Cumberland holiday rentals

We found 892 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Cumberland to find one that's perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a pool. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
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Find the perfect holiday rental for your Cumberland getaway

Learn about the unique charm of Cumberland with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Cumberland

Are you searching for top things to see and do in the area? Venture out of your cosy holiday rental and experience everything that makes Cumberland a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Maine Wildlife Park (5.3 mi / 8.5 km)
  • Happy Wheels Skate Center (8.6 mi / 13.8 km)
  • Seacoast Adventure (10.4 mi / 16.7 km)
  • Sable Oaks Golf Course (11.5 mi / 18.5 km)
  • Land's End Gift Shop (13.9 mi / 22.4 km)
  • Capt Lyman Stuart, LLC (5.2 mi / 8.3 km)

Exploring the natural landscape of Cumberland

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Cumberland is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Desert of Maine (6.7 mi / 10.9 km)
  • Eastern Promenade (8.8 mi / 14.2 km)
  • East End Beach (8.9 mi / 14.3 km)
  • Sand Beach (9.5 mi / 15.2 km)
  • Little Sebago Lake (9.6 mi / 15.5 km)
  • Thompson's Point (10.2 mi / 16.5 km)

Travelling to and around Cumberland

The nearest airport is in Portland, ME (PWM-Portland Intl. Jetport), located 10.6 mi (17.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 17.5 mi (28.2 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Cumberland?
Houses are the most popular style of holiday home in Cumberland, according to our data. Even if you’ve got something different in mind, Stayz has properties in a variety of shapes and sizes. Take a look at our options to find your perfect pad.
How much does it cost to rent a holiday home in Cumberland?
Different factors affect what you’ll pay for a holiday home in Cumberland, including the type of property, season and length of stay. But, all our holiday homes have one thing in common — amazing value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Cumberland?
The average price for a holiday home near the beach in Cumberland depends on when you’re travelling and the style and size of property you want. You can easily and quickly find prices on Stayz by entering your destination and preferred travel dates. Then use our handy filter tool to choose the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Cumberland?
Yes, there are. You can pick from three holiday homes that cater to pets in Cumberland. Several of our pet-friendly holiday homes come with an area outdoors for your four-legged pal to play around in, complimentary treats, doggie beds and proximity to parks. Apply the “Pets allowed” filter to find a pad that’ll get tails wagging on Stayz.
What are popular home amenities in Cumberland?
When it comes to home amenities that guests look for in Cumberland, a firepit, a sauna and nearby museums rank the highest. With Stayz holiday homes, you’ll enjoy options to suit your taste and style, whether you’re going on a holiday with relatives, friends or even pets.
Are there large group holiday homes in Cumberland?
There are two holiday properties in Cumberland that can accommodate a group of five or more people. From family reunions to special occasions, these stays have enough space to hang out with your favourite people.
Are there holiday homes in Cumberland that welcome kids?
Cumberland has three family-friendly holiday homes to choose from. And securing a stay that welcomes little ones is a breeze with Stayz’s “Properties good for families” filter. On top of having the whole place to yourselves, you’ll get access to perks and amenities like bunk beds, full kitchens and private pools.
What are the top attractions for families in Cumberland?
If you’re craving something entertaining for the family near the heart of Cumberland, check out Twin Brook Recreation Area.
Are there holiday homes with WiFi in Cumberland?
Whether you’d like to keep up with the headlines, send some emails or surf social networks, there are two holiday homes with WiFi in Cumberland. Check the “WiFi” box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Cumberland?
You can choose from two Stayz holiday homes with air conditioning in Cumberland providing that gentle, cool breeze and extra bit of comfort. Just enter your chosen travel dates and then use our handy filter tool to help you find stays with air conditioning.
How old do you have to be to rent a holiday home in Cumberland?
You’ll have to check with the Cumberland holiday home you’re looking at on Stayz as age restrictions differ. However, generally it’s 16, 18 or 21.
How long can I rent a holiday home in Cumberland for?
How long you can book a holiday home in Cumberland is down to the property. Just enter your desired dates to view a list of options offering extended stays. With many features like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to find the perfect place to call your home away from home in Cumberland.

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