Find Vacation Rentals in Windham

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Popular Windham Vacation Rentals

Find the perfect Windham vacation rental

House Windham
from $955 per night
House ∙ 16 guests ∙ 5 bedrooms

307 m² House

5.0
Outstanding(85 ratings)
Windham, Cumberland County, Maine, United States
Vrbo
Details
Farmhouse Windham
from $165 per night
8 guests ∙ 4 bedrooms

Farmhouse

5.0
Outstanding(36 ratings)
Windham, Cumberland County, Maine, United States
Vrbo
Details
House Windham
from $266 per night
8 guests ∙ 2 bedrooms

House

4.8
Outstanding(36 ratings)
Windham, Cumberland County, Maine, United States
Vrbo
Details
House Windham
from $760 per night
14 guests ∙ 7 bedrooms

House

4.9
Outstanding(41 ratings)
Windham, Cumberland County, Maine, United States
Vrbo
Details
House Windham
from $305 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(37 ratings)
Windham, Cumberland County, Maine, United States
Vrbo
Details
Cottage Windham
from $180 per night
Cottage ∙ 7 guests ∙ 3 bedrooms

158 m² Cottage

4.9
Outstanding(73 ratings)
Windham, Cumberland County, Maine, United States
Vrbo
Details
House Windham
from $594 per night
15 guests ∙ 6 bedrooms

House

5.0
Outstanding(12 ratings)
Windham, Cumberland County, Maine, United States
Vrbo
Details
Cabin Windham
from $273 per night
Cabin ∙ 7 guests ∙ 3 bedrooms

92 m² Cabin

4.3
Very good(55 ratings)
Windham, Cumberland County, Maine, United States
Vrbo
Details
Cabin Windham
-11%
$273
from $247 per night
Cabin ∙ 7 guests ∙ 3 bedrooms

92 m² Cabin

4.3
Very good(55 ratings)
Windham, Cumberland County, Maine, United States
Vacasa
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Recommended Rentals With Pools

Farmhouse  Windham
from $443 per night
Farmhouse ∙ 6 guests ∙ 3 bedrooms

185 m² Farmhouse

5.0
Outstanding(38 ratings)
Windham, Cumberland County, Maine, United States
Pool
Vrbo
Details
House  Windham
from $624 per night
House ∙ 7 guests ∙ 4 bedrooms

214 m² House

5.0
Outstanding(73 ratings)
Windham, Cumberland County, Maine, United States
Pool
Vrbo
Details
Cabin  Windham
from $306 per night
10 guests ∙ 3 bedrooms

Cabin

4.8
Outstanding(7 ratings)
Windham, Cumberland County, Maine, United States
Pool
Vrbo
Details
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Apartments and vacation rentals with a kitchen

House  Windham
from $338 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Windham, Cumberland County, Maine, United States
Kitchen
Vrbo
Details
Villa  Windham
from $223 per night
5 guests ∙ 2 bedrooms

Villa

Windham, Cumberland County, Maine, United States
Kitchen
Vrbo
Details
House  Windham
from $389 per night
6 guests ∙ 2 bedrooms

House

5.0
Outstanding(66 ratings)
Windham, Cumberland County, Maine, United States
Kitchen
Vrbo
Details
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Vacation rentals with Wi-Fi

Studio flat  Windham
from $142 per night
Studio flat ∙ 3 guests ∙ 1 bedroom

39 m² Studio flat

4.7
Excellent(40 ratings)
Windham, Cumberland County, Maine, United States
Internet
HomeToGo
Details
Cottage  Windham
from $458 per night
Cottage ∙ 11 guests ∙ 6 bedrooms

141 m² Cottage

5.0
Outstanding(8 ratings)
Windham, Cumberland County, Maine, United States
Internet
Vrbo
Details
Cottage  Windham
from $369 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

84 m² Cottage

4.4
Very good(39 ratings)
Windham, Cumberland County, Maine, United States
Internet
Vrbo
Details
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Frequently Asked Questions

How much does it cost to stay in Windham?

Accommodation in Windham cost from $141 per night.

Is it possible to find vacation rentals in Windham?

You can find 104 available vacation rentals in Windham.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in North Windham

Looking for the perfect vacation rental for your North Windham getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, North Windham offers 79 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 68 properties with high-speed WiFi Internet, 2 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. North Windham has 79 gorgeous homes with 18 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 6 vacation rental sites in North Windham where the top providers in that area are HomeAway, Expedia, and Booking.com. There are 48 HomeAway rentals, 12 Expedia short term rentals and 10 Booking.com vacation rentals.

What are the trendiest neighborhoods Windham?

Popular Day Trips Near Windham

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