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

Search Guest Houses in Windham

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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Windham guest houses

TV

1. The Woodland Loft at Falmouth

The Woodland Loft at Falmouth
Falmouth
10.0 out of 10, Exceptional, (2 reviews)
"Excellent communication. Host checked in to make sure we didn’t need anything. Property and unit were beautiful, clean and well stocked."
United States
Deborah M.
$481 nightly
The price is $525
Aug 25 - Aug 26
Total with taxes and fees
The Woodland Loft at Falmouth
Cottage, Air conditioning, Lake View | Living area

2. And.N Lodging

And.N Lodging
2.0 star property
Casco
$265 nightly
The price is $289
Aug 6 - Aug 7
Total with taxes and fees
And.N Lodging
Lobby

3. The Breakers Inn

The Breakers Inn
3.0 star property
Higgins Beach
10.0 out of 10, Exceptional, (9 reviews)
"The room was clean, it sits right next to the wharf and the attractions are easily within walking distance, the staff was polite and helpful we felt welcome there"
United States
carol
$280 nightly
The price is $305
Aug 26 - Aug 27
Total with taxes and fees
The Breakers Inn
Superior Room, 1 Queen Bed, Shared Bathroom, Ocean View | Balcony

4. The Rebekah Inn

The Rebekah Inn
2.5 star property
Old Orchard Beach
9.0 out of 10, Wonderful, (90 reviews)
"I was hesitant to book a room with a bathroom in the hall. BUT it was clean and easy. I have to say this little place is a gem."
United States
Philip
$175 nightly
The price is $191
Aug 30 - Aug 31
Total with taxes and fees
The Rebekah Inn
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

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"We were pleasantly surprised that the room had been recently updated with new carpeting and bedding. Overall the stay suited our needs and the location was good and close to Portland. The hotel could use some updating overall, with the carpets and furniture looking dated. The staff was very nice and helpful. We appreciated the refrigerator and coffee in the morning in our room. The room was very clean. The grab and go breakfast while nice to offer was not great. The sandwiches were very processed and not fresh. No fresh fruit or yogurt, just fruit cups and applesauce. We passed on it all. Despite some of its faults we would stay here again for a short stay and appreciated the location, amenities, friendly staff, and affordability."
Marcia 1-night trip
Posted less than an hour ago
Fireside Inn & Suites Portland

Find out more about Windham

Windham Guest Houses information

Number of reviews
99
Accommodation
6 Guest Houses
Lowest Price
$191
Highest Price
$305

Frequently asked questions

What is the nightly rate for a guest house in Windham?
Rates for Windham guest houses vary, but travelers can find great-value prices from $191 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Windham guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Windham guest house and a B&B?
A guest house in Windham is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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