Find Vacation Rentals in Windham

We have 84 properties to choose from
Windham
Anytime
Guests
Windham
Anytime
Guests

Popular Windham Vacation Rentals

Find the perfect Windham vacation rental

Cottage Windham
from $1,038 per night
Cottage ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (2 ratings)
Windham, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
Cabin Windham
from $226 per night
Cabin ∙ 7 guests ∙ 3 bedrooms
4.3
Very good (41 ratings)
Windham, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House Windham
from $133 per night
House ∙ 5 guests ∙ 2 bedrooms
4.9
Outstanding (41 ratings)
Windham, Cumberland County, Maine, United States
Details
HomeToGo
Details
Details
House Windham
from $543 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (41 ratings)
Windham, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
Cottage Windham
from $270 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
4.7
Excellent (32 ratings)
Windham, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House Windham
from $574 per night
House ∙ 14 guests ∙ 5 bedrooms
4.9
Outstanding (37 ratings)
Windham, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House Windham
from $723 per night
House ∙ 15 guests ∙ 6 bedrooms
5.0
Outstanding (5 ratings)
Windham, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
House Windham
from $378 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
Excellent (3 ratings)
Windham, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
Cottage Windham
from $353 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.4
Very good (46 ratings)
Windham, Cumberland County, Maine, United States
Details
Vrbo
Details
Details
View more

Vacation rentals and apartments with air conditioning

Cabin  Windham
from $236 per night
Cabin ∙ 7 guests ∙ 3 bedrooms
4.3
Very good (41 ratings)
Windham, Cumberland County, Maine, United States
Air conditioning
Details
Vacasa
Details
Details
House  Windham
from $265 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
Excellent (31 ratings)
Windham, Cumberland County, Maine, United States
Air conditioning
Details
Vrbo
Details
Details
House  Windham
from $262 per night
House ∙ 8 guests ∙ 2 bedrooms
4.8
Outstanding (34 ratings)
Windham, Cumberland County, Maine, United States
Air conditioning
Details
Vrbo
Details
Details
View more

Best vacation rentals with a balcony

Studio flat  Windham
from $109 per night
Studio flat ∙ 3 guests ∙ 1 bedroom
4.8
Outstanding (23 ratings)
Windham, Cumberland County, Maine, United States
Balcony
Details
HomeToGo
Details
Details
House  Windham
from $262 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (15 ratings)
Windham, Cumberland County, Maine, United States
Balcony
Details
HomeToGo
Details
Details
House  Windham
from $132 per night
House ∙ 5 guests ∙ 2 bedrooms
4.9
Outstanding (41 ratings)
Windham, Cumberland County, Maine, United States
Balcony
Details
Vrbo
Details
Details
View more

Cabins and Homes With Fireplaces

House  Windham
from $346 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (29 ratings)
Windham, Cumberland County, Maine, United States
Fireplace
Details
Vrbo
Details
Details
Cabin  Windham
from $381 per night
Cabin ∙ 8 guests ∙ 3 bedrooms
Windham, Cumberland County, Maine, United States
Fireplace
Details
Vrbo
Details
Details
House  Windham
from $184 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (15 ratings)
Windham, Cumberland County, Maine, United States
Fireplace
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

How much does it cost to stay in Windham?

Accommodation in Windham cost from $104 per night.

Is it possible to find vacation rentals in Windham?

You can find 86 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.

Popular Day Trips Near Windham

Show more

What are the trendiest neighborhoods Windham?

image-tag