Cottages in Cumberland County

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Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
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5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Featured Cottages in Cumberland County

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

'osprey Cottage' South Freeport Home on Casco Bay!

3.0 star property
'osprey Cottage' South Freeport Home on Casco Bay!
Inviting Countryside Home: 4 Mi to Long Lake!
House (3 Bedrooms) | Interior

Inviting Countryside Home: 4 Mi to Long Lake!

3.0 star property
Inviting Countryside Home: 4 Mi to Long Lake!
Peaceful Highland Lake Home w/ Kayaks, Dock Access
House (3 Bedrooms) | Interior

Peaceful Highland Lake Home w/ Kayaks, Dock Access

3.0 star property
10.0 out of 10, Exceptional, (2)
"We went to this area for the annual fair and enjoyed staying at this property. We got a good taste of Maine for a few days. The owners were quick to reply if we had questions. The kitchen is well stocked and great for a family visiting. We would stay there again. "
Peaceful Highland Lake Home w/ Kayaks, Dock Access
Crooked River Cottage Limit 5 2 Bedroom Cottage by RedAwning
Cottage, 2 Bedrooms | Property grounds

Crooked River Cottage Limit 5 2 Bedroom Cottage by RedAwning

3.0 star property
Crooked River Cottage Limit 5 2 Bedroom Cottage by RedAwning
Family Cabin w/ Beach Access on Panther Pond
House (2 Bedrooms) | Interior

Family Cabin w/ Beach Access on Panther Pond

3.0 star property
Family Cabin w/ Beach Access on Panther Pond
Historic Casco Bay Home on Great Diamond Island
Outdoor dining

Historic Casco Bay Home on Great Diamond Island

3.0 star property
Historic Casco Bay Home on Great Diamond Island
Spacious Harrison Cabin ~ 1 Mi to Long Lake!
Property grounds

Spacious Harrison Cabin ~ 1 Mi to Long Lake!

3.0 star property
8.0 out of 10, Very good, (1)
"Would recommend this stay for anybody - great communication with the host. Easily accessible area as well. "
Spacious Harrison Cabin ~ 1 Mi to Long Lake!
Panther Pond Cabin w/ 200 Ft Sand Beach & Dock!
House (2 Bedrooms) | Interior

Panther Pond Cabin w/ 200 Ft Sand Beach & Dock!

3.0 star property
Panther Pond Cabin w/ 200 Ft Sand Beach & Dock!
Raymond Retreat w/ 200 Feet of Private Beach!
House (2 Bedrooms) | Interior

Raymond Retreat w/ 200 Feet of Private Beach!

3.0 star property
Raymond Retreat w/ 200 Feet of Private Beach!
Ski, Hike & Boat: Modern Bridgton Retreat
Interior

Ski, Hike & Boat: Modern Bridgton Retreat

3.0 star property
Ski, Hike & Boat: Modern Bridgton Retreat
Falmouth Vacation Rental On Highland Lake!
House (2 Bedrooms) | Interior

Falmouth Vacation Rental On Highland Lake!

3.0 star property
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. "
Falmouth Vacation Rental On Highland Lake!
Quiet & Remote Cottage on Panther Pond!
Interior

Quiet & Remote Cottage on Panther Pond!

3.0 star property
Quiet & Remote Cottage on Panther Pond!
Quaint Naples Cottage: Walk to Trickey Pond & Cove
Cottage (1 Bedroom) | 1 bedroom, free cots/infant beds, bed sheets

Quaint Naples Cottage: Walk to Trickey Pond & Cove

3.0 star property
Quaint Naples Cottage: Walk to Trickey Pond & Cove
Lily Of The Valley Limit 8 2 Bedroom Villa by RedAwning
Villa, 2 Bedrooms | Beach | Beach nearby

Lily Of The Valley Limit 8 2 Bedroom Villa by RedAwning

3.0 star property
Lily Of The Valley Limit 8 2 Bedroom Villa by RedAwning
Bove Cottage 2-limit 6 2 Bedroom Cottage by RedAwning
Cottage, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Bove Cottage 2-limit 6 2 Bedroom Cottage by RedAwning

3.0 star property
10.0 out of 10, Exceptional, (1)
"Loved staying in this cottage! Cozy and quiet. Enough space for two young children. Wonderful screened in porch with table for dinner and outdoor activities when at the cottage. Short walk downtown for coffee, lake, meals, and shopping"
Bove Cottage 2-limit 6 2 Bedroom Cottage by RedAwning
Bove Cottage 1 -limit 3 1 Bedroom Cottage by RedAwning
Cottage, 1 Bedroom | Terrace/patio

Bove Cottage 1 -limit 3 1 Bedroom Cottage by RedAwning

2.0 star property
Bove Cottage 1 -limit 3 1 Bedroom Cottage by RedAwning
Near Portland trails: Walkable Apartment w/ Deck
House (1 Bedroom) | Interior

Near Portland trails: Walkable Apartment w/ Deck

3.0 star property
Near Portland trails: Walkable Apartment w/ Deck
'heron Cottage' on Casco Bay w/ Deck & Boat Dock!
Cottage (1 Bedroom) | Interior

'heron Cottage' on Casco Bay w/ Deck & Boat Dock!

3.0 star property
'heron Cottage' on Casco Bay w/ Deck & Boat Dock!
Spacious Portland Home: Walk Downtown!
House (3 Bedrooms) | Interior

Spacious Portland Home: Walk Downtown!

3.0 star property
Spacious Portland Home: Walk Downtown!
Million-dollar View: Waterfront Cabin in Bridgton!
TV, fireplace

Million-dollar View: Waterfront Cabin in Bridgton!

3.0 star property
Million-dollar View: Waterfront Cabin in Bridgton!
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
"Good hotel! Great location! "
Yelena Anatolevna 3-night trip
Posted 1 day ago
Holiday Inn Portland-By the Bay by IHG