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Castleton Holiday Rentals

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50 rentals in Castleton.
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Spectacular Location on Lake Bomoseen Vermont, holiday rental in Castleton

Spectacular Location on Lake Bomoseen Vermont

3 bedrooms
1 bathroom
Sleeps 6
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New listing! Waterfront, dog-friendly home w/ a full kitchen & beach access!, holiday rental in Castleton

New listing! Waterfront, dog-friendly home w/ a full kitchen & beach access!

4 bedrooms
2 bathrooms
Sleeps 9
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Ultimate Relaxing Vacation, holiday rental in Castleton

Ultimate Relaxing Vacation

3 bedrooms
2 bathrooms
Sleeps 6
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Waterfront Ponds,  Beautiful  , 51 Acre Property Retreat, holiday rental in Castleton

Waterfront Ponds, Beautiful , 51 Acre Property Retreat

4 bedrooms
3 bathrooms
Sleeps 7
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Picturesque Vermont Suite • Dramatic Mountain Views • Bed and Breakfast, holiday rental in Castleton

Picturesque Vermont Suite • Dramatic Mountain Views • Bed and Breakfast

1 bedroom
1 bathroom
Sleeps 4
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Visit- ***************** - Fiber-optic one gigabit per second. Pet Friendly, holiday rental in Castleton

Visit- ***************** - Fiber-optic one gigabit per second. Pet Friendly

3 bedrooms
2 bathrooms
Sleeps 9
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Beautiful Lakefront Home, Great for a Peaceful Getaway..., holiday rental in Castleton

Beautiful Lakefront Home, Great for a Peaceful Getaway...

3 bedrooms
2 bathrooms
Sleeps 8
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Charming cottage located on peaceful Lake Bomoseen, holiday rental in Castleton

Charming cottage located on peaceful Lake Bomoseen

2 bedrooms
1 bathroom
Sleeps 4
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Huletts Landing, NY in Southern Adirondacks near Lake George & Lake Champlain, holiday rental in Castleton

Huletts Landing, NY in Southern Adirondacks near Lake George & Lake Champlain

2 bedrooms
2 bathrooms
Sleeps 6
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Farmhouse with gracious grounds/Killington sking/campus weekends, Middlebury,, holiday rental in Castleton

Farmhouse with gracious grounds/Killington sking/campus weekends, Middlebury,

3 bedrooms
3 bathrooms
Sleeps 8
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Unwind overlooking the tranquil beauty of Hills Pond, holiday rental in Castleton

Unwind overlooking the tranquil beauty of Hills Pond

3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Lakeside Farmhouse On Lake Hortonia | Champlain Valley, holiday rental in Castleton

Beautiful Lakeside Farmhouse On Lake Hortonia | Champlain Valley

3 bedrooms
3 bathrooms
Sleeps 6
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Vintage 1920's Lake Front Cottage on Beautiful Lake Hortonia in Central Vermont, holiday rental in Castleton

Vintage 1920's Lake Front Cottage on Beautiful Lake Hortonia in Central Vermont

2 bedrooms
1 bathroom
Sleeps 4
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Vermont Cottage • Sleeps Five  •  Spectacular Mountain Views • Bed and Breakfast, holiday rental in Castleton

Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast

2 bedrooms
1 bathroom
Sleeps 5
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Restful and Relaxing Lakeside Cottage on Lake Bomoseen, holiday rental in Castleton

Restful and Relaxing Lakeside Cottage on Lake Bomoseen

3 bedrooms
1 bathroom
Sleeps 6
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Beautiful sunsets & relaxation, holiday rental in Castleton

Beautiful sunsets & relaxation

3 bedrooms
2 bathrooms
Sleeps 6
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Classic 1920s Farmhouse Beautifully Restored, Idyllic Setting, holiday rental in Castleton

Classic 1920s Farmhouse Beautifully Restored, Idyllic Setting

5 bedrooms
2 bathrooms
Sleeps 6
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The Little House Vermont, holiday rental in Castleton

The Little House Vermont

1 bedroom
2 bathrooms
Sleeps 4
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Vermont cottage/ duplex Beautiful Lake St Catherine, holiday rental in Castleton

Vermont cottage/ duplex Beautiful Lake St Catherine

2 bedrooms
1 bathroom
Sleeps 6
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Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck!, holiday rental in Castleton

Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck!

3 bedrooms
1 bathroom
Sleeps 7
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Two Cottages at Waters Edge with Spectacular View of Water and Mountains, holiday rental in Castleton

Two Cottages at Waters Edge with Spectacular View of Water and Mountains

5 bedrooms
2 bathrooms
Sleeps 11
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Charming home w/  two large decks, & pond views - close to skiing, holiday rental in Castleton

Charming home w/ two large decks, & pond views - close to skiing

2 bedrooms
2 bathrooms
Sleeps 4
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RYE CHALET IN HIDDEN VALLEY. Spectacular views. Vermont's famous fresh air., holiday rental in Castleton

RYE CHALET IN HIDDEN VALLEY. Spectacular views. Vermont's famous fresh air.

3 bedrooms
3 bathrooms
Sleeps 10
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Unique Luxury Church near Killington - sleeps 10!, holiday rental in Castleton

Unique Luxury Church near Killington - sleeps 10!

3 bedrooms
3 bathrooms
Sleeps 10
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Unwind from it All, holiday rental in Castleton

Unwind from it All

3 bedrooms
2 bathrooms
Sleeps 9
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3 bedroom Cottage at Waters Edge with Spectacular view of water and mountains, holiday rental in Castleton

3 bedroom Cottage at Waters Edge with Spectacular view of water and mountains

3 bedrooms
1 bathroom
Sleeps 7
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the Travers House at Chamberlin Farms, holiday rental in Castleton

the Travers House at Chamberlin Farms

4 bedrooms
2 bathrooms
Sleeps 7
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Cabin 1 Killington / Rutland Clean, Comfortable 1 Bedroom Cabin, holiday rental in Castleton

Cabin 1 Killington / Rutland Clean, Comfortable 1 Bedroom Cabin

1 bedroom
1 bathroom
Sleeps 4
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Cabin 4 Killington / Rutland Clean, Comfortable 2 Bedroom Cabin, holiday rental in Castleton

Cabin 4 Killington / Rutland Clean, Comfortable 2 Bedroom Cabin

2 bedrooms
3 bathrooms
Sleeps 6
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Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt., holiday rental in Castleton

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

3 bedrooms
2 bathrooms
Sleeps 6
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Near Okemo and Manchester, VT Contemporary Rental Home at base of national forest with In-law Apartment, holiday rental in Castleton

Near Okemo and Manchester, VT Contemporary Rental Home at base of national forest with In-law Apartment

4 bedrooms
4 bathrooms
Sleeps 8
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Modern Country in Vermont, holiday rental in Castleton

Modern Country in Vermont

1 bedroom
1 bathroom
Sleeps 2
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Vermont Living  Central Location, holiday rental in Castleton

Vermont Living Central Location

2 bedrooms
2 bathrooms
Sleeps 4
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Kamp Koby, holiday rental in Castleton

Kamp Koby

2 bedrooms
1 bathroom
Sleeps 4
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Contemporary Spacious 7br/6.5 bath home near Killington VT, holiday rental in Castleton

Contemporary Spacious 7br/6.5 bath home near Killington VT

7 bedrooms
7 bathrooms
Sleeps 22
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The I.B. Munson House Inn - All Bedrooms, holiday rental in Castleton

The I.B. Munson House Inn - All Bedrooms

4 bedrooms
4 bathrooms
Sleeps 8
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The I.B. Munson House Inn - Bedroom 1, holiday rental in Castleton

The I.B. Munson House Inn - Bedroom 1

1 bedroom
1 bathroom
Sleeps 2
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The I.B. Munson House Inn - Bedroom 4, holiday rental in Castleton

The I.B. Munson House Inn - Bedroom 4

1 bedroom
1 bathroom
Sleeps 2
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The I.B. Munson House Inn - Bedroom 2, holiday rental in Castleton

The I.B. Munson House Inn - Bedroom 2

1 bedroom
1 bathroom
Sleeps 2
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The I.B. Munson House Inn - Bedroom 3, holiday rental in Castleton

The I.B. Munson House Inn - Bedroom 3

1 bedroom
1 bathroom
Sleeps 2
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Spacious Rutland Townhome w/Fire Pit- Walk to Town, holiday rental in Castleton

Spacious Rutland Townhome w/Fire Pit- Walk to Town

4 bedrooms
2 bathrooms
Sleeps 11
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Idyllic Pittsford Farmhouse~20Mi to Killington Ski, holiday rental in Castleton

Idyllic Pittsford Farmhouse~20Mi to Killington Ski

7 bedrooms
3 bathrooms
Sleeps 12
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One Gigabit/Second Fiber Internet With Mountains Views, holiday rental in Castleton

One Gigabit/Second Fiber Internet With Mountains Views

2 bedrooms
1 bathroom
Sleeps 4
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Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ, holiday rental in Castleton

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

4 bedrooms
2 bathrooms
Sleeps 10
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Luxe, Scenic Mountain Escape w/ Pond & Fire Pit, holiday rental in Castleton

Luxe, Scenic Mountain Escape w/ Pond & Fire Pit

5 bedrooms
2 bathrooms
Sleeps 11
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Cabin 2 Killington / Rutland Clean Comfortable 2 Bedroom Cabin, holiday rental in Castleton

Cabin 2 Killington / Rutland Clean Comfortable 2 Bedroom Cabin

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cortina Mountain Chalet, holiday rental in Castleton

Cortina Mountain Chalet

3 bedrooms
3 bathrooms
Sleeps 12
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Skyfall, holiday rental in Castleton

Skyfall

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Stunning Vermont Cabin w/ Private Lake Access, holiday rental in Castleton

NEW! Stunning Vermont Cabin w/ Private Lake Access

1 bedroom
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Wallingford Retreat - Near Skiing & Hiking!, holiday rental in Castleton

NEW! Wallingford Retreat - Near Skiing & Hiking!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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