Search results; Over 1,000 places in Windham

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Guest favourite
Cottage in Windham
Cozy Cottage on Highland Lake
6 guests3 bedrooms4 beds1 bathroom
7–12 Sept
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7–12 Sept
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₹98,495 for 5 nights
for 5 nights

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Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
Free cancellation
26–31 Jul
₹66,484 for 5 nights
for 5 nights
4.99 out of 5 average rating, 255 reviews
Guest favourite
Room in Gorham
Stay with WandaRetired manager,
Cozy bedroom in Gorham
3–8 May
₹31,518 for 5 nights
for 5 nights
4.88 out of 5 average rating, 240 reviews
Guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
Free cancellation
26–31 May
₹68,541 for 5 nights
for 5 nights
4.96 out of 5 average rating, 203 reviews
Top guest favourite
Home in Windham
Modern Chic Home in Windham
3 beds
4–9 May
₹1,25,582 for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Flat in Windham
Maple Brook
3 beds
4–9 May
₹1,00,958 for 5 nights
for 5 nights
Guest favourite
Flat in Falmouth
Peaceful & Cozy Falmouth Getaway
5 beds
4–9 May
₹57,128 for 5 nights
for 5 nights
4.89 out of 5 average rating, 85 reviews
Guest favourite
Guest suite in Gorham
Farmhouse stay, near lakes and St. Joe's College
2 beds
3–8 May
₹86,184 for 5 nights
for 5 nights
4.97 out of 5 average rating, 128 reviews
Guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds
21–26 May
₹57,620 for 5 nights
for 5 nights
4.92 out of 5 average rating, 181 reviews
Guest favourite
Home in Gorham
Beautifully, Gambrel style home
2 beds
3–8 May
₹1,10,807 for 5 nights
for 5 nights
4.97 out of 5 average rating, 71 reviews
Guest favourite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
19–24 May
₹68,454 for 5 nights
for 5 nights
4.82 out of 5 average rating, 138 reviews
Hotel room in Portland
Relaxing Space in Historic Building Near Vineyards
1 bed
6–11 May
₹71,925 for 5 nights
for 5 nights
New place to stay
Guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
Free cancellation
16–21 May
₹80,077 for 5 nights
for 5 nights
4.96 out of 5 average rating, 472 reviews
Guest favourite
Room in Portland
Stay with KatieCommunications,
Private guest room in cheerful home near airport
28 Jun – 3 Jul
₹50,036 for 5 nights
for 5 nights
4.92 out of 5 average rating, 65 reviews
Superhost
Cabin in Raymond
Rustic, cozy cabin on Sebago Lake. A hidden gem.
Free cancellation
1–6 Jun
₹83,721 for 5 nights
for 5 nights
4.93 out of 5 average rating, 154 reviews
Superhost
Farm stay in Westbrook
Summer House at Conant Homestead
Free cancellation
1–6 Jun
₹50,726 for 5 nights
for 5 nights
4.76 out of 5 average rating, 169 reviews
Top guest favourite
Flat in Westbrook
King bed apartment near Portland with free parking
Free cancellation
26–31 May
₹52,203 for 5 nights
for 5 nights
4.95 out of 5 average rating, 63 reviews
Guest favourite
Room in Portland
Stay with AnnaHosting for 4 years,
Grey room with private bathroom.
4–9 May
₹34,966 for 5 nights
for 5 nights
4.95 out of 5 average rating, 20 reviews
Superhost
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
6 beds
6–11 May
₹1,21,543 for 5 nights
for 5 nights
New place to stay