Book Cumberland County holiday rental accommodation: short-term rental properties & homes

Select from 1047 houses, 286 apartments and other holiday rentals to find the perfect place for your stay in Cumberland County. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Popular Cumberland County destinations on Stayz

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Find the best place to stay - Cumberland County

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Sleeps 15 · 4 bedrooms

GREAT LOCATION IN PINE POINT NICE 4 bedrooms 4 baths, sleeps 10, Central Air

Sleeps 10 · 4 bedrooms · 4 bathrooms

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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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Book a holiday rental for your Cumberland County getaway

Learn about the unique charm of Cumberland County with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Cumberland County

Are you hoping to discover attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Cumberland County a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Aquaboggan Water Park (10.8 mi / 17.3 km)
Dunegrass Golf Club (11.7 mi / 18.9 km)
Pirate's Cove (12 mi / 19.3 km)
Funtown Splashtown USA (12.7 mi / 20.4 km)
Old Orchard Beach Parasail (15 mi / 24.2 km)
Point Sebago Golf Resort (23.1 mi / 37.2 km)

Exploring the natural features in Cumberland County

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Cumberland County is a great place to get out in nature. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

Eastern Promenade (0.8 mi / 1.3 km)
East End Beach (0.9 mi / 1.4 km)
Willard Beach (1.8 mi / 2.9 km)
Thompson's Point (2 mi / 3.2 km)
Sand Beach (2.2 mi / 3.5 km)
Crescent Beach (6.9 mi / 11.1 km)

How to get to and around Cumberland County

Fly into Portland, ME (PWM-Portland Intl. Jetport), the closest airport, located 2.9 mi (4.7 km) from the city centre.

If you're travelling by train, Portland Transportation Center, Freeport Station and Brunswick Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in Cumberland County when booking a holiday home?

Scarborough is among the more well-liked areas to book a holiday home in Cumberland County. Searching for some top things to do in this destination? Make your way to Higgins Beach and Scarborough Downs.

What is the most popular type of holiday home accommodation in Cumberland County?

The most desirable types of holiday homes in Cumberland County are houses. Want something different? Stayz has numerous options to match our guests’ requirements, so you’ll see properties in lots of shapes and sizes. The perfect fit is waiting for you — grab yours today.

How much does it cost to rent a holiday home in Cumberland County?

Length of stay, season and property type are among the factors that can affect the price of a holiday home. Simply click on your dates of travel to find your ideal fit. From cosy cabins to sprawling luxury villas, all Stayz holiday homes offer terrific value.

How much does it cost to rent a beach house in Cumberland County?

Prices for beach houses in Cumberland County differ depending on the type and size of the property and when you’re travelling. All you have to do is enter your travel dates into Stayz and how many guests to view holiday home options and prices. From there you can use our filter tool to refine your search results by ratings, amenities, nearby activities and more.

What are popular home amenities in Cumberland County?

Off-street parking options, a microwave oven and a fridge top the list of most popular home amenities in Cumberland County. Whether you plan to travel alone, with your other half or a bunch of friends, Stayz can help you find a holiday home that fits your tastes with all the features you’re looking for.

Are there large group holiday homes in Cumberland County?

You can pick from 255 holiday homes in Cumberland County that can accommodate a group of 10 or more guests. Whether you’re organising a trip with extended family or a celebration like an anniversary, there’s plenty of room to get your favourite people together under the same roof.

What are the top attractions for families in Cumberland County?

You’ll find lots of cool things to do and see with the family in Cumberland County, such as:

Thompsons Point
State Theatre
Maine Mall

Can I find two-bedroom holiday homes in Cumberland County?

Gather your loved ones and enjoy peace, privacy and comfort in one of the 309 two-bedroom holiday homes Cumberland County has to offer.

Are there holiday homes with WiFi in Cumberland County?

You’ll find 551 holiday homes with WiFi in Cumberland County. If you’d like to disconnect from the world during your break, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Cumberland County?

The age limit can differ across properties on Stayz, so be sure to look at the rules of the holiday home in Cumberland County you’re interested in. But in general, it’s 16, 18 or 21.

How long can I rent a holiday home in Cumberland County for?

The amount of time you can stay in a Cumberland County holiday home for is down to the property. Just put in your travel dates to browse available options offering longer term stays. They come with all you need to make your extended getaway more convenient and comfortable, such as kitchens and yards. Some properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.