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Chestertown Holiday Rentals

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16 rentals in Chestertown.
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Year round lake front LOG CABIN on over 2 acres on Loon Lake updated in 2018, holiday rental in Chestertown

Year round lake front LOG CABIN on over 2 acres on Loon Lake updated in 2018

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Relax at Our River Retreat, holiday rental in Chestertown

Relax at Our River Retreat

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Well maintained Adirondack Lakeside Condo. Kid & Pet Friendly, holiday rental in Chestertown

Well maintained Adirondack Lakeside Condo. Kid & Pet Friendly

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Green Mansions Vacation Condo, holiday rental in Chestertown

Green Mansions Vacation Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Roost, a lakefront 4 season home in the Adirondack Mountains, holiday rental in Chestertown

The Roost, a lakefront 4 season home in the Adirondack Mountains

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Atateka Point Lodge and Treehouse Guest Cottage, holiday rental in Chestertown

Atateka Point Lodge and Treehouse Guest Cottage

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Updated Adirondack Townhouse w/Mountain Views- Close to Lake George & Gore, holiday rental in Chestertown

Updated Adirondack Townhouse w/Mountain Views- Close to Lake George & Gore

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Adirondack Getaway at Tripp Lake, holiday rental in Chestertown

Adirondack Getaway at Tripp Lake

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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ADK Home near Gore Mountian, holiday rental in Chestertown

ADK Home near Gore Mountian

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Treehouse at Atateka Point  Lodge, holiday rental in Chestertown

The Treehouse at Atateka Point Lodge

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lakefront cabin with beautiful loft, game room, views, private dock, holiday rental in Chestertown

Lakefront cabin with beautiful loft, game room, views, private dock

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Historic Greek Revival style home w/ screened in porch -near attractions!, holiday rental in Chestertown

Historic Greek Revival style home w/ screened in porch -near attractions!

6 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Single-level, spacious house w/ firepit & spacious yard - lake access nearby, holiday rental in Chestertown

Single-level, spacious house w/ firepit & spacious yard - lake access nearby

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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#2 Hillside * Birchwood Cottages at Loon Lake. Family Friendly Waterfront, holiday rental in Chestertown

#2 Hillside * Birchwood Cottages at Loon Lake. Family Friendly Waterfront

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Friends Lake- Quaint and New, holiday rental in Chestertown

Friends Lake- Quaint and New

2 bedrooms
2 bathrooms
Sleeps 7
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Secluded home in forestlake rd  with 2 acres  located in warrensburg, holiday rental in Chestertown

Secluded home in forestlake rd with 2 acres located in warrensburg

2 bedrooms
2 bathrooms
Sleeps 5
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