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

$1,632.05 USD total for 3 nights

Oct 19 – 22, 2026

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

$5,783.53 USD total for 3 nights

Oct 19 – 22, 2026

Bridgton Bungalow | Brand New, Central & Spacious
Bridgton Bungalow | Brand New, Central & Spacious
Bridgton Bungalow | Brand New, Central & Spacious
Bridgton Bungalow | Brand New, Central & Spacious
Bridgton Bungalow | Brand New, Central & Spacious

Bridgton Bungalow | Brand New, Central & Spacious

5 bedrooms·3 baths
Bridgton • Maine
4.89(27 reviews)

$1,894.03 USD total for 3 nights

Oct 19 – 22, 2026

Bridgton Bungalow | Brand New, Central & Spacious
Bridgton Bungalow | Brand New, Central & Spacious
Bridgton Bungalow | Brand New, Central & Spacious
Bridgton Bungalow | Brand New, Central & Spacious
Bridgton Bungalow | Brand New, Central & Spacious

Bridgton Bungalow | Brand New, Central & Spacious

5 bedrooms·3 baths
Bridgton • Maine

$1,701.96 USD total for 3 nights

Oct 19 – 22, 2026

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)

$1,099.25 USD total for 3 nights

Mar 1 – 4, 2027

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

$1,588.92 USD total for 3 nights

Oct 19 – 22, 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
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

Oct 19 – 26, 2026

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)

$2,066.64 USD total for 3 nights

Oct 19 – 22, 2026

Pleasant Mountain/Shawnee Peak and Moose Pond (view from association beach)
View of Pleasant Mountain/Shawnee Peak from beach area in April 2022
Association shared beach-Must have pass with you.
Front of the house. Parking for 4 vehicles.
Back of the house surrounded by lovely trees for privacy.

5 bedroom home near Pleasant Mountain & Moose Pond

5 bedrooms·2 baths
Bridgton • Maine
5(84 reviews)

$1,635.00 USD total for 3 nights

Oct 19 – 22, 2026

Big Moose Lodge | Brand New, Pool and Lake Access
Big Moose Lodge | Brand New, Pool and Lake Access
Big Moose Lodge | Brand New, Pool and Lake Access
Big Moose Lodge | Brand New, Pool and Lake Access
Big Moose Lodge | Brand New, Pool and Lake Access

Big Moose Lodge | Brand New, Pool and Lake Access

3 bedrooms·3 baths
Bridgton • Maine

$1,465.98 USD total for 3 nights

Oct 19 – 22, 2026

The Barnhaus | Unique 5-Star Experience | Luxe
The Barnhaus | Unique 5-Star Experience | Luxe
The Barnhaus | Unique 5-Star Experience | Luxe
The Barnhaus | Unique 5-Star Experience | Luxe
The Barnhaus | Unique 5-Star Experience | Luxe

The Barnhaus | Unique 5-Star Experience | Luxe

2 bedrooms·2 baths
Bridgton • Maine
4.91(69 reviews)

$1,048.38 USD total for 3 nights

Oct 19 – 22, 2026

The Barnhaus | Unique 5-Star Experience | Hot Tub
The Barnhaus | Unique 5-Star Experience | Hot Tub
The Barnhaus | Unique 5-Star Experience | Hot Tub
The Barnhaus | Unique 5-Star Experience | Hot Tub
The Barnhaus | Unique 5-Star Experience | Hot Tub

The Barnhaus | Unique 5-Star Experience | Hot Tub

2 bedrooms·2 baths
Bridgton • Maine

$1,392.68 USD total for 3 nights

Oct 19 – 22, 2026

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
Pine Haven | Peaceful Nature Retreat on 10 Acres
Pine Haven | Peaceful Nature Retreat on 10 Acres
Pine Haven | Peaceful Nature Retreat on 10 Acres
Pine Haven | Peaceful Nature Retreat on 10 Acres
Pine Haven | Peaceful Nature Retreat on 10 Acres

Pine Haven | Peaceful Nature Retreat on 10 Acres

2 bedrooms·1 bath
Sweden • Maine
5(11 reviews)

$1,171.21 USD total for 3 nights

Oct 19 – 22, 2026

Pine Haven | Peaceful Nature Retreat on 10 Acres
Pine Haven | Peaceful Nature Retreat on 10 Acres
Pine Haven | Peaceful Nature Retreat on 10 Acres
Pine Haven | Peaceful Nature Retreat on 10 Acres
Pine Haven | Peaceful Nature Retreat on 10 Acres

Pine Haven | Peaceful Nature Retreat on 10 Acres

2 bedrooms·1 bath
Sweden • Maine

$1,876.54 USD total for 3 nights

Oct 19 – 22, 2026

Long Lake enjoys the River Queen. Take a ride, or wave as they go by twice a day
You will enjoy a garden front yard to relax and enjoy lake view in adirondaks.
Sandy-bottom & clean swimming area with stone steps. (Sorry, no overnight ties)
150 ft. to the lake for a quick kayak, canoe, swim, or relax & enjoy the view.
Naples, Maine - Indian Head View Lakehouse

Naples, Maine - Indian Head View Lakehouse

2 bedrooms·1 bath
Naples • Maine
4.89(9 reviews)
$378/ night(excl. fees & taxes)
MOOSE CABIN | 5-Star Maine Experience | Hot Tub
MOOSE CABIN | 5-Star Maine Experience | Hot Tub
Denmark-tub
MOOSE CABIN | 5-Star Maine Experience | Hot Tub
MOOSE CABIN | 5-Star Maine Experience | Hot Tub

MOOSE CABIN | 5-Star Maine Experience | Hot Tub

2 bedrooms·1 bath
Denmark • Maine

$1,250.47 USD total for 3 nights

Oct 19 – 22, 2026

Saco Riverfront Retreat in the Woods
Saco Riverfront Retreat in the Woods
Saco Riverfront Retreat in the Woods
Saco Riverfront Retreat in the Woods
Saco Riverfront Retreat in the Woods

Saco Riverfront Retreat in the Woods

1 bedroom·1 bath
Brownfield • Maine

$735.75 USD total for 3 nights

Oct 19 – 22, 2026

October Farm | 1810 Farmhouse set on 30+ Acres
October Farm | 1810 Farmhouse set on 30+ Acres
October Farm | 1810 Farmhouse set on 30+ Acres
October Farm | 1810 Farmhouse set on 30+ Acres
October Farm | 1810 Farmhouse set on 30+ Acres

October Farm | 1810 Farmhouse set on 30+ Acres

3 bedrooms·2 baths
Fryeburg • Maine
4.75(4 reviews)
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks

Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks

2 bedrooms·1 bath
Fryeburg • Maine

$1,558.80 USD total for 3 nights

Oct 19 – 22, 2026

Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks
Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks

Lovewell Lodge | Cozy Cabin w/ Firepit and Kayaks

2 bedrooms·1 bath
Fryeburg • Maine