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Vacation rentals in Greenwood, Maine, United States

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 pour 3 nuits

23–26 oct. 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 pour 3 nuits

1–4 mars 2027

The Glen House is located on the Sunday River Golf Course at the Sunday River Resort in Newry, Maine

The Glen House overlooks the 1st hole and the Mahoosuc Mountain range.

Welcome to the Glen House!

Gas fireplace, plenty of seating, sonos housewide sound system and amazing views greet you as you enter

Glen House

9 bedrooms·9½ baths

Newry • Maine

4.99(250 reviews)

7 705,26 $ USD 6 038,02 $ USD total pour 3 nuits

25–28 oct. 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

6 601,87 $ USD total pour 3 nuits

23–26 oct. 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

5(11 reviews)

1 239,37 $ USD total pour 3 nuits

23–26 oct. 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

1 673,31 $ USD total pour 3 nuits

23–26 oct. 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

1 600,88 $ USD total pour 3 nuits

25–28 oct. 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)

1 125,80 $ USD total pour 3 nuits

23–26 oct. 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 pour 3 nuits

24–27 oct. 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 pour 3 nuits

23–26 oct. 2026

Big Moose Lodge | Brand New, Pool and Lake Access

3 bedrooms·3 baths

Bridgton • Maine

1 569,83 $ USD total pour 3 nuits

23–26 oct. 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 pour 7 nuits

23–30 oct. 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

1 713,00 $ USD total pour 3 nuits

23–26 oct. 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)

2 284,64 $ USD total pour 3 nuits

23–26 oct. 2026

Bridgton Bungalow | Brand New, Central & Spacious

5 bedrooms·3 baths

Bridgton • Maine

4.89(27 reviews)

1 974,91 $ USD total pour 3 nuits

23–26 oct. 2026

Bridgton Bungalow | Brand New, Central & Spacious

5 bedrooms·3 baths

Bridgton • Maine

1 906,53 $ USD total pour 3 nuits

23–26 oct. 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)

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/ nuit(hors frais et taxes)

MOOSE CABIN | 5-Star Maine Experience | Hot 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

MOOSE CABIN | 5-Star Maine Experience | Hot Tub

2 bedrooms·1 bath

Denmark • Maine

1 295,19 $ USD total pour 3 nuits

23–26 oct. 2026

Saco River Retreat

Dirt/gravel driveway-fits plenty of cars or even an RV

Main floor living room. 2 reclining chairs on the ends of the couch.

Open concept living room/kitchen

Saco River Retreat

Saco River Retreat

4 bedrooms·3 baths

Fryeburg • Maine

5(13 reviews)

1 005,00 $ USD total pour 3 nuits

23–26 oct. 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