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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Cumberland Center holiday homes

A living room with a sofa, armchair, wooden coffee table, and a potted plant.

1. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
The price is £342
includes taxes & fees
2 Nov - 3 Nov
Fully Updated Airy Historic Home in South Freeport
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

2. Newly Renovated Luxury House with Game Room

Newly Renovated Luxury House with Game Room
Yarmouth
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
United States
Michelle T.
The price is £557
includes taxes & fees
3 Nov - 4 Nov
Newly Renovated Luxury House with Game Room
A dining area with a wooden table and chairs, a red sofa, and a small round table with a decorative plate.

3. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is £289
includes taxes & fees
2 Nov - 3 Nov
Quiet Spot in lovely Freeport neighborhood
A spacious living area with a blue sofa, a coffee table, and a kitchen in the background.

4. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
North Deering
9.4 out of 10, Exceptional, (17 reviews)
"The house was perfect for our week in Portland. New, great features in the home, lovely backyard and close to everything Portland"
United States
Patrick J.
The price is £569
includes taxes & fees
22 Nov - 23 Nov
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
A window with a view of a snowy landscape and bare trees.

5. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
9.4 out of 10, Exceptional, (3 reviews)
"Great location. Very nice place."
United States
Bernie G.
The price is £236
includes taxes & fees
4 Nov - 5 Nov
Tranquility between the Lakes & Sea
A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

6. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (85 reviews)
"Absolutely perfect rental!Great location with an amazing view!"
United States
Mike G.
The price is £786
includes taxes & fees
5 Nov - 6 Nov
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
A spacious living room with a large window overlooking a lake, a flat-screen TV mounted on the wall, and a round wooden coffee table.

7. Casco Bay Oceanfront Retreat by Everrow

Casco Bay Oceanfront Retreat by Everrow
Freeport
10.0 out of 10, Exceptional, (13 reviews)
"What can I say about my stay; peaceful, beautiful views, and relaxing! Home was clean with modern finishes but super comfortable for my four guests. The downstairs area is very private from the main floor. The yard was a great space where we had our outdoor fire looking up at the stars at night. The deck was perfect for our family lunch and dinners. We took chairs down to the beach area to sit closer to the water which was perfect. It's super close to town, Wolfe's Neck and other amenities....
United States
Lisa E.
The price is £589
includes taxes & fees
2 Nov - 3 Nov
Casco Bay Oceanfront Retreat by Everrow
A covered porch with a view of a lake and trees.

8. 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 £272
includes taxes & fees
16 Nov - 17 Nov
Mere Point Sunrise Views at Eastern Shore!
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
8.6 out of 10, Excellent, (64 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is £257
includes taxes & fees
2 Nov - 3 Nov
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

10. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is £127
includes taxes & fees
2 Nov - 3 Nov
Mid Coast Getaway w/ water views
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

11. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is £307
includes taxes & fees
16 Nov - 17 Nov
Orchid Harbor, Bailey Island 3BR
A modern kitchen with a dining area, a living room with a sofa, and a large window.

12. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
10.0 out of 10, Exceptional, (1 review)
"Nice, clean, good location.Would Recommend!"
United States
glen l.
The price is £333
includes taxes & fees
2 Nov - 3 Nov
Cozy Family Home w/ Beach Access
A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

13. Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
10.0 out of 10, Exceptional, (23 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
The price is £647
includes taxes & fees
4 Nov - 5 Nov
Spacious 4-bedroom house located in the heart of Portland, ME.
A modern kitchen with a bar area, wooden ceiling, and skylights.

14. The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (10 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 £254
includes taxes & fees
4 Nov - 5 Nov
The Barnhouse with hot tub
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.

15. New and Spacious Family Home Close to Sebago Lake

New and Spacious Family Home Close to Sebago Lake
Standish
The price is £559
includes taxes & fees
3 Nov - 4 Nov
New and Spacious Family Home Close to Sebago Lake
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

16. The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury

The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
United States
Edwin M.
The price is £1,556
includes taxes & fees
2 Nov - 3 Nov
The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
A building named Willard Square with a storefront and a red vehicle parked outside.

17. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (13 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is £475
includes taxes & fees
12 Nov - 13 Nov
Willard Square Family Home
A wooden deck with outdoor seating and string lights.

18. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (80 reviews)
"Wonderful stay!"
United States
Erika T.
The price is £257
includes taxes & fees
30 Nov - 1 Dec
Full sized home
A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

19. 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 £201
includes taxes & fees
18 Nov - 19 Nov
Cozy 2-bedroom house with shared beach access to Sebago Lake
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

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"The room literally felt like I was stepping into a small home. But the room was so very spacious and the play out was perfect"
Jamie 1-night trip
Posted 2 hours ago
Cambria Hotel Portland Downtown-Old Port

Find out more about Cumberland Center

Cumberland Center Holiday Homes information

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