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40 Houses

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Blue Stone Creek Side Cottage

Accord house

3 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$687

Great rentals within 20 miles that match your search

Best of Catskills featured on architectural digest: Luxuty and fun!

Claryville house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$858

Black Creek Bed and Breakfast (Arbor Room w/Shared Bathroom)

Highland b&b

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$252

Phillie's Country Comfort Space -

New Paltz b&b

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$161

Earth Berm House at Terra Casa Retreat Center

Plattekill house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$326

Famous Liberty View Farm

Clintondale house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$858

Catskills Retreat: Wineries, Farmer Markets, Hiking

Walker Valley house

3 bedrooms
1 bathroom

sleeps 6

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Price per night from

$372

1 Br Private Victorian Apt in convenient City location on 5 acre, sleeps 4

Poughkeepsie private room

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$192

Spectacular views! Scenic Hilltop Home on Organic Farm

High Falls house

5 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$744

Tranquil Woodstock Home in the Woods with Hot Tub and Ping Pong

Woodstock house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$401

Romantic Country Barn By the Stream

Woodstock log cabin

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$281

Spectacular Mountain and Valley Views

Claryville house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$486

Lovely 2 Bedroom Cottage Just Off Orange Lake

Newburgh house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$296

Cozy 2 Bedroom Cottage with Fireplace!!

Newburgh house

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$169

2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock

Woodstock log cabin

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$297

Teahouse Cottage

Woodstock cottage

50 bedrooms
1 bathroom

sleeps 4

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Price per night from

$200

Modern Farmhouse with Stunning View and Hot Tub.

Montgomery house

6 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$743

ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY

Shokan house

7 bedrooms
4 bathrooms

sleeps 16

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Price per night from

$2,168

Birch Hollow: Private Getaway

Olivebridge house

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$319

Gorgeous Hudson Valley Villa

Wallkill villa

5 bedrooms
4 bathrooms

sleeps 15

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Price per night from

$1,029

Secluded Mountain View House on 10 Acres

Plattekill house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$400

Sun-Drenched Retreat in the Hearth of Hudson Valley

Stone Ridge house

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$570

Woodstock Mediterranean Retreat

Woodstock house

4 bedrooms
3 bathrooms

sleeps 11

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Price per night from

$857

Gatehouse Gardens

New Paltz apartment

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$412

Cliff Haven In The Catskills

Kingston house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$457

The Blue House

Kerhonkson house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$337

House on the hill

Mountain Dale house

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$125

Saugerties/Woodstock Two Acre Wooded Private Glamping Oasis

Ruby tented camp

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$200

Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities)

Woodstock tented camp

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$262

2Br Private Victorian Apartment in convenient City location on 5 acre, Sleeps 5

Poughkeepsie apartment

2 bedrooms
1 bathroom

sleeps 5

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Price per night from

$211

Charming Brick House -Hudson Valley

Poughkeepsie house

3 bedrooms
1 bathroom

sleeps 7

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Price per night from

$373

Church Des Artistes

Kingston villa

4 bedrooms
5 bathrooms

sleeps 14

“Wonderful!” This was one of the most unusual places we've ever stayed- a renovated old church, at the same time classic, modern, absolutely spotless, warm, bright, cozy and if you appreciate the arts you are in for a treat as both Julie and Peter are accomplished artists (Julie is a painter and Peter a musician).

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Price per night from

$2,290

Contemporary, Secluded Cabin In The Heart of Woodstock

Woodstock log cabin

1 bedroom
1 bathroom

sleeps 4

“A place to do everything, or nothing” I must confess, that I did not expect much, hearing from a local friend who drove by the property. While previous vacations advertised themselves as located in Woodstock, this one truly is. Took us an hour and fourty minutes from manhattan, door to door. While it looked a little quirky at first sight, with an extension above the living room, once we entered we realized that it serves as a giant sky light, opening the space to the surrounding woods. The living area is spacious,filled with light, while the adjacent bedroom is cozy and rather romantic. Out of the woods and just down the road is the 'sunfrost' market and deli where we had our best juice ever at lunch time. After an afternoon stroll in Woodstock we spent the evening on the deck with a glass of Pinot. A red tailed hawk joined us for a while perched on a branch above a neat pile of cut wood, but soon lost interest and flew away. With the wine in-tow we plunged into the hot tub the way of adam and Eve. The next day I mostly lazed around, while wify practiced her graceful Tai-Chi on the deck. we had a great dinner at the 'red onion' which can not be put to shame by any New York establishment triple it's price. In short; secluded, romantic and a perfect weekend escape.

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Price per night from

$287