A calm lake surrounded by autumn-colored trees and a distant mountain range.

Holiday Homes in Cumberland Center

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Cumberland Center holiday homes

1. Quiet Spot in Lovely Freeport Neighborhood

Quiet Spot in Lovely Freeport Neighborhood
Freeport
The price is AU$595
includes taxes & fees
14 Sept - 15 Sept
Quiet Spot in Lovely Freeport Neighborhood
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

2. Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful home! Everything about our stay was perfect. The home has everything you could possibly need and more. My family stayed for a long weekend and everyone was so happy with the accommodations. Hoping to go back!"
United States
Lisa L.
The price is AU$1,410
includes taxes & fees
8 Sept - 9 Sept
Luxe 5 Bed/ 3 Bath with Game Room & AC
A wooden deck with a bench, a potted plant, and a building with white siding and green windows.

3. •Peaceful Private Freeport 2 BR Home on the Ocean•

•Peaceful Private Freeport 2 BR Home on the Ocean•
Freeport
The price is AU$794
includes taxes & fees
8 Sept - 9 Sept
•Peaceful Private Freeport 2 BR Home on the Ocean•
A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

4. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
10.0 out of 10, Exceptional, (2 reviews)
"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."
United States
Richard G.
The price is AU$1,014
includes taxes & fees
30 Sept - 1 Oct
Windham Lakefront: Fire Pit and Modern Comforts
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

5. Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (10 reviews)
"Our whole family was impressed by this house!"
United States
Gary B.
The price is AU$948
includes taxes & fees
7 Sept - 8 Sept
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
A spacious living room with large windows, a sofa, a chair, and a small table.

6. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (11 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is AU$387
includes taxes & fees
23 Sept - 24 Sept
1 Mi to Maine Street! MCM-Style Home in Brunswick
A snow-covered landscape with a house and a tree.

7. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (29 reviews)
"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "
United States
Joanne N.
The price is AU$464
includes taxes & fees
7 Sept - 8 Sept
Serenity between the lakes and seashore
A treehouse with a sloped roof, multiple windows, and a small deck area.

8. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The price is AU$937
includes taxes & fees
7 Sept - 8 Sept
The Copper Fox Treehouse
A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

9. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (61 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is AU$503
includes taxes & fees
3 Sept - 4 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

10. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake
Raymond
The price is AU$387
includes taxes & fees
17 Sept - 18 Sept
Cozy 2-bedroom house with shared beach access to Sebago Lake
A dirt path in a park with autumn foliage.

11. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is AU$805
includes taxes & fees
3 Sept - 4 Sept
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A window with a view of a snowy landscape and bare trees.

12. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is AU$523
includes taxes & fees
14 Sept - 15 Sept
Tranquility between the Lakes & Sea
A dining area with a table and chairs, large windows with a view of trees and water, and a candle on the table.

13. Lakefront-Swim-Kayak-FirePit-20min to Portland

Lakefront-Swim-Kayak-FirePit-20min to Portland
Gray
9.6 out of 10, Exceptional, (16 reviews)
"Loved the space and location. We had a beautiful time with friends!"
United States
Lydia T.
The price is AU$961
includes taxes & fees
7 Sept - 8 Sept
Lakefront-Swim-Kayak-FirePit-20min to Portland
A hallway with a large, rustic mirror leaning against the wall, a potted plant in the foreground, and a glimpse of a bed with a yellow blanket in the background.

14. Lush Coastal Downtown Home - Beaches & Shopping

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Our stay was very comfortable and easy to navigate. The host was very communicative. We had everything we needed and more. It was nice to be in walking distance from downtown Freeport. Although the price was higher than we wanted, our family of four (2 teens) enjoyed having a clean, comfortable and seamless stay."
United States
Alana K.
The price is AU$848
includes taxes & fees
6 Sept - 7 Sept
Lush Coastal Downtown Home - Beaches & Shopping
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

15. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (12 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
Orchid Harbor, Bailey Island 3BR
A modern kitchen with a bar area, wooden ceiling, and skylights.

16. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (9 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is AU$491
includes taxes & fees
22 Sept - 23 Sept
The Barnhouse with hot tub
A two-story house with a balcony, a covered patio, and a fenced yard.

17. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (105 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is AU$817
includes taxes & fees
15 Sept - 16 Sept
The Globe House on Munjoy Hill - Walk to Breweries
A covered porch with a view of a lake and trees.

18. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
The price is AU$768
includes taxes & fees
3 Sept - 4 Sept
Mere Point Sunrise Views at Eastern Shore!
A dining area with a long wooden table, six chairs, and a bench. There are large windows with curtains, a plant, and a view into another room.

19. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
The price is AU$1,307
includes taxes & fees
3 Sept - 4 Sept
New and Spacious Family Home Close to Sebago Lake
A wooden deck with outdoor seating and string lights.

20. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (68 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is AU$538
includes taxes & fees
22 Sept - 23 Sept
Full sized home
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 Center Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"The room was clean and modern, staff were friendly and helpful."
Rebecca 1-night trip
Posted 2 hours ago
Comfort Inn South Portland Airport

Find out more about Cumberland Center

Cumberland Center Holiday Homes information

Number of reviews
373
Accommodation
784 Holiday Homes
Lowest Price
AU$387
Highest Price
AU$1,410