Cumberland Holiday Rentals

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Holiday Rentals in Cumberland

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
10.0 out of 10, Exceptional, (142)
"Wonderful hosts, truly made guests feel welcomed and valued. "
United States
Emiley
The price is NZ$209
includes taxes & fees
2 Nov - 3 Nov
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
King Size Sun Rise Midcoast Lovely Stay
10.0 out of 10, Exceptional, (14)
"Great location surroundings a little unkept but tis the spring cleanup season. Excellent accommodation and located near town shopping but quiet neighborhood"
United States
Douglas H.
The price is NZ$406
includes taxes & fees
3 Nov - 4 Nov
King Size Sun Rise Midcoast Lovely Stay
Camp Forever cottage
9.6 out of 10, Exceptional, (56)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is NZ$490
includes taxes & fees
31 Oct - 1 Nov
Camp Forever cottage
Little Lincoln beautiful home
9.2 out of 10, Wonderful, (12)
"Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!"
United States
Jessica B.
The price is NZ$466
includes taxes & fees
22 Oct - 23 Oct
Little Lincoln beautiful home
Kayaker's and Land Lubber’s Dream Delight
The price is NZ$732
includes taxes & fees
20 Oct - 21 Oct
Kayaker's and Land Lubber’s Dream Delight
Modern, luxurious cabin in the woods - 19
10.0 out of 10, Exceptional, (3)
"Great location to Freeport shopping. Very clean and responsive staff and management. Fun for families with children. We would have liked more room inbetween cabins, but otherwise would highly recommend."
United States
Kathleen K.
The price is NZ$512
includes taxes & fees
29 Oct - 30 Oct
Modern, luxurious cabin in the woods - 19
Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (24)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is NZ$350
includes taxes & fees
2 Nov - 3 Nov
Sunny Spot with Private Parking.
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
10.0 out of 10, Exceptional, (2)
"Wonderful property with great ocean views! The house was very nice, comfortable and quiet. Found the bed to be very comfortable. Would highly recommend to anyone that is interested in staying in this area."
United States
James S.
The price is NZ$979
includes taxes & fees
1 Nov - 2 Nov
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Beautiful 3BR Home with Office in Town of Brunswick with King beds
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is NZ$640
includes taxes & fees
20 Oct - 21 Oct
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Classic New England 1st Floor 3 BR Downtown Brunswick
9.6 out of 10, Exceptional, (9)
"Nothing beats this location! All parts of town and campus are within walking distance. Host was very communicative and space was super comfortable."
United States
Jeanne P.
The price is NZ$653
includes taxes & fees
21 Oct - 22 Oct
Classic New England 1st Floor 3 BR Downtown Brunswick
Private Entrance Residential Portland
9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
United States
Michelle S.
The price is NZ$272
includes taxes & fees
21 Oct - 22 Oct
Private Entrance Residential Portland
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
9.8 out of 10, Exceptional, (27)
"Great location and just the place we needed to explore Brunswick. The A/C units were welcome in the midst of the wave of warm weather! The landlord was very responsive. We’d stay there again."
United States
Dana B.
The price is NZ$655
includes taxes & fees
10 Nov - 11 Nov
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (123)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
United States
Lorena
The price is NZ$362
includes taxes & fees
3 Nov - 4 Nov
Adorable Portland getaway on the Eastern Promenade
Whispering Pine 3BR 2Bath In Central Brunswick& Topsham
9.6 out of 10, Exceptional, (5)
"A perfect place for corporate housing. Close to the center of Topsham and Brunswick. Great amenities and fully furnished to make you feel at home. Thank you!"
United States
Kim A.
The price is NZ$640
includes taxes & fees
27 Oct - 28 Oct
Whispering Pine 3BR 2Bath In Central Brunswick& Topsham
Peaceful & minutes from the Old Port with private parking
9.8 out of 10, Exceptional, (7)
"Great little place in south Portland! Close to many parks, lighthouses, and driving distance to downtown. Parking downtown and in the old port area can be tricky and expensive though. "
United States
Christopher R.
The price is NZ$432
includes taxes & fees
2 Nov - 3 Nov
Peaceful & minutes from the Old Port with private parking
Centerview cottage
9.6 out of 10, Exceptional, (58)
"The title says it all. Property owners have their own separate house on site, along with a few other rental cottages. Properties share a common dock that is in excellent condition. Owners were super welcoming, friendly, and reachable if needed. "
United States
Chaddan M.
The price is NZ$733
includes taxes & fees
20 Oct - 21 Oct
Centerview cottage
Beautiful Delightful 3BR Downtown Brunswick All King Beds
10.0 out of 10, Exceptional, (18)
"House was great for our family of four "
United States
Tracy R.
The price is NZ$586
includes taxes & fees
22 Oct - 23 Oct
Beautiful Delightful 3BR Downtown Brunswick All King Beds
Beautiful 1st Floor Apartment & Amazing Shower
9.0 out of 10, Wonderful, (24)
"My brother in law and I stayed here while my husband was hospitalized at the Maine Med and it was a lovely property. Everything was clean and organized, check in was easy and the hosts were responsive and kind. I would stay here again!"
United States
Lillian L.
The price is NZ$310
includes taxes & fees
10 Nov - 11 Nov
Beautiful 1st Floor Apartment & Amazing Shower
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
9.4 out of 10, Exceptional, (31)
"Loved the location, it was the perfect size fit myself and my daughter stayed a couple of days too! The kitchen is terrific with a lovely view of the marsh. Such a happy place to visit and stay!!"
United States
Nancy M.
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
8.8 out of 10, Excellent, (21)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is NZ$718
includes taxes & fees
21 Oct - 22 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
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 Hotel Reviews

Find out more about Cumberland

Everything you need to know about Cumberland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland holiday rentals we have selected for you start as low as NZ$272 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland rentals

At Expedia, we put the best Cumberland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cumberland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough: This holiday home rental outside of Cumberland is on the beach, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.