Home Vacation Rentals By Owner In Oakland, ME

Showing 60 Of 65 Vacation Rentals
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Exceptional(55)

$380.96

/ Nightly
Private Vacation Home

Classy AF Home Steps from Colby and Trails

Oakland, Maine, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(79)

$236.11

/ Nightly
Cottage

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Oakland, Maine, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(22)

$373.87

/ Nightly
Private Vacation Home

4 br comfortable home near Belgrade Lakes

Oakland, Maine, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(13)

$367.33

/ Nightly
Private Vacation Home

Waterfront Home Long Pond, Belgrade Lakes Maine

Rome, Maine, United States

Bed 2

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(24)

$253.21

/ Nightly
Cabin

Sister A Frame in the Woods

Oakland, Maine, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(56)

$410.93

/ Nightly
Private Vacation Home

Beautiful Cottage In Wildewood Estates

Rome, Maine, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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$382.23

/ Nightly
Private Vacation Home

Cozy & Modern 2BR/2BA with Long Pond access in Rome

Rome, Maine, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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$236.53

/ Nightly
Condo

Fantastic 1-bdrm condo on Snow Pond in charming Oakland perfect for a getaway.

Oakland, Maine, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(8)

$418.29

/ Nightly
Cabin

Long Pond Camp; Lakeside; Private Dock; Sunsets; Walk to Belgrade Lakes Village!

Rome, Maine, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$420.97

/ Nightly
Cabin

Peaceful,. Lakeside Log Cabin on Long Pond, Belgrade Lakes Region, Rome, Maine

Rome, Maine, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(6)

Select Dates for Price
Private Vacation Home

Classic Maine 3-bedroom steps from Great Pond, newly decorated, work or play!

Rome, Maine, United States

Bed 4

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(38)

$1029.51

/ Nightly
Private Vacation Home

Lakefront home near Colby College and Thomas College

Oakland, Maine, United States

Bed 5

Bed

Bath 3

Bath

Sleep 17

Sleeps
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Exceptional(2)

$296.48

/ Nightly
Cabin

This Cozy Cabin is located in Oakland, tucked away in a peaceful wooded scene.

Oakland, Maine, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(41)

$477.42

/ Nightly
Cabin

Beautiful Waterfront Property on a quiet cove-Tranquility on Long Pond

Rome, Maine, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(1)

$334.63

/ Nightly
Cabin

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

Oakland, Maine, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(6)

$471.37

/ Nightly
Private Vacation Home

Stunning Belgrade Lakes Waterfront Retreat – Dock, Kayaks & Breathtaking Views!

Rome, Maine, United States

Bed 5

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(26)

$364.69

/ Nightly
Cottage

Afterglow Cottage on Great Pond

Rome, Maine, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(19)

$279.86

/ Nightly
Private Vacation Home

Belgrade Lakes vacation home

Rome, Maine, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(18)

$431.28

/ Nightly
Cottage

Quintessential Maine!

Rome, Maine, United States

Bed 3

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(4)

$229.99

/ Nightly
Private Vacation Home

Belgrade Lake house with Dock!

Rome, Maine, United States

Bed 4

Bed

Bath 1

Bath

Sleep 9

Sleeps
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Private vacation home

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View 27 Private vacation home

Home Most popular vacation rentals in Oakland

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Exceptional(4)

$273.64

/ Nightly
Guest house

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Oakland, Maine, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(4)

$331.91

/ Nightly
Cabin

Lakefront camp on Great Pond

Rome, Maine, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(4)

$324.82

/ Nightly
Cabin

Charming lakefront cabin with large screened-in porch and lawn in Rome

Rome, Maine, United States

Bed 4

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(4)

$322.09

/ Nightly
Private vacation home

Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

Oakland, Maine, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(4)

$322.02

/ Nightly
Cottage

Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe

Oakland, Maine, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$299.75

/ Nightly
Cabin

This Cozy Cabin is located in Oakland, tucked away in a peaceful wooded scene.

Oakland, Maine, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$292.12

/ Nightly
Cabin

Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes

Oakland, Maine, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(4)

$241.98

/ Nightly
Apartment

Central Maine Apartment offering 4 Seasons of Fun.

Oakland, Maine, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(4)

$244.49

/ Nightly
Cabin

Sister A Frame in the Woods

Oakland, Maine, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$251.35

/ Nightly
Cabin

Sister A-Frame in Woods B

Oakland, Maine, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps

Most Popular Cities in Maine