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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Windham vacation rentals

Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

1. 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 ￥42,622
￥72,499 total
includes taxes & fees
Sep 7 - Sep 8
Fortland Island Campground
Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

2. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (115 reviews)
"Really nice room and location"
United States
Victoria
The price is ￥55,026
￥71,918 total
includes taxes & fees
Sep 8 - Sep 9
The Weldon Hotel
House, 5 Bedrooms | Private kitchen | Coffee/tea maker, fridge, oven, electric kettle

3. Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
3.5 star property
Gray
The price is ￥91,659
￥205,326 total
includes taxes & fees
Sep 8 - Sep 9
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
Front of property

4. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (11 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is ￥82,469
￥113,771 total
includes taxes & fees
Sep 1 - Sep 2
Evalina Hotel
House (2 Bedrooms) | Interior

5. 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
The price is ￥16,246
￥43,193 total
includes taxes & fees
Sep 23 - Sep 24
1 Mi to Maine Street! Mcm-style Home in Brunswick
Villa, 4 Bedrooms | Terrace/patio

6. Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning

Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning
3.0 star property
Sebago
The price is ￥79,156
￥160,311 total
includes taxes & fees
Sep 6 - Sep 7
Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning
Apartment (2 Bedrooms) | Front of property

7. 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 ￥20,059
￥53,706 total
includes taxes & fees
Sep 1 - Sep 2
1/2 Mi to Pier: Wfh-friendly Apt in Maine!
Apartment (0 Bedroom) | Front of property

8. 'beachfront 9' Condo on Old Orchard Beach

'beachfront 9' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is ￥22,925
￥45,154 total
includes taxes & fees
Sep 14 - Sep 15
'beachfront 9' Condo on Old Orchard Beach
Apartment (0 Bedroom) | Interior

9. 'beachfront 12' Condo on Old Orchard Beach

'beachfront 12' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is ￥39,322
￥63,027 total
includes taxes & fees
Aug 28 - Aug 29
'beachfront 12' Condo on Old Orchard Beach
Apartment (0 Bedroom) | Front of property

10. 'beachfront 14' Condo on Old Orchard Beach

'beachfront 14' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is ￥35,502
￥58,863 total
includes taxes & fees
Sep 3 - Sep 4
'beachfront 14' Condo on Old Orchard Beach
Apartment (2 Bedrooms) | Interior

11. 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 ￥18,149
￥51,624 total
includes taxes & fees
Sep 2 - Sep 3
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"The staff was very nice and helpful, the breakfast was great, and the room was spacious and clean. The hotel is also very close to the airport, which was great for us."
Joyce 3-night trip
Posted 1 hour ago
Embassy Suites by Hilton Portland Maine

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:

  • View our selection of featured holiday rentals in Windham
  • Use the map to find apartments and other holiday homes in the Windham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windham while they last

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.

What are some of the best vacation rentals in Windham?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This vacation home rental near Windham is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Windham?

Expedia has 36 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.