Dutchess Area Vacation Rentals - Dutchess Area, New York Vacation Rental Deals on Lake Rentals, Beach Houses, Condos, Cabins, Villas by VacaGuru.com!

$Luxury Rhinebeck NY Home on 5 Acres w\/ NEW Hot Tub. Great for Families & Groups$

Luxury Rhinebeck NY Home on 5 Acres w\/ NEW Hot Tub. Great for Families & Groups

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Rhinebeck New York Private vacation home From $500 per night (USD)

Clean Cozy Getaway | On Main Street | Free Parking

Clean Cozy Getaway | On Main Street | Free Parking

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Beacon New York Apartment Click For Pricing

Private bed& bath in 1860s farmhouse located on 7 acre farm. 2 miles to omega

Private bed& bath in 1860s farmhouse located on 7 acre farm. 2 miles to omega

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Clinton Corners New York Agritourism From $199 per night (USD)

Contemporary art lovers escape nestled, minutes to Fishkill Village and...

Contemporary art lovers escape nestled, minutes to Fishkill Village and...

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Hopewell Junction New York Private vacation home From $262 per night (USD)

Country Home | Prime Location | Strong WiFi

Country Home | Prime Location | Strong WiFi

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Beacon New York Private vacation home From $230 per night (USD)

Private bed& bath on secluded land centrally located 7 miles to rhinebeck

Private bed& bath on secluded land centrally located 7 miles to rhinebeck

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Clinton Corners New York Bed & breakfast From $205 per night (USD)

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away

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Clinton Corners New York Bed & breakfast From $110 per night (USD)

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi

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Poughkeepsie New York Private vacation home From $96 per night (USD)

Twin Island Lake Private Island

Twin Island Lake Private Island

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Pine Plains New York Apartment From $269 per night (USD)

TREEMENDOUS VIEWS COTTAGE

TREEMENDOUS VIEWS COTTAGE

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Amenia New York Agritourism From $364 per night (USD)

$Beacon Apt w\/ Patio + Grill; Walk to Main St!$

Beacon Apt w\/ Patio + Grill; Walk to Main St!

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Beacon New York Apartment From $136 per night (USD)

Tower Hill - Hilltop Country Retreat with Panoramic Views

Tower Hill - Hilltop Country Retreat with Panoramic Views

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Millbrook New York Private vacation home From $550 per night (USD)

$Farmland Cottage in Red Hook \/ Tivoli$

Farmland Cottage in Red Hook \/ Tivoli

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Red Hook New York Private vacation home Click For Pricing

Bluebird Valley Farmhouse

Bluebird Valley Farmhouse

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Millerton New York Private vacation home From $478 per night (USD)

Red Door Country Retreat

Red Door Country Retreat

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millbrook New York Private vacation home Click For Pricing

$Immaculate, Secluded Cottage w\/Pond, Close to Town$

Immaculate, Secluded Cottage w\/Pond, Close to Town

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Rhinebeck New York Private vacation home Click For Pricing

Hudson Valley Artist Sanctuary

Hudson Valley Artist Sanctuary

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Red Hook New York Private vacation home From $350 per night (USD)

$Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer\/Dryer$

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer\/Dryer

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Beacon New York Apartment From $140 per night (USD)

Secluded and Spectacular Views

Secluded and Spectacular Views

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Pine Plains New York Private vacation home From $872 per night (USD)

Mid-Century Home Surrounded by Meadows

Mid-Century Home Surrounded by Meadows

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Pine Plains New York Private vacation home From $575 per night (USD)

Cabin in the Cottage

Cabin in the Cottage

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Rhinebeck New York Private vacation home From $350 per night (USD)

Private room on secluded 7 acres located 7 miles to Rhinebeck, 2 miles to omega

Private room on secluded 7 acres located 7 miles to Rhinebeck, 2 miles to omega

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Clinton Corners New York Bed & breakfast From $209 per night (USD)

Stunning Light-Filled Contemporary Home on 7 Acres

Stunning Light-Filled Contemporary Home on 7 Acres

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Salt Point New York Private vacation home From $500 per night (USD)

NEW! *Gated 31 Acre Modern Luxury Estate*Heated Pool*Hot Tub*Gym*Movie Theater**

NEW! *Gated 31 Acre Modern Luxury Estate*Heated Pool*Hot Tub*Gym*Movie Theater**

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Rhinebeck New York Private vacation home From $2595 per night (USD)

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

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

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Beacon New York Private vacation home From $369 per night (USD)

$Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer\/Dryer, Kitchen$

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer\/Dryer, Kitchen

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Beacon New York Apartment From $133 per night (USD)

Rhinebeck Village suite with heated pool

Rhinebeck Village suite with heated pool

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Rhinebeck New York Apartment From $286 per night (USD)

$Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer\/ Dryer$

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer\/ Dryer

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Beacon New York Apartment From $130 per night (USD)

WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO

WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO

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Red Hook New York Apartment From $198 per night (USD)

The Queen City Cottage

The Queen City Cottage

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Poughkeepsie New York Private vacation home From $200 per night (USD)

Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12

Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12

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Wappingers Falls New York Private vacation home From $974 per night (USD)

Stylish and modern house in the quaint town of Millbrook.

Stylish and modern house in the quaint town of Millbrook.

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Millbrook New York Private vacation home From $448 per night (USD)

The Queen City Cottage

The Queen City Cottage

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Poughkeepsie New York Private vacation home From $232 per night (USD)

3rd Floor- Lovely, spacious, modern 1-bedroom apt.

3rd Floor- Lovely, spacious, modern 1-bedroom apt.

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Poughkeepsie New York Condo From $153 per night (USD)

$Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer\/Dryer, Kitchen$

Luxe Studio 2 on Main Street- Luxury Steam Shower- Washer\/Dryer, Kitchen

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Beacon New York Apartment From $133 per night (USD)

Outdoor pool and hot tub, beautiful views, fireplace.

Outdoor pool and hot tub, beautiful views, fireplace.

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Red Hook New York Private vacation home Click For Pricing

LAKE FRONT COTTAGE - YEAR ROUND HOT TUB

LAKE FRONT COTTAGE - YEAR ROUND HOT TUB

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Red Hook New York Cottage From $320 per night (USD)

$Hopewell Haven w\/ heated pool and hot tub$

Hopewell Haven w\/ heated pool and hot tub

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Hopewell Junction New York Private vacation home From $517 per night (USD)

Peacock Garden Cottage

Peacock Garden Cottage

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Shekomeko New York Private vacation home From $116 per night (USD)

$Modern NY Home w\/ Views By Hudson Valley Hiking!$

Modern NY Home w\/ Views By Hudson Valley Hiking!

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Hopewell Junction New York Private vacation home From $351 per night (USD)

3 Bedroom property

3 Bedroom property

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Wingdale New York Cabin From $335 per night (USD)

Willow Glen House

Willow Glen House

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Red Hook New York Private vacation home Click For Pricing

Indulge in an Elegant Upstate Getaway

Indulge in an Elegant Upstate Getaway

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Rhinebeck New York Private vacation home From $266 per night (USD)

Salt Point Guest House on Working Horse Farm!

Salt Point Guest House on Working Horse Farm!

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Salt Point New York Private vacation home From $293 per night (USD)

Hudson Valley Escape with Big Yard, Pool & Gym

Hudson Valley Escape with Big Yard, Pool & Gym

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Lagrangeville New York Private vacation home From $325 per night (USD)

Private Studio Close to Downtown Rhinebeck

Private Studio Close to Downtown Rhinebeck

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RHINEBECK New York Apartment From $74 per night (USD)

Twin Island Lake House • Hot Tub

Twin Island Lake House • Hot Tub

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Pine Plains New York Private vacation home From $323 per night (USD)

Serene, Peaceful Get-Away (Log Cabin by the Lake)

Serene, Peaceful Get-Away (Log Cabin by the Lake)

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Pawling New York Cabin From $212 per night (USD)

Lakefront property at its finest. Nearby fantastic skiing slopes.

Lakefront property at its finest. Nearby fantastic skiing slopes.

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Pine Plains New York Private vacation home Click For Pricing

Pet-Friendly Apt in 1850's Victorian Mansion!

Pet-Friendly Apt in 1850's Victorian Mansion!

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Poughkeepsie New York Apartment Click For Pricing

Historic Poughkeepsie Apt - Walkable Location

Historic Poughkeepsie Apt - Walkable Location

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Poughkeepsie New York Apartment From $130 per night (USD)

Centrally Located Apt in Victorian Mansion!

Centrally Located Apt in Victorian Mansion!

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Poughkeepsie New York Apartment Click For Pricing

$Charming Tivoli Home w\/Patio, by Town & Shops$

Charming Tivoli Home w\/Patio, by Town & Shops

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Tivoli New York Private vacation home Click For Pricing

70s Modern House in the Woods, three minutes to Rhinebeck village

70s Modern House in the Woods, three minutes to Rhinebeck village

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Rhinebeck New York Private vacation home From $996 per night (USD)

Lakefront cottage with Year round Hot Tub private beach and dock

Lakefront cottage with Year round Hot Tub private beach and dock

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Red Hook New York Cottage From $299 per night (USD)

Enjoy Beacon with a touch of the country!

Enjoy Beacon with a touch of the country!

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Fishkill New York Apartment From $225 per night (USD)

Elegantly appointed, newly renovated apartment in early 1800's brick farmhouse

Elegantly appointed, newly renovated apartment in early 1800's brick farmhouse

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Beacon New York Apartment From $125 per night (USD)

Enjoy your own private lake this summer! Boats, beach, lawn games & game room!

Enjoy your own private lake this summer! Boats, beach, lawn games & game room!

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Wingdale New York Private vacation home Click For Pricing

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

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Hopewell Junction New York Private vacation home From $300 per night (USD)

The Rhinebeck Retreat

The Rhinebeck Retreat

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Rhinebeck New York Private vacation home From $150 per night (USD)

Stylist and spacious centrally located one bedroom apartment

Stylist and spacious centrally located one bedroom apartment

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Poughkeepsie New York Private vacation home From $155 per night (USD)

$ValleyView-Ultimate 3BR Getaway w\/Inground Pool by Fahnestock\/Appalachian Trail$

ValleyView-Ultimate 3BR Getaway w\/Inground Pool by Fahnestock\/Appalachian Trail

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Hopewell Junction New York Private vacation home From $120 per night (USD)

$King Bed \/ Private Parking \/ 300mbps+ WiFi$

King Bed \/ Private Parking \/ 300mbps+ WiFi

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Poughkeepsie New York Apartment From $70 per night (USD)

Country Oasis | Centrally Located | Strong WiFi

Country Oasis | Centrally Located | Strong WiFi

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Lagrangeville New York Apartment From $106 per night (USD)

Charming Stay | Prime Location | Strong WiFi

Charming Stay | Prime Location | Strong WiFi

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Poughkeepsie New York Apartment From $85 per night (USD)

Hidden Hideaway | Prime Location | Parking

Hidden Hideaway | Prime Location | Parking

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New York New York Apartment Click For Pricing

$Mountain View Farmhouse, pool\/hot tub, fire pit, 4 seasons porch, game room$

Mountain View Farmhouse, pool\/hot tub, fire pit, 4 seasons porch, game room

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Millerton New York Agritourism From $441 per night (USD)

NEW!! King bed Apt. in the heart of the city!

NEW!! King bed Apt. in the heart of the city!

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Poughkeepsie New York Apartment Click For Pricing

Spacious Country Farmhouse on 8 Lush Acres, Five Minutes to Rhinebeck Village

Spacious Country Farmhouse on 8 Lush Acres, Five Minutes to Rhinebeck Village

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Rhinebeck New York Agritourism From $467 per night (USD)

The Bluehouse - Charming Renovated Cottage

The Bluehouse - Charming Renovated Cottage

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Pine Plains New York Private vacation home From $344 per night (USD)

This cabin is a 4 bedroom(s), 2.5 bathrooms, located in Pine Plains, NY.

This cabin is a 4 bedroom(s), 2.5 bathrooms, located in Pine Plains, NY.

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Pine Plains New York Cabin From $607 per night (USD)

Beautiful creekside secluded cottage with canoeing on site. Pet friendly.

Beautiful creekside secluded cottage with canoeing on site. Pet friendly.

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Poughkeepsie New York Private vacation home From $245 per night (USD)

$Charming 1785 Farmhouse w hot tub\/pool & BBQ$

Charming 1785 Farmhouse w hot tub\/pool & BBQ

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Lagrangeville New York Private vacation home From $1050 per night (USD)

Bentley Field House Suite near Rhinebeck

Bentley Field House Suite near Rhinebeck

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Stanfordville New York Apartment From $175 per night (USD)

$Boulder Tree House 🌲🌲🌲\nUnique, romantic and exciting! An architectural gem.$

Boulder Tree House 🌲🌲🌲\nUnique, romantic and exciting! An architectural gem.

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Staatsburg New York Private vacation home From $372 per night (USD)

$Cozy, Relaxing Home Close to Everything\n$

Cozy, Relaxing Home Close to Everything\n

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Poughkeepsie New York Private vacation home From $537 per night (USD)

The Damien House - A Country Escape where you can hear the creek.

The Damien House - A Country Escape where you can hear the creek.

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Verbank New York Private vacation home From $220 per night (USD)

Village Retreat - Stylish + Historic Hudson Valley

Village Retreat - Stylish + Historic Hudson Valley

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Red Hook New York Private vacation home From $584 per night (USD)

Charming Guest Suite in the Hudson Valley

Charming Guest Suite in the Hudson Valley

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Stanfordville New York Private vacation home From $180 per night (USD)

$Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital\n\n$

Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital\n\n

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Poughkeepsie New York Private vacation home From $262 per night (USD)

$Hudson Valley Nature Retreat 7 Acres\/Pool\/Sauna$

Hudson Valley Nature Retreat 7 Acres\/Pool\/Sauna

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Clinton Corners New York Cabin Click For Pricing

Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

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Pine Plains New York Private vacation home From $945 per night (USD)

Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'

Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'

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Pine Plains New York Cabin Click For Pricing

Relaxing Chic Home off Main St with Hot Tub & Chef's Kitchen

Relaxing Chic Home off Main St with Hot Tub & Chef's Kitchen

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Beacon New York Private vacation home Click For Pricing

Discounted Weekly Summer Stays at The Barn in Tivoli

Discounted Weekly Summer Stays at The Barn in Tivoli

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Tivoli New York Private vacation home Click For Pricing

Private modern home of six acres

Private modern home of six acres

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Clinton Corners New York Private vacation home From $250 per night (USD)

Sunny Clutter Free Modern Home

Sunny Clutter Free Modern Home

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Tivoli New York Private vacation home Click For Pricing

Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit

Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit

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Holmes New York Private vacation home From $617 per night (USD)

Beautiful mountaintop getaway for peace and quiet

Beautiful mountaintop getaway for peace and quiet

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Dover Plains New York Private vacation home From $285 per night (USD)

Beautiful Lake House On Peaceful Whaley Lake

Beautiful Lake House On Peaceful Whaley Lake

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Holmes New York Private vacation home Click For Pricing

Fishkill Living

Fishkill Living

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Fishkill New York Apartment From $112 per night (USD)

Beautiful Rhinecliff Home for June and (most of) July

Beautiful Rhinecliff Home for June and (most of) July

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Rhinebeck New York Private vacation home Click For Pricing

$Hilltop Home on 10 acres w\/ hot tub, fire-pit + solar$

Hilltop Home on 10 acres w\/ hot tub, fire-pit + solar

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Amenia New York Private vacation home From $375 per night (USD)

Charming Private 2 BR Beacon Bungalow Getaway

Charming Private 2 BR Beacon Bungalow Getaway

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Beacon New York Private vacation home Click For Pricing

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

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

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Beacon New York Private vacation home From $604 per night (USD)

$House on Appalachian Trail, walking distance from NYC trains. 3bd\/1ba, 3 acres$

House on Appalachian Trail, walking distance from NYC trains. 3bd\/1ba, 3 acres

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Pawling New York Private vacation home From $174 per night (USD)

Luxury home with extraordinary amenities nestled in an idyllic rural setting

Luxury home with extraordinary amenities nestled in an idyllic rural setting

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8.0
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Clinton Corners New York Private vacation home From $4214 per night (USD)

$Majestic Oasis in Rhinebeck w\/ Hot Tub, Pool, Lake, & Fire Pit$

Majestic Oasis in Rhinebeck w\/ Hot Tub, Pool, Lake, & Fire Pit

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Rhinebeck New York Private vacation home From $917 per night (USD)

Gorgeous Luxury Farmhouse in the Hudson Valley New York

Gorgeous Luxury Farmhouse in the Hudson Valley New York

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Millerton New York Agritourism From $445 per night (USD)

150 year old cottage on 120 acres of land next to a stream

150 year old cottage on 120 acres of land next to a stream

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Pine Plains New York Private vacation home From $280 per night (USD)

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