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Houses Chestertown

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71 houses

Loon Lake Retreat with Private Dock

Chestertown house

3 bedrooms / 2 bathrooms / sleeps 8

“Great area and very nice house” My family and I had a great 4 day stay at this Loon Lake house. Comfortable beds, roomy living room, dining area and kitchen, fireplace ( with lots of cut wood to burn), TV, internet, etc. Felt right at home. The owners are very nice and I talked to them several times on the phone prior to the visit and they made me feel welcome. The area is great, the lake is beautiful and the trails/woods are cool to explore. My wife and son were sad to leave and actually missed the house when we got home. We all had a blast and will definitely be back again for an even longer stay.

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$249

Waterfront & family-friendly home w/ deck,great views, full kitchen & WiFi!

Chestertown house

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 26 minutes

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$234

Dog-friendly, lakefront camp cabin w/ a dock & multiple decks

Chestertown house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 37 minutes

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$290

Dog-friendly, lakefront house with 2 living areas, beach nearby

Chestertown house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 37 minutes

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Price per night from

$279

Charming oceanfront cottage w/enclosed porches, steps to the water! Dogs OK!

Chestertown house

5 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 26 minutes

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$249

Family-friendly coastal condo with shared pool and easy beach access

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 26 minutes

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$210

Family-friendly coastal condo with shared pool, hot tub and easy beach access!

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 26 minutes

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$210

Lakefront house with private beach and dock, multiple decks

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 37 minutes

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$411

Gorgeous and spacious beachfront condo with shared pool and beach access

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 26 minutes

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$178

NEW LISTING! Lakefront cabin with sandy beach, dock, multiple fireplaces

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 11

Responds fast! avg. 3 hours 37 minutes

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$488

Enormous lakefront house with high-end touches, private dock

Chestertown house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 37 minutes

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$757

Adorable log home w/ a full kitchen - river frontage close by!

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 37 minutes

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$119

One-of-a-kind coastal condo w/Gulf views, shared pool, and easy beach access

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 26 minutes

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$195

Single-level, spacious house with kayaks, lake access nearby

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 37 minutes

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$171

Beautiful family friendly lakefront house with dock, beach, multiple decks

Chestertown house

5 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 37 minutes

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$539

Gorgeous condo w/golf course and mountain views and shared pool & spa!

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 26 minutes

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$121

Cozy cottage with deeded lake rights - 100 steps to the beach

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 37 minutes

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$187

Gorgeous condo w/ golf court views, shared pool, and shuttle to the beach!

Chestertown house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$176

Great rentals within 20 miles that match your search

Northern Lake George Beauty

Hague house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$493

Cleverdale house

3 bedrooms / 2 bathrooms / sleeps 8

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$566

NICE, BIG, FRIENDLY HOUSE ON LAKE GEORGE.

Diamond Point house

5 bedrooms / 4 bathrooms / sleeps 10

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$253

Lakeview Lodge steps to private association beach

Schroon Lake house

3 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 22 minutes

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$546

Lake George Getaway Rental By Million Dollar Beach

Lake George house

4 bedrooms / 4 bathrooms / sleeps 11

Responds fast! avg. 3 hours 23 minutes

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$480

Lake George 4-Bedroom Waterfront Home

Bolton Landing house

4 bedrooms / 3 bathrooms / sleeps 8

“Best family vacation spot ever!” Our week at Vista View was the best vacation that our family has had in many years. The home is very comfortable, well appointed and perfectly situated in proximity to Lake George, and to the town of Bolton Landing. Cheryl and Buzz gave great attention to detail in everything from the décor of the home to the comfort of the beds. Abundant towels and kitchen appliances made the week feel like "home". Buzz and Cheryl were very hospitable hosts as well. They offered great tips on what to see around the lake. Our grand children loved the sheltered and private beach area, including the very clear water. We have wonderful memories of our stay at "Vista View", and intend to make it our family's lodging spot on Lake George as often as we can.

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$629

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Price per night from

$525

The Castle Gatehouse... at Highlands Castle!

Bolton Landing house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 33 minutes

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Price per night from

$1,308

HIGHLANDS CASTLE overlooking beautiful Lake George

Bolton Landing house

5 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 33 minutes

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Price per night from

$6,686

Dog-friendly, lakefront house w/ a dock, sandy beach, & screened porch

Pottersville house

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$220

Cherrybank, an Adirondack house on the lake

Severance house

5 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$323

Tuckaway by the lake

Severance house

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$290

Mirror Cove, Lakefront house right on Paradox Lake

Severance house

4 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$301

Fernwood, An Adirondack House at the Lake

Severance house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$323

Eastward, delightful house on Paradox Lake

Severance house

4 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$301

Lakemont at the Lake

Severance house

5 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$324

Westward, An Adirondack Getaway

Severance house

3 bedrooms / 1 bathroom / sleeps 8

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Price per night from

$298

Pinebrook, A Peaceful Adirondack Retreat

Severance house

5 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$301

Birches

Severance house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$158

Breezes, a four season house by the lake

Severance house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$320

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