
Condo vacation 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

Endless 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.

Rustic 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.

4 min Walk to Pier & Beach. Center of OOB.
Absolutely perfect place with a perfect location. Thank you Alex

Steps 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!

Top Of The Line Stay!
Our stay was absolutely fantastic! The place was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The host was incredibly responsive and thoughtful, even in the snow storm he made sure we were able to travel in and out of the home. The location was perfect—close to everything yet peaceful. We couldn’t have asked for a better experience and would love to stay again. Highly recommend!

The Brunswick
I try to sneak away every March for a night at the ocean. I absolutely love staying here. This is a great place to stay if you want to be right on the beach.

Large 3 Bedroom - Steps to the Beach!
Very nice place, neighbors upstairs were a bit noisy but overall we had a great weekend!

Downtown Old Orchard beach 1 bedroom
Amazing location. Very close to the beach. Perfect room! We enjoyed our stay at Mary’s place!
Pet-friendly condo rentals

Ground floor 2 bed condo 1 block to Willard beach!
We enjoyed staying at this place for three comfortable nights. Scratch bakery across the street is a must!

Charming 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.

Pet-friendly brewery lovers dream w/fenced yard
Really nice place, great location. The yard is a nice bonus. We had issues upon arrival and the hosts do take a bit to respond. But they were very helpful in resolving everything, so no complaints. Great stay overall. The bed and bedroom is very small but we made it work!

Portland 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.

WalkEvrywhere | KingBed | FreePrkng | DogsOK | ModernCondo
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 :)

New 2BR 2King beds Private Apt Downtown Brunswick
Great location just off the main street in Brunswick - short walk to restaurants, shops, the river and Bowdoin College. Super comfortable beds and space to spread out in the living room/breakfast area. Kitchen was functional for breakfast and easy lunch/dinner. Parking off the street was a plus. Note, there is a set of stairs to the apartment that are not super wide, so toting a large bag/suitcase is a bit of a challenge.

Cozy 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!!

Back Cove 1st Floor 4 Bedroom, 1.5 Bath
It was a great place. And David was very responsive and friendly when we needed him!
Condo rentals with a pool

Lovely 1 Bedroom condo with amazing ocean view
Marko was outstanding with responses and caring about our stay. The location is perfect.. walking distance to everything! And the VIEW was more beautiful than the photos!

Cozy Beach Condo in Wells - Hot Tub & Pool!
Kathleen was so kind to let us spend our weekend at her air bnb. Very clean very tidy. She even wrote a sweet note and left us some chocolates. Immediately felt at home when we settled in. Couldn’t have had a better valentine’s day weekend than at Kathleen’s air bnb.

Ogunquit one bedroom walk to beach
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!

Lovely Seaglass Studio, Pool, Walk to Everything!
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.

NEW 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

Starfish Condo Wells Beach
Danielle was an excellent host. super responsive, and flexible when we needed it ! the rental is lovely and was a joy to stay in. the area was quiet and private 😁

Awesome 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.

Generic Two Bedroom - Stair access only
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.
Quick stats about condo rentals in Cumberland
Total rentals
30 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Wells Beach
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Mt. Abram
- Long Sands Beach
- King Pine Ski Area
- Purity Spring Resort
- Ferry Beach
- Popham Beach State Park
- Portland Country Club
- PowderHouse Hill
- Powderhouse Hill Ski Area
- Ledges Golf Club
- Lake Winnipesaukee Golf Club
- York Golf & Tennis Club
- White Lake State Park
- Conway Scenic Railroad
- Diana's Baths
- Echo Lake State Park
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