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Fort Montgomery Holiday Rentals

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50 rentals in Fort Montgomery.
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Bear Mountain House., holiday rental in Fort Montgomery

Bear Mountain House.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Exclusive Mountain Top One Bedroom Suite, holiday rental in Fort Montgomery

Exclusive Mountain Top One Bedroom Suite

1 bedroom
1 bathroom
Sleeps 4
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Family House on Hudson River - 9 Mi. to West Point, holiday rental in Fort Montgomery

Family House on Hudson River - 9 Mi. to West Point

3 bedrooms
2 bathrooms
Sleeps 6
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Private rural Timberframe House on 5 wooded acres in Mountainville, NY., holiday rental in Fort Montgomery

Private rural Timberframe House on 5 wooded acres in Mountainville, NY.

4 bedrooms
3 bathrooms
Sleeps 10
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Orchard Hill + SANITIZED -1hr NYC, Remote, Corporate Retreats, Spacious, Private, holiday rental in Fort Montgomery

Orchard Hill + SANITIZED -1hr NYC, Remote, Corporate Retreats, Spacious, Private

8 bedrooms
5 bathrooms
Sleeps 25
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Modern Lake house - Private dock  - 35 miles Out of NYC, holiday rental in Fort Montgomery

Modern Lake house - Private dock - 35 miles Out of NYC

3 bedrooms
3 bathrooms
Sleeps 12
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Charming and Artsy Getaway in Historic Cold Spring, holiday rental in Fort Montgomery

Charming and Artsy Getaway in Historic Cold Spring

2 bedrooms
1 bathroom
Sleeps 5
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Luxurious Sophisticated Get away for large family or groups, holiday rental in Fort Montgomery

Luxurious Sophisticated Get away for large family or groups

5 bedrooms
5 bathrooms
Sleeps 18
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Charming Carriage House In Bucolic Country Setting, holiday rental in Fort Montgomery

Charming Carriage House In Bucolic Country Setting

2 bedrooms
1 bathroom
Sleeps 8
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Cozy Cottage minutes to West Point, holiday rental in Fort Montgomery

Cozy Cottage minutes to West Point

3 bedrooms
3 bathrooms
Sleeps 8
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Built in 2018 3BR Lovely House near West Point, holiday rental in Fort Montgomery

Built in 2018 3BR Lovely House near West Point

3 bedrooms
2 bathrooms
Sleeps 12
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West Point - Bear Mountain - Woodbury Commons, holiday rental in Fort Montgomery

West Point - Bear Mountain - Woodbury Commons

3 bedrooms
1 bathroom
Sleeps 7
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Beautiful Modern House Minutes from Main Street, holiday rental in Fort Montgomery

Beautiful Modern House Minutes from Main Street

3 bedrooms
3 bathrooms
Sleeps 6
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Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St, holiday rental in Fort Montgomery

Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St

3 bedrooms
2 bathrooms
Sleeps 10
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Castle By The Lake, holiday rental in Fort Montgomery

Castle By The Lake

4 bedrooms
2 bathrooms
Sleeps 12
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50 Mins from  Manhattan River view, holiday rental in Fort Montgomery

50 Mins from Manhattan River view

5 bedrooms
3 bathrooms
Sleeps 17
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Beautiful 4 br in historic Cold Spring!, holiday rental in Fort Montgomery

Beautiful 4 br in historic Cold Spring!

4 bedrooms
3 bathrooms
Sleeps 8
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A luxurious retreat in Garrison, NY, holiday rental in Fort Montgomery

A luxurious retreat in Garrison, NY

4 bedrooms
4 bathrooms
Sleeps 7
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Beautiful BRAND NEW 3 Bd Home Near West Point, holiday rental in Fort Montgomery

Beautiful BRAND NEW 3 Bd Home Near West Point

3 bedrooms
2 bathrooms
Sleeps 12
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Holiday cozy country cottage!, holiday rental in Fort Montgomery

Holiday cozy country cottage!

4 bedrooms
2 bathrooms
Sleeps 7
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Storm King Lodge is a country retreat ready for you., holiday rental in Fort Montgomery

Storm King Lodge is a country retreat ready for you.

4 bedrooms
4 bathrooms
Sleeps 10
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Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house., holiday rental in Fort Montgomery

Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house.

4 bedrooms
3 bathrooms
Sleeps 8
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Croton Lodge: Luxury 2bd⭐Comfort+Style⭐45min to NYC., holiday rental in Fort Montgomery

Croton Lodge: Luxury 2bd⭐Comfort+Style⭐45min to NYC.

2 bedrooms
1 bathroom
Sleeps 6
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Caren House Bed and Breafast, holiday rental in Fort Montgomery

Caren House Bed and Breafast

3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful modernist home with amazing views, holiday rental in Fort Montgomery

Beautiful modernist home with amazing views

3 bedrooms
2 bathrooms
Sleeps 6
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Secluded Lakefront Cottage near Hudson Valley, holiday rental in Fort Montgomery

Secluded Lakefront Cottage near Hudson Valley

1 bedroom
1 bathroom
Sleeps 4
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Cozy Lake Front House w. Pool near Storm King and West Point, holiday rental in Fort Montgomery

Cozy Lake Front House w. Pool near Storm King and West Point

4 bedrooms
3 bathrooms
Sleeps 10
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Base Camp - Dutch Colonial Estate, holiday rental in Fort Montgomery

Base Camp - Dutch Colonial Estate

1 bedroom
1 bathroom
Sleeps 2
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An Oasis in the Hudson Valley, holiday rental in Fort Montgomery

An Oasis in the Hudson Valley

1 bedroom
1 bathroom
Sleeps 2
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Faces The Hudson + Only An Hour Outside NYC, holiday rental in Fort Montgomery

Faces The Hudson + Only An Hour Outside NYC

3 bedrooms
4 bathrooms
Sleeps 8
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'THE HILLTOP'-40Mins From NYC- Private Estate, holiday rental in Fort Montgomery

'THE HILLTOP'-40Mins From NYC- Private Estate

4 bedrooms
4 bathrooms
Sleeps 12
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Country Chic Cabin~spacious~ private setting~hot tub~pool~ views~75 minutes/NYC, holiday rental in Fort Montgomery

Country Chic Cabin~spacious~ private setting~hot tub~pool~ views~75 minutes/NYC

3 bedrooms
4 bathrooms
Sleeps 12
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Stay at Sparrow House: A Cozy, Waterfront Retreat in the Hudson Valley, holiday rental in Fort Montgomery

Stay at Sparrow House: A Cozy, Waterfront Retreat in the Hudson Valley

4 bedrooms
2 bathrooms
Sleeps 10
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Woodland Serenity near West Point & hiking trails, Cold Spring, Beacon!, holiday rental in Fort Montgomery

Woodland Serenity near West Point & hiking trails, Cold Spring, Beacon!

3 bedrooms
3 bathrooms
Sleeps 8
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COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE..., holiday rental in Fort Montgomery

COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE...

5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Guests state the home is charming. New central air conditioning., holiday rental in Fort Montgomery

Guests state the home is charming. New central air conditioning.

1 bedroom
1 bathroom
Sleeps 4
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Enchanting Hudson Valley Cottage Near Hiking!, holiday rental in Fort Montgomery

Enchanting Hudson Valley Cottage Near Hiking!

3 bedrooms
2 bathrooms
Sleeps 5
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Tentrr Signature Site - Blooming Hill Farm, holiday rental in Fort Montgomery

Tentrr Signature Site - Blooming Hill Farm

1 bedroom
1 bathroom
Sleeps 6
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Tentrr Signature Site - Blooming Hill Farm, holiday rental in Fort Montgomery

Tentrr Signature Site - Blooming Hill Farm

1 bedroom
1 bathroom
Sleeps 6
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Tentrr Signature Site - Downing Wood, holiday rental in Fort Montgomery

Tentrr Signature Site - Downing Wood

1 bedroom
1 bathroom
Sleeps 4
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Visiting for R-day, March back, A-day, or Ring  our home is yours, holiday rental in Fort Montgomery

Visiting for R-day, March back, A-day, or Ring our home is yours

4 bedrooms
3 bathrooms
Sleeps 10
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Welcome To Rushmore Estate, holiday rental in Fort Montgomery

Welcome To Rushmore Estate

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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A Destination for All Seasons, holiday rental in Fort Montgomery

A Destination for All Seasons

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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An elegant rustic home/lodge set on 20 acres and 45 miles from NYC, holiday rental in Fort Montgomery

An elegant rustic home/lodge set on 20 acres and 45 miles from NYC

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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DOMIR Garrison log cabin +hot tub+barrel sauna, holiday rental in Fort Montgomery

DOMIR Garrison log cabin +hot tub+barrel sauna

3 bedrooms
2 bathrooms
Sleeps 9
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Eco-Friendly Luxury Hikers' Retreat, holiday rental in Fort Montgomery

Eco-Friendly Luxury Hikers' Retreat

5 bedrooms
4 bathrooms
Sleeps 11
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Built in 2018 3BR Lovely House near West Point, holiday rental in Fort Montgomery

Built in 2018 3BR Lovely House near West Point

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Huge new modern house with movie theater, holiday rental in Fort Montgomery

Huge new modern house with movie theater

4 bedrooms
4 bathrooms
Sleeps 8
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Resort like amenities in a private home with HEATED large in-ground pool, holiday rental in Fort Montgomery

Resort like amenities in a private home with HEATED large in-ground pool

4 bedrooms
4 bathrooms
Sleeps 15
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Beautiful house, Woodbury comns SKI NYC 55 Miles

0 bedrooms
0 bathrooms
Sleeps 0
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