Cumberland Vacation Rentals from ￥13,853: Search Short-Term Rentals

Q: What's the top vacation rental that Cumberland has to offer?

Charming 2-bedroom house with AC, WiFi in lovely Falmouth : This vacation home rental near Cumberland is on a lake and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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Vacation Rentals in Cumberland

"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."

￥52,728 total

includes taxes & fees

Jul 13 - Jul 14

"This property was as described and it felt like we were staying at a family member’s cozy house. The towels were thick, the beds were comfortable, and the kitchen had everything we needed."

￥54,167 total

includes taxes & fees

Jul 10 - Jul 11

￥230,886 total

includes taxes & fees

Jul 10 - Jul 11

￥209,955 total

includes taxes & fees

Jul 10 - Jul 11

"Nice place, I'd stay again!"

￥72,542 total

includes taxes & fees

Jul 20 - Jul 21

"Had a great stay here, the property was clean and came as advertised"

￥62,018 total

includes taxes & fees

Jul 16 - Jul 17

"Great property with a great view. No ac was a bummer Washing machine kept erroring out a few mins after starting Grill brush was broke upon arrival Grill was very dirty and starting grease fires, so we cleaned it May want to check leaking of kitchen sink or dishwasher. When washing clothes I noticed the ceiling is wet right under the kitchen sink area "

￥69,410 total

includes taxes & fees

Jul 10 - Jul 11

"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "

￥173,177 total

includes taxes & fees

Jul 21 - Jul 22

"Great location - close to downtown Freeport. Beautiful property with plenty of comfortable sleeping options"

￥409,659 total

includes taxes & fees

Aug 4 - Aug 5

"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "

￥137,374 total

includes taxes & fees

Jul 27 - Jul 28

"It was wonderful and we have stayed there twice for the last 2 years. Hopefully will stay in the future."

￥87,791 total

includes taxes & fees

Jul 10 - Jul 11

"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"

￥58,359 total

includes taxes & fees

Aug 7 - Aug 8

"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "

￥33,874 total

includes taxes & fees

Jul 28 - Jul 29

￥80,052 total

includes taxes & fees

Jul 22 - Jul 23

￥66,136 total

includes taxes & fees

Jul 16 - Jul 17

"This properly was perfectly suited for my wife and I, it is exactly as it is described. We were comfortable and enjoyed every minute at this property. We had to reschedule our flight which required us staying an extra night, Jennifer so graciously allowed us to stay another night. We would definitely stay here again if we ever return to Portland."

￥101,296 total

includes taxes & fees

Jul 13 - Jul 14

"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "

￥102,302 total

includes taxes & fees

Jul 28 - Jul 29

"Great historic house in a terrific location. "

￥99,225 total

includes taxes & fees

Jul 15 - Jul 16

"The halls echo badly and the people who wanted to party on our floor were very loud into the early morning "

￥63,992 total

includes taxes & fees

Jul 24 - Jul 25

"Awesome location. Look forward to returning in the summer!"

￥70,034 total

includes taxes & fees

Jul 20 - Jul 21

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Find out more about Cumberland

Search for holiday rentals in Cumberland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland using one of the methods below:

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Recent reviews of Cumberland properties

5/5 Excellent

"Convince to the airport"

A verified traveler stayed at Tru by Hilton Portland Airport Area

Posted 7 hours ago

5/5 Excellent

"We got here a little early about 11:49am) and asked to use the restroom, then we would come back later. I did explain that we did have a room booked. The lady just said no, barhroom was being cleaned. I could see the bathroom and it was not being cleaned. I think she should have asked for my i.d. , and once confirmed reservation, we use restroom. This was disappointing. However, when we did check in, it was a different staff person and she was amazing. Polite, respectful, charming. I will say this: Iwent down for coffee at 3:15ish and bathroom was being cleaned. So, does this mean the receptionist just did not want to be bothered earlier when we asked to use restroom? We were staying here "

A verified traveler stayed at Comfort Inn Airport

Posted 1 day ago

5/5 Excellent

Reliable good stay

"Always a reliable, convenient good stay in Portland. Small rooms and beds, limited plug connections, separate bathrooms, no elevators, are minuses. But price, service, upkeep, breakfast, lobby area, parking, and location are pluses."

A verified traveler stayed at Inn at St John Portland In-Town

Posted 2 days ago

5/5 Excellent

Great hotel, right across from the mall and close

"I stayed at this hotel with a number of years ago and then it was closed for a few years I think or repurposed. They have redone the place and it really looks nice. It’s clean and friendly. Breakfast was delicious. I will stay here again soon."

A verified traveler stayed at Days Inn by Wyndham Airport/Maine Mall

Posted 3 days ago

Frequently asked questions

Are there vacation rentals in Cumberland?

Yes, there are vacation rentals close to well known attractions in Cumberland, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Cumberland has to offer?

Charming 2-bedroom house with AC, WiFi in lovely Falmouth: This vacation home rental near Cumberland is on a lake and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Cumberland?

Explore the area and family-friendly sights such as Portland Observatory, or get out into nature at a spot like Casco Bay. Desert of Maine and University of New England are a couple of places you'll find in the larger area.

What’s a vacation rental in Cumberland like?

Vacation rentals are private properties you can book for several days or longer in Cumberland. Vacation rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.

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Cumberland Vacation Rentals

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Vacation Rentals in Cumberland

Camp Forever cottage

Full sized home

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Classic New England Waterfront

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Mere Point Sunrise Views at Eastern Shore!

Waterfront Spacious Luxury Home, 5 min to LL Bean!

Waterfront, Luxury, Spacious home in Freeport!

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Spacious Country Home Freeport, Only 5 min to LL Bean!

Willard Beach–Private Apt Near Portland & Parks

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

Mint Ocean Promenade Condo, Steps to Old Port

Modern & Sunny House Steps from the Promenade. Private Parking!

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

The Globe House on Munjoy Hill - Walk to Breweries

Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!

Find out more about Cumberland

Recent reviews of Cumberland properties

Tru by Hilton Portland Airport Area

Portland Regency Hotel & Spa

Comfort Inn Airport

Inn at St John Portland In-Town

Clarion Hotel Portland

La Quinta Inn & Suites by Wyndham Portland

Portland Harbor Hotel

Cambria Hotel Portland Downtown-Old Port

Days Inn by Wyndham Airport/Maine Mall

Frequently asked questions