Condo holiday rentals in Cumberland
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Top-rated condo rentals in Cumberland
Guests agree: These condos are highly rated for location, cleanliness and more.
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Popular amenities for Cumberland condo rentals
Weekly condo rentals
Condo in Old Orchard Beach
4.7 out of 5 average rating, 195 reviewsEndless Direct Beachfront Views! 2 Oversized Decks
We felt at home the moment we walked in. This condo has lovely comfortable furnishings, was immaculate, and had everything we needed. Chris was a great host and was great to communicate with. We will definitely return.
Condo in Old Orchard Beach
4.91 out of 5 average rating, 66 reviewsRustic Retreat studio, steps to the Beach. Unit #3
Deborah was very helpful and quick to respond. She had great suggestions on where and what to visit. The travel magazines she had on her TV stand were extremely helpful. The bed was very soft, which I love, so I slept really well. We loved the touch of having beach chairs available. The only downsides I can think of, are that the shower is very small, and it’s hard to back out of the parking space.
Condo in East End
4.93 out of 5 average rating, 14 reviewsEastern Prom 2 Bed w/ Stunning Views of Casco Bay
Place was beautiful, very nicely decorated and comfortable. Patrick was great in his communication and hospitality. To be honest for elderly folk it is a beautiful location, great scenic views but be prepared to drive to downtown, the young do it easily while I struggled with the hills on the walk. That is no knock on Patrick, the condo nor location. Just something to prepare for if you’re planning on walking. Had a great weekend and hold no regrets staying there at all. Thank you Patrick!
Condo in Old Orchard Beach
4.88 out of 5 average rating, 33 reviewsSteps from the sandy beach! "Surf's Up"
We enjoyed our stay! The place was very clean. The hosts were responsive and helpful. The train does go right behind the place at an intersection. The horn is very loud, which was hard for our toddler. Just something to consider if you’re traveling with infants/toddlers. Overall, would definitely recommend!
Condo in Portland
4.95 out of 5 average rating, 95 reviewsTop Of The Line Stay!
My family and I would like to thank Tyson for being a wonderful host. The place was absolutely spotless and comfortable. I would 1000% come back😊 We fell in love with Maine and this place was a plus. Definitely worth our money and very peaceful.
Condo in Old Orchard Beach
4.84 out of 5 average rating, 86 reviewsThe Brunswick
We stayed here for my wife’s birthday. It’s central to all activities and has amazing views of the ocean. Unit was large, clean, quiet and comfortable. Will stay here again!!
Condo in Old Orchard Beach
4.94 out of 5 average rating, 16 reviewsLarge 3 Bedroom - Steps to the Beach!
Very nice place, neighbors upstairs were a bit noisy but overall we had a great weekend!
Condo in Bridgton
4.8 out of 5 average rating, 45 reviewsPleasant Mountain Shawnee Peak Slope side condo
Great stay at a great place! Wonderful location and comfortable beds were much appreciated especially after skiing . Looking forward to a return trip!
Pet-friendly condo rentals
Condo in South Portland
4.9 out of 5 average rating, 39 reviewsGround floor 2 bed condo 1 block to Willard beach!
This is a lovely property! I opened the door, stepped inside briefly, and walked back to the car to tell my wife, “Wow, this place is fantastic!” Great location, plenty of light inside, and all the charm of a 150+ year old building. The heating was easy to manage, house-wide, plus the individual space heaters were a nice nighttime touch.
Condo in Portland
4.98 out of 5 average rating, 64 reviewsCharming 2-Bedroom Back Cove Retreat
Julia’s place is very pleasant, comfortable clean and quiet, and we enjoyed our stay. She was very communicative and responsive to our questions. A couple of very small inconveniences: The small bedroom could use a bedside lamp; also, there were no coffee “pods” for the Keurig coffee maker, and there was no other coffee maker for our ground coffee.
Condo in Downtown Portland
4.9 out of 5 average rating, 154 reviewsPortland 1 Bedroom Condo in the Arts District.
Lovely trip to Portland to celebrate the new year. There was Tony Bennet on the stereo and a lit christmas tree when we entered. Such nice details that made us feel at home.
Condo in Downtown Portland
4.97 out of 5 average rating, 39 reviewsWalkEvrywhere|KingBed|FreePrkng|DogsOK|ModernCondo
The condo was very cute, cozy, and comfy. Great location for walk anywhere. The kitchen was stocked very well for our Thanksgiving Dinner! Very nice well stocked coffee bar! Very thoughtful. Very prompt communication to all my questions. Perfect size for four people. Would definitely stay again! Thank you Kayla & Nick for helping make our stay in Portland so nice!
Condo in Brunswick
4.88 out of 5 average rating, 160 reviewsNew 2BR 2King beds Private Apt Downtown Brunswick
We enjoyed time in Brunswick so we could visit our son who is in college, and the apartment was perfect for this visit. It was close to downtown, close to campus, close to areas of beauty, and it was extremely comfortable and functional. We love the space.
Condo in Kennebunk
4.88 out of 5 average rating, 51 reviewsCozy Contemporary River's Edge Retreat
Based on the condo alone, I would give James 10 stars! The amenities were as listed and there were many extras (linens, towels, toilet paper). Heat and AC in EACH bedroom and the living area. It was clean and the appliances/dishes/silverware looked brand new. It was in a great location within walking and driving distance to shopping and restaurants. There has been a negative review regarding the neighbors who also live in this 4 unit building. These neighbors are not excessively loud or doing anything beyond normal living. However, from the 2nd bedroom, you can hear them walking, talking, vacuuming, entering/leaving their condo. James has been proactive about this concern and has included a noise machine and large fan in this bedroom. I wanted to address this in my review to say that I was still able to get a great night’s sleep and the noise was not late in the night or early morning. My sister and I enjoyed our stay here very much!!
Condo in Portland
4.94 out of 5 average rating, 34 reviewsBack Cove 1st Floor 4 Bedroom, 1.5 Bath
David's place was perfect for location and accessibility. I highly recommend for future visits
Condo in Old Orchard Beach
5 out of 5 average rating, 5 reviewsGarden Deck Easy Access & Close to Beach
Great property, well cared for, and really enjoyed double bedrooms and double bathrooms. Not only are they dog friendly, but they are proactive about providing recommendations about having dogs on the beach. We didn't realize it would be possible to take him onto the beach (after or before 9-5), which blew our little dog's mind running around in the sand. And they provided sheets with a note in a cute little bag that asked us to cover either chair our dog might be lying around on, so the sheets could contain pet hair. Most other hosts wouldn't think of that, wouldn't word it as friendly/casually, and it would've been a REALLY SERIOUS warning. All around - professional, pleasant, customer-focused, with a sense of humor. Winning all around!
Condo rentals with a pool
Condo in Wells
4.96 out of 5 average rating, 24 reviewsCozy Beach Condo in Wells - Hot Tub & Pool!
Great Airbnb! We enjoyed our stay. Close to all the nearby towns. Kitchen and bathroom were well stocked and clean. Comfy bed. Kathleen is super friendly and helpful!
Condo in Wells
4.97 out of 5 average rating, 37 reviewsNEW Beachside Wells Beach Condo with Pool
The location was perfect and just as described. Just a 2 min walk to the beach. Close to restaurants and other sites. Charming condo and perfect for 2 people looking for a little time away from it all. Highly recommend this location
Condo in Wells
4.91 out of 5 average rating, 89 reviewsStarfish Condo Wells Beach
Daniele was very clear about rules, expectations and was very responsive to our questions when we had them. The place was actually bigger than it seemed in the pictures, we enjoyed our stay very much.
Condo in Wells
4.71 out of 5 average rating, 7 reviewsAwesome get away spot in Wells!
Lovely cottage with EVERYTHING you need (e.g, kitchen & bath items are very well stocked with many options - condiments, coffee/tea, hair dryer, towels, health & beauty products - you name it!)! The location is close to lovely attractions and eateries. We visited Lobster Pt. Lighthouse and took a cliff walk - beautiful views! Ogunquit beach is also close by. Highly recommend Hobbs Harborside Restaurant - great seafood! Diane was a very accommodating and responsive host! It was the perfect location for our weekend getaway.
Condo in Wells
4.38 out of 5 average rating, 16 reviews1BR @ Nautical Mile Resort - Wells, ME
My boyfriend and I had a blast at Jennifer’s place. The location is perfect and we loved swimming in the pool at the condo and the apartment’s cozy atmosphere. We would love to stay in another of Jennifer’s condos.
Condo in Conway
4.95 out of 5 average rating, 20 reviewsHarmony Hideaway - A Tranquil Getaway on the Saco
Loved this Air bnb! Perfect for a weekend trip to North Conway. Quiet and relaxing with all amenities you could need. Would definitely book again!!
Condo in Wells
4.86 out of 5 average rating, 37 reviewsDrake's Island Beach Area Studio
This is my third year in a row staying at the Wells condo. It is has been amazing each year. The other residents are very welcoming and friendly, always waving and saying hi. So much to do and eat right on the main road, with a short distance to beaches. I will absolutely be back for a fourth year!
Quick stats about condo rentals in Cumberland
Total rentals
30 properties
Nightly prices starting at
$113 AUD before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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