Explore Windham Mountain Resort Wedding-Friendly Rentals

     

House

Located within 10 minutes from both Windham Mountain and Hunter Mountain!

• New York
• ·
• Jewett
• 2.50 mi to center

10.0

Exceptional

(17 Reviews)

5 Bedrooms 3 Baths 11 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $787/Night 7 Nights - US $5,507

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New

House

The Makely House - Hot Tub Barn Large Groups

• Kingston
• ·
• Hensonville
• 0.95 mi to center

7 Bedrooms 7 Baths 15 Guests 3799.66 ft²

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  View

US $969/Night 7 Nights - US $6,786

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Hotel

The Winwood Condominiums

• Kingston
• ·
• Windham
• 2.01 mi to center

8.8

Fabulous

(362 Reviews)

1 Bath

• 
  Parking
• 
  Pool
• 
  Skiing
• 
  Balcony/Terrace

US $200/Night 7 Nights - US $1,399

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House

Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace

• Kingston
• ·
• Windham
• 3.95 mi to center

9.4

Exceptional

(30 Reviews)

5 Bedrooms 3 Baths 15 Guests 4000 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $533/Night 7 Nights - US $3,731

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House

Catskills Mountain Retreat - Luxury Meets Serenity

• New York
• ·
• Jewett
• 0.30 mi to center

10.0

Exceptional

(4 Reviews)

4 Bedrooms 3 Baths 8 Guests 2647.92 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Kitchen

US $510/Night 7 Nights - US $3,567

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Cabin

Windham NY Escape

• Kingston
• ·
• Hensonville
• 1.03 mi to center

10.0

Exceptional

(1 Review)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $542/Night 7 Nights - US $3,796

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House

Mountainview Estate | Private Lake + Heated Pool, Spa + Game Room | 12BR Retreat

• Kingston
• ·
• East Jewett
• 4.2 mi to center

12 Bedrooms 8 Baths 48 Guests 7800 ft²

• 
  Private Pool
• 
  Hot Tub
• 
  Parking
• 
  Pool

US $2,654/Night 7 Nights - US $18,576

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Ski Chalet

Woodpecker House - Mountain retreat with hot tub - 10 min to skiing in Hunter & Windham

• New York
• ·
• Jewett
• 1.78 mi to center

10.0

Exceptional

(2 Reviews)

4 Bedrooms 2 Baths 8 Guests 1905.21 ft²

• 
  Hot Tub
• 
  Parking
• 
  Skiing
• 
  Balcony/Terrace

US $569/Night 7 Nights - US $3,983

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      Highly Rated

Bed & Breakfast

Antique Rose Inn Windham

• Kingston
• ·
• Windham
• 3.57 mi to center

9.0

Exceptional

(133 Reviews)

1 Bedroom 1 Bath

• 
  Breakfast
• 
  Parking
• 
  Skiing
• 
  Balcony/Terrace

US $146/Night 7 Nights - US $1,021

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New

House

Perfect 4-bedroom luxury home in Windham with outdoor firepit and hot tub.

• Kingston
• ·
• Hensonville
• 0.58 mi to center

4 Bedrooms 2 Baths 8 Guests

• 
  Internet
• 
  Laundry
• 
  Bedding/Linens
• 
  Wellness Facilities

US $566/Night 7 Nights - US $3,961

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House

Your Windham Fall and Winter Escape Awaits!

• Kingston
• ·
• Hensonville
• 0.76 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 2 Baths 6 Guests 1205.56 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

US $343/Night 7 Nights - US $2,401

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House

New! Stunning 5BR at Hunter/Windham w Oversized Deck, 5 Acres, and Mountain View

• New York
• ·
• Jewett
• 2.89 mi to center

5 Bedrooms 4 Baths 16 Guests 5000 ft²

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $556/Night 7 Nights - US $3,893

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Villa

Mountain Blue Vista - Hot tub, Firepit, 10 acres, perfect location!

• New York
• ·
• Jewett
• 0.10 mi to center

10.0

Exceptional

(1 Review)

4 Bedrooms 3 Baths 10 Guests 3595.15 ft²

• 
  Oceanfront
• 
  Hot Tub
• 
  EV Charge Station
• 
  Parking

US $882/Night 7 Nights - US $6,172

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New

House

Catskills Retreat - 3Br with 3 En Suites - Near Windham & Wedding Venues

• Kingston
• ·
• Windham
• 0.60 mi to center

3 Bedrooms 3 Baths 8 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $390/Night 7 Nights - US $2,731

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Other

THE PAINTED COW- 5 acre farm, walk to Mainstreet, 1 mile to slopes in Windham!

• Kingston
• ·
• Windham
• 1.59 mi to center

10.0

Exceptional

(3 Reviews)

6 Bedrooms 3 Baths 14 Guests 2500 ft²

• 
  Parking
• 
  Pool
• 
  Balcony/Terrace
• 
  Kitchen

US $986/Night 7 Nights - US $6,899

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      Highly Rated

Apartment

Cozy Caboose in the city

• Kingston
• ·
• Windham
• 1.86 mi to center

10.0

Exceptional

(112 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $257/Night 7 Nights - US $1,796

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      Highly Rated

Cabin

Cutest Cabin in Windham on site miniature golfing with fire pit and BBQ

• Kingston
• ·
• Windham
• 1.44 mi to center

10.0

Exceptional

(73 Reviews)

1 Bedroom 1 Bath 2 Guests 700 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $252/Night 7 Nights - US $1,761

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Apartment

Gorgeous, First Class, 2 King apartment in downtown Windham

• Kingston
• ·
• Windham
• 1.76 mi to center

10.0

Exceptional

(15 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $486/Night 7 Nights - US $3,403

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Condo

Windham getaway!

• Kingston
• ·
• Windham
• 3.66 mi to center

10.0

Exceptional

(13 Reviews)

2 Bedrooms 2 Baths 8 Guests

• 
  Parking
• 
  Pool
• 
  Balcony/Terrace
• 
  Kitchen

US $239/Night 7 Nights - US $1,675

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House

Windham Retreat w/Private Deck & Mtn Views!

• Kingston
• ·
• Hensonville
• 0.76 mi to center

10.0

Exceptional

(12 Reviews)

2 Bedrooms 2 Baths 6 Guests 1200 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Child Friendly

US $414/Night 7 Nights - US $2,895

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House

Brand New 2 Bdr. Townhome Minutes from Windham Mtn

• Kingston
• ·
• Hensonville
• 0.78 mi to center

10.0

Exceptional

(10 Reviews)

2 Bedrooms 2 Baths 6 Guests 1300 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $369/Night 7 Nights - US $2,586

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Cabin

Cozy Mtn-View Chalet < 2 Mi to Windham Slopes

• Kingston
• ·
• Windham
• 2.78 mi to center

10.0

Exceptional

(7 Reviews)

2 Bedrooms 1 Bath 6 Guests 960 ft²

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $471/Night 7 Nights - US $3,300

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House

Cozy 1BR Cabin Condo - 5 minutes to skiing!

• Kingston
• ·
• Windham
• 1.51 mi to center

10.0

Exceptional

(7 Reviews)

1 Bedroom 1 Bath 4 Guests 1 ft²

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $161/Night 7 Nights - US $1,126

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Apartment

Mountain view apartment, 5mins to Ski Area!

• Kingston
• ·
• Windham
• 1.51 mi to center

10.0

Exceptional

(6 Reviews)

2 Bedrooms 2 Baths 4 Guests 1 ft²

• 
  Hot Tub
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

US $305/Night 7 Nights - US $2,134

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