Perley Mills | Private Pond | Hot Tub | Theater
Perley Mills | Private Pond | Hot Tub | Theater
Perley Mills | Private Pond | Hot Tub | Theater
Perley Mills | Private Pond | Hot Tub | Theater
Perley Mills | Private Pond | Hot Tub | Theater

Perley Mills | Private Pond | Hot Tub | Theater

4 bedrooms·3 baths
Denmark • Maine
Long Lake Oasis | Private Lake Access + Views
Long Lake Oasis | Private Lake Access + Views
Long Lake Oasis | Private Lake Access + Views
Long Lake Oasis | Private Lake Access + Views
Long Lake Oasis | Private Lake Access + Views

Long Lake Oasis | Private Lake Access + Views

7 bedrooms·4 baths
Bridgton • Maine
5(17 reviews)
Long Lake Oasis | Private Lake Access + Views
Long Lake Oasis | Private Lake Access + Views
Long Lake Oasis | Private Lake Access + Views
Long Lake Oasis | Private Lake Access + Views
Long Lake Oasis | Private Lake Access + Views

Long Lake Oasis | Private Lake Access + Views

7 bedrooms·4 baths
Bridgton • Maine

$6,236.05 USD total for 3 nights

Sep 7 – 10, 2026

Fowler Farmhouse |Downtown | Beach | Hot tub | Outdoor Oasis!
Fowler Farmhouse |Downtown | Beach | Hot tub | Outdoor Oasis!
Fowler Farmhouse |Downtown | Beach | Hot tub | Outdoor Oasis!
Fowler Farmhouse |Downtown | Beach | Hot tub | Outdoor Oasis!
Fowler Farmhouse |Downtown | Beach | Hot tub | Outdoor Oasis!

Fowler Farmhouse |Downtown | Beach | Hot tub | Outdoor Oasis!

4 bedrooms·2 baths
Bridgton • Maine
5(18 reviews)
Fowler Farmhouse | Downtown | Beach | Hot tub +Bar
Fowler Farmhouse | Downtown | Beach | Hot tub +Bar
Fowler Farmhouse | Downtown | Beach | Hot tub +Bar
Fowler Farmhouse | Downtown | Beach | Hot tub +Bar
Fowler Farmhouse | Downtown | Beach | Hot tub +Bar

Fowler Farmhouse | Downtown | Beach | Hot tub +Bar

4 bedrooms·2 baths
Bridgton • Maine

$1,771.60 USD total for 3 nights

Sep 8 – 11, 2026

Modern Comfort: Game Room & Access to Portland
Modern Comfort: Game Room & Access to Portland
Modern Comfort: Game Room & Access to Portland
Modern Comfort: Game Room & Access to Portland
Modern Comfort: Game Room & Access to Portland

Modern Comfort: Game Room & Access to Portland

3 bedrooms·1 bath
Westbrook • Maine
4(5 reviews)

$1,108.53 USD total for 3 nights

Sep 7 – 10, 2026

Enchanting 3BR Farmhouse Retreat | Nature Getaway
Enchanting 3BR Farmhouse Retreat | Nature Getaway
Enchanting 3BR Farmhouse Retreat | Nature Getaway
Enchanting 3BR Farmhouse Retreat | Nature Getaway
Enchanting 3BR Farmhouse Retreat | Nature Getaway

Enchanting 3BR Farmhouse Retreat | Nature Getaway

3 bedrooms·2 baths
Gorham • Maine
4.56(16 reviews)

$1,250.23 USD total for 3 nights

Sep 7 – 10, 2026

Countryside Oasis: Charming 1BR Farmhouse Getaway
Countryside Oasis: Charming 1BR Farmhouse Getaway
Countryside Oasis: Charming 1BR Farmhouse Getaway
Countryside Oasis: Charming 1BR Farmhouse Getaway
Countryside Oasis: Charming 1BR Farmhouse Getaway

Countryside Oasis: Charming 1BR Farmhouse Getaway

1 bedroom·1 bath
Gorham • Maine
5(17 reviews)
Newly Constructed Two-BR Retreat Near Portland
Newly Constructed Two-BR Retreat Near Portland
Newly Constructed Two-BR Retreat Near Portland
Newly Constructed Two-BR Retreat Near Portland
Newly Constructed Two-BR Retreat Near Portland

Newly Constructed Two-BR Retreat Near Portland

2 bedrooms·1 bath
Gorham • Maine
4.87(15 reviews)
$143 – $424/ night(excl. fees & taxes)
Kitchen porch view
Porch
Porch 2
Front of the house
Kitchen/porch

Long Lake Escape, fun in all four seasons.

3 bedrooms·1½ baths
Bridgton • Maine
5(8 reviews)
$275 – $315/ night(excl. fees & taxes)
LL Bean King Room with Pool & Gym image 1
LL Bean King Room with Pool & Gym image 2
LL Bean King Room with Pool & Gym image 3
LL Bean King Room with Pool & Gym image 4
LL Bean King Room with Pool & Gym image 5

LL Bean King Room with Pool & Gym

1 bedroom·1 bath
Freeport • Maine

$539.55 USD total for 3 nights

Sep 7 – 10, 2026

LL Bean 2 Queen Room with Pool & Gym image 1
LL Bean 2 Queen Room with Pool & Gym image 2
LL Bean 2 Queen Room with Pool & Gym image 3
LL Bean 2 Queen Room with Pool & Gym image 4
LL Bean 2 Queen Room with Pool & Gym image 5

LL Bean 2 Queen Room with Pool & Gym

1 bedroom·1 bath
Freeport • Maine

$553.72 USD total for 3 nights

Sep 7 – 10, 2026

PWM Airport 2 Queens Room | Breakfast, Pool & Gym image 1
PWM Airport 2 Queens Room | Breakfast, Pool & Gym image 2
PWM Airport 2 Queens Room | Breakfast, Pool & Gym image 3
PWM Airport 2 Queens Room | Breakfast, Pool & Gym image 4
PWM Airport 2 Queens Room | Breakfast, Pool & Gym image 5

PWM Airport 2 Queens Room | Breakfast, Pool & Gym

1 bedroom·1 bath
Portland • Maine

$804.35 USD total for 3 nights

Sep 7 – 10, 2026

PWM Airport King Room with Breakfast, Pool & Gym image 1
PWM Airport King Room with Breakfast, Pool & Gym image 2
PWM Airport King Room with Breakfast, Pool & Gym image 3
PWM Airport King Room with Breakfast, Pool & Gym image 4
PWM Airport King Room with Breakfast, Pool & Gym image 5

PWM Airport King Room with Breakfast, Pool & Gym

1 bedroom·1 bath
Portland • Maine

$751.25 USD total for 3 nights

Sep 7 – 10, 2026

Welcome to the Guest House!
The guest house is your own separate place, tucked in among the surrounding gardens and trees on Munjoy Hill.
Entry and dining area with sliding door connecting to guests' private garden patio.
Living room with side tables and big window for afternoon sunlight.
Radiant concrete slab heat on the ground floor for warm toes in winter. Radiant tile heat in the upstairs bathroom.

Modern Guest House + garden patio on Munjoy Hill

2 bedrooms·1½ baths
Portland • Maine
4.98(55 reviews)

$1,745.09 USD total for 4 nights

Oct 3 – 7, 2026

Free cancellation
Modern Penthouse in the Old Port
Modern Penthouse in the Old Port
Modern Penthouse in the Old Port
Modern Penthouse in the Old Port
Modern Penthouse in the Old Port

Modern Penthouse in the Old Port

2 bedrooms·1 bath
Portland • Maine

$2,700.00 USD total for 3 nights

Sep 7 – 10, 2026

Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland

Luxury Penthouse in Downtown Portland

2 bedrooms·1 bath
Portland • Maine
5(6 reviews)
$605 – $934/ night(excl. fees & taxes)
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland

Luxury Penthouse in Downtown Portland

2 bedrooms·1 bath
Portland • Maine

$12,009.62 USD total for 30 nights

Oct 20 – Nov 19, 2026

Free cancellation
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland
Luxury Penthouse in Downtown Portland

Luxury Penthouse in Downtown Portland

2 bedrooms·1 bath
Portland • Maine

$20,366.65 USD total for 30 nights

Sep 7 – Oct 7, 2026

The Mountain House | Hot Tub, Close to Moose Pond
The Mountain House | Hot Tub, Close to Moose Pond
The Mountain House | Hot Tub, Close to Moose Pond
The Mountain House | Hot Tub, Close to Moose Pond
The Mountain House | Hot Tub, Close to Moose Pond

The Mountain House | Hot Tub, Close to Moose Pond

3 bedrooms·2 baths
Bridgton • Maine

$1,710.30 USD total for 3 nights

Sep 7 – 10, 2026

The Mountain House | Hot Tub, Close to Moose Pond
The Mountain House | Hot Tub, Close to Moose Pond
The Mountain House | Hot Tub, Close to Moose Pond
The Mountain House | Hot Tub, Close to Moose Pond
The Mountain House | Hot Tub, Close to Moose Pond

The Mountain House | Hot Tub, Close to Moose Pond

3 bedrooms·2 baths
Bridgton • Maine
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!
SKI IN / OUT @ Pleasant Mountain in Bridgton ME!

SKI IN / OUT @ Pleasant Mountain in Bridgton ME!

3 bedrooms·2½ baths
Bridgton • Maine
5(18 reviews)
$549 – $599/ night(excl. fees & taxes)
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port

Sweet Home Near Food & Old Port

2 bedrooms·1½ baths
Portland • Maine

$1,079.10 USD total for 3 nights

Sep 7 – 10, 2026

Water's Edge at Moose Pond - Waterfront/Skiing
Water's Edge at Moose Pond - Waterfront/Skiing
Water's Edge at Moose Pond - Waterfront/Skiing
Water's Edge at Moose Pond - Waterfront/Skiing
Water's Edge at Moose Pond - Waterfront/Skiing

Water's Edge at Moose Pond - Waterfront/Skiing

5 bedrooms·2½ baths
Bridgton • Maine

$7,167.00 USD total for 7 nights

Sep 7 – 14, 2026