a brass faucet, and various kitchen items on the counter.

11. Grey Cottage at Frog Jump Lane · Deck & Pergola

Grey Cottage at Frog Jump Lane · Deck & Pergola

New North End

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Very cute place to stay. It has everything you need."

Joy C.

The price is AED 676

AED 676

AED 871 total

includes taxes & fees

1 Nov - 2 Nov

Grey Cottage at Frog Jump Lane · Deck & Pergola

A lakeside property with a dock, a grassy lawn, and a house with a porch.

A lakeside view with a dock, chairs, and an umbrella.

A cozy room with two armchairs, a side table with a lamp, and a bookshelf.

A wooden cabin bedroom with a white metal bed, a ceiling fan, and a small window with curtains.

12. Charming vintage cottage with a 50s vibe just steps away from Cedar Lake!

Charming vintage cottage with a 50s vibe just steps away from Cedar Lake!

Monkton

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Property very pleasant and homey. Close to many attractions, yet far from the maddong crowd."

Richard

Charming vintage cottage with a 50s vibe just steps away from Cedar Lake!

A lakeside view with two Adirondack chairs, a metal container, and a wooden fence.

A single-story house with a green exterior, a small porch, and a view of the water.

A set of stone steps leading up a rocky slope, surrounded by large boulders and greenery.

A rocky shoreline with waves crashing onto the shore, a clear blue sky, and a distant landmass.

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

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

Grand Isle

9.8 out of 10, Exceptional, (146 reviews)

9.8/10

Exceptional

(146 reviews)

"Perfect little family getaway on the water! Close enough to Montreal & Burlington for day trips."

Katie R.

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

A white Adirondack chair with a striped cushion and a round table, both placed on a gravel path with a view of the ocean.

A beach with a boat docked on the sand, a floating dock, and a house in the background.

A kitchen with a white sink, a coffee maker, a microwave, and a kettle.

A house surrounded by trees with an American flag on a flagpole.

14. Rockview Cottage: Peaceful Lake Champlain Retreat, Private

Rockview Cottage: Peaceful Lake Champlain Retreat, Private

Keeseville

9.8 out of 10, Exceptional, (44 reviews)

9.8/10

Exceptional

(44 reviews)

"It was a cute house on the lake in a remote area. We had a relaxing stay. We enjoyed our stay there. "

Cheryl R.

Rockview Cottage: Peaceful Lake Champlain Retreat, Private

A hammock tied between trees with a view of a lake and a building in the background.

A compact kitchen with a refrigerator, a sink, and a window.

A bedroom with a bed, a dresser, a TV, and a door leading to another room.

15. Lakeside Cottage #305 at Valcour Cottages

Lakeside Cottage #305 at Valcour Cottages

Plattsburgh

9.4 out of 10, Exceptional, (9 reviews)

9.4/10

Exceptional

(9 reviews)

"The property owner was very responsive and checked in with us before our stay. It was a great location and the place was perfect."

Michael

Lakeside Cottage #305 at Valcour Cottages

A wooden deck with outdoor seating, a fire pit, and potted plants.

A wooden cabin with a balcony, a covered outdoor seating area, and a decorative umbrella.

A cozy kitchen with wooden cabinets, a stove, and hanging pots. There is a dining table with chairs and a sofa in the foreground.

A cozy living room with a television, wooden furniture, a fireplace, and a window with a view of trees.

16. Highland Cottage Super Cute-Close to Everything in Lake Placid

Highland Cottage Super Cute-Close to Everything in Lake Placid

Hillcrest

9.8 out of 10, Exceptional, (150 reviews)

9.8/10

Exceptional

(150 reviews)

"It’s a perfect location with close access to everything lake placid has to offer. Beautiful cottage as well, the price is cheaper compared to any hotel nearby."

Israel

Highland Cottage Super Cute-Close to Everything in Lake Placid

A wooden deck with a bench and striped cushions overlooking a body of water.

A wooden staircase leading to a dock over water, surrounded by trees.

A dining table with two chairs, a bottle of wine, and plates with food.

A living room with a beige sofa, red cushions, a coffee table, a television on a wooden cabinet, and large windows with a view of the water.

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

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

South Hero

10.0 out of 10, Exceptional, (51 reviews)

10/10

Exceptional

(51 reviews)

"It was such a relaxing, tranquil, wonderful week. We could not have asked for more."

Stephen D.

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

A white house with a blue porch, a wooden wheelbarrow, and a picnic table in a grassy yard.

A room with a fireplace, a bed, a sofa, and a rug.

A porch with a white door, a wicker chair, and a blue railing.

A couple seated on a red leather couch with a glass table in front, surrounded by floral wallpaper and artwork.

18. Dawson’s Diggs: Causeway, Lake Access & Kayaks

Dawson’s Diggs: Causeway, Lake Access & Kayaks

Malletts Bay

8.6 out of 10, Excellent, (107 reviews)

8.6/10

Excellent

(107 reviews)

"We enjoyed our stay at this cottage"

Jeremy

Dawson’s Diggs: Causeway, Lake Access & Kayaks

A small house with a porch, two white Adirondack chairs, and potted plants.

A bedroom with a wooden dresser, a chair with a blanket, a bed, and a mirror.

A kitchen with white cabinets, a stove, and a sink. There is a window on the left and a door at the end of the hallway.

A house with a front porch, two doors, and windows with frosted glass.

19. ★ GO-Cottage ★ Comfort, Charm, Cozy Vibe ★ King Bed ★ Fenced Yard ★ Walk to town

★ GO-Cottage ★ Comfort, Charm, Cozy Vibe ★ King Bed ★ Fenced Yard ★ Walk to town

Lake Placid

9.8 out of 10, Exceptional, (34 reviews)

9.8/10

Exceptional

(34 reviews)

"We enjoyed our extended labor day weekend visit to Lake Placid. The Go Cottage was clean, comfortable and really close to downtown."

Mark v.

★ GO-Cottage ★ Comfort, Charm, Cozy Vibe ★ King Bed ★ Fenced Yard ★ Walk to town

A lakeside view with docks and boats, surrounded by greenery and clear skies.

A room with a large sliding glass door leading to a balcony with a view of a lake and dock. There is a table with chairs and a small plant on the windowsill.

A house with a staircase leading to a deck overlooking a body of water.

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

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)

"Nice cozy place. Perfect location for my needs."

Thomas K.

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

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.

View all properties

Find vacation rentals that suit your style

Cabins

search for cabins

Apartments

search for apartments

Villas

search for villas

Private vacation homes

search for private vacation homes

Condos

search for condos

Cottages

search for cottages

Chalets

search for chalets

Houseboats

search for houseboats

Save an average of 15% on thousands of hotels when you're signed in

Top Town of Chesterfield Hotel Reviews

Laurel Lake Placid

10/10 Excellent

"We had a great stay! Would definitely recommend and we will be back!"

Alexandra 3-night trip

Posted 1 hour ago

Laurel Lake Placid

The Devlin

10/10 Excellent

"We had the absolute BEST time! The staff went over and above for us and we felt so special! We will definitely be coming back and we have told our friends and family about this gem of a place!"

Amy 3-night trip

Posted 7 hours ago

The Devlin

Hotel Champlain Burlington, Curio Collection by Hilton

10/10 Excellent

"The hotel was in an excellent location. The breakfast was excellent and there was a lot of options. The only problem I had there was an extra charge for parking your car."

Sheila Y 2-night trip

Posted 8 hours ago

Hotel Champlain Burlington, Curio Collection by Hilton