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Condo vacation rentals in Cumberland County

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Popular amenities for Cumberland County condo rentals

Weekly condo rentals

Superhost
Condo in Old Orchard Beach
4.69 out of 5 average rating, 197 reviews

Endless Direct Beachfront Views! 2 Oversized Decks

KarenRating, 5 stars4 months ago
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.
Guest favourite
Condo in Old Orchard Beach
4.91 out of 5 average rating, 66 reviews

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

KayleenRating, 5 stars6 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.
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 stars8 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 Portland
4.95 out of 5 average rating, 99 reviews

Top Of The Line Stay!

AngelaRating, 5 stars2 weeks ago
Tyson was very responsive. We appreciated the fact that there was coffee in the fridge as well as creamer. :-) Not needing to run through a move-out checklist was great and made our early morning departure less stressful. I loved that there were plenty of towels and a stocked laundry area as well as throw blankets to use while relaxing in the living room.
Guest favourite
Condo in Old Orchard Beach
4.84 out of 5 average rating, 89 reviews

The Brunswick

EileenRating, 5 stars1 month ago
The location is amazing. The view is amazing as shown in the pictures. The apartment was actually pretty quiet, we couldn’t hear anyone in other units and little to no noise from the beach or bar below, though we stayed in the off-season. The balcony is huge and plenty of seating options and the living room is spacious and lots of seating. We had two young kids with us and we all had a great time. Would stay again.
Superhost
Condo in Old Orchard Beach
4.94 out of 5 average rating, 16 reviews

Large 3 Bedroom - Steps to the Beach!

MegghanRating, 5 stars8 months ago
Very nice place, neighbors upstairs were a bit noisy but overall we had a great weekend!
Guest favourite
Condo in Portland
4.96 out of 5 average rating, 25 reviews

2-Bedroom Condo Close to Downtown

LinneaRating, 5 stars6 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.
Superhost
Condo in Bridgton
4.81 out of 5 average rating, 48 reviews

Pleasant Mountain Shawnee Peak Slope side condo

ErinRating, 5 stars2 months ago
The ski in ski out at Pleasant Mountain is hard to beat for families. The hosts were super responsive and our party of 8 had a great time.

Pet-friendly condo rentals

Guest favourite
Condo in Portland
5 out of 5 average rating, 32 reviews

Romantic apt:West End +parking

RachelRating, 5 stars4 months ago
What a great little apartment! We stayed for three nights including Christmas and were delighted to find that the place had been decorated for the holiday. The bed is extremely comfortable, the shower has good water pressure. The location is perfect: a quiet street that is 10 - 15 minutes’ walk from the old port area and countless wonderful restaurants and shops. We loved that we could bring our dog and he also gave the place two paws up. We would certainly stay here again when visiting Portland.
Guest favourite
Condo in South Portland
4.91 out of 5 average rating, 47 reviews

Ground floor 2 bed condo 1 block to Willard beach!

PamelaRating, 5 stars2 days ago
This is a beautiful apartment that is thoughtfully equipped with all that you need. I appreciated having a back yard with a picnic table as well as a deck. The beach is a short, lovely walk and my pups thoroughly enjoyed the early morning off-leash romps with all of the other dogs on the beach. It felt like we were in the middle of everything and at the same time could easily take a 5-10 min walk and be away from it all if wanted. Across the road is the Scratch Bakery with amazing breakfast sandwiches, treats and coffee - be prepared to stand in line. There is also the Willard Scoop shop for delicious ice cream - also very popular.
Top guest favourite
Condo in Portland
4.98 out of 5 average rating, 66 reviews

Charming 2-Bedroom Back Cove Retreat

MattieRating, 5 stars2 weeks ago
Such a perfect stay for our family of three - hosts were beyond kind / responsive and the space is laid out and decorated so nicely, it felt like home. Every room is super clean and we know the area but we’re still so thrilled at how convenient everything was - just a short drive/uber away to the best spots. We had a great experience and are already talking about coming back. 10/10
Superhost
Condo in Portland
4.9 out of 5 average rating, 156 reviews

Portland 1 Bedroom Condo in the Arts District.

CoreyRating, 5 stars2 weeks ago
I had a lovely stay! The condo was very clean and the bed was super comfortable! There were lots of great restaurants within walking distance and the surrounding neighborhood was really nice. Thanks again!
Guest favourite
Condo in Portland
4.96 out of 5 average rating, 47 reviews

WalkEvrywhere | KingBed | FreePrkng | DogsOK | ModernCondo

BrianRating, 5 stars6 days ago
Had the pleasure of staying at Nick & Kayla’s great Portland space and loved everything about it- appropriately priced, great location, amenities and superior communications from them made our 3 days in Portland fabulous. The locations is perfect for people who want to become part of a neighborhood and experience the REAL Portland outside of The port.
Superhost
Condo in Brunswick
4.85 out of 5 average rating, 176 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

MaryRating, 5 stars3 weeks ago
We had an excellent stay. Both check-in & check-out were a breeze. It was amazingly quiet & the bed was super comfortable. The apartment was light & bright even on cloudy days. We loved the location, easily walkable to cafés & restaurants, a big supermarket, & the train station. We did the nearby Androscoggin Riverwalk each day. We especially enjoyed Frosty's Donuts, the Broadway Delicatessen, & the wine shop Vessel & Vine. Though we didn't meet Spencer (maybe next time!), he's an excellent communicator who responded immediately to all of my messages. Thank you, & we hope to return!
Guest favourite
Condo in Portland
4.91 out of 5 average rating, 86 reviews

Luxurious 2BR Penthouse | Ocean Views | East End

DianaRating, 5 stars1 week ago
The location was perfect! Walking distance from the beach!🏖️
Superhost
Condo in Old Orchard Beach
5 out of 5 average rating, 5 reviews

Garden 1st floor - Easy Access. Great location.

DanRating, 5 stars8 months ago
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 Old Orchard Beach
4.78 out of 5 average rating, 9 reviews

30 second walk to Beach- Pool-Outdoor Shower

AleeshaRating, 5 stars9 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 stars9 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
4.83 out of 5 average rating, 30 reviews

Great Vacation-2 BR Condo, Beach, Amenities, Fun!

BrianRating, 5 stars44 months ago
Alice’s condo in Old Orchard Beach is exactly as advertised. It was in sparkling condition when we arrived, it’s a very short walk to the beach (when we were able to tear the kids away from the pool!), and it is the perfect distance from the center of town: close enough to walk, but far enough away to enjoy some privacy and distance from the crowds. We even managed to squeeze in a quick workout in the small gym. We would absolutely stay here again. Thank you so much, Alice!
Condo in Old Orchard Beach
4.83 out of 5 average rating, 35 reviews

Maine, Beach front Condo! Vacation hotspot!

JenniferRating, 5 stars9 months ago
AMAZING!! I ended up bringing too much stuff from home because Tammy literally had everything! There was absolutely nothing I lacked or needed during this trip. Fully stocked kitchen. More than enough linens and towels. Everything we needed for the beach. I stayed in the king master bedroom and had the best sleep I’ve had in a year. The bed was sooo comfortable. We need to look no further for our annual trip to Maine because we will always choose this condo if it’s available. The only thing I suggest is a grab bar in the bathroom for handicap individuals. My sister is disabled and when we were getting her in the shower there was nothing for her to grab on to. Other than that, this place is PERFECT!!
Condo in Old Orchard Beach
4.82 out of 5 average rating, 11 reviews

Family Vacation Home walking distance to Beach

LaraRating, 5 stars20 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 and Grand Victorian - #301

JonRating, 5 stars8 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.
Condo in Old Orchard Beach
4.67 out of 5 average rating, 3 reviews

Old Orchard Beach Oceanfront Condo w/ Pool

MartinRating, 5 stars7 months ago
Great place to enjoy the beach and the neighborhood 😃

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