Cottages in Cumberland County

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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Cumberland County Accommodation: Most Popular Cities to Stay

CottagesCottages

Bridgton

Bridgton

Our top choices for Cumberland County cottages

Cottage (2 Bedrooms) | Interior
'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
'osprey Cottage' South Freeport Home on Casco Bay!
House (2 Bedrooms) | Interior
'the Acres' Panther Pond Cabin w/ Beach & Dock!

'the Acres' Panther Pond Cabin w/ Beach & Dock!

'the Acres' Panther Pond Cabin w/ Beach & Dock!
3.0 star property
Raymond
'the Acres' Panther Pond Cabin w/ Beach & Dock!
Cottage, 2 Bedrooms | Exterior
Crooked River Cottage Limit 5 2 Bedroom Cottage by RedAwning

Crooked River Cottage Limit 5 2 Bedroom Cottage by RedAwning

Crooked River Cottage Limit 5 2 Bedroom Cottage by RedAwning
3.0 star property
Casco
Crooked River Cottage Limit 5 2 Bedroom Cottage by RedAwning
House (3 Bedrooms) | Interior
Near Skiing: Serene Harrison Retreat w/ Fire Pit

Near Skiing: Serene Harrison Retreat w/ Fire Pit

Near Skiing: Serene Harrison Retreat w/ Fire Pit
2.5 star property
Harrison
Near Skiing: Serene Harrison Retreat w/ Fire Pit
House (3 Bedrooms) | Interior
Inviting Countryside Home: 4 Mi to Long Lake!

Inviting Countryside Home: 4 Mi to Long Lake!

Inviting Countryside Home: 4 Mi to Long Lake!
3.0 star property
Harrison
Inviting Countryside Home: 4 Mi to Long Lake!
House (2 Bedrooms) | Interior
'the Cedars' Cabin w/ Beach Access on Panther Pond

'the Cedars' Cabin w/ Beach Access on Panther Pond

'the Cedars' Cabin w/ Beach Access on Panther Pond
3.0 star property
Raymond
'the Cedars' Cabin w/ Beach Access on Panther Pond
Cottage (3 Bedrooms) | Interior
Quiet & Remote Cottage on Panther Pond!

Quiet & Remote Cottage on Panther Pond!

Quiet & Remote Cottage on Panther Pond!
3.0 star property
Raymond
Quiet & Remote Cottage on Panther Pond!
House (2 Bedrooms) | Interior
Ski, Hike & Boat: Modern Bridgton Retreat

Ski, Hike & Boat: Modern Bridgton Retreat

Ski, Hike & Boat: Modern Bridgton Retreat
3.0 star property
Bridgton
Ski, Hike & Boat: Modern Bridgton Retreat
House (2 Bedrooms) | Interior
Frye Island Family Cabin With Lake & Beach Access!

Frye Island Family Cabin With Lake & Beach Access!

Frye Island Family Cabin With Lake & Beach Access!
3.0 star property
Raymond
Frye Island Family Cabin With Lake & Beach Access!
Outdoor dining
Historic Casco Bay Home on Great Diamond Island

Historic Casco Bay Home on Great Diamond Island

Historic Casco Bay Home on Great Diamond Island
3.0 star property
Portland
Historic Casco Bay Home on Great Diamond Island
House (2 Bedrooms) | Interior
'the Den' Raymond Home w/ 200 Feet of Sandy Beach!

'the Den' Raymond Home w/ 200 Feet of Sandy Beach!

'the Den' Raymond Home w/ 200 Feet of Sandy Beach!
3.0 star property
Raymond
'the Den' Raymond Home w/ 200 Feet of Sandy Beach!
House (3 Bedrooms) | Interior
Peaceful Highland Lake Home w/ Kayaks, Dock Access

Peaceful Highland Lake Home w/ Kayaks, Dock Access

Peaceful Highland Lake Home w/ Kayaks, Dock Access
3.0 star property
Bridgton
10.0 out of 10, Exceptional, (2)
"Great property. Great location!"
United States
Jesse
Peaceful Highland Lake Home w/ Kayaks, Dock Access
House (2 Bedrooms) | Interior
Falmouth Vacation Rental On Highland Lake!

Falmouth Vacation Rental On Highland Lake!

Falmouth Vacation Rental On Highland Lake!
3.0 star property
Falmouth
6.0 out of 10, (1)
"The inside was clean and fine. When booking this place, the description mentioned a canoe, two kayaks and two paddle boards. However, due to the trees and brush on both sides of the dock, we were unable to put these in the water. It would have been extremely difficult to lift any of these items over the dock and into one foot of water. It would have been just as hard taking them out. "
United States
David
Falmouth Vacation Rental On Highland Lake!
Villa, 2 Bedrooms | Property grounds
Lily Of The Valley Limit 8 2 Bedroom Villa by RedAwning

Lily Of The Valley Limit 8 2 Bedroom Villa by RedAwning

Lily Of The Valley Limit 8 2 Bedroom Villa by RedAwning
3.0 star property
Sebago
Lily Of The Valley Limit 8 2 Bedroom Villa by RedAwning
House (2 Bedrooms) | Interior
Waterfront Escape w/ Beach Access in Bridgton

Waterfront Escape w/ Beach Access in Bridgton

Waterfront Escape w/ Beach Access in Bridgton
3.0 star property
Bridgton
Waterfront Escape w/ Beach Access in Bridgton
House (1 Bedroom) | Interior
Near Portland trails: Walkable Apartment w/ Deck

Near Portland trails: Walkable Apartment w/ Deck

Near Portland trails: Walkable Apartment w/ Deck
3.0 star property
Back Cove
Near Portland trails: Walkable Apartment w/ Deck
House (3 Bedrooms) | Interior
Spacious Portland Home: Walk Downtown!

Spacious Portland Home: Walk Downtown!

Spacious Portland Home: Walk Downtown!
3.0 star property
East Bayside
Spacious Portland Home: Walk Downtown!
Villa, 4 Bedrooms | Outdoor dining
Joyfull Camp Limit 10 4 Bedroom Cottage

Joyfull Camp Limit 10 4 Bedroom Cottage

Joyfull Camp Limit 10 4 Bedroom Cottage
3.0 star property
Naples
Joyfull Camp Limit 10 4 Bedroom Cottage
House (3 Bedrooms) | Interior
4 Mi to Long Lake! Secluded Haven w/ Fenced Yard

4 Mi to Long Lake! Secluded Haven w/ Fenced Yard

4 Mi to Long Lake! Secluded Haven w/ Fenced Yard
3.0 star property
Naples
4 Mi to Long Lake! Secluded Haven w/ Fenced Yard
Cottage, 2 Bedrooms | Dining
Greens Limit 6 2 Bedroom Cottage by RedAwning

Greens Limit 6 2 Bedroom Cottage by RedAwning

Greens Limit 6 2 Bedroom Cottage by RedAwning
3.0 star property
Sebago
Greens Limit 6 2 Bedroom Cottage by RedAwning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cumberland County Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"The hotel was quiet and our room had a great view of the harbor."
Richard 1-night trip
Posted 7 hours ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Cumberland County

Cumberland County Cottages information

Number of reviews
1
Accommodation
64 Cottages
Lowest Price
Highest Price