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Oak Hill Vacation Rentals

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50 rentals in Oak Hill.
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Modern Gentleman’s Farm in the Catskill Mountains an all Season Dream Location, vacation rental in Oak Hill
Modern Gentleman’s Farm in the Catskill Mountains an all Season Dream Location, vacation rental in Oak Hill
Modern Gentleman’s Farm in the Catskill Mountains an all Season Dream Location, vacation rental in Oak Hill

Modern Gentleman’s Farm in the Catskill Mountains an all Season Dream Location

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Tentrr Signature Site - Locust Grove, vacation rental in Oak Hill
Tentrr Signature Site - Locust Grove, vacation rental in Oak Hill
Tentrr Signature Site - Locust Grove, vacation rental in Oak Hill

Tentrr Signature Site - Locust Grove

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Amaya Guesthouse, vacation rental in Oak Hill
Amaya Guesthouse, vacation rental in Oak Hill
Amaya Guesthouse, vacation rental in Oak Hill

Amaya Guesthouse

Rental Home
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Your peaceful and private retreat for a get-away with friends or family!, vacation rental in Oak Hill
Your peaceful and private retreat for a get-away with friends or family!, vacation rental in Oak Hill
Your peaceful and private retreat for a get-away with friends or family!, vacation rental in Oak Hill

Your peaceful and private retreat for a get-away with friends or family!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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10 MIN to WINDHAM CLASSIC 4BR LOG CABIN MOUNTAIN VIEWS Deck Hot Tub Fire Pit, vacation rental in Oak Hill
10 MIN to WINDHAM CLASSIC 4BR LOG CABIN MOUNTAIN VIEWS Deck Hot Tub Fire Pit, vacation rental in Oak Hill
10 MIN to WINDHAM CLASSIC 4BR LOG CABIN MOUNTAIN VIEWS Deck Hot Tub Fire Pit, vacation rental in Oak Hill

10 MIN to WINDHAM CLASSIC 4BR LOG CABIN MOUNTAIN VIEWS Deck Hot Tub Fire Pit

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Find Peace in a Fab Farmhouse. Stargaze from the Plunge Tub., vacation rental in Oak Hill
Find Peace in a Fab Farmhouse. Stargaze from the Plunge Tub., vacation rental in Oak Hill
Find Peace in a Fab Farmhouse. Stargaze from the Plunge Tub., vacation rental in Oak Hill

Find Peace in a Fab Farmhouse. Stargaze from the Plunge Tub.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Ski Windham! Private swimming, beautiful nature walks. Family comfort., vacation rental in Oak Hill
Ski Windham! Private swimming, beautiful nature walks. Family comfort., vacation rental in Oak Hill
Ski Windham! Private swimming, beautiful nature walks. Family comfort., vacation rental in Oak Hill

Ski Windham! Private swimming, beautiful nature walks. Family comfort.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Mountain Creek Retreat
East Durham, NY, vacation rental in Oak Hill
Mountain Creek Retreat
East Durham, NY, vacation rental in Oak Hill
Mountain Creek Retreat
East Durham, NY, vacation rental in Oak Hill

Mountain Creek Retreat East Durham, NY

Rental Home
8 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES, vacation rental in Oak Hill
FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES, vacation rental in Oak Hill
FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES, vacation rental in Oak Hill

FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES

Cabin
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!, vacation rental in Oak Hill
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!, vacation rental in Oak Hill
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!, vacation rental in Oak Hill

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Endless Mountain Views.  8 miles to Windham Mountain!, vacation rental in Oak Hill
NEW! Endless Mountain Views.  8 miles to Windham Mountain!, vacation rental in Oak Hill
NEW! Endless Mountain Views.  8 miles to Windham Mountain!, vacation rental in Oak Hill

NEW! Endless Mountain Views. 8 miles to Windham Mountain!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Catskills Mtn Retreat w/ Panoramic View & Fire Pit, vacation rental in Oak Hill
Catskills Mtn Retreat w/ Panoramic View & Fire Pit, vacation rental in Oak Hill
Catskills Mtn Retreat w/ Panoramic View & Fire Pit, vacation rental in Oak Hill

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

Rental Home
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Charming 2 Bedroom guesthouse in Catskills, vacation rental in Oak Hill
Charming 2 Bedroom guesthouse in Catskills, vacation rental in Oak Hill
Charming 2 Bedroom guesthouse in Catskills, vacation rental in Oak Hill

Charming 2 Bedroom guesthouse in Catskills

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Windham Mtn Home w/Deck & BBQ: ~3 Mi to Zoom Flume, vacation rental in Oak Hill
Windham Mtn Home w/Deck & BBQ: ~3 Mi to Zoom Flume, vacation rental in Oak Hill
Windham Mtn Home w/Deck & BBQ: ~3 Mi to Zoom Flume, vacation rental in Oak Hill

Windham Mtn Home w/Deck & BBQ: ~3 Mi to Zoom Flume

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Home w/ Sauna & Fire Pit: 13 Miles to Windham Mtn!, vacation rental in Oak Hill
Home w/ Sauna & Fire Pit: 13 Miles to Windham Mtn!, vacation rental in Oak Hill
Home w/ Sauna & Fire Pit: 13 Miles to Windham Mtn!, vacation rental in Oak Hill

Home w/ Sauna & Fire Pit: 13 Miles to Windham Mtn!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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NEW! Preston Hollow Chalet w/ Hiking on 38 Acres!, vacation rental in Oak Hill
NEW! Preston Hollow Chalet w/ Hiking on 38 Acres!, vacation rental in Oak Hill
NEW! Preston Hollow Chalet w/ Hiking on 38 Acres!, vacation rental in Oak Hill

NEW! Preston Hollow Chalet w/ Hiking on 38 Acres!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Windham - Hot Tub�Game RoomFire Pit�Ski Views �, vacation rental in Oak Hill
Windham - Hot Tub�Game RoomFire Pit�Ski Views �, vacation rental in Oak Hill
Windham - Hot Tub�Game RoomFire Pit�Ski Views �, vacation rental in Oak Hill

Windham - Hot Tub�Game RoomFire Pit�Ski Views �

Rental Home
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
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Historic Catskill Mountain House close to Windham , vacation rental in Oak Hill
Historic Catskill Mountain House close to Windham , vacation rental in Oak Hill
Historic Catskill Mountain House close to Windham , vacation rental in Oak Hill

Historic Catskill Mountain House close to Windham

Rental Home
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Meadows, Birdsong, Peace and Quiet, vacation rental in Oak Hill
Meadows, Birdsong, Peace and Quiet, vacation rental in Oak Hill
Meadows, Birdsong, Peace and Quiet, vacation rental in Oak Hill

Meadows, Birdsong, Peace and Quiet

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Tentrr Signature Site - Creekside Zen in Catskills, vacation rental in Oak Hill
Tentrr Signature Site - Creekside Zen in Catskills, vacation rental in Oak Hill
Tentrr Signature Site - Creekside Zen in Catskills, vacation rental in Oak Hill

Tentrr Signature Site - Creekside Zen in Catskills

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Country Place Resort Home of Zoom Flume Water park, vacation rental in Oak Hill
The Country Place Resort Home of Zoom Flume Water park, vacation rental in Oak Hill
The Country Place Resort Home of Zoom Flume Water park, vacation rental in Oak Hill

The Country Place Resort Home of Zoom Flume Water park

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly, vacation rental in Oak Hill
Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly, vacation rental in Oak Hill
Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly, vacation rental in Oak Hill

Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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VILLA MARIE Luxury Cabin from our Tiny Cabin Collection Dogs ok , vacation rental in Oak Hill
VILLA MARIE Luxury Cabin from our Tiny Cabin Collection Dogs ok , vacation rental in Oak Hill
VILLA MARIE Luxury Cabin from our Tiny Cabin Collection Dogs ok , vacation rental in Oak Hill

VILLA MARIE Luxury Cabin from our Tiny Cabin Collection Dogs ok

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy Cabin  Sleeps 2  Dog Friendly, vacation rental in Oak Hill
Cozy Cabin  Sleeps 2  Dog Friendly, vacation rental in Oak Hill
Cozy Cabin  Sleeps 2  Dog Friendly, vacation rental in Oak Hill

Cozy Cabin Sleeps 2 Dog Friendly

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Four Season Farmhouse near Skiing, vacation rental in Oak Hill
Four Season Farmhouse near Skiing, vacation rental in Oak Hill
Four Season Farmhouse near Skiing, vacation rental in Oak Hill

Four Season Farmhouse near Skiing

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Tentrr Signature Site - Moon Song Farm, vacation rental in Oak Hill
Tentrr Signature Site - Moon Song Farm, vacation rental in Oak Hill
Tentrr Signature Site - Moon Song Farm, vacation rental in Oak Hill

Tentrr Signature Site - Moon Song Farm

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Family friendly with fireplace and swingset, vacation rental in Oak Hill
Family friendly with fireplace and swingset, vacation rental in Oak Hill
Family friendly with fireplace and swingset, vacation rental in Oak Hill

Family friendly with fireplace and swingset

Rental Home
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Tentrr Signature Site - Locust Grove, vacation rental in Oak Hill
Tentrr Signature Site - Locust Grove, vacation rental in Oak Hill
Tentrr Signature Site - Locust Grove, vacation rental in Oak Hill

Tentrr Signature Site - Locust Grove

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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HideAway Tiny Cabin   Dog friendly Sleeps 5, vacation rental in Oak Hill
HideAway Tiny Cabin   Dog friendly Sleeps 5, vacation rental in Oak Hill
HideAway Tiny Cabin   Dog friendly Sleeps 5, vacation rental in Oak Hill

HideAway Tiny Cabin Dog friendly Sleeps 5

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Mountain View Tiny Cabin , vacation rental in Oak Hill
Mountain View Tiny Cabin , vacation rental in Oak Hill
Mountain View Tiny Cabin , vacation rental in Oak Hill

Mountain View Tiny Cabin

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Edelweiss Mountain Retreat, vacation rental in Oak Hill
Edelweiss Mountain Retreat, vacation rental in Oak Hill
Edelweiss Mountain Retreat, vacation rental in Oak Hill

Edelweiss Mountain Retreat

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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NEW! Spacious Durham Home w/ Separate Living Areas, vacation rental in Oak Hill
NEW! Spacious Durham Home w/ Separate Living Areas, vacation rental in Oak Hill
NEW! Spacious Durham Home w/ Separate Living Areas, vacation rental in Oak Hill

NEW! Spacious Durham Home w/ Separate Living Areas

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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'The Reflection House' w/ On-Site Fishing!, vacation rental in Oak Hill
'The Reflection House' w/ On-Site Fishing!, vacation rental in Oak Hill
'The Reflection House' w/ On-Site Fishing!, vacation rental in Oak Hill

'The Reflection House' w/ On-Site Fishing!

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Industrial Chic Catskills All-Season Getaway, vacation rental in Oak Hill
Industrial Chic Catskills All-Season Getaway, vacation rental in Oak Hill
Industrial Chic Catskills All-Season Getaway, vacation rental in Oak Hill

Industrial Chic Catskills All-Season Getaway

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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4 bedroom house 10 minutes to Windham Mountain, vacation rental in Oak Hill
4 bedroom house 10 minutes to Windham Mountain, vacation rental in Oak Hill
4 bedroom house 10 minutes to Windham Mountain, vacation rental in Oak Hill

4 bedroom house 10 minutes to Windham Mountain

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Million Dollar Unobstructed Mountain View’s, vacation rental in Oak Hill
Million Dollar Unobstructed Mountain View’s, vacation rental in Oak Hill
Million Dollar Unobstructed Mountain View’s, vacation rental in Oak Hill

Million Dollar Unobstructed Mountain View’s

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Rustic Cabin 5 Bedroom with Indoor Fireplace, vacation rental in Oak Hill
Rustic Cabin 5 Bedroom with Indoor Fireplace, vacation rental in Oak Hill
Rustic Cabin 5 Bedroom with Indoor Fireplace, vacation rental in Oak Hill

Rustic Cabin 5 Bedroom with Indoor Fireplace

Rental Home
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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3-bdrm Huxley Farmhouse. Formerly Armstrong Farm, vacation rental in Oak Hill
3-bdrm Huxley Farmhouse. Formerly Armstrong Farm, vacation rental in Oak Hill
3-bdrm Huxley Farmhouse. Formerly Armstrong Farm, vacation rental in Oak Hill

3-bdrm Huxley Farmhouse. Formerly Armstrong Farm

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pine Meadow - 3BR Country Home w/ Modern Amenities, vacation rental in Oak Hill
Pine Meadow - 3BR Country Home w/ Modern Amenities, vacation rental in Oak Hill
Pine Meadow - 3BR Country Home w/ Modern Amenities, vacation rental in Oak Hill

Pine Meadow - 3BR Country Home w/ Modern Amenities

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Country Farmhouse Overlooking the Catskill Mountains, vacation rental in Oak Hill
Country Farmhouse Overlooking the Catskill Mountains, vacation rental in Oak Hill
Country Farmhouse Overlooking the Catskill Mountains, vacation rental in Oak Hill

Country Farmhouse Overlooking the Catskill Mountains

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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1850 Catskills Farmhouse on 8 acres in E. Durham, vacation rental in Oak Hill
1850 Catskills Farmhouse on 8 acres in E. Durham, vacation rental in Oak Hill
1850 Catskills Farmhouse on 8 acres in E. Durham, vacation rental in Oak Hill

1850 Catskills Farmhouse on 8 acres in E. Durham

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Amazing Views, Away from it all!, vacation rental in Oak Hill
Amazing Views, Away from it all!, vacation rental in Oak Hill
Amazing Views, Away from it all!, vacation rental in Oak Hill

Amazing Views, Away from it all!

Rental Home
3 bedrooms
1 bathroom
Sleeps 15
Match: Sleeps
More info
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1828 Farmhouse Country Estate in The Heart of The Catskill Mountains, vacation rental in Oak Hill
1828 Farmhouse Country Estate in The Heart of The Catskill Mountains, vacation rental in Oak Hill
1828 Farmhouse Country Estate in The Heart of The Catskill Mountains, vacation rental in Oak Hill

1828 Farmhouse Country Estate in The Heart of The Catskill Mountains

Rental Home
10 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Peaceful serenity with Amazing views, vacation rental in Oak Hill
Peaceful serenity with Amazing views, vacation rental in Oak Hill
Peaceful serenity with Amazing views, vacation rental in Oak Hill

Peaceful serenity with Amazing views

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW | 1860s Farmhouse | 15 Mins from Skiing | BBQ, vacation rental in Oak Hill
NEW | 1860s Farmhouse | 15 Mins from Skiing | BBQ, vacation rental in Oak Hill
NEW | 1860s Farmhouse | 15 Mins from Skiing | BBQ, vacation rental in Oak Hill

NEW | 1860s Farmhouse | 15 Mins from Skiing | BBQ

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
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Gorgeous breathtaking Mountain Valley Views, vacation rental in Oak Hill
Gorgeous breathtaking Mountain Valley Views, vacation rental in Oak Hill
Gorgeous breathtaking Mountain Valley Views, vacation rental in Oak Hill

Gorgeous breathtaking Mountain Valley Views

Rental Home
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Upstate NY: Private,Newly renovated 3 bed/2bath home close to Hudson+Widham, NY, vacation rental in Oak Hill
Upstate NY: Private,Newly renovated 3 bed/2bath home close to Hudson+Widham, NY, vacation rental in Oak Hill
Upstate NY: Private,Newly renovated 3 bed/2bath home close to Hudson+Widham, NY, vacation rental in Oak Hill

Upstate NY: Private,Newly renovated 3 bed/2bath home close to Hudson+Widham, NY

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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‘Red Roof Cottage’ Windham ALL NEW CONSTRUCTION, vacation rental in Oak Hill
‘Red Roof Cottage’ Windham ALL NEW CONSTRUCTION, vacation rental in Oak Hill
‘Red Roof Cottage’ Windham ALL NEW CONSTRUCTION, vacation rental in Oak Hill

‘Red Roof Cottage’ Windham ALL NEW CONSTRUCTION

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning 3-Bedroom Home in Catkills Near Windham, vacation rental in Oak Hill
Stunning 3-Bedroom Home in Catkills Near Windham, vacation rental in Oak Hill
Stunning 3-Bedroom Home in Catkills Near Windham, vacation rental in Oak Hill

Stunning 3-Bedroom Home in Catkills Near Windham

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI, vacation rental in Oak Hill
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI, vacation rental in Oak Hill
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI, vacation rental in Oak Hill

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI

Rental Home
8 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps
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