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Holiday Rentals in Oak Hill

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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, holiday rental in Oak Hill
Modern Gentleman’s Farm in the Catskill Mountains an all Season Dream Location, holiday rental in Oak Hill
Modern Gentleman’s Farm in the Catskill Mountains an all Season Dream Location, holiday rental in Oak Hill

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

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

Tentrr Signature Site - Locust Grove

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Amaya Guesthouse, holiday rental in Oak Hill
Amaya Guesthouse, holiday rental in Oak Hill
Amaya Guesthouse, holiday rental in Oak Hill

Amaya Guesthouse

Holiday Rental House
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!, holiday rental in Oak Hill
Your peaceful and private retreat for a get-away with friends or family!, holiday rental in Oak Hill
Your peaceful and private retreat for a get-away with friends or family!, holiday rental in Oak Hill

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

Holiday Rental House
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, holiday rental in Oak Hill
10 MIN to WINDHAM CLASSIC 4BR LOG CABIN MOUNTAIN VIEWS Deck Hot Tub Fire Pit, holiday rental in Oak Hill
10 MIN to WINDHAM CLASSIC 4BR LOG CABIN MOUNTAIN VIEWS Deck Hot Tub Fire Pit, holiday rental in Oak Hill

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

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

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

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

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

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

Mountain Creek Retreat East Durham, NY

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

FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES

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

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

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

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

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

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Charming 2 Bedroom guesthouse in Catskills

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Windham Mtn Home w/Deck & BBQ: ~3 Mi to Zoom Flume, holiday rental in Oak Hill
Windham Mtn Home w/Deck & BBQ: ~3 Mi to Zoom Flume, holiday rental in Oak Hill
Windham Mtn Home w/Deck & BBQ: ~3 Mi to Zoom Flume, holiday 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!, holiday rental in Oak Hill
Home w/ Sauna & Fire Pit: 13 Miles to Windham Mtn!, holiday rental in Oak Hill
Home w/ Sauna & Fire Pit: 13 Miles to Windham Mtn!, holiday rental in Oak Hill

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Preston Hollow Chalet w/ Hiking on 38 Acres!, holiday rental in Oak Hill
NEW! Preston Hollow Chalet w/ Hiking on 38 Acres!, holiday rental in Oak Hill
NEW! Preston Hollow Chalet w/ Hiking on 38 Acres!, holiday rental in Oak Hill

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

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

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

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Historic Catskill Mountain House close to Windham , holiday rental in Oak Hill
Historic Catskill Mountain House close to Windham , holiday rental in Oak Hill
Historic Catskill Mountain House close to Windham , holiday rental in Oak Hill

Historic Catskill Mountain House close to Windham

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Meadows, Birdsong, Peace and Quiet, holiday rental in Oak Hill
Meadows, Birdsong, Peace and Quiet, holiday rental in Oak Hill
Meadows, Birdsong, Peace and Quiet, holiday rental in Oak Hill

Meadows, Birdsong, Peace and Quiet

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

Tentrr Signature Site - Creekside Zen in Catskills

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Country Place Resort Home of Zoom Flume Water park, holiday rental in Oak Hill
The Country Place Resort Home of Zoom Flume Water park, holiday rental in Oak Hill
The Country Place Resort Home of Zoom Flume Water park, holiday 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, holiday rental in Oak Hill
Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly, holiday rental in Oak Hill
Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly, holiday rental in Oak Hill

Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly

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

VILLA MARIE Luxury Cabin from our Tiny Cabin Collection Dogs ok

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

Cozy Cabin Sleeps 2 Dog Friendly

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Four Season Farmhouse near Skiing, holiday rental in Oak Hill
Four Season Farmhouse near Skiing, holiday rental in Oak Hill
Four Season Farmhouse near Skiing, holiday rental in Oak Hill

Four Season Farmhouse near Skiing

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

Tentrr Signature Site - Moon Song Farm

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

Family friendly with fireplace and swingset

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

Tentrr Signature Site - Locust Grove

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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HideAway Tiny Cabin   Dog friendly Sleeps 5, holiday rental in Oak Hill
HideAway Tiny Cabin   Dog friendly Sleeps 5, holiday rental in Oak Hill
HideAway Tiny Cabin   Dog friendly Sleeps 5, holiday rental in Oak Hill

HideAway Tiny Cabin Dog friendly Sleeps 5

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Mountain View Tiny Cabin , holiday rental in Oak Hill
Mountain View Tiny Cabin , holiday rental in Oak Hill
Mountain View Tiny Cabin , holiday rental in Oak Hill

Mountain View Tiny Cabin

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Edelweiss Mountain Retreat, holiday rental in Oak Hill
Edelweiss Mountain Retreat, holiday rental in Oak Hill
Edelweiss Mountain Retreat, holiday rental in Oak Hill

Edelweiss Mountain Retreat

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

NEW! Spacious Durham Home w/ Separate Living Areas

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

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

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

Industrial Chic Catskills All-Season Getaway

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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4 bedroom house 10 minutes to Windham Mountain, holiday rental in Oak Hill
4 bedroom house 10 minutes to Windham Mountain, holiday rental in Oak Hill
4 bedroom house 10 minutes to Windham Mountain, holiday rental in Oak Hill

4 bedroom house 10 minutes to Windham Mountain

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Million Dollar Unobstructed Mountain View’s, holiday rental in Oak Hill
Million Dollar Unobstructed Mountain View’s, holiday rental in Oak Hill
Million Dollar Unobstructed Mountain View’s, holiday rental in Oak Hill

Million Dollar Unobstructed Mountain View’s

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

Rustic Cabin 5 Bedroom with Indoor Fireplace

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

3-bdrm Huxley Farmhouse. Formerly Armstrong Farm

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

Pine Meadow - 3BR Country Home w/ Modern Amenities

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

Country Farmhouse Overlooking the Catskill Mountains

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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1850 Catskills Farmhouse on 8 acres in E. Durham, holiday rental in Oak Hill
1850 Catskills Farmhouse on 8 acres in E. Durham, holiday rental in Oak Hill
1850 Catskills Farmhouse on 8 acres in E. Durham, holiday rental in Oak Hill

1850 Catskills Farmhouse on 8 acres in E. Durham

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

Amazing Views, Away from it all!

Holiday Rental House
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, holiday rental in Oak Hill
1828 Farmhouse Country Estate in The Heart of The Catskill Mountains, holiday rental in Oak Hill
1828 Farmhouse Country Estate in The Heart of The Catskill Mountains, holiday rental in Oak Hill

1828 Farmhouse Country Estate in The Heart of The Catskill Mountains

Holiday Rental House
10 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Peaceful serenity with Amazing views, holiday rental in Oak Hill
Peaceful serenity with Amazing views, holiday rental in Oak Hill
Peaceful serenity with Amazing views, holiday rental in Oak Hill

Peaceful serenity with Amazing views

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

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

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

Gorgeous breathtaking Mountain Valley Views

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

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

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

‘Red Roof Cottage’ Windham ALL NEW CONSTRUCTION

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

Stunning 3-Bedroom Home in Catkills Near Windham

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI, holiday rental in Oak Hill
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI, holiday rental in Oak Hill
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI, holiday rental in Oak Hill

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

Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps
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