Holiday Houses in Chestertown

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145 Holiday homes

Atateka Point Lodge and Treehouse Guest Cottage

Chestertown cottage

4 bedrooms / 3 bathrooms / sleeps 10

13

from £357 / night

£2,675 - £3,300 / week

Black Bear Cabin

Chestertown log cabin

2 bedrooms / 2 bathrooms / sleeps 4

16

from £134 / night

£847 / week

Loon Lake Retreat with Private Dock

Chestertown house

3 bedrooms / 2 bathrooms / sleeps 8

19

from £179 / night

£1,160 / week

The Treehouse at Atateka Point Lodge

Chestertown b&b

2 bedrooms / 2 bathrooms / sleeps 4

7

from £268 / night

£1,784 - £2,221 / week

Friends Lake- Quaint and New

Chestertown cottage

2 bedrooms / 2 bathrooms / sleeps 7

3

Responds fast! avg. 3 hours 53 minutes

from £178 / night

£1,070 - £1,226 / week

Green Mansions Vacation Condo

Chestertown apartment

2 bedrooms / 2 bathrooms / sleeps 6

17

Responds fast! avg. 2 hours 1 minutes

from £134 / night

£714 / week

LOON LAKE luxury Ski Gore,snowmobile,canoe,kayaks

Chestertown house

3 bedrooms / 3 bathrooms / sleeps 14

3

from £268 / night

£1,784 - £1,873 / week

Lakefront house with private beach and dock, multiple decks

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 9

from £345 / night

£2,416 / week

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

Chestertown house

2 bedrooms / 2 bathrooms / sleeps 7

from £64 / night

£444 / week

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

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 8

from £137 / night

£955 / week

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

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 10

1

from £114 / night

£793 / week

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

Chestertown house

4 bedrooms / 4 bathrooms / sleeps 8

from £213 / night

£1,486 / week

NEW LISTING! Historic Greek Revival style home near attractions!

Chestertown chateau

6 bedrooms / 5 bathrooms / sleeps 11

from £164 / night

£1,143 / week

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

Chestertown house

3 bedrooms / 2 bathrooms / sleeps 8

from £230 / night

£1,605 / week

Beautiful lakefront house with dock, beach, multiple decks

Chestertown house

5 bedrooms / 3 bathrooms / sleeps 8

from £155 / night

£1,080 / week

Enormous lakefront house with high-end touches, private dock

Chestertown house

6 bedrooms / 4 bathrooms / sleeps 12

from £600 / night

£4,194 / week

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

Chestertown house

4 bedrooms / 2 bathrooms / sleeps 11

from £388 / night

£2,716 / week

Great rentals within 20 miles that match your search

Villa

Lake George cottage

4 bedrooms / 4 bathrooms / sleeps 10

2

from £181 / night

£1,205 / week

Paradox Lake front luxury home 3200 square foot

Schroon Lake house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 52 minutes

from £387 / night

£2,708 / week

The Gold Eagle - Cottage 3

Lake George cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 48 minutes

from £100 / night

£578 - £641 / week

The Gold Eagle - Cottage 14

Lake George cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 48 minutes

from £122 / night

£668 - £731 / week

Lakemont at the Lake

Severance house

5 bedrooms / 2 bathrooms / sleeps 6

from £245 / night

£1,715 - £1,842 / week

Hand-Crafted Cottage near Gore Mountain

Minerva cottage

2 bedrooms / 1 bathroom / sleeps 6

from £157 / night

£851 / week

Manor House

Lake George cottage

1 bedroom / 1 bathroom / sleeps 3

from £99 / night

£654 / week

from £410 / night

£2,866 / week

Hot Tub Under the Stars

Johnsburg house

3 bedrooms / 2 bathrooms / sleeps 5

22

Responds fast! avg. 3 hours 0 minutes

from £157 / night

£941 - £1,411 / week

Lakeview Lodge steps to private association beach

Schroon Lake house

3 bedrooms / 5 bathrooms / sleeps 12

from £403 / night

£2,687 / week

Ash 1-4 Cottage

Lake George house

2 bedrooms / 1 bathroom / sleeps 6

from £162 / night

£1,012 / week

Aspen

Lake George log cabin

3 bedrooms / 2 bathrooms / sleeps 7

1

from £162 / night

£977 / week

Fernwood, An Adirondack House at the Lake

Severance house

4 bedrooms / 2 bathrooms / sleeps 8

5

from £193 / night

£1,702 - £1,953 / week

The Gold Eagle - Cottage 9

Lake George house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 48 minutes

from £108 / night

£596 - £659 / week

Main House 2

Diamond Point house

3 bedrooms / 2 bathrooms / sleeps 8

from £170 / night

£1,035 / week

3 Bedroom Beach Unit

Lake George apartment

3 bedrooms / 1 bathroom / sleeps 8

2

from £170 / night

£1,160 / week

Sunderland Cottages - Chickade, one of 7 cottages on Paradox

Paradox cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 15 minutes

from £180 / night

£1,165 / week

Bolton Cottage

Bolton Landing cottage

2 bedrooms / 1 bathroom / sleeps 8

from £341 / night

£2,383 / week

Collette's Cottage 3

Lake George cottage

1 bedroom / 1 bathroom / sleeps 4

4

from £174 / night

£1,249 / week

Mirror Cove, Lakefront house right on Paradox Lake

Severance house

4 bedrooms / 1 bathroom / sleeps 6

2

from £227 / night

£1,583 - £1,708 / week

Lake front home, Paradox Lake 120 foot sandy beech

Schroon Lake house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 52 minutes

from £383 / night

£2,675 / week

Tuckaway by the lake

Severance house

3 bedrooms / 1 bathroom / sleeps 6

from £165 / night

£1,494 - £1,619 / week

Cozy Log House with Beautiful View

Diamond Point house

3 bedrooms / 2 bathrooms / sleeps 8

10

Responds fast! avg. 52 minutes

from £250 / night

£1,748 / week

Viewing 40 of 145
rentals in Chestertown

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