Vacation Rentals By Owner In Oakland, ME

Charming Lakeview House with Deck, Cozy Fireplace and firepit

Rome, Maine, United States

Bed

Bath

Sleeps

Exceptional(6)

$289.5

Charming apartment with waterfront access, modern comforts, and lakeside firepit

Oakland, Maine, United States

Bed

Bath

Sleeps

$944.01

Peaceful Maine hideaway with lake views, pool table, dock access, and Wi-Fi

Rome, Maine, United States

Bed

Bath

Sleeps

Exceptional(10)

$255.61

Cozy Log Cabin Belgrade Lakes Rome Maine

Rome, Maine, United States

Bed

Bath

Sleeps

Exceptional(13)

$275.77

Sister A-Frame in Woods B

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(49)

$250.7

Central Maine Apartment offering 4 Seasons of Fun.

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(31)

$212.01

Quaint Little Cottage

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(26)

$524.29

Belgrade Lakes, Great Pond - Sandy Entry & Quiet Cove

Rome, Maine, United States

Bed

Bath

Sleeps

Exceptional(17)

$355.69

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

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(4)

$324.82

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

Rome, Maine, United States

Bed

Bath

Sleeps

Exceptional(58)

$311.2

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

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(7)

$464.89

Lakefront Maine House ~ 4 Mi to Colby College

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(7)

$180.21

Lakefront Oakland Vacation Rental w/ Dock + Views!

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(9)

$172.95

Oakland Apt on Messalonskee Lake w/ Dock Access!

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(31)

Select Dates for Price

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

Rome, Maine, United States

Bed

Bath

Sleeps

Exceptional(7)

$515.57

Lakeside Home on Great Pond in Belgrade Lakes with hot tub, walk to village.

Belgrade Lakes, Maine, United States

Bed

Bath

Sleeps

Exceptional(114)

$329.18

Special Secluded Cottage 3 Min Walk to Long Pond; ALL YEAR

Rome, Maine, United States

Bed

Bath

Sleeps

Exceptional(2)

$345.69

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

Oakland, Maine, United States

Bed

Bath

Sleeps

Exceptional(5)

$148.24

Lavender Haze Cottage in the Woods

Oakland, Maine, United States

Bed

Bath

Sleeps

$401.12

View 27 Private vacation home

Little Beans Cottage on Great Pond, Belgrade ME

Rome, Maine, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Private vacation home

Most popular vacation rentals in Oakland

$273.64

Guest house

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

Oakland, Maine, United States

Bed

Bath

Sleeps

$331.91

Lakefront camp on Great Pond

Rome, Maine, United States

Bed

Bath

Sleeps

$324.82

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

Rome, Maine, United States

Bed

Bath

Sleeps

$322.09

Private vacation home

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

Oakland, Maine, United States

Bed

Bath

Sleeps

$322.02

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

Oakland, Maine, United States

Bed

Bath

Sleeps

$299.75

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

Oakland, Maine, United States

Bed

Bath

Sleeps

$292.12

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

Oakland, Maine, United States

Bed

Bath

Sleeps

$241.98

Central Maine Apartment offering 4 Seasons of Fun.

Oakland, Maine, United States

Bed

Bath

Sleeps

$244.49

Sister A Frame in the Woods

Oakland, Maine, United States

Bed

Bath

Sleeps

$251.35