Apartment holiday rentals in Cumberland

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Popular amenities for Cumberland apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in Portland
4.97 out of 5 average rating, 174 reviews

Quiet Comfy Victorian Escape

AmberRating, 5 stars1 week ago
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.
Top guest favourite
Flat in Downtown Portland
4.98 out of 5 average rating, 313 reviews

Light-Filled Getaway with Private Porch

BrookRating, 5 stars1 week ago
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!
Superhost
Flat in Portland
4.9 out of 5 average rating, 229 reviews

Bright & Sunny Apartment with Patio

SydneyRating, 5 stars1 week ago
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!
Superhost
Flat in Downtown Portland
4.77 out of 5 average rating, 513 reviews

Downtown Apartment w/ Parking - Come Work or Play!

NoraRating, 5 stars1 week ago
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!
Guest favourite
Flat in West End
4.8 out of 5 average rating, 269 reviews

Charming 1 Bedroom Flat in the Heart of Portland

EmmaRating, 5 stars2 weeks ago
Cozy place in a nice area! Walkable to downtown. Great communication - very nice and accommodating! We had a great trip :-)
Superhost
Flat in Brunswick
4.75 out of 5 average rating, 255 reviews

King Size Bed - Little House On Lincoln Street

DavidRating, 5 stars10 months ago
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.
Superhost
Flat in Saco
4.84 out of 5 average rating, 114 reviews

Modern Heirloom Studio Apt Biddeford/Saco ME

JackRating, 5 stars2 weeks ago
Great stay! Would definitely recommend!
Superhost
Flat in East End
4.75 out of 5 average rating, 582 reviews

Beautiful Oceanside Apartment Prime Location

JennyRating, 5 starstoday
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

Guest favourite
Flat in Falmouth
4.9 out of 5 average rating, 88 reviews

Peaceful & Cozy Falmouth Getaway

MadelynRating, 5 stars2 weeks ago
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! :)
Top guest favourite
Flat in Yarmouth
5 out of 5 average rating, 10 reviews

Parkside Pied-à-terre

JaniceRating, 5 stars2 weeks ago
Loved Stephanie’s house. Beautifully decorated and thoughtful amenities. We hope to see you again in the immediate future!
Superhost
Flat in Yarmouth
4.8 out of 5 average rating, 20 reviews

Sunny 1 bedroom with free onsite parking

MarionRating, 5 stars10 months ago
Kellie’s home was welcoming and lovely to stay at. Perfect for our short trip home!
Top guest favourite
Flat in Falmouth
4.99 out of 5 average rating, 73 reviews

Sweet 2-story 1910 Bungalow near Portland, Beaches

AlexRating, 5 stars1 week ago
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.
Top guest favourite
Flat in Yarmouth
4.96 out of 5 average rating, 73 reviews

Flower Farm Studio Apartment

MarySueRating, 5 stars9 months ago
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.
Top guest favourite
Flat in Falmouth
4.95 out of 5 average rating, 21 reviews

Modern space w private entrance, garage & laundry

IrinaRating, 5 stars4 months ago
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.
Guest favourite
Flat in Windham
5 out of 5 average rating, 8 reviews

The Nest

DeborahRating, 5 stars1 week ago
Lovely stay while visiting Windham. Cute, cozy space with everything we needed. Beautiful grounds. Highly recommend.
Top guest favourite
Flat in Yarmouth
5 out of 5 average rating, 41 reviews

The Inn on Bridge Street

Diane Rating, 5 stars2 weeks ago
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

Superhost
Flat in Hallowell
4.83 out of 5 average rating, 173 reviews

3 bed up apt with no cleaning fee or checklist

EricRating, 5 stars7 months ago
Great stay. Would stay again.
Top guest favourite
Flat in Portland
4.99 out of 5 average rating, 298 reviews

Tower Suite w/ Hot Tub, W/D, Pool & Parking

HaleyRating, 5 stars4 days ago
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!
Top guest favourite
Flat in Falmouth
4.91 out of 5 average rating, 200 reviews

Falmouth 3br near Town landing

EllenRating, 5 stars1 week ago
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.
Guest favourite
Flat in Bartlett
4.8 out of 5 average rating, 119 reviews

Storyland, golf, hiking, kayak and more

CindyRating, 5 stars4 months ago
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.
Superhost
Flat in Bartlett
4.82 out of 5 average rating, 124 reviews

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

TynanRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in Topsham
4.87 out of 5 average rating, 551 reviews

Cozy hot tub haven

ColeRating, 5 stars2 days ago
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.
Guest favourite
Flat in Brunswick
4.91 out of 5 average rating, 634 reviews

Downtown Hideaway-Loft HotTub Modern Clean Private

KimberliRating, 5 stars5 days ago
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!
Top guest favourite
Flat in Downtown Portland
4.98 out of 5 average rating, 316 reviews

Beautiful West End studio, hot tub, free parking

VictorRating, 5 stars1 week ago
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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