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

Oceanfront Condo with Awesome Views
Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the summer fireworks every Thursday!

Attractive 1 bedroom cabin only 50 ft from beach#1
nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

New 2BR 2King beds Private Apt Downtown Brunswick
Completely Newly Renovated 2 Bedroom Private Apartment Located 1 Minute Walk From Maine Street In Brunswick (Downtown). Great For Anyone Looking To Visit Or Explore Brunswick Including Bowdoin Parents, Potential Students, Vacationers. We have hard wood floor, granite counter top, open concept living room and kitchen, red retro fridge, and lots of windows lots of sunshine! Both bedrooms has a small closet and both beds are king sized with super comfortable memory foam mattress! Please Enjoy!

Luxury Condo in Downtown Portland Old Port
Luxury Condo in the heart of Portland's Old Port. Enjoy your stay on a beautiful historical street tucked away just steps from many restaurants, the art museum, state theater, and many other things downtown Portland has to offer! Well furnished and very clean. Every part of the rental is well utilized. Kitchen table can fold away when not in use, and features built in closets and cabinets. A true gem in the heart of the city, whether you are here to escape, explore, or on business.

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.

Modern Industrial Beach Cottage
Time for a beach vacation! Newly renovated studio apartment, right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located nearby is a market and deli, restaurants, and a gift shop. Just 20 minutes drive to the heart of Portland, you won't want to miss the local breweries and shopping in Old Port. Kayak rental nearby. Be sure to check out our other listings!

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.

Portland 1 Bedroom Condo in the Arts District.
You’ll love my sunny, clean home because of its central PENINSULA location in the heart of Portland's arts district with floor-to-ceiling windows on the first floor of a charming red brick Victorian. Walk to restaurants, music venues, theaters, museums, and galleries from this abode full of period details like high ceilings, wood floors, built-ins, decorative fireplace, and a full kitchen with all the basics. A truly unique space for a getaway.

Luxury Beach Front Condo! Prime Location!
✨ Condo is directly on beach ✨ Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open.✨ ✨To simplify things we typically do not negotiate rates.✨

Top Of The Line Stay!
Are You Tired Of Staying At Dirty, Rundown Places?? Completely renovated two bedroom/one bathroom in East Deering. Beautifully appointed rental that features: hardwood/ceramic tile floors, granite, fully applianced kitchen, two queen size beds, washer/dryer in unit, porch, yard and a garage. Close to Old Port, Payson Park, Back Cove, neighborhood beach and Falmouth.
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Cranmore Condo | Pool, Hot Tub & Minutes to Town

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

Starfish Condo Wells Beach

Luxurious Penthouse- Ski-In/Out Condo at Cranmore

Peaceful Pines Saco River Getaway

The Shore Escape| Walk to Perkins Cove | 2 Patios

Coastal Penthouse - Center of Downtown Portland!

Boho Surf Studio: Steps from the Beach in OOB!
Pet-friendly apartment rentals

3 bed +Loft, <10 min to Storyland+Kahuna Laguna

Arlie's Digs! - One Block To Willard Beach!

Luxury Renovated Mountain View Condo Near Ski Area

Charming 2-Bedroom Back Cove Retreat

Condo in Old Orchard Beach

Prime Location Old Port apartment

Over 1000 Five Star Reviews! Walk to Dock Square !

River Escape - Studio Apt. with River Access
Apartment rentals with a pool

Don’t miss out, book your ski trip now!

Stylish Designer Retreat on Langsford with Pool

Our Happy Place!

The Ocean's Belle

Steps to Beach, Pier, Park | Condo with Pool • 1

Nautical Mile Resort #234_ King Bed_Pool/Hot Tub

Spectacular Mountain View’s

Relaxing Beachside Condo with Pool at Wells Beach
Quick stats about apartment rentals in Cumberland
 - Nightly prices starting at- Cumberland holiday rentals start at € 86 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
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- Rentals with outdoor seating Cumberland
- Private suite rentals Cumberland
- Pet-friendly rentals Cumberland
- Rentals with beach access Cumberland
- Rentals with pools Cumberland
- Rentals with a kayak Cumberland
- Waterfront rentals Cumberland
- Flat rentals Cumberland
- Fitness-friendly rentals Cumberland
- Beachfront rentals Cumberland
- Family-friendly rentals Cumberland
- Rentals with a washing machine and dryer Cumberland
- Rentals with a hot tub Cumberland
- Rentals with a firepit Cumberland
- Cottage rentals Cumberland
- Rentals with a patio Cumberland
- Rentals with an EV charger Cumberland
- House rentals Cumberland
- Rentals with a fireplace Cumberland
- Rentals with breakfast Cumberland
- Apartment rentals Cumberland County
- Apartment rentals Maine
- Apartment rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Diana's Baths
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Willard Beach
- Coastal Maine Botanical Gardens
- Parsons Beach
- Wolfe's Neck Woods State Park
- King Pine Ski Area
- Short Sands Beach
- White Lake State Park
- Crescent Beach State Park
- Ferry Beach
- Cliff House Beach
