Cumberland County Vacation Rentals - HolidayHomes base64Hash Cumberland County Vacation Rentals - HolidayHomes

Cumberland County Vacation Rentals

Browse 4,233 available vacation homes and compared across 11 trusted partners

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Top-Rated Vacation rentals in Cumberland County

Book the highest-rated Cumberland County vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

We use AI to generate the short summary in each offer below, check full description before booking.
House Harpswell

Beautiful house on the Harpswell Peninsula over looking Casco Bay

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House Peaks Island

Stunning Ocean Views From This Peaks Island Home

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House Standish

Spacious Luxury Retreat on 2 Acres - Beach, Dock, Kayaks & A/C

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House Frye Island

House with patio, pool & grill

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House Casco

House with yard, barbecue & terrace | Lake view | Good for workation

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House Windham

Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!

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House Harpswell

Unique Waterfront Experience

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House Harpswell

Beautiful Oceanfront House- Stunning Water Views

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Lodge Casco

Maple Cove Lodge on Lake Sebago Waterfront!

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House Frye Island

Vacation home with terrace, barbeque & jacuzzi | Mountain view

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House Raymond

Sebago Lake Camp Sandy Beach Jordan Bay Raymond Maine Rental Saturday-Saturday

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Cabin Casco

A Sweet Private Waterfront Cottage. Happy loons and hummingbirds complementary!

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House Sebago

Ski Shawnee Peak & Sunday River, beautifully newly renovated vacation home.

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House Saco

Sunny Beachfront Cottage with Spectacular Ocean Views

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House Sebago

Sebago Lake • Sleeps 15 • Private Waterfront/Dock • Family-Friendly • 6BD/3.5BA

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Top 15 most Recommended Vacation Rentals in Cumberland County

Discover your ideal Cumberland County vacation rental with real-time comparisons of 4,233 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
Apartment Raymond
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with sauna & barbecue | Lake view | Dogs allowed

Raymond, Cumberland County, Maine, United States
This apartment rental in Raymond accommodates 2 and features parking for added convenience.
from $193
per night
(1)
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Cabin Sebago
Cabin ∙ 3 guests ∙ 1 bedroom

Cabin with BBQ | Lake view | Pet-friendly

Sebago, Cumberland County, Maine, United States
This cozy cabin in Sebago accommodates 3 guests and features a lovely lakeview.
from $224
per night
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Cabin Sebago
Cabin ∙ 2 guests ∙ 1 bedroom

Nice cottage with BBQ & yard | Lake view | Pets allowed

Sebago, Cumberland County, Maine, United States
Cozy cabin in Sebago for 2 with a charming fireplace and beautiful lakeview, perfect for a peaceful getaway.
from $131
per night
(6)
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House Harpswell
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with grill & terrace

Harpswell, Cumberland County, Maine, United States
Spacious house rental in Harpswell for 14 guests featuring a cozy fireplace and modern kitchen for a comfortable stay.
from $498
per night
(50)
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House Sebago
House ∙ 12 guests ∙ 5 bedrooms

Family-oriented lovely vacation home with BBQ, terrace & yard | Lake view | Pets allowed

Sebago, Cumberland County, Maine, United States
This charming farmhouse rental in Sebago accommodates 12 guests and features a cozy fireplace for a warm and inviting stay.
from $334
per night
(9)
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Cabin Cape Elizabeth
Cabin ∙ 6 guests ∙ 3 bedrooms

Child-friendly cottage with barbeque, terrace & garden

Cape Elizabeth, Cumberland County, Maine, United States
This cozy cabin in Cape Elizabeth accommodates 6 guests and features a family-friendly yard for outdoor activities.
from $663
per night
(35)
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House Windham
House ∙ 14 guests ∙ 5 bedrooms

Family-friendly house with terrace, grill & garden | Lake view

Windham, Cumberland County, Maine, United States
This spacious house rental in Windham accommodates 14 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $643
per night
(47)
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House Cape Elizabeth
House ∙ 8 guests ∙ 5 bedrooms

Child-friendly vacation home with BBQ, garden & terrace | City view | Perfect for remote work | Pets are welcome

Cape Elizabeth, Cumberland County, Maine, United States
This house rental in Cape Elizabeth accommodates 8 guests and features a family-friendly kitchen with beach access.
from $231
per night
(36)
View deal
Cabin Standish
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with barbecue, garden & terrace | Lake view

Standish, Cumberland County, Maine, United States
This cozy cabin in Standish accommodates 4 guests and features a fireplace for a warm, inviting atmosphere.
from $255
per night
(21)
View deal

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