Cumberland County Vacation Rentals, Maine: house rentals & more

Select from 1064 houses, 292 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.

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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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Find out more about Cumberland County

Why visit Cumberland County

Outdoor Adventures: Enjoy hiking, biking, and exploring the stunning natural landscapes of Cumberland County.
Coastal Beauty: Relax on beautiful beaches and soak in breathtaking coastal views along the shore.
Cultural Heritage: Discover charming historic houses and the rich history of the area, especially in Portland.
Fresh Seafood: Savor delicious local seafood at waterfront restaurants and eateries.
Diverse Accommodations: Choose from cozy vacation rentals, charming cottages, and inviting condos for a perfect stay.

Popular types of accommodation in Cumberland County

Experience the charm of Cumberland County with a variety of vacation rentals that cater to every traveler’s needs. From houses to cozy cottages and modern apartments, you’ll find the perfect spot to unwind. Whether you’re searching for comfortable rooms, condominium listings, or condos in Portland, our platform offers transparent options to ensure savings and reassurance for your getaway. Discover your ideal home away from home in beautiful Cumberland County today!

Houses: These spacious and comfortable homes are the top choice for visitors seeking a home-like atmosphere during their stay in Cumberland County.
Apartments: Ideal for individuals or couples, apartments offer a convenient and modern living space in the heart of the county.
Cottages: Quaint and charming, cottages provide a cozy retreat perfect for a peaceful getaway.
Condos: With great amenities, condos are well-suited for families or groups wanting a bit more luxury.
Cabins: Rustic and nestled in nature, cabins are perfect for those looking for an outdoor adventure.**

Top attractions in Cumberland County

Cumberland County, Maine, is the perfect destination for outdoor enthusiasts and romantics alike. With its stunning beaches, serene lakes, and charming historic houses, you'll find plenty of opportunities to explore the area's natural beauty and cultural heritage. Whether you're seeking a relaxing beach day or an intimate getaway, Cumberland County offers a diverse range of attractions that cater to all types of travelers looking for adventure and romance.

Bowdoin College: A prestigious and historic institution, Bowdoin College features stunning architecture and beautiful campus grounds. Visitors can explore its art museum and enjoy the vibrant cultural atmosphere, making it a perfect stop for history and art enthusiasts.
Portland Head Light: This iconic lighthouse, perched on rugged cliffs, offers breathtaking views of the Atlantic Ocean. It’s a great spot for photography and picnicking, reflecting Maine's maritime heritage and charm.
Sebago Lake: A picturesque lake known for its serene beauty, Sebago Lake is ideal for outdoor activities like swimming, kayaking, and hiking. Its sandy beaches and scenic landscapes provide a romantic getaway for couples and families alike.

Things to do recommended for couples

For a romantic getaway in Cumberland County, enjoy a concert at Thompson's Point for vibrant entertainment, hit the slopes at Shawnee Peak for thrilling winter sports, or indulge in luxury at the exclusive Portland Club. Each experience offers a unique atmosphere perfect for couples.

Things to do recommended for families

Your family will love exploring Hadlock Field for an exciting baseball game, relaxing at Fort Williams Park with its beautiful scenery, and having fun at Bayside Bowl, an arcade adventure zone perfect for all ages. Cumberland County offers great local experiences for everyone!

Things to do recommended for groups

Group travelers in Cumberland County can enjoy shopping at the Maine Mall, explore the LL Bean Flagship Store, and experience the vibrant culture at the State Theatre, which offers a mix of entertainment and family-friendly vibes.

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

When planning your trip, whether you're traveling with friends, family, pets, or looking for extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

Traveling to Cumberland County with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily apply filters for these options and many others on Vrbo.
Traveling to Cumberland County with young kids: Traveling with young kids can be a bit daunting. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
Taking your pets with you to Cumberland County: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these 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 in search of vacation rentals that offer 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 options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Cumberland County

Cumberland County, Maine, offers a delightful blend of outdoor adventures and scenic beauty. From the charming streets of Portland to the picturesque landscapes of Oxford County, visitors can enjoy family-friendly activities and romantic getaways. Explore the urban atmosphere, soak in the coastal views, and experience the warmth of friendly locals. Whether you're hiking in the great outdoors or savoring fresh seafood by the shore, Cumberland County promises an unforgettable vacation experience.

Portland: Nestled along the scenic shores of Casco Bay, Portland is a vibrant city known for its blend of outdoor adventure and cultural experiences. Visitors can enjoy a variety of activities, including theater performances, music concerts, and exploring the lively waterfront. Nature enthusiasts will appreciate the nearby beaches and picturesque lakes, offering perfect spots for family outings and scenic views. With its charming historic districts and thriving food scene, Portland provides a delightful urban experience amidst stunning coastal scenery.
South Portland: Adjacent to Portland, South Portland is a dynamic city that caters to families and business travelers alike. This city is home to popular shopping centers and malls, making it a prime location for retail therapy. Families can enjoy access to beautiful beaches and recreational areas, perfect for a day of fun in the sun. South Portland's convenient location allows for easy exploration of the greater Portland area while providing a relaxed atmosphere for visitors looking to unwind.
Freeport: Famous for its outlet shopping, Freeport is a charming town that combines outdoor activities with family-friendly attractions. Visitors can stroll through the picturesque streets lined with shops and stores, or venture into nearby recreational areas for hiking and exploring. The town is close to stunning beaches and tranquil lakes, making it an ideal spot for a day of relaxation and exploration. With its unique blend of shopping and scenic beauty, Freeport offers a delightful getaway for all ages.

Booking with Vrbo is simple

Looking to cut costs on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the organizer has its perks! When you join our travel rewards program, One Key, you'll gain immediate access to member discounts and have the opportunity to earn and redeem OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a dedicated area for you to plan new trips, refine your existing plans, or manage your bookings. Your saved or booked properties are conveniently organized into categories such as Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply go to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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:

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 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.