Condo holiday rentals in Cumberland County

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Popular amenities for Cumberland County condo rentals

Weekly condo rentals

Guest favourite
Condo in Old Orchard Beach
4.91 out of 5 average rating, 67 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
Condo in Portland
4.93 out of 5 average rating, 74 reviews

Fresh & Modern Family Friendly Central 2 bed

MadeleineRating, 5 stars2 weeks 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
Condo 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!
Guest favourite
Condo in Old Orchard Beach
4.85 out of 5 average rating, 93 reviews

The Brunswick

ChantelRating, 5 stars2 weeks ago
Great place to stay! Convenient location above the Brunswick with panoramic views of the beach and ocean, and a short walk to bars, restaurants, shops, and amusements. The condo is clean, spacious and well furnished. The living room and the balcony have plenty of room to relax and enjoy the views and sound of the waves. The king mattress is super comfortable. The keyless entry pads to both the building and condo make it easy to get in and out without having to worry about keys.
Guest favourite
Condo in Portland
4.96 out of 5 average rating, 25 reviews

2-Bedroom Condo Close to Downtown

LinneaRating, 5 stars7 months ago
What a great location for a quiet stay in Portland! It’s 5 minutes by car to the Old Port and easily walkable/runnable to the Back Cove Trail and even to downtown Portland itself. The condo is lovely and just as described. My family (2 adults, 2 kids ages 3 and 7) was very comfortable during our 3-night stay. Lastly, Colin was responsive and a great host.
Top Guest favourite
Condo 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
Condo 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.
Top Guest favourite
Condo in Old Orchard Beach
4.98 out of 5 average rating, 56 reviews

Steps to Beach Private Parking Sleeps 4

JodyRating, 5 stars2 days ago
My stay here was wonderful! The perfect homebase for our trip. Everything was exactly as described and then some. A great sea breeze and a cozy space to rest and relax before hitting the beach or walking into town. I felt right at home. I can't wait to go back again! 💜

Pet-friendly condo rentals

Top Guest favourite
Condo in Portland
5 out of 5 average rating, 40 reviews

My Old Port Sanctuary - Lux by the water & dining

JasonRating, 5 stars4 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
Condo in South Portland
4.92 out of 5 average rating, 53 reviews

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

HarrisonRating, 5 stars3 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
Condo in Portland
4.99 out of 5 average rating, 69 reviews

Charming 2-Bedroom Back Cove Retreat

MelissaRating, 5 stars2 weeks 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
Condo in Portland
4.9 out of 5 average rating, 52 reviews

Walk Everywhere | Free Parking | DogsOK | King Bed

CherylRating, 5 stars1 week ago
Nick and Kyla’s place was wonderful. It was perfect for our group. It looked exactly like the photos, and it was very clean. The location was perfect for getting around the Portland area with many things right in walking distance. Our hosts were very friendly and responsive, and their instructions were clear. I would definitely recommend staying with them to others.
Guest favourite
Condo in Portland
4.9 out of 5 average rating, 92 reviews

Luxurious 2BR Penthouse | Ocean Views | East End

JustinRating, 5 stars3 weeks ago
Wonderful—everything about this place. I loved it and will stay again one day. Fantastic.
Guest favourite
Condo in South Portland
4.95 out of 5 average rating, 179 reviews

Rustic Willard Beach condo ten mins from Old Port!

CeliaRating, 5 stars1 week ago
We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.
Superhost
Condo 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
Condo 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.

Condo rentals with a pool

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

30 second walk to Beach- Pool-Outdoor Shower

AleeshaRating, 5 stars11 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
Condo in Old Orchard Beach
5 out of 5 average rating, 15 reviews

LUXURY OCEANFRONT CONDO Best Location on the beach

JennyRating, 5 stars11 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!
Condo 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.
Condo 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
Condo 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! :)
Condo in Old Orchard Beach
4.83 out of 5 average rating, 36 reviews

Maine, Beach front Condo! Vacation hotspot!

SydneyRating, 5 stars9 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!
Condo 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!
Condo 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.

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