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Windham Vacation Rentals
1-24 of 29 rentals

Highland Playhouse

$343 avg / night (excludes fees and taxes)
3 Bedrooms | 2 Bath | Sleeps 7

Hawthorne House

$767 avg / night (excludes fees and taxes)
6 Bedrooms | 2 Bath | Sleeps 16

Westbrook Hideaway

$393 avg / night (excludes fees and taxes)
3 Bedrooms | 1 Bath | Sleeps 8

Pine Tree Treat

$416 avg / night (excludes fees and taxes)
3 Bedrooms | 1 Bath | Sleeps 8

Wellhouse Cottage

$134 avg / night (excludes fees and taxes)
0 Bedrooms | 1 Bath | Sleeps 2

Loons Nest Cottage

$214 avg / night (excludes fees and taxes)
2 Bedrooms | 1 Bath | Sleeps 6

Boathouse Cottage

$284 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 4

Pines Cottage

$280 avg / night (excludes fees and taxes)
2 Bedrooms | 1 Bath | Sleeps 6

Little Birch on Little Sebago Lake

$198 avg / night (excludes fees and taxes)
0 Bedrooms | 1 Bath | Sleeps 2

Super Birch on Little Sebago Lake

$1,358 avg / night (excludes fees and taxes)
3 Bedrooms | 4 Bath | Sleeps 14

Big Birch on Little Sebago Lake

$1,112 avg / night (excludes fees and taxes)
3 Bedrooms | 3 Bath | Sleeps 12

A Foodie’s Delight

$231 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 4

East End Annex

$214 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 2

Two Ensuite West End Charmer

$240 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 4

Cumberland Casa - A

$330 avg / night (excludes fees and taxes)
2 Bedrooms | 1 Bath | Sleeps 6

Morning on the Atlantic

$254 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 2

Cumberland Casa - B

$212 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 2

Cumberland Charm

$229 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 4

Four Ensuite The Heart of the West End #3 & #4

$730 avg / night (excludes fees and taxes)
4 Bedrooms | 4 Bath | Sleeps 8

Pearl of Portland

$498 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 8

Two Ensuite Historic Portland Charmer

$329 avg / night (excludes fees and taxes)
2 Bedrooms | 2 Bath | Sleeps 4

Waterfront Writer's Retreat

$144 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 2

Loon Cove

$575 avg / night (excludes fees and taxes)
6 Bedrooms | 3 Bath | Sleeps 12

Chickadee Cottage

$271 avg / night (excludes fees and taxes)
1 Bedrooms | 1 Bath | Sleeps 6
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