Apartment holiday rentals in Cumberland County

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Popular amenities for Cumberland County apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Old Orchard Beach
4.86 out of 5 average rating, 50 reviews

Beautiful Updated Condo Steps from the Beach

AmyRating, 5 stars6 days ago
Beautiful place on the water, clean, spacious & great for everyone.
Superhost
Apartment in Old Orchard Beach
4.7 out of 5 average rating, 201 reviews

Endless Direct Beachfront Views! 2 Oversized Decks

KerryRating, 5 stars6 days ago
Such a lovely stay! The view of the beach was absolutely beautiful, and the location was perfect—just a short walk to local stores and great restaurants. The space was very clean, cozy, and ideal for a mix of relaxing and fun weekend getaway. Highly recommend!
Guest favourite
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 66 reviews

Rustic Retreat studio, steps to the Beach. Unit #3

KayleenRating, 5 stars7 months ago
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.
Guest favourite
Apartment in Portland
4.93 out of 5 average rating, 74 reviews

Fresh & Modern Family Friendly Central 2 bed

MadeleineRating, 5 stars1 week ago
Great apartment very centrally located in Portland - easy to walk everywhere, so close to great coffee shops and restaurants! Apartment was perfect for our family of four, and the pack and play and kid's toys were great! Very family friendly. Highly recommend!
Superhost
Apartment in Old Orchard Beach
4.88 out of 5 average rating, 33 reviews

Steps from the sandy beach! "Surf's Up"

KatieRating, 5 stars9 months ago
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!
Top guest favourite
Apartment in Old Orchard Beach
4.94 out of 5 average rating, 70 reviews

Walk to beach, NO cleaning fee, Spotless Condo

HeatherRating, 5 stars7 months ago
I went with a couple of friends for a relaxing weekend in the fall. It was lovely to have the beach so close by! We took a short day trip to Ogunquit where there was quite a bit of activity; lots of shops and restaurants to check out. Coming back to Melissa's place was cozy and relaxing. Since this was off-season, it is pretty quiet in the area. I felt more comfortable taking a stroll to the beach in the evening with a friend but would be hesitant to go alone. Despite that, we got the weekend we wanted: peace, relaxation, the ocean, things to do nearby, and a place to stay that was quiet, cozy, and clean. Thank you Melissa!
Guest favourite
Apartment in Old Orchard Beach
4.95 out of 5 average rating, 20 reviews

Cozy New Condo with Oceanview

JamesRating, 5 stars10 months ago
Pattie and John were good hosts, and they always responded quickly to our questions and needs. The place is small but quaint and exactly as it looks in the pictures. The beach is beautiful, and is easy to walk to as are several stores, eating establishments, and amusements. Its a beautiful area that is very family friendly. Please note that at the end of the listing it says "active train tracks behind the building". People familiar with "OOB" would know about the trains, but we didn't. So, 20-30 feet behind the condo are the "active" tracks, and active means trains are coming throughout the day and night. When they pass the street crossing they always blow the horn several times in addition to the usual train noises, and it shakes the condo. Our hosts did offer us earplugs and a noise machine to help muffle the sound. Please take note of this if you're a light sleeper or have a baby. Overall we had a great week in "OOB", and John and Pattie's place is a great spot.
Guest favourite
Apartment in Scarborough
4.96 out of 5 average rating, 47 reviews

Comfy Beach Retreat - Pine Point

CourtneyRating, 5 stars9 months ago
First time coming down to maine. Right in the center of everything. 10-20 minute drives (not bad). We ate at Pine Point Grille the first night and it was amazing. Second, we tried Dunstan’s Tap and Table. Had to wait 30 minutes, but was worth it. Great area, felt very homey. I would come back.

Pet-friendly apartment rentals

Top guest favourite
Apartment in Portland
5 out of 5 average rating, 39 reviews

My Old Port Sanctuary - Lux by the water & dining

JasonRating, 5 stars3 weeks ago
Great location. Everything within walking distance. Very clean. Comfortable beds. Great water pressure in the shower. Well equipped kitchen. Feels like a very safe area and has a free parking spot. Would absolutely stay here again.
Guest favourite
Apartment in South Portland
4.92 out of 5 average rating, 53 reviews

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

HarrisonRating, 5 stars2 weeks ago
Overall great experience, unfortunately the other folks that were supposed to join us weren’t able to, so it was just my girlfriend and I, which was still nice. A little chilly coming in the door, but hearing the place up was easy.
Top guest favourite
Apartment in Portland
4.99 out of 5 average rating, 69 reviews

Charming 2-Bedroom Back Cove Retreat

MelissaRating, 5 stars1 week ago
This home was just perfect for a few days of R&R for my sister and me. The apartment is perfectly appointed with everything needed for a relaxing and easy stay. Kudos to the designer - the space was the perfect blend of a lovely aesthetic and function. I will certainly be remembering this little gem for the next time I'm in Portland!
Superhost
Apartment in Portland
4.81 out of 5 average rating, 27 reviews

Prime Location Old Port apartment

VickiRating, 5 stars7 months ago
We had a lovely stay at Janis’s place. The location was amazing! Right in the quaint Old Port area and just a short block to the waterfront. The area has amazing restaurants and adorable boutiques. The condo is bigger than we expected, which was a nice plus. It had everything we needed and as super clean. Janis’s communication was superb. The beds were super comfortable, and having an elevator was great after a long day. As others have mentioned, the front bedroom can get a bit noisy, so lighter sleepers will want to choose the back bedroom. We had a wonderful time and we wouldn’t hesitate to stay here again!
Superhost
Apartment in Portland
4.9 out of 5 average rating, 51 reviews

Walk Everywhere | Free Parking | DogsOK | King Bed

MariahRating, 5 stars1 week ago
Nick’s and Kayla’s place was perfect for our little family getaway! Close to everything in a super walkable city. The space was just as described and came with a pack n play, booster seat, and stroller included, which made the trip a breeze. Clean and just the right amount of space for us and our two littles. Great for families! Thanks for a wonderful time!
Guest favourite
Apartment in Portland
4.9 out of 5 average rating, 92 reviews

Luxurious 2BR Penthouse | Ocean Views | East End

JustinRating, 5 stars2 weeks ago
Wonderful—everything about this place. I loved it and will stay again one day. Fantastic.
Superhost
Apartment in Old Orchard Beach
4.84 out of 5 average rating, 91 reviews

Downtown Old Orchard beach 1 bedroom

SanjanaRating, 5 stars8 months ago
Amazing location. Very close to the beach. Perfect room! We enjoyed our stay at Mary’s place!
Superhost
Apartment in Old Orchard Beach
4.75 out of 5 average rating, 106 reviews

Renovated quiet unit, pet friendly

TabethaRating, 5 stars8 months ago
We came during the off season and had a quick two day stay here and thought it was great for us and our two small dogs.

Apartment rentals with a pool

Apartment in Old Orchard Beach
4.78 out of 5 average rating, 9 reviews

30 second walk to Beach- Pool-Outdoor Shower

AleeshaRating, 5 stars10 months ago
place is perfect for my parents who are older and can easily get in and out of the condo. fellow people at the condo are nice and respectful.
Top guest favourite
Apartment in Old Orchard Beach
5 out of 5 average rating, 15 reviews

LUXURY OCEANFRONT CONDO Best Location on the beach

JennyRating, 5 stars10 months ago
This place had everything we needed. The view was spectacular! We really enjoyed seeing fireworks from the deck. The home was very clean, kitchen fully stocked. We loved hearing live music each day and night. So much walkable fun for the kids. We had a wonderful stay!
Apartment in Old Orchard Beach
4.81 out of 5 average rating, 48 reviews

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

CaseyRating, 5 stars9 months ago
Located right in the middle of all the action! Perfect beach access and my kids had a blast at palace playland. Unit had everything we needed.
Apartment in Old Orchard Beach
5 out of 5 average rating, 4 reviews

Just steps to the beach

GingerRating, 5 stars9 months ago
This was exactly what we needed! What a perfect little place. It’s a 30-second walk to the beach and an easy 1.3 mile walk to the downtown area. We walked everywhere and clocked 15 miles per day between the beach stroll in the AM, scooter/jog with my kids to the arcade at 10am, and afternoon/evening walks to the nonstop carnival. The apartment has everything you need and the kitchen is so well stocked with the basics. Such a great place! Perfect for a family visit to the beach. Also, I was surprised by how clean and safe the downtown felt. Ideal for families and young kids. Thank you, Julie!
Superhost
Apartment in Old Orchard Beach

Ocean View Studio Beach Condo

MargaretRating, 5 stars30 months ago
It was such a cozy, wonderful condo with ocean sounds and breezes right from the front door. Neighbors very kind and welcoming; never felt like a stranger from the first day! Although just a studio, quite spacious and very comfortable even when my husband and child came to visit! David always responded to any questions rather about the condo, condo building, or just a good place to eat! Just a lovely all around stay! All my classmates were jealous! :)
Apartment in Old Orchard Beach
4.83 out of 5 average rating, 36 reviews

Maine, Beach front Condo! Vacation hotspot!

SydneyRating, 5 stars8 months ago
Lovely place! Fully stocked with everything you could ever need! King bed was extremely comfortable. Tammy was very friendly and responsive! Will definitely be back in the future!
Apartment in Old Orchard Beach
4.82 out of 5 average rating, 11 reviews

Family Vacation Home walking distance to Beach

LaraRating, 5 stars21 months ago
This was our second year staying at Chandra’s place during our annual week in Maine and it was, once again, terrific. Quiet, clean and within walking distance to the beach and all Ocean Park/Old Orchard attractions. When the washing machine wasn’t working, Chandra was very responsive and immediately offered to cover our costs of using the laundromat (which she did at the end of the week). We would definitely go back again next year!
Apartment in Old Orchard Beach
4.78 out of 5 average rating, 37 reviews

Gorgeous OceanView condo at Grand Victorian - #301

JonRating, 5 stars9 months ago
Check in is super simple and quick with friendly front desk staff. The condo has an open concept kitchen/living room which allows continuous interaction with family. 2 full bathrooms were more than enough to accommodate 4 adults and 2 children. Both bedrooms were very accommodating for all of us. You will have your own parking spot the entire length of your stay, a 2nd car will have to park in a separate lot about a block away from the actual condo. Everything you could need is in walking distance unless you want to travel outside of old orchard, you won’t need to touch your car. The best part for us with young children was how close the beach was this was a MUST for us and it was perfect. Thank you for allowing us to stay in your home. We would definitely come back if you would have us again.

Destinations to explore