Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Cumberland County
Check in / Check out
Any week
Guests
Add guests
Log in or sign up
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Gift cards
Log in or sign up
filters
Filters
Price
Price filter
Type of place
Type of place filter
Show map
Search results; Over 1,000 homes
Over 1,000 homes
Photo 1 of 29
Guest favourite
Guest favourite
Island in Cumberland
Island Cottage Getaway in Casco Bay!!
2 bedrooms
,
·
6 beds
,
·
1 private bathroom
13–18 Oct
13–18 Oct
£1,527 total
Show price breakdown
£1,527 total
,
·
4.9 out of 5 average rating, 89 reviews
4.9 (89)
Photo 1 of 20
Guest favourite
Guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
£1,470 total
Show price breakdown
£1,470 total
4.93 out of 5 average rating, 56 reviews
4.93 (56)
Photo 1 of 29
Top guest favourite
Guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Dec
18–23 Dec
£1,265 total
Show price breakdown
£1,265 total
Free cancellation
4.98 out of 5 average rating, 90 reviews
4.98 (90)
Photo 1 of 27
Top guest favourite
Guest favourite
Guest suite in Freeport
Waterfront Coastal Apartment | 5 Min to LLBean
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
£562 total
Show price breakdown
£562 total
4.97 out of 5 average rating, 287 reviews
4.97 (287)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
11–16 Oct
11–16 Oct
£1,888
£1,504 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Top guest favourite
Guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
£1,506 total
Show price breakdown
£1,506 total
Free cancellation
4.96 out of 5 average rating, 273 reviews
4.96 (273)
Photo 1 of 20
Top guest favourite
Guest favourite
Home in Raymond
Lakeside Cabin
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 May
1–6 May
£1,760 total
Show price breakdown
£1,760 total
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Top guest favourite
Guest favourite
Cabin in Windham
Updated Cabin Little Sebago Lake
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Jul
8–13 Jul
£3,026 total
Show price breakdown
£3,026 total
Free cancellation
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Photo 1 of 11
Superhost
Superhost
Home in Yarmouth
Beautiful home on Broad Cove
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Oct
1–6 Oct
£8,468
£7,209 total
Show price breakdown
Free cancellation
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Cumberland
Forest Lake Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
£805 total
Show price breakdown
£805 total
4.96 out of 5 average rating, 76 reviews
4.96 (76)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Raymond
Renovated New Waterfront Cottage on Crescent Lake!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Apr – 5 May
30 Apr – 5 May
£1,840 total
Show price breakdown
£1,840 total
Free cancellation
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
£1,999 total
Show price breakdown
£1,999 total
Free cancellation
5.0 out of 5 average rating, 98 reviews
5.0 (98)
Photo 1 of 20
Superhost
Superhost
Home in Raymond
Cozy Modern Lakefront — Foliage, Skiing, Skating
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
21–28 Jun
21–28 Jun
£3,980 total
Show price breakdown
£3,980 total
Free cancellation
New place to stay
New
Photo 1 of 6
Guest favourite
Guest favourite
Room in Naples
FernHill Farm Bed & Breakfast- Mt Washington Room
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
£710 total
Show price breakdown
£710 total
Free cancellation
4.9 out of 5 average rating, 62 reviews
4.9 (62)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Gray
Coveside on Little Sebago
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 May
15–20 May
£2,036 total
Show price breakdown
£2,036 total
Free cancellation
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Oct
5–10 Oct
£1,255 total
Show price breakdown
£1,255 total
Free cancellation
4.98 out of 5 average rating, 91 reviews
4.98 (91)
Photo 1 of 15
Top guest favourite
Guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£583 total
Show price breakdown
£583 total
Free cancellation
4.97 out of 5 average rating, 66 reviews
4.97 (66)
Photo 1 of 10
Top guest favourite
Guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Oct
13–18 Oct
£568 total
Show price breakdown
£568 total
4.93 out of 5 average rating, 224 reviews
4.93 (224)
Photo 1 of 29
Guest favourite
Guest favourite
Cabin in Raymond
Lakefront Family-friendly cabin in Raymond, ME
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
£917 total
Show price breakdown
£917 total
4.8 out of 5 average rating, 10 reviews
4.8 (10)
1
2
3
4
…
15