Cumberland Holiday Rentals

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Holiday Rentals in Cumberland

Camp Forever cottage

9.6 out of 10, Exceptional, (49)
"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."
The price is NZ$599
includes taxes & fees
13 July - 14 July
Camp Forever cottage

Full sized home

9.8 out of 10, Exceptional, (28)
"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."
The price is NZ$616
includes taxes & fees
10 July - 11 July
Full sized home

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

The price is NZ$3,013
includes taxes & fees
21 July - 22 July
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Classic New England Waterfront

The price is NZ$2,388
includes taxes & fees
10 July - 11 July
Classic New England Waterfront

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

9.0 out of 10, Wonderful, (19)
"Nice place, I'd stay again!"
The price is NZ$825
includes taxes & fees
20 July - 21 July
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

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

9.0 out of 10, Wonderful, (4)
"Had a great stay here, the property was clean and came as advertised"
The price is NZ$712
includes taxes & fees
13 July - 14 July
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Mere Point Sunrise Views at Eastern Shore!

9.8 out of 10, Exceptional, (6)
"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 "
The price is NZ$856
includes taxes & fees
25 July - 26 July
Mere Point Sunrise Views at Eastern Shore!

Waterfront Spacious Luxury Home, 5 min to LL Bean!

9.8 out of 10, Exceptional, (18)
"Great place. Gracious hosts. Warm and cozy space with plenty of room for everyone. "
The price is NZ$1,969
includes taxes & fees
21 July - 22 July
Waterfront Spacious Luxury Home, 5 min to LL Bean!

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (26)
"Great location - close to downtown Freeport. Beautiful property with plenty of comfortable sleeping options"
The price is NZ$4,655
includes taxes & fees
4 Aug - 5 Aug
Waterfront, Luxury, Spacious home in Freeport!

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

10.0 out of 10, Exceptional, (4)
"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "
The price is NZ$1,561
includes taxes & fees
27 July - 28 July
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

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

9.6 out of 10, Exceptional, (14)
"It was wonderful and we have stayed there twice for the last 2 years. Hopefully will stay in the future."
The price is NZ$998
includes taxes & fees
10 July - 11 July
Spacious Country Home Freeport, Only 5 min to LL Bean!

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (1)
"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"
The price is NZ$664
includes taxes & fees
7 Aug - 8 Aug
Willard Beach–Private Apt Near Portland & Parks

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (2)
"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! "
The price is NZ$385
includes taxes & fees
28 July - 29 July
Charming Studio apartment with WiFi, AC in welcoming Portland

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

The price is NZ$899
includes taxes & fees
14 July - 15 July
Charming 2-bedroom apartment with AC, WiFi in fabulous Portland

Mint Ocean Promenade Condo, Steps to Old Port

The price is NZ$755
includes taxes & fees
16 July - 17 July
Mint Ocean Promenade Condo, Steps to Old Port

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

10.0 out of 10, Exceptional, (29)
"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."
The price is NZ$1,148
includes taxes & fees
14 July - 15 July
Modern & Sunny House Steps from the Promenade. Private Parking!

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

9.4 out of 10, Exceptional, (62)
"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. "
The price is NZ$1,163
includes taxes & fees
28 July - 29 July
Elegant condo - walk to Portland's best restaurants & Old Port

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (78)
"Great historic house in a terrific location. "
The price is NZ$1,128
includes taxes & fees
15 July - 16 July
The Globe House on Munjoy Hill - Walk to Breweries

Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

8.8 out of 10, Excellent, (3)
"The halls echo badly and the people who wanted to party on our floor were very loud into the early morning "
The price is NZ$731
includes taxes & fees
24 July - 25 July
Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions

Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!

10.0 out of 10, Exceptional, (4)
"Awesome location. Look forward to returning in the summer!"
The price is NZ$796
includes taxes & fees
3 Aug - 4 Aug
Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!
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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Frequently asked questions

Are there holiday rentals in Cumberland?

Yes, there are holiday rentals close to the most popular sights in Cumberland, 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 has to offer?

Charming 2-bedroom house with AC, WiFi in lovely Falmouth: This holiday home rental outside of 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 wider area.

What’s a holiday rental in Cumberland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for small groups.