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Cold Spring Holiday Apartments

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49 rentals in Cold Spring.
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Charming Carriage House In Bucolic Country Setting, holiday rental in Cold Spring
Charming Carriage House In Bucolic Country Setting, holiday rental in Cold Spring
Charming Carriage House In Bucolic Country Setting, holiday rental in Cold Spring

Charming Carriage House In Bucolic Country Setting

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Huge new house with movie theater near Bear Mountain, holiday rental in Cold Spring
Huge new house with movie theater near Bear Mountain, holiday rental in Cold Spring
Huge new house with movie theater near Bear Mountain, holiday rental in Cold Spring

Huge new house with movie theater near Bear Mountain

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Historic Cold Spring Village House---Walk To Train, holiday rental in Cold Spring
Historic Cold Spring Village House---Walk To Train, holiday rental in Cold Spring
Historic Cold Spring Village House---Walk To Train, holiday rental in Cold Spring

Historic Cold Spring Village House---Walk To Train

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful modernist home with amazing views, holiday rental in Cold Spring
Beautiful modernist home with amazing views, holiday rental in Cold Spring
Beautiful modernist home with amazing views, holiday rental in Cold Spring

Beautiful modernist home with amazing views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rustic Countryside Cottage w/ Spa/Fire Pit/Wood Pellet Stove, holiday rental in Cold Spring
Rustic Countryside Cottage w/ Spa/Fire Pit/Wood Pellet Stove, holiday rental in Cold Spring
Rustic Countryside Cottage w/ Spa/Fire Pit/Wood Pellet Stove, holiday rental in Cold Spring

Rustic Countryside Cottage w/ Spa/Fire Pit/Wood Pellet Stove

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Huge new modern house with movie theater, holiday rental in Cold Spring
Huge new modern house with movie theater, holiday rental in Cold Spring
Huge new modern house with movie theater, holiday rental in Cold Spring

Huge new modern house with movie theater

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Eco-Friendly Luxury Hikers' Retreat, holiday rental in Cold Spring
Eco-Friendly Luxury Hikers' Retreat, holiday rental in Cold Spring
Eco-Friendly Luxury Hikers' Retreat, holiday rental in Cold Spring

Eco-Friendly Luxury Hikers' Retreat

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Swimming in the hudson highlands in your own super private woodland sanctuary., holiday rental in Cold Spring
Swimming in the hudson highlands in your own super private woodland sanctuary., holiday rental in Cold Spring
Swimming in the hudson highlands in your own super private woodland sanctuary., holiday rental in Cold Spring

Swimming in the hudson highlands in your own super private woodland sanctuary.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Quaint apartment with alcove bed in Cold Spring, holiday rental in Cold Spring
Quaint apartment with alcove bed in Cold Spring, holiday rental in Cold Spring
Quaint apartment with alcove bed in Cold Spring, holiday rental in Cold Spring

Quaint apartment with alcove bed in Cold Spring

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Vacation Home * 2 Blocks from Thayer Gate at West Point  * 1/2 Block to Main St, holiday rental in Cold Spring
Vacation Home * 2 Blocks from Thayer Gate at West Point  * 1/2 Block to Main St, holiday rental in Cold Spring
Vacation Home * 2 Blocks from Thayer Gate at West Point  * 1/2 Block to Main St, holiday rental in Cold Spring

Vacation Home * 2 Blocks from Thayer Gate at West Point * 1/2 Block to Main St

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Cottage minutes to West Point, holiday rental in Cold Spring
Cozy Cottage minutes to West Point, holiday rental in Cold Spring
Cozy Cottage minutes to West Point, holiday rental in Cold Spring

Cozy Cottage minutes to West Point

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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USMA RENTAL EXCLUSIVE TO PARENTS OF WEST POINT CADETS; 2 MILES FROM THAYER GATE, holiday rental in Cold Spring
USMA RENTAL EXCLUSIVE TO PARENTS OF WEST POINT CADETS; 2 MILES FROM THAYER GATE, holiday rental in Cold Spring
USMA RENTAL EXCLUSIVE TO PARENTS OF WEST POINT CADETS; 2 MILES FROM THAYER GATE, holiday rental in Cold Spring

USMA RENTAL EXCLUSIVE TO PARENTS OF WEST POINT CADETS; 2 MILES FROM THAYER GATE

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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TOTAL RENO ***Hot Tub Expected Arrival February 
***Pro Photos to Follow, holiday rental in Cold Spring
TOTAL RENO ***Hot Tub Expected Arrival February 
***Pro Photos to Follow, holiday rental in Cold Spring
TOTAL RENO ***Hot Tub Expected Arrival February 
***Pro Photos to Follow, holiday rental in Cold Spring

TOTAL RENO ***Hot Tub Expected Arrival February ***Pro Photos to Follow

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Panoramic Hudson Valley Views at Romantic and Private Mountainside Estate

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY, holiday rental in Cold Spring
Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY, holiday rental in Cold Spring
Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY, holiday rental in Cold Spring

Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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West Point - Bear Mountain - Woodbury Commons, holiday rental in Cold Spring
West Point - Bear Mountain - Woodbury Commons, holiday rental in Cold Spring
West Point - Bear Mountain - Woodbury Commons, holiday rental in Cold Spring

West Point - Bear Mountain - Woodbury Commons

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house., holiday rental in Cold Spring
Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house., holiday rental in Cold Spring
Beautiful 1850's brick farm house in Beacon - 4 bdrm, 2 1/2 bath, entire house., holiday rental in Cold Spring

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Victorian house overlooking Hudson River and Beacon, holiday rental in Cold Spring
Charming Victorian house overlooking Hudson River and Beacon, holiday rental in Cold Spring
Charming Victorian house overlooking Hudson River and Beacon, holiday rental in Cold Spring

Charming Victorian house overlooking Hudson River and Beacon

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Modern House Minutes from Main Street, holiday rental in Cold Spring
Beautiful Modern House Minutes from Main Street, holiday rental in Cold Spring
Beautiful Modern House Minutes from Main Street, holiday rental in Cold Spring

Beautiful Modern House Minutes from Main Street

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bear Mountain House., holiday rental in Cold Spring
Bear Mountain House., holiday rental in Cold Spring
Bear Mountain House., holiday rental in Cold Spring

Bear Mountain House.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St, holiday rental in Cold Spring
Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St, holiday rental in Cold Spring
Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St, holiday rental in Cold Spring

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Stay at Sparrow House: A Cozy, Waterfront Retreat in the Hudson Valley, holiday rental in Cold Spring
Stay at Sparrow House: A Cozy, Waterfront Retreat in the Hudson Valley, holiday rental in Cold Spring
Stay at Sparrow House: A Cozy, Waterfront Retreat in the Hudson Valley, holiday rental in Cold Spring

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Hudson Valley Carriage House - Private Gem, holiday rental in Cold Spring
Hudson Valley Carriage House - Private Gem, holiday rental in Cold Spring
Hudson Valley Carriage House - Private Gem, holiday rental in Cold Spring

Hudson Valley Carriage House - Private Gem

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Luxe Studio 4 On Main Street-Steam Shower, W/D, kitchen, holiday rental in Cold Spring
Luxe Studio 4 On Main Street-Steam Shower, W/D, kitchen, holiday rental in Cold Spring
Luxe Studio 4 On Main Street-Steam Shower, W/D, kitchen, holiday rental in Cold Spring

Luxe Studio 4 On Main Street-Steam Shower, W/D, kitchen

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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A luxurious retreat in Garrison, NY, holiday rental in Cold Spring
A luxurious retreat in Garrison, NY, holiday rental in Cold Spring
A luxurious retreat in Garrison, NY, holiday rental in Cold Spring

A luxurious retreat in Garrison, NY

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Storm King Lodge is a country retreat ready for you., holiday rental in Cold Spring
Storm King Lodge is a country retreat ready for you., holiday rental in Cold Spring
Storm King Lodge is a country retreat ready for you., holiday rental in Cold Spring

Storm King Lodge is a country retreat ready for you.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Secluded Lakefront Cottage near Hudson Valley, holiday rental in Cold Spring
Secluded Lakefront Cottage near Hudson Valley, holiday rental in Cold Spring
Secluded Lakefront Cottage near Hudson Valley, holiday rental in Cold Spring

Secluded Lakefront Cottage near Hudson Valley

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Woodland Serenity near West Point & hiking trails, Cold Spring, Beacon!, holiday rental in Cold Spring
Woodland Serenity near West Point & hiking trails, Cold Spring, Beacon!, holiday rental in Cold Spring
Woodland Serenity near West Point & hiking trails, Cold Spring, Beacon!, holiday rental in Cold Spring

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful, Secluded, Country Cottage, With 30x60 In-Ground Pool., holiday rental in Cold Spring
Beautiful, Secluded, Country Cottage, With 30x60 In-Ground Pool., holiday rental in Cold Spring
Beautiful, Secluded, Country Cottage, With 30x60 In-Ground Pool., holiday rental in Cold Spring

Beautiful, Secluded, Country Cottage, With 30x60 In-Ground Pool.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Downing Wood, holiday rental in Cold Spring
Tentrr Signature Site - Downing Wood, holiday rental in Cold Spring
Tentrr Signature Site - Downing Wood, holiday rental in Cold Spring

Tentrr Signature Site - Downing Wood

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'The Big House' with Hudson River Views, holiday rental in Cold Spring
'The Big House' with Hudson River Views, holiday rental in Cold Spring
'The Big House' with Hudson River Views, holiday rental in Cold Spring

'The Big House' with Hudson River Views

Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Base Camp - Dutch Colonial Estate, holiday rental in Cold Spring

Base Camp - Dutch Colonial Estate

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE..., holiday rental in Cold Spring
COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE..., holiday rental in Cold Spring
COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE..., holiday rental in Cold Spring

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

Holiday Rental House
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 Cold Spring
Guests state the home is charming. New central air conditioning., holiday rental in Cold Spring
Guests state the home is charming. New central air conditioning., holiday rental in Cold Spring

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Log Cabin on Quiet 20 Acres, holiday rental in Cold Spring
Log Cabin on Quiet 20 Acres, holiday rental in Cold Spring
Log Cabin on Quiet 20 Acres, holiday rental in Cold Spring

Log Cabin on Quiet 20 Acres

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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West Point - River View Apt within Home - 1 mile from Thayer Gate, holiday rental in Cold Spring
West Point - River View Apt within Home - 1 mile from Thayer Gate, holiday rental in Cold Spring
West Point - River View Apt within Home - 1 mile from Thayer Gate, holiday rental in Cold Spring

West Point - River View Apt within Home - 1 mile from Thayer Gate

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Colonial on 2 plus  Acres, holiday rental in Cold Spring
Spacious Colonial on 2 plus  Acres, holiday rental in Cold Spring
Spacious Colonial on 2 plus  Acres, holiday rental in Cold Spring

Spacious Colonial on 2 plus Acres

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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An elegant rustic home/lodge set on 20 acres and 45 miles from NYC, holiday rental in Cold Spring
An elegant rustic home/lodge set on 20 acres and 45 miles from NYC, holiday rental in Cold Spring
An elegant rustic home/lodge set on 20 acres and 45 miles from NYC, holiday rental in Cold Spring

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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DOMIR Garrison log cabin +hot tub+barrel sauna, holiday rental in Cold Spring
DOMIR Garrison log cabin +hot tub+barrel sauna, holiday rental in Cold Spring
DOMIR Garrison log cabin +hot tub+barrel sauna, holiday rental in Cold Spring

DOMIR Garrison log cabin +hot tub+barrel sauna

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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DOMIR  Garrison log cabin with new spa hot tub 
and sauna, holiday rental in Cold Spring
DOMIR  Garrison log cabin with new spa hot tub 
and sauna, holiday rental in Cold Spring
DOMIR  Garrison log cabin with new spa hot tub 
and sauna, holiday rental in Cold Spring

DOMIR Garrison log cabin with new spa hot tub and sauna

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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COZY RETREAT : HOT TUB, SAUNA, FULL GYM, POOL + MORE, holiday rental in Cold Spring
COZY RETREAT : HOT TUB, SAUNA, FULL GYM, POOL + MORE, holiday rental in Cold Spring
COZY RETREAT : HOT TUB, SAUNA, FULL GYM, POOL + MORE, holiday rental in Cold Spring

COZY RETREAT : HOT TUB, SAUNA, FULL GYM, POOL + MORE

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Historic Hudson Valley Retreat near West Point, holiday rental in Cold Spring
Historic Hudson Valley Retreat near West Point, holiday rental in Cold Spring
Historic Hudson Valley Retreat near West Point, holiday rental in Cold Spring

Historic Hudson Valley Retreat near West Point

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Mountain lake lodge., holiday rental in Cold Spring
Mountain lake lodge., holiday rental in Cold Spring
Mountain lake lodge., holiday rental in Cold Spring

Mountain lake lodge.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Luxurious Bear Mountain Retreat, holiday rental in Cold Spring
Luxurious Bear Mountain Retreat, holiday rental in Cold Spring
Luxurious Bear Mountain Retreat, holiday rental in Cold Spring

Luxurious Bear Mountain Retreat

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Hudson Valley Heaven | a wooded oasis with modern amenities awaits you, holiday rental in Cold Spring
Hudson Valley Heaven | a wooded oasis with modern amenities awaits you, holiday rental in Cold Spring
Hudson Valley Heaven | a wooded oasis with modern amenities awaits you, holiday rental in Cold Spring

Hudson Valley Heaven | a wooded oasis with modern amenities awaits you

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Clean and Sanitized Cornwall Condominium, holiday rental in Cold Spring
Clean and Sanitized Cornwall Condominium, holiday rental in Cold Spring
Clean and Sanitized Cornwall Condominium, holiday rental in Cold Spring

Clean and Sanitized Cornwall Condominium

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Beacon Mid•Mod•Cape•Cod | Close to Main St & Dia, holiday rental in Cold Spring
Beacon Mid•Mod•Cape•Cod | Close to Main St & Dia, holiday rental in Cold Spring
Beacon Mid•Mod•Cape•Cod | Close to Main St & Dia, holiday rental in Cold Spring

Beacon Mid•Mod•Cape•Cod | Close to Main St & Dia

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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7BR Mansion by West Point | Hot Tub | Fresh Outdoors! | FREE WIFI, holiday rental in Cold Spring
7BR Mansion by West Point | Hot Tub | Fresh Outdoors! | FREE WIFI, holiday rental in Cold Spring
7BR Mansion by West Point | Hot Tub | Fresh Outdoors! | FREE WIFI, holiday rental in Cold Spring

7BR Mansion by West Point | Hot Tub | Fresh Outdoors! | FREE WIFI

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Hudson Valley Apt, Cozy,  Sunny, Airy,  Friends,  Family, holiday rental in Cold Spring
Hudson Valley Apt, Cozy,  Sunny, Airy,  Friends,  Family, holiday rental in Cold Spring
Hudson Valley Apt, Cozy,  Sunny, Airy,  Friends,  Family, holiday rental in Cold Spring

Hudson Valley Apt, Cozy, Sunny, Airy, Friends, Family

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Event Venues ,  sleeping, next door, holiday rental in Cold Spring
Event Venues ,  sleeping, next door, holiday rental in Cold Spring
Event Venues ,  sleeping, next door, holiday rental in Cold Spring

Event Venues , sleeping, next door

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 1
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Frequently Asked Questions about Cold Spring