On Our Way Travel Windham
Windham
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Windham

Oct 07 - Oct 08 ·
2 guests

Windham Vacation Rentals

Windham
2 guests

Adults:

2

Children:

0

Child’s age:

Over 65 stays assessed to highlight the standout picks

Navigation

1. Redwood Retreat - Minutes To Windham Mtn!

2. Catskills Home, 5 Mins To Windham Mtn Resort!

3. Condo W/ Loft: 2 Mi To Windham Mountain Ski!

4. High Peak Heaven: Cozy Log Cabin On 1 Acre!

Cheap Vacation Rentals in Windham New York State

5. Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

6. Spacious Apt W/ Yard: 3 Mi To Windham Mountain

7. Townhouse W Private Deck & Mt View

Pet Friendly Vacation Rentals Windham

8. Beautiful Windham Chalet 2 Minutes To The Mountain

9. Your Windham Fall And Winter Escape Awaits!

10. Mountain Cabin With Scenic Views And Hot Tub

Luxury Vacation Rentals Windham

  • Guest favorite
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Redwood Retreat - Minutes To Windham Mtn!

44 Quads Way
3.3 km (2.0 mi) from city center
78
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Outdoor swimming pool
9.3
23 reviews
~ US$199 / night

Redwood Retreat - Minutes To Windham Mtn!

3.3 km (2.0 mi) from city center
78
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Outdoor swimming pool

Redwood Retreat - Minutes To Windham Mtn!

9.3
23 reviews
From US$ 199 / night
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Catskills Home, 5 Mins To Windham Mtn Resort!

Windham, NY, 12496
2.6 km (1.6 mi) from city center
102
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating
  • Spa & wellness centre
8.6
5 reviews
~ US$156 / night

Catskills Home, 5 Mins To Windham Mtn Resort!

2.6 km (1.6 mi) from city center
102
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating
  • Spa & wellness centre

Catskills Home, 5 Mins To Windham Mtn Resort!

8.6
5 reviews
From US$ 156 / night
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Condo W/ Loft: 2 Mi To Windham Mountain Ski!

Windham, Ny, 12496
2.0 km (1.3 mi) from city center
84
  • Car park
    Charges may apply
  • Flat-screen TV
9.2
7 reviews
~ US$277 / night

Condo W/ Loft: 2 Mi To Windham Mountain Ski!

2.0 km (1.3 mi) from city center
84
  • Car park
    Charges may apply
  • Flat-screen TV

Condo W/ Loft: 2 Mi To Windham Mountain Ski!

9.2
7 reviews
From US$ 277 / night

Cheap Vacation Rentals in Windham New York State

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High Peak Heaven: Cozy Log Cabin On 1 Acre!

Windham, Ny, 12439
7.7 km (4.8 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Spa & wellness centre
  • Terrace
9.4
5 reviews
~ US$203 / night

High Peak Heaven: Cozy Log Cabin On 1 Acre!

7.7 km (4.8 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Spa & wellness centre
  • Terrace

High Peak Heaven: Cozy Log Cabin On 1 Acre!

9.4
5 reviews
From US$ 203 / night
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Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

2.0 km (1.3 mi) from city center
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Laundry
  • Spa & wellness centre
  • Terrace
8.8
4 reviews
~ US$194 / night

Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

2.0 km (1.3 mi) from city center
84
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Laundry
  • Spa & wellness centre
  • Terrace

Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

8.8
4 reviews
From US$ 194 / night
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Spacious Apt W/ Yard: 3 Mi To Windham Mountain

3.4 km (2.1 mi) from city center
102
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
10
1 reviews
~ US$279 / night

Spacious Apt W/ Yard: 3 Mi To Windham Mountain

3.4 km (2.1 mi) from city center
102
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV

Spacious Apt W/ Yard: 3 Mi To Windham Mountain

10
1 reviews
From US$ 279 / night

Pet Friendly Vacation Rentals Windham

  • Top location
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Townhouse W Private Deck & Mt View

5359 Route 23
0.1 km (0.1 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun terrace
6.8
8 reviews
~ US$300 / night

Townhouse W Private Deck & Mt View

0.1 km (0.1 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun terrace

Townhouse W Private Deck & Mt View

6.8
8 reviews
From US$ 300 / night
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Beautiful Windham Chalet 2 Minutes To The Mountain

301 Mill St
1.9 km (1.2 mi) from city center
186
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Sun terrace
9
10 reviews
~ US$403 / night

Beautiful Windham Chalet 2 Minutes To The Mountain

1.9 km (1.2 mi) from city center
186
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Sun terrace

Beautiful Windham Chalet 2 Minutes To The Mountain

9
10 reviews
From US$ 403 / night
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Your Windham Fall And Winter Escape Awaits!

41 Townhouse Ln Unit H3
4.6 km (2.9 mi) from city center
112
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Sun loungers
10
2 reviews
~ US$342 / night

Your Windham Fall And Winter Escape Awaits!

4.6 km (2.9 mi) from city center
112
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Sun loungers

Your Windham Fall And Winter Escape Awaits!

10
2 reviews
From US$ 342 / night

Windham Vacation Rentals Oceanfront

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Mountain Cabin With Scenic Views And Hot Tub

15 Church Street
0.1 km (0.1 mi) from city center
167
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Jacuzzi
  • Garden area
10
1 reviews
~ US$419 / night

Mountain Cabin With Scenic Views And Hot Tub

0.1 km (0.1 mi) from city center
167
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Jacuzzi
  • Garden area

Mountain Cabin With Scenic Views And Hot Tub

10
1 reviews
From US$ 419 / night
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1/2 Mi To Windham Mtn: Main Street Condo

5359 Ny-23 2E
0.1 km (0.1 mi) from city center
115
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Heating
9
2 reviews
~ US$236 / night

1/2 Mi To Windham Mtn: Main Street Condo

0.1 km (0.1 mi) from city center
115
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Heating

1/2 Mi To Windham Mtn: Main Street Condo

9
2 reviews
From US$ 236 / night
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Lux Estate! Hot Tub, 8 Acres, Firepit, Game Room, Private Pond, Ev, Lots Of Privacy, 10 Mins To Town

147 Old Field Road
6.2 km (3.8 mi) from city center
334
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Table tennis
  • Sun terrace
10
1 reviews
~ US$950 / night

Lux Estate! Hot Tub, 8 Acres, Firepit, Game Room, Private Pond, Ev, Lots Of Privacy, 10 Mins To Town

6.2 km (3.8 mi) from city center
334
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Table tennis
  • Sun terrace

Lux Estate! Hot Tub, 8 Acres, Firepit, Game Room, Private Pond, Ev, Lots Of Privacy, 10 Mins To Town

10
1 reviews
From US$ 950 / night

Windham Vacation Rentals with Private Pool

Hotel Image Hotel Image

Windham Ridge Chalet

4B French Park Drive, Windham N.Y, Catskills, U.S.A 4B
1.5 km (1.0 mi) from city center
141
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Live entertainment
  • Sun terrace
9
1 reviews
~ US$473 / night

Windham Ridge Chalet

1.5 km (1.0 mi) from city center
141
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Live entertainment
  • Sun terrace

Windham Ridge Chalet

9
1 reviews
From US$ 473 / night
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Homey Windham Condo: Hike & Ski The Catskill Mtns!

Windham, Ny, 12496
2.0 km (1.3 mi) from city center
84
  • Car park
    Charges may apply
  • Flat-screen TV
8
1 reviews
~ US$236 / night

Homey Windham Condo: Hike & Ski The Catskill Mtns!

2.0 km (1.3 mi) from city center
84
  • Car park
    Charges may apply
  • Flat-screen TV

Homey Windham Condo: Hike & Ski The Catskill Mtns!

8
1 reviews
From US$ 236 / night
Hotel Image Hotel Image

Cozy Mtn-View Chalet < 2 Mi To Windham Slopes

15 Cambridge Heights Rd
2.5 km (1.6 mi) from city center
89
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating
  • Jacuzzi
8
1 reviews
~ US$405 / night

Cozy Mtn-View Chalet < 2 Mi To Windham Slopes

2.5 km (1.6 mi) from city center
89
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating
  • Jacuzzi

Cozy Mtn-View Chalet < 2 Mi To Windham Slopes

8
1 reviews
From US$ 405 / night
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Fantastic 2 Family Vacation Home With Ev Charger

88 Brainard Ridge Road
1.5 km (0.9 mi) from city center
177
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
  • Terrace
9
6 reviews

Fantastic 2 Family Vacation Home With Ev Charger

1.5 km (0.9 mi) from city center
177
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
  • Terrace

Fantastic 2 Family Vacation Home With Ev Charger

9
6 reviews
Hotel Image Hotel Image

Windham Home Near Mountain Biking & Hiking Trails!

18 Brockett Rd
0.6 km (0.4 mi) from city center
130
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Heating
6
1 reviews
~ US$234 / night

Windham Home Near Mountain Biking & Hiking Trails!

0.6 km (0.4 mi) from city center
130
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Heating

Windham Home Near Mountain Biking & Hiking Trails!

6
1 reviews
From US$ 234 / night
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The Windham A

342 Old Road
4.0 km (2.5 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Mini-bar
  • Terrace
10
1 reviews

The Windham A

4.0 km (2.5 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Mini-bar
  • Terrace

The Windham A

10
1 reviews
  • Great deal
Hotel Image Hotel Image

Black Bear Cabin

19 Goff Rd
1.6 km (1.0 mi) from city center
307
  • BBQ facilities
  • Free parking
  • Security
  • Flat-screen TV
  • Sauna
  • Pool with view
10
1 reviews

Black Bear Cabin

1.6 km (1.0 mi) from city center
307
  • BBQ facilities
  • Free parking
  • Security
  • Flat-screen TV
  • Sauna
  • Pool with view

Black Bear Cabin

10
1 reviews
Hotel Image Hotel Image

Grand Windham Retreat W/ Fire Pit & Game Room

138 Steinmetz Rd
4.1 km (2.6 mi) from city center
232
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Fitness centre
  • Terrace
7
1 reviews
~ US$644 / night

Grand Windham Retreat W/ Fire Pit & Game Room

4.1 km (2.6 mi) from city center
232
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Fitness centre
  • Terrace

Grand Windham Retreat W/ Fire Pit & Game Room

7
1 reviews
From US$ 644 / night

Are you in a hurry?

Here is a quick list of Vacation Rentals in Windham, selected based on their rating

Name of hotel Accommodation Rating Price, $
Redwood Retreat - Minutes To Windham Mtn!

9.3 / 10

(23 Reviews)

 From 199$
Catskills Home, 5 Mins To Windham Mtn Resort!

8.6 / 10

(5 Reviews)

 From 156$
Condo W/ Loft: 2 Mi To Windham Mountain Ski!

9.2 / 10

(7 Reviews)

 From 277$
High Peak Heaven: Cozy Log Cabin On 1 Acre!

9.4 / 10

(5 Reviews)

 From 203$
Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

8.8 / 10

(4 Reviews)

 From 194$

Location