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Condo vacation rentals in Cumberland

Find and book unique condos on Airbnb

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Popular amenities for Cumberland condo rentals

Weekly condo rentals

Superhost
Condo in Old Orchard Beach
4.7 out of 5 average rating, 195 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.
Superhost
Condo in Scarborough
4.77 out of 5 average rating, 264 reviews

Modern Industrial Beach Cottage

AmandaRating, 5 stars1 week ago
Great stay! Wendy was super responsive and helpful and the place was beautiful. Just a quick walk to the beach and so many great restaurants around.
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!
Superhost
Condo in Bethel
4.5 out of 5 average rating, 4 reviews

Bethel Hilltop Hideaway- Condo, sleeps 6

VincentRating, 5 stars20 months ago
Mark was a great host and was quick and responsive to anything we needed during our stay. Will definitely be staying 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 stars7 months ago
Very nice place, neighbors upstairs were a bit noisy but overall we had a great weekend!
Guest favorite
Condo in Conway
4.98 out of 5 average rating, 61 reviews

True Upscale Ski In & Out Condo with Pool & Hot Tu

BrianRating, 5 stars1 month ago
Condo was as advertised. Clean and great amenities. Great spot for ski weekend. Meredith was great host. We would definitely stay here again.
Guest favorite
Condo in Wells
4.95 out of 5 average rating, 99 reviews

Coastal Condo with Pool at Wells Beach

KyraRating, 5 stars6 months ago
This was our second visit to Julie's lovely little place. We will definitely be back as we love the location and it works great for us and our budget! Julie is a great host, so helpful and kind, and leaves personal touches that are so sweet!
Superhost
Condo in Wells
4.75 out of 5 average rating, 126 reviews

Generic Two Bedroom - Stair access only

Rose-MarieRating, 5 stars2 months ago
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.

Pet-friendly condo rentals

Guest favorite
Condo in South Portland
4.91 out of 5 average rating, 45 reviews

Ground floor 2 bed condo 1 block to Willard beach!

HeidiRating, 5 stars1 day ago
My daughter and I really enjoyed this place. It was the small things that stood out for me. The tea pot for my tea, the extra blankets in the closet, baskets of towels for the beach and plenty of towels in the bathroom. It was so easy to walk to Willard Beach and the Scratch bakery across the street was amazing and so convenient. I really appreciated the the binder full of house information and thoughtful tips on restaurants and things to do.
Top guest favorite
Condo in Portland
4.98 out of 5 average rating, 65 reviews

Charming 2-Bedroom Back Cove Retreat

MattieRating, 5 stars1 week 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
Guest favorite
Condo in Conway
4.94 out of 5 average rating, 32 reviews

Bears and Birches of North Conway

TaylorRating, 5 stars2 months ago
We had a great weeklong stay with 2 young kids over February vacation. The condo was perfect - comfortable, well-appointed, close to the mountain, and plenty of space to relax and play. Allee is an excellent host - she was very responsive and reached out proactively with helpful information. We loved our stay and plan to return.
Superhost
Condo in Downtown Portland
4.9 out of 5 average rating, 155 reviews

Portland 1 Bedroom Condo in the Arts District.

ChelseaRating, 5 stars3 months ago
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.
Top guest favorite
Condo in Damariscotta
4.89 out of 5 average rating, 162 reviews

River Escape - Studio Apt. with River Access

MarkRating, 5 stars4 months ago
She made cookies the moment we checked in and delivered them to us with warm milk. Wonderful host with great knowledge of the beautiful Pemaquid region
Guest favorite
Condo in Downtown Portland
4.96 out of 5 average rating, 46 reviews

WalkEvrywhere | KingBed | FreePrkng | DogsOK | ModernCondo

AndresRating, 5 stars3 weeks ago
Nick & Kayla are great hosts and the place was perfect - close to everything. They also provided lots a great recommendations, from places to eat, to events, and things to do in Portland. The condo was sparkling clean and is located in a great area. You don't need a car to visit the whole area (The free parking spot in a nearby garage is a giant plus). We had an amazing stay at this cozy, well-located spot. The space was comfortable, exactly as described, and everything was provided. Highly recommend for anyone looking for a peaceful and scenic getaway! One hint: Try the popovers at Central Provisions :)
Superhost
Condo in Brunswick
4.85 out of 5 average rating, 175 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

MaryRating, 5 stars2 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!
Superhost
Condo in Kennebunk
4.88 out of 5 average rating, 51 reviews

Cozy Contemporary River's Edge Retreat

JulieRating, 5 stars6 months ago
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 rentals with a pool

Top guest favorite
Condo in Wells
4.96 out of 5 average rating, 27 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

BrianRating, 5 stars1 week ago
This was my first experience with AirB&B. I hope all my future bookings are as great an experience as this was. Only rating 5 stars cause there isn’t 6.
Guest favorite
Condo in Conway
4.95 out of 5 average rating, 19 reviews

Luxurious Ski-In/Out Condo on Cranmore Mountain!

MeganRating, 5 stars1 month ago
Great location to walk out the door and go skiing. Condo was very clean. Everyone loved the outdoor pool and hot tub. Kitchen was well supplied. The only thing we wished for was maybe a few more hooks to hang all of the ski gear( coats/pants/GS suits…). We had a great stay and would book again!
Superhost
Condo in Ogunquit
5 out of 5 average rating, 3 reviews

Ogunquit one bedroom walk to beach

MimiRating, 5 stars9 months ago
Great location and spacious one bedroom suite with hot tub! InnSeason Resorts is not in downtown Ogunquit but we walked there in about 20 minutes, which we didnt mind. Footbridge Beach is less than a 10 minute walk away. There are many restaurants, shops and markets close by mostly by car but also two restaurants right next to the resort! I didn’t expect such a spacious place. The bedroom is large with a king size bed and ensuite hot tub and sink (the bathroom has its own sink as well). The kitchen has everything one can possibly need with a one burner portable stove. Katy was super responsive and helpful. The staff at the resort are also wonderful and accommadating. I highly recommend this for couples and parents with one or two kids!
Guest favorite
Condo in Ogunquit
4.98 out of 5 average rating, 44 reviews

Lovely Seaglass Studio, Pool, Walk to Everything!

IanRating, 5 stars6 months ago
I booked this place because of reviews indicating the place was clean, spotless and I can confirm it was. It's right off of Highway 1, about 20-min walk from the town center. Thank you Denise for being a great host and for being very responsive and flexible.
Guest favorite
Condo in Conway
5 out of 5 average rating, 31 reviews

On Mt Cranmore with pool and hot tub.Close to vill

JoannaRating, 5 stars1 month ago
This place was great for our family stay on the mountain. Kerri helped us get into the building when we had a bit of trouble due to the power outage. Everything was clean and we felt right at home.
Superhost
Condo in Conway
4.8 out of 5 average rating, 85 reviews

Elevate Your Adventure: Book Slope side Now!

KellyRating, 5 stars1 month ago
Great stay. Host was very responsive and helpful. Place was clean and as described. Would definitely book again!
Superhost
Condo in Wells
4.69 out of 5 average rating, 32 reviews

2 Bdrm condo with a pool 1/2 mile from beach

JessicaRating, 5 stars5 months ago
Kate & Kate’s place was fantastic. The location was perfect for both enjoying the beach and fall weather, and also doing some shopping nearby. There are restaurants very close by as well. It was very clean, the beds are extremely comfortable, and the little things really stood out here- many towels, washer and dryer, all the things you need for your stay are provided and so appreciated. Excellent place to stay!!
Superhost
Condo in Wells
4.71 out of 5 average rating, 7 reviews

Awesome get away spot in Wells!

ManuelaRating, 5 stars6 months ago
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.

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