Location

Dates

Guests

Vacation rentals in Chestertown, New York, United States

Pine Tree Cove on Friends Lake image 1

Pine Tree Cove on Friends Lake image 2

Pine Tree Cove on Friends Lake image 3

Pine Tree Cove on Friends Lake image 4

Pine Tree Cove on Friends Lake image 5

Pine Tree Cove on Friends Lake

4 bedrooms·4 baths

Chestertown • New York

4.98(84 reviews)

$900/ noite(excl. taxas & impostos)

Hemlock Hill Lodge-Brant Lake George,Schroon,Loon

Hemlock Hill Lodge-Brant Lake George,Schroon,Loon

Hemlock Hill Lodge-Brant Lake George,Schroon,Loon

Hemlock Hill Lodge-Brant Lake George,Schroon,Loon

Hemlock Hill Lodge-Brant Lake George,Schroon,Loon

Hemlock Hill Lodge-Brant Lake George,Schroon,Loon

4 bedrooms·3 baths

Brant Lake • New York

5(123 reviews)

1800,99 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Relax on the front porch, where you can also easily unload groceries, coolers, ski equipment, etc.

Tell stories around the campfire or recap that day's adventure

Birch Hill Cabin in the Adirondacks near Gore Mt

Spacious living area where guests can enjoy each other's company. Access to back sun room and patio through double doors. Larger games in the space include a foosball table and skee ball machine!

Weber Grill, Firepit space, Lean-to, and custom cornhole boards make it tough to leave the property!

Birch Hill Cabin in the Adirondacks near Gore Mt

3 bedrooms·1 bath

North Creek • New York

5(98 reviews)

1318,14 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Sagamore Golf House

Sagamore Golf House

Sagamore Golf House

Sagamore Golf House

Sagamore Golf House

Sagamore Golf House

9 bedrooms·5½ baths

Bolton Landing • New York

5(31 reviews)

5427,71 $ USD 4962,49 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Our home is nestled on the side of a privately owned mountain and surrounded by private 10 acres. Enjoy privacy while taking in the views from our large deck

Nighttime view into the house from the chalet's wraparound deck

Wraparound deck on our A-Frame chalet

Plenty of space to relax and get cozy with wood burning fireplace, couch, recliners and blankets.

View from bottom of driveway in the winter of our A-Frame chalet

Gore Mountain Chalet

5 bedrooms·1½ baths

North Creek • New York

4.74(96 reviews)

885,95 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Outdoor Lanterns & Snow Fort

Morning Hot Tub Views

Blue Hill Farm

3 bedrooms·3 baths

Bolton Landing • New York

5(16 reviews)

2995,47 $ USD 2734,19 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Ideal Location: 5 Min from Everything in Bolton

Ideal Location: 5 Min from Everything in Bolton

Ideal Location: 5 Min from Everything in Bolton

Ideal Location: 5 Min from Everything in Bolton

Ideal Location: 5 Min from Everything in Bolton

Ideal Location: 5 Min from Everything in Bolton

3 bedrooms·2½ baths

Bolton • New York

1535,40 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Lakeview Lodge

4 bedrooms·2½ baths

Bolton Landing • New York

5(7 reviews)

3223,23 $ USD 2941,88 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Bolton Landing Compound

Bolton Landing Compound

Bolton Landing Compound

Bolton Landing Compound

Bolton Landing Compound

Bolton Landing Compound

7 bedrooms·5½ baths

Bolton Landing • New York

5(2 reviews)

6512,81 $ USD 5940,05 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Bolton Bear House

Bolton Bear House

Bolton Bear House

Bolton Bear House

Bolton Bear House

Bolton Bear House

6 bedrooms·4½ baths

Bolton Landing • New York

5(14 reviews)

4369,76 $ USD 3990,72 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Indian Brook Lodge

Indian Brook Lodge

Indian Brook Lodge

Indian Brook Lodge

Indian Brook Lodge

Indian Brook Lodge

6 bedrooms·4 baths

Bolton Landing • New York

5(25 reviews)

3669,73 $ USD 3357,04 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Bolton Beach House

Bolton Beach House

Bolton Beach House

Bolton Beach House

Bolton Beach House

Bolton Beach House

5 bedrooms·2½ baths

Bolton Landing • New York

5(16 reviews)

3922,54 $ USD 3581,80 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Paths to/from driveway will be ready for you!

Living room features couch, love seat, chaise lounge, chair and a desk area at the window.

Fully equipped kitchen (no dishwasher) including 2 crockpots, air fryer and everything else you’ll need. Fridge will be empty for you but you’re welcome to use spices and oils in the cabinet if you wish.

Front porch warms up nicely on a sunny day.

Your gang will be fighting over this comfy chaise lounge! It automatically makes you immobile for the rest of the night!

RoundtopNorth@Gore

4 bedrooms·2½ baths

North Creek • New York

4.74(34 reviews)

1496,56 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Lake George Beautiful Rental home

Lake George Beautiful Rental home

Lake George Beautiful Rental home

Lake George Beautiful Rental home

Lake George Beautiful Rental home

Lake George Beautiful Rental home

5 bedrooms·2 baths

Lake George • New York

2900,00 $ USD total por 4 noites

30/10/2026 – 03/11/2026

Scenic views in Serene Adirondack retreat

Scenic views in Serene Adirondack retreat

Scenic views in Serene Adirondack retreat

Scenic views in Serene Adirondack retreat

Scenic views in Serene Adirondack retreat

Scenic views in Serene Adirondack retreat

3 bedrooms·2 baths

Johnsburg • New York

847,70 $ USD total por 3 noites

30/10/2026 – 02/11/2026

The Lake George Village House

The Lake George Village House

The Lake George Village House

The Lake George Village House

The Lake George Village House

The Lake George Village House

4 bedrooms·2 baths

Lake George • New York

4.75(8 reviews)

2201,03 $ USD 1834,20 $ USD total por 5 noites

30/10/2026 – 04/11/2026

Adirondacks fast to High peaks + lake George +All image 1

Adirondacks fast to High peaks + lake George +All image 3

Adirondacks fast to High peaks + lake George +All image 4

Adirondacks fast to High peaks + lake George +All image 5

Adirondacks fast to High peaks + lake George +All

2 bedrooms·1 bath

Essex County • New York

4.79(47 reviews)

$100/ noite(excl. taxas & impostos)

Lake view off the back deck.

Private kitchen

Property grounds

Private kitchen

Peaceful Beautiful View Lake Side Home!

4 bedrooms·2 baths

Ticonderoga • New York

1695,00 $ USD total por 3 noites

02/11/2026 – 05/11/2026

North, Upstream from Floating Dock

Hudson River Cabin • Dock, Fire Pit & Lake George

South, Downstream from Floating Dock

Hudson River Cabin • Dock, Fire Pit & Lake George

Hudson River Cabin • Dock, Fire Pit & Lake George

Hudson River Cabin • Dock, Fire Pit & Lake George

2 bedrooms·1 bath

Warren County • New York

887,25 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Hudson River Cabin • Dock, Fire Pit & Lake George

Hudson River Cabin • Dock, Fire Pit & Lake George

Hudson River Cabin • Dock, Fire Pit & Lake George

Hudson River Cabin • Dock, Fire Pit & Lake George

Hudson River Cabin • Dock, Fire Pit & Lake George

Hudson River Cabin • Dock, Fire Pit & Lake George

2 bedrooms·1 bath

Warren County • New York

732,75 $ USD total por 3 noites

30/10/2026 – 02/11/2026

Private Patio & Grill

Convenient Glens Falls Location

Travelers Retreat Exterior

The Travelers Retreat

2 bedrooms·1½ baths

Glens Falls • New York

1035,93 $ USD 965,93 $ USD total por 3 noites

30/10/2026 – 02/11/2026