Check in
Check out
1 guest
Filters
Map
Windham Vacation Rentals
1-24 of 28 rentals

Highland Playhouse

$335 avg / night (excludes fees and taxes)
Windham, ME
4.46 (39)
3 Bedrooms | 2 Bath | Sleeps 7

Hawthorne House

$760 avg / night (excludes fees and taxes)
NEW!
Westbrook, ME
1.0 (1)
6 Bedrooms | 2 Bath | Sleeps 16

Pine Tree Treat

$410 avg / night (excludes fees and taxes)
NEW!
Westbrook, ME
3 Bedrooms | 1 Bath | Sleeps 8

Westbrook Hideaway

$391 avg / night (excludes fees and taxes)
NEW!
Westbrook, ME
3 Bedrooms | 1 Bath | Sleeps 8

Loons Nest Cottage

$202 avg / night (excludes fees and taxes)
Standish, ME
4.2 (15)
2 Bedrooms | 1 Bath | Sleeps 6

Wellhouse Cottage

$132 avg / night (excludes fees and taxes)
Standish, ME
4.14 (14)
0 Bedrooms | 1 Bath | Sleeps 2

Boathouse Cottage

$285 avg / night (excludes fees and taxes)
Standish, ME
3.17 (6)
1 Bedrooms | 1 Bath | Sleeps 4

Pines Cottage

$283 avg / night (excludes fees and taxes)
Standish, ME
4.27 (11)
2 Bedrooms | 1 Bath | Sleeps 6

Little Birch on Little Sebago Lake

$201 avg / night (excludes fees and taxes)
Gray, ME
4.82 (17)
0 Bedrooms | 1 Bath | Sleeps 2

Super Birch on Little Sebago Lake

$1,500 avg / night (excludes fees and taxes)
NEW!
Gray, ME
3 Bedrooms | 4 Bath | Sleeps 14

Big Birch on Little Sebago Lake

$1,200 avg / night (excludes fees and taxes)
Gray, ME
5.0 (2)
3 Bedrooms | 3 Bath | Sleeps 12

A Foodie’s Delight

$206 avg / night (excludes fees and taxes)
Portland, ME
4.48 (54)
1 Bedrooms | 1 Bath | Sleeps 4

East End Annex

$243 avg / night (excludes fees and taxes)
Portland, ME
4.35 (40)
1 Bedrooms | 1 Bath | Sleeps 2

Cumberland Casa - A

$276 avg / night (excludes fees and taxes)
Portland, ME
4.0 (26)
2 Bedrooms | 1 Bath | Sleeps 6

Cumberland Charm

$193 avg / night (excludes fees and taxes)
Portland, ME
4.53 (43)
1 Bedrooms | 1 Bath | Sleeps 4

Two Ensuite West End Charmer

$314 avg / night (excludes fees and taxes)
Portland, ME
4.85 (34)
2 Bedrooms | 2 Bath | Sleeps 4

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

$729 avg / night (excludes fees and taxes)
Portland, ME
4.88 (8)
4 Bedrooms | 4 Bath | Sleeps 8

Pearl of Portland

$562 avg / night (excludes fees and taxes)
Portland, ME
4.53 (17)
2 Bedrooms | 2 Bath | Sleeps 8

Cumberland Casa - B

$215 avg / night (excludes fees and taxes)
Portland, ME
3.89 (9)
1 Bedrooms | 1 Bath | Sleeps 2

Morning on the Atlantic

$288 avg / night (excludes fees and taxes)
Portland, ME
4.92 (25)
1 Bedrooms | 1 Bath | Sleeps 2

Two Ensuite Historic Portland Charmer

$316 avg / night (excludes fees and taxes)
Portland, ME
4.87 (38)
2 Bedrooms | 2 Bath | Sleeps 4

Loon Cove

$901 avg / night (excludes fees and taxes)
Raymond, ME
4.7 (10)
6 Bedrooms | 3 Bath | Sleeps 12

Waterfront Writer's Retreat

$146 avg / night (excludes fees and taxes)
Raymond, ME
4.0 (10)
0 Bedrooms | 1 Bath | Sleeps 2

Chickadee Cottage

$336 avg / night (excludes fees and taxes)
Raymond, ME
4.82 (11)
1 Bedrooms | 1 Bath | Sleeps 6
Page 1 of 2
Su
Mo
Tu
We
Th
Fr
Sa
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
Su
Mo
Tu
We
Th
Fr
Sa
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31