Search results; Over 1,000 places in Windham

Explore more homes

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
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
Guest favourite
Room in Gorham
Stay with WandaRetired manager,
Cozy bedroom in Gorham
13–18 May
₹31,518 for 5 nights
for 5 nights
4.88 out of 5 average rating, 240 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 Windham
The Lake House
4 beds
3–8 May
₹88,646 for 5 nights
for 5 nights
4.9 out of 5 average rating, 42 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
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
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
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
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
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
Free cancellation
21–26 Sept
₹1,09,920 for 5 nights
for 5 nights
4.94 out of 5 average rating, 128 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
Guest favourite
Cottage in Windham
Cozy Cottage on Highland Lake
Free cancellation
7–12 Sept
₹98,495 for 5 nights
for 5 nights
4.93 out of 5 average rating, 106 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
Free cancellation
7–12 Oct
₹1,56,116 for 5 nights
for 5 nights
5.0 out of 5 average rating, 787 reviews
Top guest favourite
Guest suite in Portland
Sunflower Retreat in North Back Cove
Free cancellation
13–18 Sept
₹62,544 for 5 nights
for 5 nights
4.97 out of 5 average rating, 204 reviews
Superhost
Room in Portland
Stay with AltonMusician,
White Oak Villa - Master Suite
9–14 May
₹60,575 for 5 nights
for 5 nights
4.87 out of 5 average rating, 295 reviews
Guest favourite
Room in Portland
Stay with Johanna
Sweet Pink-y House 1 Room
31 May – 5 Jun
₹44,323 for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 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