
Apartment holiday rentals in Cumberland
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Top-rated apartment rentals in Cumberland
Guests agree: these apartments are highly rated for location, cleanliness and more.
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Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Quiet Comfy Victorian Escape
A great place for my family and I. The place is spacious and beautiful. Beds were comfy and location put us exactly where we wanted to be.

Light-Filled Getaway with Private Porch
Great location close to downtown Portland. Lots of walkable places close by for coffee and breakfast. A little farther to some unique restaurants. We Uber'd a lot which worked out great to avoid parking around Portland. We would definitely secure this nice place the next time we come to Portland!

Bright & Sunny Apartment with Patio
My boyfriend and I had a lovely stay. We enjoyed drinking coffee out on the patio in the mornings and cooking meals in the kitchen. The place was clean and just what we needed for the week. Victoria and Tanner were also very friendly and quick to reply to our messages. We would come back!

Downtown Apartment w/ Parking - Come Work or Play!
I am so glad I booked my stay here! Communication from the hosts was super clear and the apartment was clean, cozy, and the perfect place to rest after traveling. I especially loved getting to explore the local spots that are in walking distance from the apartment. My only regret is not being able to stay here longer!

Charming 1 Bedroom Flat in the Heart of Portland
Cozy place in a nice area! Walkable to downtown. Great communication - very nice and accommodating! We had a great trip :-)

King Size Bed - Little House On Lincoln Street
Great place and a great location! Really easy to walk to downtown and some local restaurants and pubs. Would definitely recommend it for anyone wanting to stay in the area. So many good books to read if you have an extended stay.

Modern Heirloom Studio Apt Biddeford/Saco ME
Great stay! Would definitely recommend!

Beautiful Oceanside Apartment Prime Location
We couldn’t have asked for a better experience. Chris’s place was clean and comfortable. It’s a great location close to some wonderful restaurants and sites. We would highly recommend this property.
Private apartment rentals

Peaceful & Cozy Falmouth Getaway
This BnB was perfect - about 15 minutes from Portland. It was super peaceful, and we felt right at home; we never felt unsafe. The people in the area were also very kind and helpful as we didn’t know much about the area! :)

Parkside Pied-à-terre
Loved Stephanie’s house. Beautifully decorated and thoughtful amenities. We hope to see you again in the immediate future!

Sunny 1 bedroom with free onsite parking
Kellie’s home was welcoming and lovely to stay at. Perfect for our short trip home!

Sweet 2-story 1910 Bungalow near Portland, Beaches
It was such a pleasure staying in this home with so much local charm & character! These hosts obviously care to create a unique & enjoyable experience.

Flower Farm Studio Apartment
We stayed here for 2 nights as we explored Portland & Freeport. Very cozy studio apt., comfy queen size bed. It was clean & nicely decorated, with plenty of towels for our use in the bathroom. My husband & I would stay here again if we were in the area.

Modern space w private entrance, garage & laundry
Rachel’s place was extremely clean and comfortable. It was the perfect place to spend a snowy and stormy day with our pup. Very convenient to get to Portland. Close to grocery store and anything you might need. Rachel was very quick to respond when we had questions and had ice melt delivered for us same day which was a huge help in the storm.

The Nest
Lovely stay while visiting Windham. Cute, cozy space with everything we needed. Beautiful grounds. Highly recommend.

The Inn on Bridge Street
We were in the area for a family gathering and were so glad to have found this great listing. Quiet location, helpful hosts, comfortable bed- we had everything we needed. A bonus is the pretty walking trail along the river. We look forward to staying again in the future !
Apartment rentals with a hot tub

3 bed up apt with no cleaning fee or checklist
Great stay. Would stay again.

Tower Suite w/ Hot Tub, W/D, Pool & Parking
Stayed in the Tower Suite after a hard pivot due to Bonnaroo cancellation. Our hosts were incredibly responsive and kind. I appreciate this bnb strongly encourages guests to be quiet and courteous. It was a lovely reprieve from the music festival camping we were coming from. In unit washer dryer was a life saver. The bnb itself is a super short drive to some awesome restaurants. Hot Suppa and The Front Room were notably good eats. The Tower Suite was beautiful and clean. 1000% would come visit again. Thank you for having us!

Falmouth 3br near Town landing
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.

Storyland, golf, hiking, kayak and more
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools
The place was so clean, quiet and peaceful. Secluded but so much to do in a short area. Can’t say enough good things. Will be coming back.

Cozy hot tub haven
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.

Downtown Hideaway-Loft HotTub Modern Clean Private
Another great stay in downtown Brunswick. The studio space was perfect for a quiet stay in a great neighborhood. You are steps from everything. It was so convenient with our little pups to be able to walk them in the private yard and the neighborhood around us. Street was very quiet. Great parking and the hot tub such a plus when returning from family obligations and long travel days. Thank you for making our trip so easy!

Beautiful West End studio, hot tub, free parking
141 Studio was perfect for a couple for a few days near downtown Portland. The studio is great. Dan has renovated it in great style. The kitchen was great for our purposes. The layout of the studio was great for our purposes. Having the washer and dryer was extremely helpful and made our 10 day total trip work well. I cannot say enough good things about the studio and Dan's preparation of it. The scale only goes to five, but it is a ten. Thank you Dan.
Quick stats about flat rentals in Cumberland
Total rentals
20 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Diana's Baths
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Cranmore Mountain Resort
- Purity Spring Resort
- King Pine Ski Area
- Dunegrass Golf Club