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

Cumberland Center Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Cumberland Center holiday rentals

A cabin with two chairs facing a fire pit, surrounded by trees.

1. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (9 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
The price is NZ$711
includes taxes & fees
18 Oct - 19 Oct
Modern cabin w/ full bath & kitchenette - 03
A geodesic dome structure in a forest setting with a visible interior space.

2. Modern dome w/ full bath + spa access - 04

Modern dome w/ full bath + spa access - 04
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is NZ$770
includes taxes & fees
20 Oct - 21 Oct
Modern dome w/ full bath + spa access - 04
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

3. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (125 reviews)
"Really nice room and location"
United States
Victoria
The price is NZ$513
includes taxes & fees
2 Nov - 3 Nov
The Weldon Hotel
A multi-story building with a stone facade, large windows, and a corner entrance.

4. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (15 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is NZ$854
includes taxes & fees
10 Nov - 11 Nov
Evalina Hotel
A dirt path in a park with autumn foliage.

5. 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 NZ$1,082
includes taxes & fees
13 Oct - 14 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A wooden house with a deck and a stone pathway leading to a grassy area.

6. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is NZ$600
includes taxes & fees
25 Oct - 26 Oct
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

7. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (32 reviews)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
The price is NZ$400
includes taxes & fees
1 Nov - 2 Nov
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A street lined with buildings, one with a red door and a sign that reads "MINATO".

8. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (188 reviews)
"The property is well equipped for a long weekend. Parking was convenient. The location offered a quiet place to stay just minutes from Portland’s bustling commercial corridors. Will definitely look to book again on our next visit."
United States
William
The price is NZ$812
includes taxes & fees
14 Oct - 15 Oct
Glorious getaway on Portland's Eastern Promenade.
A wide beach with people walking and a few dogs.

9. Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Island View House BnB Self Check-In # 4 / Free Off-Street Parking
Munjoy Hill
9.6 out of 10, Exceptional, (18 reviews)
"Loved the place! Very eclectic. Easy walk to downtown. Definitely will be back!"
United States
Cameron H.
The price is NZ$1,023
includes taxes & fees
13 Oct - 14 Oct
Island View House BnB Self Check-In # 4 / Free Off-Street Parking
A street lined with buildings, one with a red door and a sign that reads "MINATO".

10. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (153 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is NZ$499
includes taxes & fees
20 Oct - 21 Oct
Adorable Portland getaway on the Eastern Promenade
Exterior

11. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (114 reviews)
"Fantastic host, fantastic place, fantastic location. 30 second walk out to a massive green lawned park overlooking the water. Easy stroll downtown. Dan was a very friendly, welcoming, and accommodating host. We had a great stay and would return again."
United States
Ryan S.
The price is NZ$806
includes taxes & fees
13 Oct - 14 Oct
Ocean View East End Studio in a Historic Victorian
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

12. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (2 reviews)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
The price is NZ$172
includes taxes & fees
25 Oct - 26 Oct
Great suburban location close to town!
A spacious living area with a blue sofa, a coffee table, and a kitchen in the background.

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

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
North Deering
9.2 out of 10, Wonderful, (15 reviews)
"Very nice! Would stay again and would highly recommend."
United States
Peter H.
The price is NZ$1,431
includes taxes & fees
18 Oct - 19 Oct
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
A spacious kitchen with a large island, wooden beams, and a view of the outdoors.

14. Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
Gray
9.8 out of 10, Exceptional, (8 reviews)
"In frosty conditions the house was warm and comfortable. Jen was really responsive and welcoming, and the space was perfect."
United States
Matthew S.
The price is NZ$1,268
includes taxes & fees
13 Oct - 14 Oct
Waterfront Access with Kayaks, Private Deck and a Firepit
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

15. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"Easy to get to, and a great night's sleep.Want to stay in Portland but in a quiet neighborhood?-Grab this spot!"
United States
Cricket C.
The price is NZ$198
includes taxes & fees
13 Oct - 14 Oct
Portland 1-bedroom with enclosed porch & parking
A modern living room with a wooden dining table, chairs, a TV, and a bookshelf.

16. East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (47 reviews)
"Very comfortable and stocked well. Lacked for nothing and able to walk to most places. Host checked in which was very nice. Enjoyed Portland."
United States
sheila g.
The price is NZ$809
includes taxes & fees
22 Oct - 23 Oct
East end. Walk to food, beer and downtown fun.
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

17. Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (85 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
The price is NZ$906
includes taxes & fees
13 Oct - 14 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
A bedroom with a large bed, white curtains, and a view through the windows.

18. Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (15 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is NZ$839
includes taxes & fees
13 Oct - 14 Oct
Cozy 3BR | Pet Friendly | Near Portland | Parking
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

19. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (36 reviews)
"This is a perfect location. 6 minutes from downtown Portland. Secure, Clean and Jen was a Perfect and attentive host. It is a hidden Gem!"
United States
Irish D.
The price is NZ$569
includes taxes & fees
18 Oct - 19 Oct
Sunny Spot with Private Parking.
A storefront with the sign "OYSTERS" and a "RAW BAR" sign above the entrance.

20. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
Munjoy Hill
10.0 out of 10, Exceptional, (47 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is NZ$899
includes taxes & fees
1 Nov - 2 Nov
Modern & Sunny House Steps from the Promenade.
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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"Very convenient to the airport for an early morning flight."
Kristin 1-night trip
Posted 5 hours ago
Clarion Hotel Portland Airport ME

Find out more about Cumberland Center

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cumberland Center holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cumberland Center. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cumberland Center. Seeing all the best attractions is bound to make you fall in love with Cumberland Center. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cumberland Center short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Cumberland Center?

Yes, there are holiday rentals in Cumberland Center close to Greely Center for the Arts, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cumberland Center has to offer?

Charming 110-year former Inn 10' from the Ocean!: This holiday home rental outside of Cumberland Center is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Cumberland Center?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Cumberland Center stay.

What can I see and do in Cumberland Center?

Casco Bay and Twin Brook Recreation Area are a couple of lovely local spots to get outside and enjoy nature. While here, Greely Center for the Arts and Golf Learning Center are other places worth a visit.

What are holiday rentals like in Cumberland Center?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cumberland Center. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.