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Ancramdale Vacation Rentals

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5 mi
49 rentals in Ancramdale.
Little Red Hen is an old school house from the 1900 hundred., vacation rental in Ancramdale
Little Red Hen is an old school house from the 1900 hundred., vacation rental in Ancramdale
Little Red Hen is an old school house from the 1900 hundred., vacation rental in Ancramdale

Little Red Hen is an old school house from the 1900 hundred.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres, vacation rental in Ancramdale
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres, vacation rental in Ancramdale
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres, vacation rental in Ancramdale

5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The following properties within 20 miles of Ancramdale match all your filters:
Contemporary Lakefront, Ski, Tennis and Boat Cozy 3 Bedrooms, vacation rental in Ancramdale
Contemporary Lakefront, Ski, Tennis and Boat Cozy 3 Bedrooms, vacation rental in Ancramdale
Contemporary Lakefront, Ski, Tennis and Boat Cozy 3 Bedrooms, vacation rental in Ancramdale

Contemporary Lakefront, Ski, Tennis and Boat Cozy 3 Bedrooms

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Have it all! Lakefront, Pool & Skiing & Gym! 5 Bedrooms, vacation rental in Ancramdale
Have it all! Lakefront, Pool & Skiing & Gym! 5 Bedrooms, vacation rental in Ancramdale
Have it all! Lakefront, Pool & Skiing & Gym! 5 Bedrooms, vacation rental in Ancramdale

Have it all! Lakefront, Pool & Skiing & Gym! 5 Bedrooms

Rental Home
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Large Pool + New spacious 4 BR home - walk to Gym, Tennis & Boating on Lake!, vacation rental in Ancramdale
Large Pool + New spacious 4 BR home - walk to Gym, Tennis & Boating on Lake!, vacation rental in Ancramdale
Large Pool + New spacious 4 BR home - walk to Gym, Tennis & Boating on Lake!, vacation rental in Ancramdale

Large Pool + New spacious 4 BR home - walk to Gym, Tennis & Boating on Lake!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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One of a kind ... An Upscale, Picturesque & Private Hudson Valley Getaway, vacation rental in Ancramdale
One of a kind ... An Upscale, Picturesque & Private Hudson Valley Getaway, vacation rental in Ancramdale
One of a kind ... An Upscale, Picturesque & Private Hudson Valley Getaway, vacation rental in Ancramdale

One of a kind ... An Upscale, Picturesque & Private Hudson Valley Getaway

Rental Home
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Pet-Friendly Millerton Home, Walk to Downtown, vacation rental in Ancramdale
Pet-Friendly Millerton Home, Walk to Downtown, vacation rental in Ancramdale
Pet-Friendly Millerton Home, Walk to Downtown, vacation rental in Ancramdale

Pet-Friendly Millerton Home, Walk to Downtown

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hudson Valley Farmhouse on an Idyllic Country Lane, vacation rental in Ancramdale
Hudson Valley Farmhouse on an Idyllic Country Lane, vacation rental in Ancramdale
Hudson Valley Farmhouse on an Idyllic Country Lane, vacation rental in Ancramdale

Hudson Valley Farmhouse on an Idyllic Country Lane

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stylish Pine Plains Home Near Parks & Hiking!, vacation rental in Ancramdale
Stylish Pine Plains Home Near Parks & Hiking!, vacation rental in Ancramdale
Stylish Pine Plains Home Near Parks & Hiking!, vacation rental in Ancramdale

Stylish Pine Plains Home Near Parks & Hiking!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Twin Island Lake Private Island, vacation rental in Ancramdale
Twin Island Lake Private Island, vacation rental in Ancramdale
Twin Island Lake Private Island, vacation rental in Ancramdale

Twin Island Lake Private Island

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Cabin-A quiet get away for rest and relaxation, vacation rental in Ancramdale
The Cabin-A quiet get away for rest and relaxation, vacation rental in Ancramdale
The Cabin-A quiet get away for rest and relaxation, vacation rental in Ancramdale

The Cabin-A quiet get away for rest and relaxation

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront property at its finest. Nearby fantastic skiing slopes., vacation rental in Ancramdale
Lakefront property at its finest. Nearby fantastic skiing slopes., vacation rental in Ancramdale
Lakefront property at its finest. Nearby fantastic skiing slopes., vacation rental in Ancramdale

Lakefront property at its finest. Nearby fantastic skiing slopes.

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern home on 30 private acres for families with style and a love of nature., vacation rental in Ancramdale
Modern home on 30 private acres for families with style and a love of nature., vacation rental in Ancramdale
Modern home on 30 private acres for families with style and a love of nature., vacation rental in Ancramdale

Modern home on 30 private acres for families with style and a love of nature.

Rental Home
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Beautiful relaxing and Secluded, vacation rental in Ancramdale
Beautiful relaxing and Secluded, vacation rental in Ancramdale
Beautiful relaxing and Secluded, vacation rental in Ancramdale

Beautiful relaxing and Secluded

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vintage 50's lake cabin featured in Fresh Cottage Magazine's  'dream retreats', vacation rental in Ancramdale
Vintage 50's lake cabin featured in Fresh Cottage Magazine's  'dream retreats', vacation rental in Ancramdale
Vintage 50's lake cabin featured in Fresh Cottage Magazine's  'dream retreats', vacation rental in Ancramdale

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Enchanting cottage in a private oasis, vacation rental in Ancramdale
Enchanting cottage in a private oasis, vacation rental in Ancramdale
Enchanting cottage in a private oasis, vacation rental in Ancramdale

Enchanting cottage in a private oasis

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Peacock Garden Cottage, vacation rental in Ancramdale
Peacock Garden Cottage, vacation rental in Ancramdale
Peacock Garden Cottage, vacation rental in Ancramdale

Peacock Garden Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lakefront Designer House in Pine Plains, NY., vacation rental in Ancramdale
Lakefront Designer House in Pine Plains, NY., vacation rental in Ancramdale
Lakefront Designer House in Pine Plains, NY., vacation rental in Ancramdale

Lakefront Designer House in Pine Plains, NY.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Swim, kayak, hike, fish, ski and enjoy the countryside in this rustic cabin, vacation rental in Ancramdale
Swim, kayak, hike, fish, ski and enjoy the countryside in this rustic cabin, vacation rental in Ancramdale
Swim, kayak, hike, fish, ski and enjoy the countryside in this rustic cabin, vacation rental in Ancramdale

Swim, kayak, hike, fish, ski and enjoy the countryside in this rustic cabin

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Hudson Valley - Picardy Farm: The Barn, vacation rental in Ancramdale
Hudson Valley - Picardy Farm: The Barn, vacation rental in Ancramdale
Hudson Valley - Picardy Farm: The Barn, vacation rental in Ancramdale

Hudson Valley - Picardy Farm: The Barn

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Nature Lovers paradise, vacation rental in Ancramdale
Nature Lovers paradise, vacation rental in Ancramdale
Nature Lovers paradise, vacation rental in Ancramdale

Nature Lovers paradise

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Blue House - St. Peter Hill Summit, vacation rental in Ancramdale
The Blue House - St. Peter Hill Summit, vacation rental in Ancramdale
The Blue House - St. Peter Hill Summit, vacation rental in Ancramdale

The Blue House - St. Peter Hill Summit

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming 3BR 2BA Oversized Cape with Mountain Views!, vacation rental in Ancramdale
Charming 3BR 2BA Oversized Cape with Mountain Views!, vacation rental in Ancramdale
Charming 3BR 2BA Oversized Cape with Mountain Views!, vacation rental in Ancramdale

Charming 3BR 2BA Oversized Cape with Mountain Views!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Country Lodge Straight Out of the Pages of a Great Novel, vacation rental in Ancramdale
A Country Lodge Straight Out of the Pages of a Great Novel, vacation rental in Ancramdale
A Country Lodge Straight Out of the Pages of a Great Novel, vacation rental in Ancramdale

A Country Lodge Straight Out of the Pages of a Great Novel

Rental Home
4 bedrooms
0 bathrooms
Sleeps 12
Match: Sleeps
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Copake Lakes Hidden Treasure, vacation rental in Ancramdale
Copake Lakes Hidden Treasure, vacation rental in Ancramdale
Copake Lakes Hidden Treasure, vacation rental in Ancramdale

Copake Lakes Hidden Treasure

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mid-Century Home Surrounded by Meadows, vacation rental in Ancramdale
Mid-Century Home Surrounded by Meadows, vacation rental in Ancramdale
Mid-Century Home Surrounded by Meadows, vacation rental in Ancramdale

Mid-Century Home Surrounded by Meadows

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private forest retreat minutes from charming downtown Millerton, vacation rental in Ancramdale
Private forest retreat minutes from charming downtown Millerton, vacation rental in Ancramdale
Private forest retreat minutes from charming downtown Millerton, vacation rental in Ancramdale

Private forest retreat minutes from charming downtown Millerton

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Country Cottage, close to ski/snowboard. Retreat and Relax., vacation rental in Ancramdale
Modern Country Cottage, close to ski/snowboard. Retreat and Relax., vacation rental in Ancramdale
Modern Country Cottage, close to ski/snowboard. Retreat and Relax., vacation rental in Ancramdale

Modern Country Cottage, close to ski/snowboard. Retreat and Relax.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful private cottage rental, vacation rental in Ancramdale
Beautiful private cottage rental, vacation rental in Ancramdale
Beautiful private cottage rental, vacation rental in Ancramdale

Beautiful private cottage rental

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Brindlewood Sunny Upstate Escape 3BRs on 7.5 Acres, vacation rental in Ancramdale
Brindlewood Sunny Upstate Escape 3BRs on 7.5 Acres, vacation rental in Ancramdale
Brindlewood Sunny Upstate Escape 3BRs on 7.5 Acres, vacation rental in Ancramdale

Brindlewood Sunny Upstate Escape 3BRs on 7.5 Acres

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tanner Farmhouse - Rural Cozy Escape, vacation rental in Ancramdale
Tanner Farmhouse - Rural Cozy Escape, vacation rental in Ancramdale
Tanner Farmhouse - Rural Cozy Escape, vacation rental in Ancramdale

Tanner Farmhouse - Rural Cozy Escape

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hudson Valley - Picardy Farm: The Garden House, vacation rental in Ancramdale
Hudson Valley - Picardy Farm: The Garden House, vacation rental in Ancramdale
Hudson Valley - Picardy Farm: The Garden House, vacation rental in Ancramdale

Hudson Valley - Picardy Farm: The Garden House

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Twin Island Lake House • Hot Tub, vacation rental in Ancramdale
Twin Island Lake House • Hot Tub, vacation rental in Ancramdale
Twin Island Lake House • Hot Tub, vacation rental in Ancramdale

Twin Island Lake House • Hot Tub

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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country estate with tennis court / pool, vacation rental in Ancramdale
country estate with tennis court / pool, vacation rental in Ancramdale
country estate with tennis court / pool, vacation rental in Ancramdale

country estate with tennis court / pool

Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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The Bluehouse - Charming Renovated Cottage, vacation rental in Ancramdale
The Bluehouse - Charming Renovated Cottage, vacation rental in Ancramdale
The Bluehouse - Charming Renovated Cottage, vacation rental in Ancramdale

The Bluehouse - Charming Renovated Cottage

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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150 year old cottage on 120 acres of land next to a stream, vacation rental in Ancramdale
150 year old cottage on 120 acres of land next to a stream, vacation rental in Ancramdale
150 year old cottage on 120 acres of land next to a stream, vacation rental in Ancramdale

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

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room, vacation rental in Ancramdale
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room, vacation rental in Ancramdale
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room, vacation rental in Ancramdale

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

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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This cabin is a 4 bedroom(s), 2.5 bathrooms, located in Pine Plains, NY., vacation rental in Ancramdale
This cabin is a 4 bedroom(s), 2.5 bathrooms, located in Pine Plains, NY., vacation rental in Ancramdale
This cabin is a 4 bedroom(s), 2.5 bathrooms, located in Pine Plains, NY., vacation rental in Ancramdale

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

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York, vacation rental in Ancramdale
Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York, vacation rental in Ancramdale
Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York, vacation rental in Ancramdale

Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Perfection!, vacation rental in Ancramdale
Waterfront Perfection!, vacation rental in Ancramdale
Waterfront Perfection!, vacation rental in Ancramdale

Waterfront Perfection!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secluded and Spectacular Views, vacation rental in Ancramdale
Secluded and Spectacular Views, vacation rental in Ancramdale
Secluded and Spectacular Views, vacation rental in Ancramdale

Secluded and Spectacular Views

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Luxury country estate in the Hudson Valley. A perfect year-round getaway, vacation rental in Ancramdale
Luxury country estate in the Hudson Valley. A perfect year-round getaway, vacation rental in Ancramdale
Luxury country estate in the Hudson Valley. A perfect year-round getaway, vacation rental in Ancramdale

Luxury country estate in the Hudson Valley. A perfect year-round getaway

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Hudson Valley- Picardy Farm: The Main House, vacation rental in Ancramdale
Hudson Valley- Picardy Farm: The Main House, vacation rental in Ancramdale
Hudson Valley- Picardy Farm: The Main House, vacation rental in Ancramdale

Hudson Valley- Picardy Farm: The Main House

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Elegant 6,000 Sq' 30 Acre Estate - Spectacular Views!, vacation rental in Ancramdale
Elegant 6,000 Sq' 30 Acre Estate - Spectacular Views!, vacation rental in Ancramdale
Elegant 6,000 Sq' 30 Acre Estate - Spectacular Views!, vacation rental in Ancramdale

Elegant 6,000 Sq' 30 Acre Estate - Spectacular Views!

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Breathtaking Lake and Mountain View 90 Miles From NYC, vacation rental in Ancramdale
Breathtaking Lake and Mountain View 90 Miles From NYC, vacation rental in Ancramdale
Breathtaking Lake and Mountain View 90 Miles From NYC, vacation rental in Ancramdale

Breathtaking Lake and Mountain View 90 Miles From NYC

Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Private Home On Lake Only 2 Hours From New York City, vacation rental in Ancramdale
Beautiful Private Home On Lake Only 2 Hours From New York City, vacation rental in Ancramdale
Beautiful Private Home On Lake Only 2 Hours From New York City, vacation rental in Ancramdale

Beautiful Private Home On Lake Only 2 Hours From New York City

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres, vacation rental in Ancramdale
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres, vacation rental in Ancramdale
Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres, vacation rental in Ancramdale

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

Rental Home
9 bedrooms
10 bathrooms
Sleeps 22
Match: Sleeps
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Hudson Valley - Picardy Farm: Entire Estate, vacation rental in Ancramdale
Hudson Valley - Picardy Farm: Entire Estate, vacation rental in Ancramdale
Hudson Valley - Picardy Farm: Entire Estate, vacation rental in Ancramdale

Hudson Valley - Picardy Farm: Entire Estate

Rental Home
10 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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Twin Island Lake House, vacation rental in Ancramdale
Twin Island Lake House, vacation rental in Ancramdale
Twin Island Lake House, vacation rental in Ancramdale

Twin Island Lake House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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