
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.

Safe, convenient location close to all amenities
I love my Portland, Maine condo! It is comfy and relaxing on the inside .... fun and exciting on the outside. My home offers a unique blend of comfort and convenience. I enjoy having guests come and experience the unique city that I live in... you'll surely return. Well equipped full size kitchen / coffee bar A Portland Paradise, free driveway parking for two cars. A five minute ride into the exciting Old Port District or walk to neighborhood coffee shops, unique restaurants and local pubs.

Charming, newly remodeled space atop Munjoy Hill.
We are a 1 BR condo atop Munjoy Hill, a block from the historic 78 acre ocean side Eastern Prom Park, with its majestic homes, gourmet food trucks, grassy hills, and recreation area. Our condo is an easy, open space, renovated in 2019, with artful touches created by my woodworker husband. From here, you can grab a coffee, and muffin and hop on the Prom's paved walkway, connecting you to the seaport below. Evenings, come back to marvel at the wondrous sunset unveiled, just steps from our place.

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!

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!

Mary J. Eastburn House--Baxter Suite
City of Portland Reg. No. : STHR-002888-2021 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.

Cozy, clean, 2nd floor condo in Conway, NH!
The condo is a quiet family space in a great location: we are located 10 minutes to the Settlers Green outlets/ shopping, close to skiing, hiking , Saco River, Conway Lake and much more. Easy access to all the amenities Conway has to offer. Two portable AC units were installed in living room and dining room only . You will receive the code for the lock box on the front door in the morning of your arrival. ***Quiet time is heavily enforced 10:00pm - 8:00am***

Penthouse, Walk To The Old Port & The Beach!
The East End is Portland's favorite neighborhood! Walking distance to both the breweries and the best restaurants. This third (top) floor apartment has a small front deck and a nice shared courtyard tucked away in the middle of the city! Street parking is free in this part of the city. So park and explore the city on foot. From here you're a short walk to the Old Port, the East End beach & walking trails, the Observatory, and so much more! City #000826

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.

Updated Studio Across From Beach!
Modern beach cottage with a funky industrial vibe. Located across the street from the beach, just about a 2 minute walk to reach the sand. Quick drive (15 miles) to Portland and walk or bike to Old Orchard Beach. Our unit is located across the street from the beach, making it the ideal location for your next beach vacation! Located 2 doors away from the local market and deli, grab a sandwich and head to the quiet local stretch of Pine Point beach.

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 ✨ If you see a longer minimun, it’s likely to prevent the reservation from leaving a single night open. Just select different start date. ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Cozy condo by the beach!

Walk to Top Dining • Boutique Stay • Parking

Top Of The Line Stay!

Spectacular Mountain Views, at Eagle Ridge !

Luxury Condo in Downtown Portland Old Port

Unbeatable condo/host in the heart of Portsmouth

Sunday River Condo | 3 Min to Lifts & Brewery

Cozy Family Retreat with Saco River Access
Pet-friendly apartment rentals

White Mountains Hiking Dogs Storyland Family

Charming 2-Bedroom Back Cove Retreat

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Portland 1 Bedroom Condo in the Arts District.

Over 1000 Five Star Reviews! Walk to Dock Square !

River Escape - Studio Apt. with River Access

The Gibson Building 3BR

An Amazing Mountain Getaway!
Apartment rentals with a pool

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

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6

Across from Storyland & Heated Pool

Bartlett Condo; Great Views, Resort Access

Elevate Your Adventure: Book Slope side Now!

Starfish Condo Wells Beach

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P

Hot tub, Pool, Skiing, Hiking, and Storyland
Quick stats about apartment rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at $257Â SGD per night before taxes and fees

Verified guest reviews
Over 10 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
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Pet-friendly rentals Cumberland
- Rentals with outdoor seating Cumberland
- Waterfront rentals Cumberland
- Rentals with pools Cumberland
- Rentals with a firepit Cumberland
- Rentals with a washing machine and dryer Cumberland
- Beachfront rentals Cumberland
- Rentals with breakfast Cumberland
- Rentals with beach access Cumberland
- Rentals with an EV charger Cumberland
- Fitness-friendly rentals Cumberland
- Rentals with a kayak Cumberland
- Rentals with a hot tub Cumberland
- Private suite rentals Cumberland
- Flat rentals Cumberland
- House rentals Cumberland
- Cottage rentals Cumberland
- Rentals with a fireplace Cumberland
- Rentals with a patio Cumberland
- Family-friendly rentals Cumberland
- Apartment rentals Cumberland County
- Apartment rentals Maine
- Apartment rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Short Sands Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Cape Neddick Beach
- King Pine Ski Area
- Gooch's Beach
- Cranmore Mountain Resort
- Footbridge Beach
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Diana's Baths
- Pleasant Mountain Ski Area





