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Our top choices for Cumberland Center vacation homes

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 AED 525
AED 1,694 total
includes taxes & fees
11 Nov - 12 Nov
Fully Updated Airy Historic Home in South Freeport

2. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is AED 396
AED 1,259 total
includes taxes & fees
9 Nov - 10 Nov
Quiet Spot in lovely Freeport neighborhood

3. 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 AED 1,204
AED 2,866 total
includes taxes & fees
9 Nov - 10 Nov
Newly Renovated Luxury House with Game Room

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

Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
Windham
9.8 out of 10, Exceptional, (43 reviews)
"Beautiful location and property! "
United States
Michael S.
The price is AED 737
AED 2,393 total
includes taxes & fees
15 Nov - 16 Nov
Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!

5. 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 AED 1,521
AED 2,826 total
includes taxes & fees
22 Nov - 23 Nov
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

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 AED 2,578
AED 3,899 total
includes taxes & fees
12 Nov - 13 Nov
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

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 AED 1,208
AED 2,950 total
includes taxes & fees
9 Nov - 10 Nov
Casco Bay Oceanfront Retreat by Everrow

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 AED 533
AED 1,376 total
includes taxes & fees
22 Nov - 23 Nov
Mere Point Sunrise Views at Eastern Shore!

9. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
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 AED 348
AED 1,285 total
includes taxes & fees
9 Nov - 10 Nov
1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

10. Modern & Sunny East End House.

Modern & Sunny East End House.
Munjoy Hill
10.0 out of 10, Exceptional, (51 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 1,146
AED 1,945 total
includes taxes & fees
9 Nov - 10 Nov
Modern & Sunny East End House.

11. Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
Munjoy Hill
10.0 out of 10, Exceptional, (10 reviews)
"Wow, wow, wow! My family and I all agree that this has been the best rental home we have ever stayed in. The interior design is so chic, we were truly wowed by the attention to detail in this place. The beds and pillows are also extremely comfy, we all had a great two nights of sleep here. The location of this place is phenomenal, it neighbors the Portland Observatory, many bars/cafes, and is a short walk down to the eastern promenade. We will absolutely stay here again the next time we’re in...
United States
Maris P.
The price is AED 702
AED 1,461 total
includes taxes & fees
11 Nov - 12 Nov
Chic 3-bedroom house in Munjoy Hill with off-street parking.

12. 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 AED 458
AED 1,292 total
includes taxes & fees
10 Nov - 11 Nov
Orchid Harbor, Bailey Island 3BR

13. 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 AED 694
AED 1,249 total
includes taxes & fees
22 Nov - 23 Nov
The Barnhouse with hot tub

14. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
United States
Ashma B.
The price is AED 1,286
AED 5,869 total
includes taxes & fees
30 Nov - 1 Dec
Classic New England Waterfront House Big Lawn Beautiful Sunrise

15. 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 AED 826
AED 933 total
includes taxes & fees
18 Nov - 19 Nov
Cozy 2-bedroom house with shared beach access to Sebago Lake

16. 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 AED 1,855
AED 3,175 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 4-bedroom house located in the heart of Portland, ME.

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 AED 1,315
AED 2,360 total
includes taxes & fees
12 Nov - 13 Nov
Willard Square Family Home

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 AED 735
AED 1,277 total
includes taxes & fees
30 Nov - 1 Dec
Full sized home

19. 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 AED 386
AED 752 total
includes taxes & fees
12 Nov - 13 Nov
Mid Coast Getaway w/ water views

20. Charming West End Victorian

Charming West End Victorian
Parkside
The price is AED 872
AED 2,664 total
includes taxes & fees
1 Dec - 2 Dec
Charming West End Victorian
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.

Learn more about Cumberland Center

Twin Brook Recreation Area offers well-maintained trails for hiking and cross-country skiing with picnic spots perfect for family outings. Visit the Cumberland Fair in September for agricultural exhibits, local food vendors, and traditional Maine entertainment that locals have enjoyed since 1868.

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

Top reviews in Cumberland Center