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Search results; Over 1,000 places in Windham

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Prices include all fees

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Prices include all fees

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Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

The home you selected

Guest favorite

Cottage in Windham

Cozy camp near highland lake

6 guests2 bedrooms2 beds1 bath

Jul 15 – 20

More

Jul 15 – 20

More

R24,870 ZAR for 5 nights

for 5 nights

Explore more homes

Top guest favorite

Guesthouse in Windham

Cottage on Black Brook Preserve

Free cancellation

Aug 19 – 24

R14,275 ZAR for 5 nights

for 5 nights

4.99 out of 5 average rating, 257 reviews

Top guest favorite

Apartment in Windham

The Roost - lovely one bedroom efficiency unit

1 bed

Jun 1 – 6

R11,632 ZAR for 5 nights

for 5 nights

4.99 out of 5 average rating, 136 reviews

Top guest favorite

Home in Windham

Modern Chic Home in Windham

3 beds

Jun 9 – 14

R23,157 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 44 reviews

Guest favorite

Guest suite in Gorham

Farmhouse stay, near lakes and St. Joe's College

2 beds

Jun 3 – 8

R19,308 ZAR for 5 nights

for 5 nights

4.97 out of 5 average rating, 129 reviews

Home in Gray

Coveside on Little Sebago

Free cancellation

Jun 7 – 14

R49,805 ZAR for 7 nights

for 7 nights

5.0 out of 5 average rating, 3 reviews

Guest favorite

Apartment in Windham

The Nest

Free cancellation

Jun 8 – 13

R31,194 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 7 reviews

Guest favorite

Shared room in Gorham

Cozy bedroom in Gorham

Free cancellation

Jul 6 – 11

R6,768 ZAR for 5 nights

for 5 nights

4.88 out of 5 average rating, 244 reviews

Top guest favorite

Home in Windham

Maine Vacation Home on the Water

Free cancellation

Jun 8 – 13

R68,944 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 29 reviews

Guest favorite

Guest suite in Windham

Millers Private Studio on Highland Lake

Free cancellation

Sep 2 – 7

R12,689 ZAR for 5 nights

for 5 nights

4.92 out of 5 average rating, 183 reviews

Home in Windham

Lakeview Escape on Sebago Lake - All Seasons

Free cancellation

Jun 10 – 15

R38,596 ZAR for 5 nights

for 5 nights

Superhost

Hotel in Portland

Eateries, nightlife, galleries – walk to it all

1 double bed

Jun 1 – 6

R15,117 ZAR for 5 nights

for 5 nights

4.87 out of 5 average rating, 441 reviews

Top guest favorite

Room in Yarmouth

Stay with RoxanneRetired nurse,

Country charm with private bedroom

Jun 1 – 6

R7,930 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 47 reviews

Home in Gray

The Lazy Hummingbird - Little Sebago home w/ Sauna

4 beds

Jun 10 – 15

R37,052 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favorite

Place to stay in Gorham

Private & Spacious in a Convenient Location

3 beds

Jun 1 – 6

R13,536 ZAR for 5 nights

for 5 nights

4.97 out of 5 average rating, 133 reviews

Top guest favorite

Room in Portland

Stay with Johanna

Sweet Pink-y House 1 Room

Aug 17 – 22

R9,517 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 13 reviews

Top guest favorite

Cottage in Falmouth

Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug

Free cancellation

Sep 15 – 20

R56,044 ZAR for 5 nights

for 5 nights

5.0 out of 5 average rating, 42 reviews

Superhost

Home in Windham

The "Happy Hen House" cottage in lakes region

Free cancellation

Jul 1 – 6

R16,707 ZAR for 5 nights

for 5 nights

4.7 out of 5 average rating, 67 reviews

Home in Gray

Little Sebago lakefront retreat

10 beds

Jun 13 – 20

R41,240 ZAR for 7 nights

for 7 nights

4.85 out of 5 average rating, 13 reviews

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