Photo by Rob Gosse

Cumberland County vacation rentals

We found 3,410 vacation rentals — enter your dates for availability

Select from 1007 houses, 298 apartments, and other vacation rentals to find the perfect place for your stay in Cumberland County. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you expect for your stay, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Cumberland County

Showing deals for:Jun 5 - Jun 12

Image gallery for Spacious Ocean View Getaway, 3 min walk to beach with large fenced in yard

Big (12x24) elevated deck w/ ocean views+access to yard. Grill has been upgraded
10 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)

Spacious Ocean View Getaway, 3 min walk to beach with large fenced in yard

Scarborough

8% off
Price is $1,078
$7,547 for 7 nights
All fees included
Spacious Ocean View Getaway, 3 min walk to beach with large fenced in yard

Find spaces that suit your style

Find out more about Cumberland County

Why visit Cumberland County

  • Stunning Beaches: Cumberland County boasts beautiful beaches perfect for relaxation and water activities.
  • Outdoor Adventures: Explore tranquil lakes and scenic hiking trails that cater to nature enthusiasts.
  • Rich Cultural Heritage: Discover historic houses and local heritage sites that reflect the region's past.
  • Charming Neighborhoods: Visit vibrant towns with friendly locals and family-friendly atmospheres.
  • Diverse Accommodations: Enjoy a variety of vacation rentals, from cozy cottages to modern apartments.

Popular types of accommodation in Cumberland County

Cumberland County offers a variety of vacation rentals to suit every traveler's needs, including houses, cozy cottages, and modern apartments. Whether you're looking for a spacious single-family home or a convenient apartment in nearby Carroll or York County, you'll find plenty of options. Explore the beauty of Cumberland County while enjoying the comfort and flexibility of your own rental. Start planning your getaway today.

  • Houses: These residences are the top choice for travelers seeking a home-like atmosphere, perfect for families or larger groups.
  • Cottages: Quaint and charming, cottages offer a cozy retreat for those looking to relax and enjoy the scenic beauty of Cumberland County.
  • Apartments: Ideal for solo travelers or couples, these rentals provide convenience and accessibility in vibrant locations.
  • Cabins: Rustic and inviting, cabins are perfect for nature enthusiasts wanting to immerse themselves in the great outdoors.
  • Condos: These modern accommodations offer a blend of comfort and amenities, making them a popular choice for vacationers.**

Top attractions in Cumberland County

Cumberland County, Maine, offers a perfect blend of outdoor adventures and romantic scenery for travelers. Visitors can enjoy stunning beaches, tranquil lakes, and historic houses that reflect the region's rich culture. Whether you're seeking a relaxing beach experience or an exploration of local heritage, there's something for everyone to enjoy within and around this beautiful county.

  • Sebago Lake: Experience the natural beauty of Sebago Lake, perfect for outdoor activities like swimming, fishing, and boating. With its picturesque beaches and stunning scenery, it's an ideal romantic getaway or a family-friendly destination.
  • Bowdoin College: Visit this historic institution known for its rich culture and beautiful campus. Explore its impressive architecture and art collections, making it a great spot for history and art enthusiasts.
  • Higgins Beach: Enjoy the relaxing atmosphere of Higgins Beach, where you can soak up the sun, surf, or stroll along the sandy shores. It's a perfect beach destination for a laid-back day by the ocean.

Things to do recommended for couples

For a romantic getaway in Cumberland County, enjoy live music at Thompson's Point, hit the slopes together at Shawnee Peak, or embark on an adventure with Paddleworks' water sports. These experiences promise fun and memorable moments for couples seeking connection and excitement.

Things to do recommended for families

Your family vacation in Cumberland County will be filled with excitement. Catch a game at Hadlock Field, explore the wonders at the Portland Observatory, and relax at Fort Williams Park. Each destination offers unique experiences perfect for creating lasting memories together.

Things to do recommended for groups

Discover the LL Bean Flagship Store for unique shopping, explore the Maine Mall for entertainment and dining, or enjoy a show at the State Theatre, where culture and family fun come together. Each destination offers a vibrant experience perfect for group travelers.

*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 County

When traveling with a group, family, or pets, or if you're considering longer stays, it's essential to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Cumberland County with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Cumberland County with young kids: Traveling with little ones can be a bit daunting. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, keeping in mind how close you are to family-friendly attractions can make your trip even more enjoyable.
  • Taking your pets with you to Cumberland County: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cumberland County: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a spacious kitchen, or a private pool in your search as well.

Where to stay in Cumberland County

Cumberland County, Maine, offers a delightful blend of outdoor adventures and charming neighborhoods, making it an ideal vacation destination. Explore the vibrant cities and picturesque towns, where family-friendly atmospheres and friendly locals create a warm welcome. Whether you're seeking scenic views, romantic getaways, or recreational activities, Cumberland County has something for everyone. Discover cozy vacation homes and charming houses that add to the area's unique appeal, ensuring a memorable experience in this beautiful region.

  • Portland: Nestled on the picturesque coast of Maine, Portland is a vibrant city known for its stunning scenery and outdoor activities. Visitors flock to this charming destination to enjoy its beautiful beaches, family-friendly parks, and serene lakes. The city’s cultural scene is lively, featuring local theater productions and a range of entertainment options at its arena. For those looking to shop, Portland boasts a variety of shopping centers that offer unique boutiques and local crafts, making it a perfect blend of outdoor adventures and urban experiences.
  • South Portland: Just across the Fore River from Portland, South Portland is a dynamic city ideal for family outings and business travelers alike. Its shopping centers and malls are bustling with activity, offering an array of retail options and dining experiences. South Portland is also home to beautiful beaches and lakes, providing a perfect backdrop for relaxation and recreation. Whether you’re visiting for education or leisure, this city’s family-oriented atmosphere ensures a delightful experience for all ages.
  • Scarborough: Known for its beautiful beaches and scenic landscapes, Scarborough is a coastal gem that attracts outdoor enthusiasts and nature lovers. The city offers a range of activities, from hiking trails to educational venues, making it suitable for families and adventurers. Scarborough's shopping centers provide convenient access to local goods and services, while its stunning coastline invites visitors to unwind by the beach. Whether you're looking to soak up the sun or explore the natural beauty, Scarborough is a must-visit destination in Cumberland County.

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can really pay off, as prices can vary. Additionally, if you opt for a longer stay, you often unlock significant savings. To discover the perfect Vrbo property that fits your budget, feel free to utilize our filters to narrow down your options by price, location, and type of vacation rental.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. It's definitely rewarding to take on the role of organizer. Become a member of our One Key rewards program to enjoy exclusive savings and earn OneKeyCash on eligible stays. Sign up today and start reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board is designed to help you plan your travels with ease. You can create new trips, continue working on your existing plans, or review and manage your bookings all in one convenient place. Your saved or booked properties are neatly organized into categories: Potential, Upcoming, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Cumberland County getaway

Experience the unique character of Cumberland County with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in Cumberland County

Are you searching for attractions to visit while you're in town? Venture out of your vacation home and experience everything that Cumberland County has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Seacoast Adventure (16.5 mi / 26.5 km)
  • Point Sebago Golf Resort (23.1 mi / 37.2 km)

Exploring the natural features in Cumberland County

Whether you're an adventurous traveler or just want to take in the scenery, Cumberland County is a great place to get outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • 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 Intl. Jetport Airport (PWM), the closest airport, located 2.9 mi (4.7 km) from the city center.

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

Frequently asked questions

What is the best area to stay in Cumberland County when booking a vacation rental?
If you're escaping to Cumberland County, Scarborough is considered one of the most popular areas to book a vacation home. While here, discover amazing sights like Higgins Beach and Cliff Walk.
What is the most popular type of vacation rental accommodation in Cumberland County?
Based on our research, cottages are the most sought-after type of property in Cumberland County. But naturally, everyone's idea of an awesome stay is bound to be different. Vrbo has vacation rentals with every shape, size and budget in mind, so you're sure to discover your perfect match.
How much does it cost to rent a vacation rental in Cumberland County?
Different things influence how much you'll pay for a vacation rental in Cumberland County, like the time of year, property type and length of stay. But, all of our vacation homes have one thing in common — amazing value. Just enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Cumberland County?
When you travel and the size and style of the property will influence the cost of your beachside vacation rental. Enter your Cumberland County travel dates to view your options on Vrbo. Can't live without a hot tub? Use the filters to select the features and amenities you want in your vacation home.
Are there pet-friendly vacation rentals in Cumberland County?
You're in luck! There are. You can pick from 312 vacation rentals that cater to pets in Cumberland County. Lots of our pet-friendly vacation rentals even have a backyard for your four-legged fur baby to run around in, dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
Are there large group vacation rentals in Cumberland County?
You'll find 302 properties in Cumberland County that can host 10 or more guests. Whether you're planning a trip with the family or a special event, there's plenty of room to get your loved ones together under one roof.
What are the top attractions for families in Cumberland County?
Keeping the kids occupied during your Cumberland County vacation is a cinch with these fabulous family-friendly attractions:

  • Maine Mall
  • State Theatre
  • Thompson's Point

Are there one-bedroom vacation rentals in Cumberland County?
Yes, you can take your pick from 211 one-bedroom rentals in Cumberland County. Whether you'd prefer a rustic cottage or a cabin, our one-bedroom rentals are great if you don't need a lot of space. One of the perks of having your own place? You won't have to share your adventure with strangers.
Can I find two-bedroom vacation rentals in Cumberland County?
Cumberland County has 339 two-bedroom vacation rentals that you can choose from. Discover a vacation home with all the privacy and comfort you need at a price that's hard to resist on Vrbo.
Are there vacation rentals with WiFi in Cumberland County?
Take your pick of 649 vacation rentals with WiFi in Cumberland County. If you want to disconnect from daily life while on vacation, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Cumberland County?
Cumberland County has 854 vacation rentals where you'll be able to unwind in air-conditioned comfort. To locate a property on Vrbo that offers this amenity, enter your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Cumberland County?
The minimum age is usually 16, 18 or 21. It can differ between properties on Vrbo, so look at the rules of your chosen Cumberland County vacation home before making a booking.
How long can I rent a vacation rental in Cumberland County for?
How long you can book a vacation rental in Cumberland County differs according to the property. Just enter your preferred dates to see a list of options offering extended stays. With many amenities like air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to get a perfect place to call your home away from home in Cumberland County.
Does Vrbo offer discounts for vacation homes in Cumberland County?
Weekend break or a much-needed extended vacation, Vrbo has some bargain deals and special discounts in Cumberland County to match your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or check out what's recently been added with one of our newly listed homes. Whatever kind of getaway you're after, you'll find the ideal place to stay — without breaking the bank.

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