Chestertown Holiday Apartments
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57 rentals in Chestertown.
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Relax at Our River Retreat
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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TRIPP LAKE RETREAT, a great place to make Adirondack memories!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Year round lake front LOG CABIN on over 2 acres on Loon Lake updated in 2018
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Eagles Nest * Loon Lake near Gore Mountain
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 19
Match: Sleeps
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The Roost, a lakefront 4 season home in the Adirondack Mountains
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Loon Lake Waterfront - Fish, Bike, Hike High Peaks, Leaf Peep and Ski the ADKs
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Atateka Point Lodge and Treehouse Guest Cottage
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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LODGE * BIRCHWOOD COTTAGES AT LOON LAKE. Adirondack Family Friendly Waterfront
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Green Mansions Vacation Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Updated Adirondack Townhouse w/Mountain Views- Close to Lake George & Gore
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Adirondack Lake and Gore Ski House Loon Friends & Brant Schroon Lakes Region
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tripp Lake Beautiful 4 Season Adirondack Condo Close To Skiing And Lake George
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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The Lily Pad at Loon Lake near Gore Mountain
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Convenient to Gore Mountain. Adjacent to skimobile trail and the' POKER RUN'.
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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Well maintained Adirondack Lakeside Condo. Kid & Pet Friendly
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Home in Private Association on Loon Lake Close to Gore Mountain
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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The Treehouse at Atateka Point Lodge
Private Room
2 bedrooms
2 bathrooms
Sleeps 4
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ADK Home near Gore Mountian
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous, lakefront home w/ a firepit, two living areas, & a sunroom
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Loon Lake luxury with beach, kayaks,canoe
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Private family-friendly home w/ game room, high-speed WiFi, & wraparound deck
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Deer Crossing, A Beautiful Loon Lake Family Cabin in the Adirondack Mountains
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Tall Pines On Loon Lake
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Lakefront cabin with beautiful loft, game room, views, private dock
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Adirondack Getaway at Tripp Lake
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Single-level, spacious house w/ firepit & spacious yard - lake access nearby
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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The Chipmunk Cabin, A Beautiful Loon Lake Family Cabin in the Adk Mountains
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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A beautiful lake view cabin on Friends Lake
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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#6 Lakeview *Birchwood Cottages at Loon Lake. Family Friendly Waterfront
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dog-friendly, lakefront house with 2 living areas, beach nearby
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Raccoon Retreat, 2 Bedroom 1 Bath Adirondack Cabin, Sleeps Up to 6 People
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful lakeview cottage on Friends Lake
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Greek Revival style home w/ screened in porch -near attractions!
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Lily Pad South at Loon Lake near Gore Mountain
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Comfortable year round Lake house on Loon Lake perfect for a getaway
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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#4 Loon Lookout * Birchwood Cottages at Loon Lake. Family Friendly Waterfront
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Lily Pad North at Loon Lake near Gore Mountain
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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#2 Hillside * Birchwood Cottages at Loon Lake. Family Friendly Waterfront
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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New listing! Lakefront cabin with beautiful views, lake and beach access
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Cozy cottage with deeded lake rights - 100 steps to the beach
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Friends Lake- Quaint and New
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lakefront cottage w/ large dock, seasonal firepit, & sandy beach
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family-friendly log cabin with sandy beach, kayaks, near Lake George
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bass Bunk, A Beautiful Loon Lake Family Cabin in the Adirondack Mountains
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly, lakefront camp cabin w/ a dock & multiple decks
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Large, Historic Adirondack Vacation House in ground pool wifi
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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#5 Fireside *Birchwood Cottages at Loon Lake. Family Friendly Waterfront
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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#7 Adirondack*Birchwood Cottages at Loon Lake. Family Friendly Waterfront
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront home w/WiFi, dock, lake views from deck & screened-on porch!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dog-friendly cabin with lakefront location, 20' dock, smart TV
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
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12
Frequently Asked Questions about Chestertown
- Yes, here are some popular holiday rentals in Chestertown that have a pool:\n
- \n
- Large, Historic Adirondack Vacation House in ground pool wifi \n
- #6 Lakeview *Birchwood Cottages at Loon Lake. Family Friendly Waterfront \n
- #7 Adirondack*Birchwood Cottages at Loon Lake. Family Friendly Waterfront \n
- Yes, here are some popular holiday rentals in Chestertown that have internet access:\n
- \n
- Green Mansions Vacation Condo \n
- Atateka Point Lodge and Treehouse Guest Cottage \n
- The Treehouse at Atateka Point Lodge \n
- The best pet friendly rentals in Chestertown are:\n
- \n
- Friends Lake- Quaint and New \n
- Green Mansions Vacation Condo \n
- Atateka Point Lodge and Treehouse Guest Cottage \n
- Some of the most popular kid friendly rentals in Chestertown are:\n
- \n
- Green Mansions Vacation Condo \n
- Atateka Point Lodge and Treehouse Guest Cottage \n
- The Treehouse at Atateka Point Lodge \n