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Roxbury Holiday Apartments

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50 rentals in Roxbury.
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A paradise in the woods, with a view for miles., holiday rental in Roxbury

A paradise in the woods, with a view for miles.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Catskill Mountain View House, Belleayre, Fire Pit!, holiday rental in Roxbury

Catskill Mountain View House, Belleayre, Fire Pit!

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Secret Catskill Cabin, holiday rental in Roxbury

Secret Catskill Cabin

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Plattekill Ski Center & Stone Tavern Farm/3 miles - Sleeps 12 & Dog Friendly, holiday rental in Roxbury

Plattekill Ski Center & Stone Tavern Farm/3 miles - Sleeps 12 & Dog Friendly

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Tyler Hill - Catskill Country Getaway - Minutes to Wedding Venues, holiday rental in Roxbury

Tyler Hill - Catskill Country Getaway - Minutes to Wedding Venues

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Meyorning Manor - near all wedding venues and ski resorts, holiday rental in Roxbury

Meyorning Manor - near all wedding venues and ski resorts

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Twin Peaks in the Catskills, holiday rental in Roxbury

Twin Peaks in the Catskills

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Villa Sposa Elegante romantic getaway (property is for sale), holiday rental in Roxbury

Villa Sposa Elegante romantic getaway (property is for sale)

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Historic House w/Record Player, Walk to Dtwn!, holiday rental in Roxbury

NEW! Historic House w/Record Player, Walk to Dtwn!

7 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Charming 2-bedroom Country Cottage in the Catskill Mountains, holiday rental in Roxbury

Charming 2-bedroom Country Cottage in the Catskill Mountains

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Cottage with Stunning Mountain Views, holiday rental in Roxbury

Cozy Cottage with Stunning Mountain Views

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Elegant Catskill Mountain Getaway, a spacious, new, two bedroom retreat, holiday rental in Roxbury

Elegant Catskill Mountain Getaway, a spacious, new, two bedroom retreat

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mountain Retreat Close to Hunter / Windham Mountain, holiday rental in Roxbury

Mountain Retreat Close to Hunter / Windham Mountain

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham, holiday rental in Roxbury

Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Country Farmhouse along the Catskill Scenic Trail, holiday rental in Roxbury

Country Farmhouse along the Catskill Scenic Trail

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Meadowlark, a delightful and unique Catskill Mountain Cottage. Extraordinary, holiday rental in Roxbury

Meadowlark, a delightful and unique Catskill Mountain Cottage. Extraordinary

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain, holiday rental in Roxbury

Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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HUGE Farmhouse with 5BR on 200 acres with POND, holiday rental in Roxbury

HUGE Farmhouse with 5BR on 200 acres with POND

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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3 SKIING RESORTS NEARBY!, holiday rental in Roxbury

3 SKIING RESORTS NEARBY!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Escape:  Gorgeous Mountain View Hideaway: AC, big deck & fire pit, holiday rental in Roxbury

Escape: Gorgeous Mountain View Hideaway: AC, big deck & fire pit

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mountain Top Retreat, 116 private acres, holiday rental in Roxbury

Mountain Top Retreat, 116 private acres

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Catskill Bungalow - Tiny House Vacation for couples, Windham & Hunter NY, skiing, holiday rental in Roxbury

Catskill Bungalow - Tiny House Vacation for couples, Windham & Hunter NY, skiing

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Northern Catskills Getaway!, holiday rental in Roxbury

Northern Catskills Getaway!

6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Catskills Country Home Near Major Ski Resorts in Wooded Setting, holiday rental in Roxbury

Catskills Country Home Near Major Ski Resorts in Wooded Setting

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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STYLISH and posh Contemporary 3 BR/2.5BA w/Hot Tub in a private country setting, holiday rental in Roxbury

STYLISH and posh Contemporary 3 BR/2.5BA w/Hot Tub in a private country setting

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable Log Cabin With Stunning Views, holiday rental in Roxbury

Comfortable Log Cabin With Stunning Views

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New!!! Catskills Country House (6 Bedroom/dual lounge) w/ Game Room, holiday rental in Roxbury

New!!! Catskills Country House (6 Bedroom/dual lounge) w/ Game Room

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Skier/Snowboarders Retreat in Prattsville, N.Y., holiday rental in Roxbury

Skier/Snowboarders Retreat in Prattsville, N.Y.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chic Country Contemporary - Strong WiFi - Long Term Stays Allowed, Pet Friendly, holiday rental in Roxbury

Chic Country Contemporary - Strong WiFi - Long Term Stays Allowed, Pet Friendly

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!, holiday rental in Roxbury

'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hamilton at the Kaaterskill House, holiday rental in Roxbury

Hamilton at the Kaaterskill House

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Ski Chalet with Mountain Views - Grill & Firepit, holiday rental in Roxbury

Ski Chalet with Mountain Views - Grill & Firepit

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Stonefield Farm is the perfect getaway any time of the year., holiday rental in Roxbury

Stonefield Farm is the perfect getaway any time of the year.

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Quiet Catskills Getaway w/Deck-Panoramic Mtn Views, holiday rental in Roxbury

Quiet Catskills Getaway w/Deck-Panoramic Mtn Views

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stamford Lakefront Home w/ Dock & Wraparound Deck!, holiday rental in Roxbury

Stamford Lakefront Home w/ Dock & Wraparound Deck!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lovely place: Please use **********/rooms/********, holiday rental in Roxbury

Lovely place: Please use **********/rooms/********

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Second Wind, holiday rental in Roxbury

Second Wind

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Greycourt at the Kaaterskill House, holiday rental in Roxbury

Greycourt at the Kaaterskill House

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Ivanhurst at Kaaterskill House, holiday rental in Roxbury

Ivanhurst at Kaaterskill House

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Chalet apartment with European charm and genuine warmth., holiday rental in Roxbury

Chalet apartment with European charm and genuine warmth.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Farmhouse w/Deck in the Catskills!, holiday rental in Roxbury

Historic Farmhouse w/Deck in the Catskills!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Hayfield, holiday rental in Roxbury

Tentrr Signature Site - Hayfield

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Mountaintop, holiday rental in Roxbury

Tentrr Signature Site - Mountaintop

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Tentrr Signature Site - Mountainside, holiday rental in Roxbury

Tentrr Signature Site - Mountainside

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Roxbury Mile High Club, holiday rental in Roxbury

Tentrr Signature Site - Roxbury Mile High Club

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - The Hollow, holiday rental in Roxbury

Tentrr Signature Site - The Hollow

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Catskills Home w/Deck & Game Room 14Mi to Ski, holiday rental in Roxbury

NEW! Catskills Home w/Deck & Game Room 14Mi to Ski

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Tucked-Away Cabin w/ Furnished Deck + Grill!, holiday rental in Roxbury

NEW! Tucked-Away Cabin w/ Furnished Deck + Grill!

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Stamford Escape: Ski, Fish, Hunt, Hike & More, holiday rental in Roxbury

NEW! Stamford Escape: Ski, Fish, Hunt, Hike & More

6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Country Village Cottage, holiday rental in Roxbury

Country Village Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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