Holiday Rentals in Cumberland

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Holiday Rentals in Cumberland

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (62)
"Great hotel"
The price is €416
includes taxes & fees
13 Jul - 14 Jul
The Weldon Hotel

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

In-town no frills 2 bedroom apt

6.0 out of 10, (2)
"The frills of the neighborhood carried into the apartment. Floors and bathrooms seemed clean. Dishes and Keurig filthy - broken window a/c on floor. Broken chairs. No tlc for the property. Neighborhood beyond the stated description- would not recommend . Best to say is that rental car made it out with all windows and tires. Very disappointed "
The price is €206
includes taxes & fees
6 Jul - 7 Jul
In-town no frills 2 bedroom apt

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

8.0 out of 10, Very good, (11)
"The view , the quiet, the autumn colors ,"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

Waterfront Maine cottage! Next to Sebago Lake State Park!

10.0 out of 10, Exceptional, (17)
"We had a great stay! Thank you very much for a great vacation!"
Waterfront Maine cottage! Next to Sebago Lake State Park!

Prime City Living Townhouse by RedAwning

2.0 star property
8.6 out of 10, Excellent, (4)
"We enjoyed the apartment - it was great to be able to relax and hang out together.. the stairs were a challenge, but we managed. You might think of a way to put a railing at the very tops of the landing on the 3rd floor- the stairs are narrow and step. A couple of small issues - one window over the kitchen sink was missing the handle to crank it closed. It was great Fri night when it was warm - but kind of chilly the rest of the weekend. The emailed instructions gave us the wrong wi-fi...
Prime City Living Townhouse by RedAwning

Cozy and Quiet beautiful home 1 Bedroom private bathroom Portland with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet beautiful home 1 Bedroom private bathroom Portland with WiFi, AC

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (1)
"Three Gables was the a great location for our visit in Portland. The house was very clean, well equipped and quite comfortable.Communications with the host were prompt and seamless.We highly recommend Three Gables for your visit to Portland!"
The price is €392
includes taxes & fees
1 Jul - 2 Jul
Luxury on Back Cove - Three Gables

Beautiful Oceanfront House- Stunning Water Views

9.0 out of 10, Wonderful, (2)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views

Skyline 138: Charming West End Mansard Penthouse

9.0 out of 10, Wonderful, (14)
"Myself and a few friends stayed one night and the apartment was clean and comfortable and just what we needed."
The price is €474
includes taxes & fees
8 Jul - 9 Jul
Skyline 138: Charming West End Mansard Penthouse

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (151)
"Quaint with a great view."
1 room luxury ocean front studio cottage

Ocean view Victorian

9.8 out of 10, Exceptional, (90)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian

Private Entrance Residential Portland

8.0 out of 10, Very good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is €172
includes taxes & fees
10 Jul - 11 Jul
Private Entrance Residential Portland

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (107)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
The price is €413
includes taxes & fees
13 Jul - 14 Jul
City Amenities, Casco Bay Sunrises and Natural Beauty

Centerview cottage

9.8 out of 10, Exceptional, (51)
"Very good people, excellent stay and we highly recommend this place, good home feeling and beautiful view"
The price is €418
includes taxes & fees
4 Jul - 5 Jul
Centerview cottage

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (36)
"Great stay. Unique place with lots of character. Clean and pleasant. Loved the geese that greeted us each time we walked in/out (fenced not loose) !"
Private Contemporary Artist's Tree House on two acres with perennial gardens.

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
The price is €146
includes taxes & fees
1 Jul - 2 Jul
Studio Apartment near downtown Walkable!

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (124)
"John was great and the view was a amazing"
Charming 110-year former Inn 10' from the Ocean!

Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities

2.0 star property
8.0 out of 10, Very good, (1)
" This cabin is in such a great location! Steps away from the water with kayaks, floats and paddle boards provided. We even saw a bald eagle soar across the ski while floating in front of the dock! The host Braden was extremely accommodating to us and promptly answered all the questions I had. "
Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (218)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
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.