Windham, NY Vacation Rentals

Choose from 127 vacation rentals located in Windham, New York. Top filters in Windham include Internet / Wifi, Kitchen or Kitchenette, and TV. Prices range from $76 to $3,489 per night. Our most popular vacation rental types near Windham are Hotel and RV.

Top vacation rentals in Windham

5.0

Outstanding(79 Reviews)

Mountain Escape 5 Minutes to Ski ResortGreat Discounted Summer rental !

House

in Windham

12 guests · 4 bedrooms · 2 baths

Pets allowed · Kitchen or Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our House in Windham has everything you need for a rejuvenating stay. Treat yourself to Mountain Escape 5 Minutes to Ski ResortGreat Discounted Summer rental ! 's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

$$$$

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3.3

Average(10 Reviews)

Beds on Clouds

Bed and Breakfast

in Windham

1 king bed

Garden · Kitchen or Kitchenette · Air conditioner

Looking to create some memories in Windham? Look no further than our Bed and Breakfast, Beds on Clouds. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Smoking allowed, and more.

$$$$

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Property building, Restaurant/places to eat

4.1

Excellent(116 Reviews)

Jimmy OConnor's Windham Mtn Inn

Inn

in Windham

2 full beds

Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Looking to create some memories in Windham? Look no further than our Inn, Jimmy OConnor's Windham Mtn Inn. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Kitchen or Kitchenette, and more.

$$$$

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4.3

Excellent(9 Reviews)

Townhouse W Private Deck & Mt View

Apartment

in Windham

Garden · Kitchen or Kitchenette · Air conditioner

This Apartment in Windham, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$

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Vacation rentals with internet & wifi in Windham

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4.8

Outstanding(92 Reviews)

Windham House Near Lakes: Swim & Fish by day. High Spd WiFi & Fireplace by night

House

in Windham

8 guests · 4 bedrooms · 2 baths

Garden · Pool · Pets allowed

Business stays, family stays, couples stay, getaway vacation, and rental in Windham at Windham House Near Lakes: Swim & Fish by day. High Spd WiFi & Fireplace by night for $432 for your next trip.

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Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

5.0

Outstanding(77 Reviews)

Cozy Caboose in the city

Apartment

in Windham

2 guests · 1 bedroom · 1 bath

Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Discover the beauty of Windham with a stay at Cozy Caboose in the city, a top rated Apartment with amenities such as Air conditioner, Internet / Wifi and Balcony or Patio, and more.

$$$$

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5.0

Outstanding(1 Review)

The Mountain House Windham Retreat with Hot Tub!

House

in Windham

Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This House in Windham, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$

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3.5

Average(2 Reviews)

Bright Main St Condo about Half Mi to Windham Mtn

Apartment

in Windham

Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This Apartment for $152 in Windham, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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Windham

Windham travel guide

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