Stayifyoudare - Vacation Rentals in Windham

Property Image From US $361
         

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10.0 (4 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $146
         

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9.0 (124 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From US $1,183
         

Property Image From US $450
         

9.6 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $507
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Windham

Over 388+ Luxury Places to Stay in or Near Windham
Property Image From US $4,930
         

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New
House
  • Parking
  • Accessibility
  • Security/Safety
Property Image From US $2,769
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Property Image From US $2,531
         

New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From US $2,362
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Windham

Over 69+ Top-Rated Vacation Rentals with a Pool in or Near Windham
Property Image From US $1,643
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $1,404
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $890
         

10.0 (15 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $761
         

10.0 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $649
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Windham

Over 141+ Pet-Friendly Vacation Rentals in or Near Windham
Property Image From US $1,632
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
Property Image From US $768
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $1,489
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $431
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Windham on PetFriendly.io

Large Vacation Homes & Villas in Windham

Over 161+ Large Vacation Homes & Villas in or Near Windham
Property Image From US $499
         

8.8 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $675
         

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10.0 (2 Reviews)
Ski Chalet
  • Parking
  • Balcony/Terrace
  • Security/Safety
Property Image From US $1,442
         

10.0 (12 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Windham

Over 18+ Wheelchair Accessible Vacation Homes in or Near Windham
Property Image From US $206
         

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4.2 (11 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From US $719
         

9.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $684
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $4,443
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Property Image From US $750
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Windham Varoom and Airbnb Places to Stay Under $200

Over 39+ Windham Varoom and Airbnb Places to Stay Under $200
Property Image From US $117
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $186
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • View
Property Image From US $197
         

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7.4 (67 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $162
         

10.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $168
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From US $175
         

9.6 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $164
         

New
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Windham

Over 156+ Instantly Bookable Vacation Homes in or Near Windham
Property Image From US $620
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $281
         

Property Image From US $246
         

10.0 (8 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $1,269
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $1,828
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Windham Vacation Rentals

With more than 397 Windham vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stayifyoudare and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windham.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stayifyoudare Windham, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windham. Places to stay near Windham are 1506.74 ft² on average, with prices averaging $733 a night.

Stayifyoudare makes it easy and safe to find and compare vacation rentals in Windham with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Windham

Type Count
Vacation Homes 243
Cabin Rentals 34
Ski Chalet Rentals 24
Holiday Apartments 19
Hotels with Suites 17
Villas 7
Others 6
B&B 5
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Windham

Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windham.

Weather in Windham

View the weather forecast for Windham before booking your Windham Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F