
Apartment holiday rentals in Cumberland
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Cumberland
Guests agree: these apartments are highly rated for location, cleanliness and more.

Starfish Condo Wells Beach
Enjoy the amazing sunrise as well as marsh and ocean views from this spacious just renovated one and a half bedroom condo with queen bed and queen Murphy bed. Fully equipped kitchen with granite counter tops and stainless steel appliances. Updated full bath with tub. Located within walking distance to many local area restaurants. After a fun filled day on the beach relax by the salt water pool or in the hot tub. Shared gas grill, picnic area, playground and basketball hoop. Parking for one car

Direct Ocean View on the Eastern Promenade
This two bedroom, one bath unit is the perfect spot to enjoy all Portland has to offer. The bright and sunny open concept kitchen and dining area offer expansive ocean views for a relaxing stay. Enjoy the 88-acre Cutler Park to access boating, sun-bathing at the beach, sledding, trail walking, food trucks and more. Located within one mile of the Old Port and Arts District, the best of Portland is right around the corner. Walk to several neighborhood restaurants and coffee shops. Enjoy!

Elegant 1 bedroom cabin just 50ft from the beach#2
This beautiful cabin now features a new Queen size bed, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, fridge, coffee maker, toaster, and dining area. Smart TV, WIFI. AC & Central heating. It also has a private full bath with tub/shower combo at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the courtyard.

Cozy studio-5 minute walk to Perkins Cove!
This bright, airy 2nd-floor studio condo sits in a peaceful Cape Neddick setting (on the Ogunquit line), just a 5-minute walk to Perkins Cove. The cozy unit features a separate kitchenette (sink, mini fridge, microwave, convection toaster oven, induction cooktop), a combined sitting/sleeping area, and bathroom with stand-up shower. A Keurig coffee maker is provided for your convenience. We supply a couple of K-Cups to get you started—please bring your favorites to enjoy during your stay!

First Floor Portland Condo 3 Bed 2 Bath + Parking
A cozy getaway nestled in the Portland's Deering neighborhood. Enjoy the retreat that this beautiful light-filled condo has to offer, whilst being less than three miles from the Old Port! The space is bright, and open--filled with luxurious touches and local Maine art. With three bedrooms and two full bathrooms, there is plenty of space for a large group to stay. Also, enjoy three free parking spots during your stay. We can't wait to have you! 3.5 miles to Airport 3 miles to bus station

Renovated Exchange St. Loft w/Free Parking
This renovated loft-style condo is right in the heart of the Old Port. Located on Portland's bustling Exchange Street, the loft is central to everything the Peninsula has to offer. Elevator access will take you from the apartment to the secure lobby. From there, shops, restaurants, night life and the working waterfront are just steps outside the door. Free off street parking is available for one car a few blocks away or a convenient pay-to-park garage is located next to the building.

Rustic Willard Beach condo ten mins from Old Port!
Second-fl unit in historic 150-yr-old building one block from South Portland's premiere beach! Minutes away from historic Portland Head Light and Downtown Portland. Quaint, spacious and tucked away in charming Willard Square. Brand new kitchen and bathroom! Perfect for families, friends, or couples looking for a relaxing coastal retreat. World-famous Scratch Baking across the street, and the Old Port's incomparable restaurants, shopping and historic architecture across the Bay!

Cozy condo by the beach!
Cozy condo across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area is the only sleeping space. Efficient kitchen area with fridge, stove, and microwave for preparing small meals. Wifi and TV equipped with a streaming device. Perfect place for one or two people who will spend most of their time enjoying our local trails, beaches, and restaurants before returning to this comfortable and quiet space.

Comfy condo with loft by the beach!
Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

Mary J. Eastburn House - Baxter Suite
Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

Old Port on foot
Newly renovated, spacious and modern top-floor condo in a posh historic building in the heart of downtown Portland. Leave your car behind! Walking distance to tons of bars/restaurants, stores, a block from the Portland Harbor/Commercial St and 3 blocks from Merrill Auditorium. Please note there is an additional $50 cleaning charge for stays greater than 7 nights. For stays greater than 14 nights, the cleaning fee is $180.

Luxury Beach Front Condo! Prime Location!
✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨ If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open. Just select different start date. ✨ To simplify things we typically do not negotiate rates✨
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

My Old Port Sanctuary - Lux by the water & dining

Endless Direct Beachfront Views! 2 Oversized Decks

Comfortable and Spacious Condo with home gym
Elegant, Stunning Condo with Sunny Patio

Kings Wharfe Riverside Kennebunkport

Elevate Your Adventure: Book Slope side Now!

Waterfront|Sunsets|Boothbay Harbor

Comfy Beach Retreat - Pine Point
Pet-friendly apartment rentals

Charming 2-Bedroom Back Cove Retreat

Condo in Old Orchard Beach

Portland 1 Bedroom Condo in the Arts District.

Old port 2br perfect for you

Ocean View! - Luxury Condo with Beach Access

River Escape - Studio Apt. with River Access

Over 1000 Five Star Reviews! Walk to Dock Square !

New 2BR 2King beds Private Apt Downtown Brunswick
Apartment rentals with a pool

Ski in/ski out Sunday River Condo Brookside 2a210

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6

Centrally located Ocean Towers condo in Ogunquit

Awesome get away spot in Wells!

Relaxing Beachside Condo with Pool at Wells Beach

Slope Side | Ground floor | Hot Tub, Pool, Sauna

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104
Quick stats about apartment rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at $295 SGD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cumberland rentals

4.9 Average rating
Cumberland stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Jersey City Holiday rentals
- Rentals with a kayak Cumberland
- Rentals with a patio Cumberland
- Beachfront rentals Cumberland
- Pet-friendly rentals Cumberland
- Family-friendly rentals Cumberland
- Waterfront rentals Cumberland
- Rentals with outdoor seating Cumberland
- Flat rentals Cumberland
- Fitness-friendly rentals Cumberland
- Rentals with breakfast Cumberland
- Rentals with beach access Cumberland
- Rentals with pools Cumberland
- Cottage rentals Cumberland
- Rentals with an EV charger Cumberland
- Private suite rentals Cumberland
- Rentals with a fireplace Cumberland
- Rentals with a washing machine and dryer Cumberland
- Rentals with a hot tub Cumberland
- House rentals Cumberland
- Rentals with a firepit Cumberland
- Apartment rentals Cumberland County
- Apartment rentals Maine
- Apartment rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Pemaquid Beach
- Cranmore Mountain Resort
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Diana's Baths
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Pleasant Mountain Ski Area
- Footbridge Beach
- Wolfe's Neck Woods State Park




