Cumberland holiday rentals

We found 979 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.

Holiday rentals with weekly discounts – Cumberland

Showing deals for:30 Oct - 6 Nov

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Why visit Cumberland

  • Scenic Outdoors: Enjoy inviting beaches, picturesque trails, and urban parks that epitomise Cumberland’s natural splendour.
  • Historic Charm: Wander through the historic centre, where heritage buildings evoke a sense of timeless elegance.
  • Community Vibe: Engage with a vibrant local community offering cultural events and a family-friendly atmosphere.
  • Romantic Ambience: Delight in a blend of outdoor beauty and urban vibrancy, perfect for couples and leisurely exploration.
  • Recreational Activities: savour a range of outdoor pursuits, from scenic walking paths to local fitness centres.

Popular types of accommodation in Cumberland

Welcome to Cumberland, Maine, a charming city nestled in the heart of Cumberland County. Known for its picturesque landscapes and vibrant community, Cumberland offers a variety of holiday rental options, including private holiday homes, cosy cottages, and comfortable condos. Explore local attractions such as the scenic trails and parks, or indulge in recreational activities that make Cumberland a delightful destination for your next getaway.

  • Private Holiday Homes: These spacious residences are the top choice for visitors seeking a homely atmosphere during their stay in Cumberland.
  • Cottages: Charming and often quaint, cottages offer a delightful retreat, perfect for those wanting a cosy experience.
  • Condos: Conveniently located and modern, condos provide a comfortable stay with amenities that cater to today's traveller.
  • Apartments: Ideal for longer stays, apartments offer the comforts of home with flexibility and convenience.
  • Cabins: Nestled in nature, cabins provide a rustic escape, perfect for those seeking peace and tranquillity.**

Top attractions near Cumberland

Cumberland, Maine, United States of America offers a delightful blend of outdoor charm, scenic beauty, and romantic ambience. Visitors can enjoy its inviting beach, historic houses, and urban parks, perfect for those seeking cultural immersion and a breath of fresh air. Ideal for couples, families, and groups alike, Cumberland presents a variety of attractions that celebrate its unique heritage and natural splendour.

  • East End Beach: Enjoy the vibrant beach vibes at this scenic spot located 14km from Cumberland, ideal for leisurely strolls along the shore and refreshing dips.
  • Little Sebago Lake: Revel in the outdoor charm and romantic ambience at this lake, 16km from Cumberland, perfect for picnics and nature walks amidst picturesque scenery.
  • International Cryptozoology Museum: Immerse yourself in a cultural journey at this museum, 16km from Cumberland, exploring the intriguing world of cryptozoology.

Things to do recommended for couples

Seeking a romantic escape in Cumberland? Enjoy a picturesque walk along the scenic trails of the Presumpscot River or indulge in a cosy dinner at a charming local bistro. Don't miss the serene sunset views at the nearby beaches, perfect for creating unforgettable memories together.

Things to do recommended for families

Families visiting Cumberland, Maine, can enjoy the scenic beauty of Bradbury Mountain State Park, perfect for hiking and picnicking, or explore the hands-on exhibits at the Maine Narrow Gauge Railroad Museum, which offers an engaging journey through the history of railroading in the region.

Things to do recommended for groups

Groups visiting Cumberland can experience the thrill of motor racing at Beech Ridge Motor Speedway, located 23km away. The venue offers an exciting atmosphere filled with sports and adventure, perfect for those seeking an adrenaline-fuelled day out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cumberland

Whether you're journeying with a group, travelling as a family, accompanied by your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking pointers for you.

  • Traveling to Cumberland with a group: Consider the number of bedrooms required, along with amenities such as a fully equipped kitchen or an outdoor space suitable for group gatherings. Fortunately, you can refine your search for all these features, and more, on Stayz.
  • Traveling to Cumberland with young kids: Traveling with young children can prove challenging. It is essential to prioritise their comfort and safety by ensuring the availability of age-suitable facilities, such as a private swimming pool. It is also advisable to consider your closeness to attractions that cater to families.
  • Taking your pets with you to Cumberland: For many, a family holiday is not complete without the company of their four-legged companion. If this resonates with you, consider exploring Stayz properties that welcome pets. The majority of pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Cumberland: If you're in search of holiday let deals for long-term stays, you've come to the right spot. With the appropriate filter, you can effortlessly discover and secure savings on monthly lets. Also, consider including a parking space, a well-appointed kitchen, or a private pool in your search.

Where to stay near Cumberland

Discover the charm of Cumberland, Maine, where the scenic outdoors blend with urban vibrancy. Explore the historic Cumberland Center and enjoy the community’s family-friendly atmosphere. Stroll through Southern Maine’s picturesque landscapes, relax at local fitness centres, and experience cultural events at Merrill Auditorium. This quaint village offers a perfect blend of romance, business, and leisure, ensuring a memorable holiday experience.

  • Portland: Portland is a vibrant city located 14km from Cumberland. Travellers frequent Portland for its appeal to outdoor enthusiasts, families, and those seeking scenic vistas. The city offers a dynamic travel experience underscored by its array of arena entertainment, live theatre, and music concerts. Nearby, you can explore diverse attractions including a picturesque beach, a family-oriented beach area, and a serene lake, all contributing to the city’s multifaceted charm.
  • Falmouth: Falmouth is a welcoming city situated 6km from Cumberland. This destination is ideal for visitors drawn to outdoor pursuits, romantic getaways, and natural scenery. The city boasts a rich selection of recreational activities, educational venues, and even a ski field, ensuring varied experiences throughout the year. Attractions such as a tranquil lake, a sandy beach, and a family beach area further enhance its appeal.
  • Town Landing: Town Landing is a quaint neighbourhood located 8km from Cumberland. It is celebrated for its beachy vibe, outdoor atmosphere, and stunning scenery. The locale is particularly noted for its educational venues, making it an excellent destination for those interested in learning as well as leisure. Visitors can also enjoy the nearby beach, family beach area, and a charming lake, making Town Landing a well-rounded choice for a relaxed holiday.

Best time to go to Cumberland

If you're planning a trip to Cumberland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.0°F (-3.9°C)Light RainMostly SunnyLowSlightly Low
February26.1°F (-3.3°C)Light RainMostly SunnyAverageSlightly Low
March32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudyAverageAverage
May53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
June61.7°F (16.5°C)Light RainMostly SunnyHighSlightly High
July68.5°F (20.3°C)Light RainMostly SunnyHighSlightly High
August68.0°F (20.0°C)Light RainMostly SunnyAverageSlightly High
September61.7°F (16.5°C)Light RainMostly SunnyHighAverage
October51.6°F (10.9°C)Light RainMostly SunnyAverageAverage
November40.5°F (4.7°C)Light RainMostly SunnyLowAverage
December32.0°F (0.0°C)Light RainMostly SunnyLowAverage

Booking with Stayz is a breeze

Are you keen to save money on your next holiday? It's worth considering some flexibility with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a convenient space for you to plan new adventures, refine your existing itineraries, or manage your bookings effectively. Your saved or reserved properties are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

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:

  • Spring Meadows Golf Course (7.9 mi / 12.7 km)
  • Happy Wheels Skate Center (8.6 mi / 13.8 km)
  • Seacoast Adventure (10.4 mi / 16.7 km)
  • Ash Cove Pottery (12.6 mi / 20.3 km)
  • Nonesuch River Golf Club (13.1 mi / 21.1 km)
  • Len Libby Chocolates (15.6 mi / 25.2 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.