Check in
Check out
1 guest
Filters
Map
Winterport Vacation Rentals
1-20 of 20 rentals

The Poolside Paradise

$412 avg / night (excludes fees and taxes)
NEW!
Winterport, ME
5.0 (1)
3 Bedrooms | 2 Bath | Sleeps 8

Tannery Brook Cottage

$191 avg / night (excludes fees and taxes)
Bucksport, ME
4.75 (8)
2 Bedrooms | 2 Bath | Sleeps 4

Bald Mountain Tiny House

$157 avg / night (excludes fees and taxes)
Bucksport, ME
5.0 (12)
1 Bedrooms | 1 Bath | Sleeps 4

Lower Corbel House

$169 avg / night (excludes fees and taxes)
Bucksport, ME
4.5 (10)
2 Bedrooms | 1 Bath | Sleeps 4

Upper Corbel House

$180 avg / night (excludes fees and taxes)
Bucksport, ME
4.2 (5)
2 Bedrooms | 1 Bath | Sleeps 4

Heart Pond Hideaway

$417 avg / night (excludes fees and taxes)
Orland, ME
3.93 (15)
4 Bedrooms | 3 Bath | Sleeps 8

Sunset Point Cottage

$252 avg / night (excludes fees and taxes)
Orland, ME
3.91 (11)
2 Bedrooms | 2 Bath | Sleeps 6

Heart Pond Hideaway & Annex

$597 avg / night (excludes fees and taxes)
NEW!
Orland, ME
6 Bedrooms | 4 Bath | Sleeps 12

Heart Pond Hideaway Annex

$201 avg / night (excludes fees and taxes)
Orland, ME
5.0 (3)
2 Bedrooms | 1 Bath | Sleeps 4

Lake Time Cottage

$167 avg / night (excludes fees and taxes)
Orland, ME
4.75 (16)
1 Bedrooms | 1 Bath | Sleeps 2

Lake View Cottage

$167 avg / night (excludes fees and taxes)
Orland, ME
4.42 (12)
1 Bedrooms | 1 Bath | Sleeps 2

Lakeside Cottages on Toddy Pond

$533 avg / night (excludes fees and taxes)
Orland, ME
4.0 (3)
4 Bedrooms | 4 Bath | Sleeps 10

Dream House Maine

$203 avg / night (excludes fees and taxes)
NEW!
Swanville, ME
2 Bedrooms | 1.5 Bath | Sleeps 4

Chuck's Place

$696 avg / night (excludes fees and taxes)
Dedham, ME
5.0 (9)
5 Bedrooms | 2 Bath | Sleeps 12

Peakes Peace - A

$95 avg / night (excludes fees and taxes)
Dedham, ME
4.73 (11)
2 Bedrooms | 1 Bath | Sleeps 6

Peakes Peace - B

$95 avg / night (excludes fees and taxes)
Dedham, ME
4.6 (5)
2 Bedrooms | 1 Bath | Sleeps 4

Phillips Serenity Retreat

$572 avg / night (excludes fees and taxes)
NEW!
Dedham, ME
4 Bedrooms | 3 Bath | Sleeps 9

Cappy's Retreat

$295 avg / night (excludes fees and taxes)
Stockton Springs, ME
4.54 (24)
3 Bedrooms | 2 Bath | Sleeps 8

Maine Country Getaway

$329 avg / night (excludes fees and taxes)
Holden, ME
4.33 (3)
5 Bedrooms | 2.5 Bath | Sleeps 9

1855 Captain Shute's Harbor House

$305 avg / night (excludes fees and taxes)
NEW!
Searsport, ME
3 Bedrooms | 2 Bath | Sleeps 6
Page 1 of 1
Su
Mo
Tu
We
Th
Fr
Sa
30
31
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
1
2
3
Su
Mo
Tu
We
Th
Fr
Sa
30
31
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
1
2
3