Compare Windham Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Windham

Enchanting Tannersville Mansion W Erov 4 Groups & Families Hot-Tub 5Bds+3.5Bath

Enchanting Tannersville Mansion W Erov 4 Groups & Families Hot-Tub 5Bds+3.5Bath

Guests staying at this vacation home enjoy ski-in/ski-out access, a hot tub, and an arcade/game room. Other amenities at this ski vacation home include laundry facilities, a garden, and barbecue grills.
Hot Tub
Kitchen
Log cabin with INDOOR POOL foot of hunter mountain

Log cabin with INDOOR POOL foot of hunter mountain

At this villa, guests enjoy features like an indoor pool, a gym, and a sauna. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Beautiful Mountain Villa

Beautiful Mountain Villa

This villa offers a gym, a sauna, and a hot tub. Additional amenities include laundry facilities and barbecue grills.
Hot Tub
Kitchen
Custom Windham Mtn Villa w/ Pool, Theater & Views!

Custom Windham Mtn Villa w/ Pool, Theater & Views!

At this villa, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
Pool
Kitchen
Tranquil escape with/ endless mountain hot tub views. 2.5 hours from GWB

Tranquil escape with/ endless mountain hot tub views. 2.5 hours from GWB

Guests staying at this villa enjoy a hot tub, local meal delivery service, and barbecue grills. Friendly staff can provide concierge services, and also offer advice about sightseeing. This smoke-free villa also has a garden.
Hot Tub
Kitchen
**Luxury Catskill MNTN 5BR 3Bath Villa -Hot Tub/ Fire Pit**

**Luxury Catskill MNTN 5BR 3Bath Villa -Hot Tub/ Fire Pit**

$1,193 nightly
The price is $1,204 total per night
$1,204 total
Jul 21 - Jul 22
Total includes taxes and fees
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Custom Windham Mtn Villa w/ Pool, Theater & Views!

Custom Windham Mtn Villa w/ Pool, Theater & Views!

3 out of 5
Guests staying at this villa enjoy an indoor pool, an outdoor pool, and free WiFi in public areas. If you drive, put free parking to good use. Additional amenities include an arcade/game room and barbecue grills.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Windham
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Windham

    Hotel Vienna

    Hotel Vienna

    107 State Route 296, Windham, NY
    $149 nightly
    The price is $161 total per night from Jul 20 to Jul 21
    $161 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    9.2/10 Wonderful! (595 reviews)
    Eastwind Windham

    Eastwind Windham

    5088 NY-23, Windham, NY
    $229 nightly
    The price is $247 total per night from Jul 20 to Jul 21
    $247 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    9.2/10 Wonderful! (56 reviews)
    Wylder Hotel Windham

    Wylder Hotel Windham

    19 New York 296, Windham, NY
    $216 nightly
    The price is $234 total per night from Aug 18 to Aug 19
    $234 total
    Aug 18 - Aug 19
    Total includes taxes and fees
    8.4/10 Very Good! (63 reviews)

Luxury Villas

Book luxury villas in Windham
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Windham. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Windham, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Windham
You won’t have a problem finding your own space in Windham. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Windham on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Windham rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Windham Villas essential information

Accommodation
7 Villas
Lowest Price
$161
Highest Price
$1,204
Popular accommodation
Enchanting Tannersville Mansion W Erov 4 Groups & Families Hot-Tub 5Bds+3.5Bath, Log cabin with INDOOR POOL foot of hunter mountain, Beautiful Mountain Villa, Custom Windham Mtn Villa w/ Pool, Theater & Views!, Tranquil escape with/ endless mountain hot tub views. 2.5 hours from GWB, **Luxury Catskill MNTN 5BR 3Bath Villa -Hot Tub/ Fire Pit**, Custom Windham Mtn Villa w/ Pool, Theater & Views!

Villas in Windham

Most Popular

More Places To Stay in Windham