Location

Dates

Guests

Vacation rentals in Fryeburg

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

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

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

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

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

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

5 bedrooms·3 baths

Bridgton • Maine

$1,701.96 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

Kitchen porch view

Front of the house

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

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)

Cute and cozy lake view cottage

Cute and cozy lake view cottage

Cute and cozy lake view cottage

Cute and cozy lake view cottage

Cute and cozy lake view cottage

Cute and cozy lake view cottage

2 bedrooms·1 bath

Standish • Maine

$1,008.25 USD total for 3 nights

Dec 31, 2026 – Jan 3, 2027

5 br main house (left), 2 br guest house (middle), and bunkhouse (right)

Firepit with 12 adirondack chairs

Property grounds

8 Bedroom Lake House Compound - Large Yard w/ 250' Frontage + Spectacular Views!

8 bedrooms·3 baths

Casco • Maine

5(20 reviews)

$7,215.70 USD total for 7 nights

Oct 19 – 26, 2026

Cozy Cabin, Big Views | Maine Mountain Retreat

Cozy Cabin, Big Views | Maine Mountain Retreat

Cozy Cabin, Big Views | Maine Mountain Retreat

Cozy Cabin, Big Views | Maine Mountain Retreat

Cozy Cabin, Big Views | Maine Mountain Retreat

Cozy Cabin, Big Views | Maine Mountain Retreat

3 bedrooms·2 baths

Greenwood • Maine

5(55 reviews)

$1,333.53 USD total for 3 nights

Oct 22 – 25, 2026