A white church with a steeple and red accents, surrounded by autumn trees.

Windham Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Windham vacation rentals

Cottage (2 Bedrooms) | Interior

'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
The price is NT$12,743
NT$19,809 total
includes taxes & fees
Jul 19 - Jul 20
'osprey Cottage' South Freeport Home on Casco Bay!
Front of property

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (5 reviews)
"Spacious, clean, and in the perfect location in Old Port."
United States
Celine
The price is NT$21,234
NT$27,984 total
includes taxes & fees
Jul 19 - Jul 20
Evalina Hotel
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is NT$7,229
NT$7,880 total
includes taxes & fees
Jul 19 - Jul 20
Fortland Island Campground
Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (102 reviews)
"Spacious with plenty of room for my family of four. Excellent kitchen, washer and dryer and stellar location close to Waterfront district."
United States
Kara
The price is NT$13,406
NT$17,029 total
includes taxes & fees
Jul 28 - Jul 29
The Weldon Hotel
House (2 Bedrooms) | Interior

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
1 Mi to Maine Street! Mcm-style Home in Brunswick
Apartment (2 Bedrooms) | Front of property

1/2 Mi to Pier: Wfh-friendly Apt in Maine!

1/2 Mi to Pier: Wfh-friendly Apt in Maine!
3.0 star property
Old Orchard Beach
The price is NT$4,065
NT$10,883 total
includes taxes & fees
Jul 21 - Jul 22
1/2 Mi to Pier: Wfh-friendly Apt in Maine!
Apartment (0 Bedroom) | Interior

Steps to Sandy Beach! Oceanfront Old Orchard Gem

Steps to Sandy Beach! Oceanfront Old Orchard Gem
3.0 star property
Old Orchard Beach
The price is NT$7,537
NT$12,725 total
includes taxes & fees
Aug 7 - Aug 8
Steps to Sandy Beach! Oceanfront Old Orchard Gem
Apartment (0 Bedroom) | Interior

Stay on Historic Estate! Quiet Limerick Escape

Stay on Historic Estate! Quiet Limerick Escape
3.0 star property
Limerick
The price is NT$5,830
NT$9,576 total
includes taxes & fees
Jul 23 - Jul 24
Stay on Historic Estate! Quiet Limerick Escape
Apartment (0 Bedroom) | Front of property

'beachfront 14' Condo on Old Orchard Beach

'beachfront 14' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is NT$7,194
NT$11,928 total
includes taxes & fees
Aug 13 - Aug 14
'beachfront 14' Condo on Old Orchard Beach
Apartment (2 Bedrooms) | Interior

1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach

1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is NT$7,956
NT$15,114 total
includes taxes & fees
Aug 9 - Aug 10
1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach
Apartment (2 Bedrooms) | Interior

Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
4.0 star property
Old Orchard Beach
6.0 out of 10, (1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
United States
Lawrence
The price is NT$3,678
NT$10,461 total
includes taxes & fees
Jul 20 - Jul 21
Walk to Pier & Ocean: Apt in Old Orchard Beach!
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.
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Top Windham Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Great hotel and amazing staff! I would definitely come here again. The staff at the front desk were always polite and friendly. They provided everything we needed for our stay and were always available. The hotel rooms were clean and neat and the surrounding area was quiet. Parking was easy and always available only steps away from the entrance to the hotel. I would recommend this place to anyone who is looking for a great place to stay at while visiting the area."
Surajnarine 4-night trip
Posted 8 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Windham

Search for holiday rentals in Windham on Expedia! You can easily find your home rentals, villas, holiday apartments in Windham using one of the methods below:

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Look no further and take a look at our great range of rental properties in Windham!

Frequently asked questions

Are there vacation rentals in Windham?

Yes, we offer vacation rentals in Windham near Seacoast Adventure, or you can go with a more remote option if you're looking for extra privacy while you relax. Visitors to Windham speak positively about the lakeside and restaurants in this destination. Make sure you have time to check out the shopping and coffeehouses during your trip.

How many vacation rentals are there in Windham?

Expedia has 34 vacation rentals for your stay in Windham.

What can I see and do in Windham?

Little Sebago Lake and Sebago Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Seacoast Adventure. Other places in town to visit include Sebago Lake Basin and Forest Lake.

What are vacation rentals like in Windham?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Windham. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.