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Holiday Houses in Chestertown
151 Holiday homes
Loon Lake Retreat with Private Dock
Chestertown house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £179 / night
£1,159 / week
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Atateka Point Lodge and Treehouse Guest Cottage
Chestertown cottage
- 4 bedrooms
- 3 bathrooms
- sleeps 10
from £379 / night
£2,852 - £3,476 / week
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Black Bear Cabin
Chestertown log cabin
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from £134 / night
£847 / week
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Friends Lake- Quaint and New
Chestertown cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 7
from £178 / night
£1,070 - £1,227 / week
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Green Mansions Vacation Condo
Chestertown apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
from £134 / night
£713 / week
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The Treehouse at Atateka Point Lodge
Chestertown b&b
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from £290 / night
£1,964 - £2,401 / week
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Cozy cottage with deeded lake rights - 100 steps to the beach
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
from £147 / night
£1,023 / week
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NEW LISTING! Waterfront & view home w/ deck, full kitchen & WiFi!
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 6
from £54 / night
£375 / week
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Enormous lakefront house with high-end touches, private dock
Chestertown house
- 6 bedrooms
- 4 bathrooms
- sleeps 12
from £599 / night
£4,192 / week
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Adorable log home w/ a full kitchen - river frontage close by!
Chestertown house
- 2 bedrooms
- 2 bathrooms
- sleeps 7
from £64 / night
£443 / week
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LOON LAKE luxury Ski Gore,snowmobile,canoe,kayaks
Chestertown house
- 3 bedrooms
- 3 bathrooms
- sleeps 14
from £269 / night
£1,793 - £1,882 / week
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Dog-friendly, lakefront camp cabin w/ a dock & multiple decks
Chestertown house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £227 / night
£1,585 / week
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- 4 bedrooms
- 2 bathrooms
- sleeps 8
from £128 / night
£892 / week
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Historic Greek Revival style home w/ screened in porch -near attractions!
Chestertown chateau
- 6 bedrooms
- 5 bathrooms
- sleeps 11
from £163 / night
£1,142 / week
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- 4 bedrooms
- 2 bathrooms
- sleeps 8
from £128 / night
£892 / week
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Beautiful lakefront house with dock, beach, multiple decks
Chestertown house
- 5 bedrooms
- 3 bathrooms
- sleeps 8
from £139 / night
£967 / week
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Lakefront house with private beach and dock, multiple decks
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 9
from £368 / night
£2,577 / week
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- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £201 / night
£1,404 / week
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Single-level, spacious house with kayaks, lake access nearby
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
from £114 / night
£793 / week
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- 4 bedrooms
- 4 bathrooms
- sleeps 8
from £128 / night
£892 / week
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NEW LISTING! Lakefront cabin with sandy beach, dock, multiple fireplaces
Chestertown house
- 4 bedrooms
- 2 bathrooms
- sleeps 11
from £388 / night
£2,714 / week
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Dog-friendly, lakefront house with 2 living areas, beach nearby
Chestertown house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
from £213 / night
£1,491 / week
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Gorgeous and spacious beachfront condo with shared pool and beach access
Chestertown house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £89 / night
£618 / week
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Great rentals within 20 miles that match your search
3 Bedroom Beach Unit
Lake George apartment
- 3 bedrooms
- 1 bathroom
- sleeps 8
from £170 / night
£1,160 / week
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Main House 1
Diamond Point house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
from £170 / night
£1,047 / week
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Cherrybank, an Adirondack house on the lake
Severance house
- 5 bedrooms
- 2 bathrooms
- sleeps 6
from £244 / night
£1,703 / week
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Adirondack 1-4
Lake George cottage
- 2 bedrooms
- 1 bathroom
- sleeps 6
from £157 / night
£977 / week
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Grandpa's Cabin
Schroon Lake cottage
- 1 bedroom
- 1 bathroom
- sleeps 6
from £109 / night
£762 - £1,076 / week
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Collette's Cottage 1
Lake George cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 7
from £247 / night
£1,703 / week
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The Gold Eagle - Cottage 4
Lake George cottage
- 2 bedrooms
- 1 bathroom
- sleeps 4
from £99 / night
£574 - £637 / week
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Ash 1-4 Cottage
Lake George house
- 2 bedrooms
- 1 bathroom
- sleeps 6
from £162 / night
£1,013 / week
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Lake George Getaway Rental By Million Dollar Beach
Lake George house
- 4 bedrooms
- 4 bathrooms
- sleeps 11
from £359 / night
£2,510 / week
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Green Chalet at Tripp Lake
Warrensburg log cabin
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from £265 / night
£1,748 / week
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The Gold Eagle - Cottage 9
Lake George house
- 1 bedroom
- 1 bathroom
- sleeps 4
from £108 / night
£596 - £659 / week
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The Gold Eagle - Cottage 5
Lake George cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 8
from £117 / night
£632 - £883 / week
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Main House 1 & 2
Lake George house
- 6 bedrooms
- 5 bathrooms
- sleeps 16
from £332 / night
£1,972 / week
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Main House 2
Diamond Point house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from £170 / night
£1,036 / week
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The Gold Eagle - Cottage 14
Lake George cottage
- 2 bedrooms
- 1 bathroom
- sleeps 4
from £121 / night
£664 - £726 / week
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Hand-Crafted Cottage near Gore Mountain
Minerva cottage
- 2 bedrooms
- 1 bathroom
- sleeps 6
from £157 / night
£848 / week
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Paradox Lake front luxury home 3200 square foot
Schroon Lake house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
from £383 / night
£2,678 / week
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