Chestertown

Chestertown Homestays

Enter your dates to find homestays in Chestertown for a cozy, local feel.

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Popular Homestays in Chestertown

Check out the best homestays in Chestertown for a home-like stay.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
Vintage Adk Cabin- Great Deal, Perfect Location, Book Your Gore Mtn. Trip Today!
Vintage Adk Cabin- Great Deal, Perfect Location, Book Your Gore Mtn. Trip Today!Vintage Adk Cabin- Great Deal, Perfect Location, Book Your Gore Mtn. Trip Today!Vintage Adk Cabin- Great Deal, Perfect Location, Book Your Gore Mtn. Trip Today!Vintage Adk Cabin- Great Deal, Perfect Location, Book Your Gore Mtn. Trip Today!Vintage Adk Cabin- Great Deal, Perfect Location, Book Your Gore Mtn. Trip Today!Vintage Adk Cabin- Great Deal, Perfect Location, Book Your Gore Mtn. Trip Today!
30
Hotels in Chestertown
Featured facilities: Kitchen, Washing Machine
Outstanding
5 reviews
10.0/10
Check Availability
New Adirondack spacious cabin in the Lake George and Gore Mountain Area
New Adirondack spacious cabin in the Lake George and Gore Mountain AreaNew Adirondack spacious cabin in the Lake George and Gore Mountain AreaNew Adirondack spacious cabin in the Lake George and Gore Mountain AreaNew Adirondack spacious cabin in the Lake George and Gore Mountain AreaNew Adirondack spacious cabin in the Lake George and Gore Mountain AreaNew Adirondack spacious cabin in the Lake George and Gore Mountain Area
31
Hotels in Chestertown
Featured facilities: Kitchen, Washing Machine
Outstanding
4 reviews
10.0/10
Check Availability
Peaceful retreat in the heart of the Adirondacks.
Peaceful retreat in the heart of the Adirondacks.Peaceful retreat in the heart of the Adirondacks.Peaceful retreat in the heart of the Adirondacks.Peaceful retreat in the heart of the Adirondacks.Peaceful retreat in the heart of the Adirondacks.Peaceful retreat in the heart of the Adirondacks.
24
Hotels in Chestertown
Featured facilities: Kitchen, Washing Machine
Outstanding
13 reviews
10.0/10
Check Availability
Chestertown
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GORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MT
GORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MTGORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MTGORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MTGORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MTGORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MTGORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MT
35
Hotels in Chestertown
Featured facilities: Clothes Dryer
Outstanding
10.0/10
Check Availability
Authentic Adirondack adventure
Authentic Adirondack adventureAuthentic Adirondack adventureAuthentic Adirondack adventureAuthentic Adirondack adventureAuthentic Adirondack adventureAuthentic Adirondack adventure
23
Hotels in Chestertown
Featured facilities: Clothes Dryer
Great
19 reviews
9.0/10
Check Availability
Great Adirondacks  retreat with five bedroomsHot tub,pool table.large open space
Great Adirondacks  retreat with five bedroomsHot tub,pool table.large open spaceGreat Adirondacks  retreat with five bedroomsHot tub,pool table.large open spaceGreat Adirondacks  retreat with five bedroomsHot tub,pool table.large open spaceGreat Adirondacks  retreat with five bedroomsHot tub,pool table.large open spaceGreat Adirondacks  retreat with five bedroomsHot tub,pool table.large open spaceGreat Adirondacks  retreat with five bedroomsHot tub,pool table.large open space
24
Hotels in Chestertown
Hot tub with large wraparound deck.great room with fireplace.large kitchen with island.recreation room with bar and pool table sleeps 13,five bedrooms with queen pullout in basement.washer dryer.large dining roomAbout pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Guests bring sheets and towels.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 22.About events:No events allowed.
Very Good
5 reviews
8.6/10
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Beautiful cottage on quiet country road walking distance to charming North Creek
Beautiful cottage on quiet country road walking distance to charming North CreekBeautiful cottage on quiet country road walking distance to charming North CreekBeautiful cottage on quiet country road walking distance to charming North CreekBeautiful cottage on quiet country road walking distance to charming North CreekBeautiful cottage on quiet country road walking distance to charming North CreekBeautiful cottage on quiet country road walking distance to charming North Creek
15
Hotels in Chestertown
Featured facilities: Clothes Dryer
Outstanding
9.8/10
Check Availability
Camp RiverWood on the Hudson River
Camp RiverWood on the Hudson RiverCamp RiverWood on the Hudson RiverCamp RiverWood on the Hudson RiverCamp RiverWood on the Hudson RiverCamp RiverWood on the Hudson RiverCamp RiverWood on the Hudson River
10
Hotels in Chestertown
Featured facilities: Clothes Dryer
Amazing
1 review
9.4/10
Check Availability
Private Adirondack lakefront Cottage on Loon Lake
Private Adirondack lakefront Cottage on Loon LakePrivate Adirondack lakefront Cottage on Loon LakePrivate Adirondack lakefront Cottage on Loon LakePrivate Adirondack lakefront Cottage on Loon LakePrivate Adirondack lakefront Cottage on Loon LakePrivate Adirondack lakefront Cottage on Loon Lake
30
Hotels in Chestertown
Featured facilities: Clothes Dryer
Outstanding
10.0/10
Check Availability
This is a beautiful house that sits facing Loon Lake! Amazing views and dock!!!
This is a beautiful house that sits facing Loon Lake! Amazing views and dock!!!This is a beautiful house that sits facing Loon Lake! Amazing views and dock!!!This is a beautiful house that sits facing Loon Lake! Amazing views and dock!!!This is a beautiful house that sits facing Loon Lake! Amazing views and dock!!!This is a beautiful house that sits facing Loon Lake! Amazing views and dock!!!This is a beautiful house that sits facing Loon Lake! Amazing views and dock!!!
23
Hotels in Chestertown
Featured facilities: Washing Machine
Very Good
1 review
8.0/10
Check Availability
See all Homestays in Chestertown

Frequently Asked Questions

What are the popular Homestays in Chestertown?

Whether you're travelling for business or tourism to Chestertown, The Fern Lodge (from DKK 3,523) is preferred.

What's the average rate for Homestays in Chestertown?

For Homestays in Chestertown, the average price on weekdays is DKK 4,275, while the average price on weekends (Friday–Saturday) is DKK 4,281.

Which Homestays in Chestertown have fitness facilities?

Among Homestays in Chestertown, The Fern Lodge (from DKK 3,523) is highly recommended.

Which Homestays in Chestertown have bars?

What Homestays in Chestertown offer breakfast?

The Fern Lodge (from DKK 3,523) provides high-quality breakfast.

Which Homestays in Chestertown have parking available?

The Fern Lodge (from DKK 3,523) has parking available.

What deals are there for Homestays in Chestertown?

Trip.com has a range of promotions and discounts for Homestays. You can head over to the promotions page to check out the current deals on Trip.com.

Homestays Information in Chestertown

Total Properties16
Number of Reviews110
Average Price (Weekends)DKK 4,281
Average Price (Weekdays)DKK 4,275