Apartment holiday rentals in Old Port, Portland

Find and book unique apartments on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Old Port, Portland apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in Downtown Portland
4.98 out of 5 average rating, 310 reviews

Light-Filled Getaway with Private Porch

SarahRating, 5 stars6 months ago
Michael is a great host, he gave us clear instructions about finding parking when we arrived. The apartment is exactly as pictured and we enjoyed our time there immensely
Superhost
Flat in Downtown Portland
4.79 out of 5 average rating, 107 reviews

Old Port apartment

StevenRating, 5 stars2 weeks ago
Great place, great places to eat, local things to do. Only downside was parking. Still would stay here again anytime I was in Portland!
Guest favourite
Flat in East End
4.94 out of 5 average rating, 108 reviews

Colorful, Modern, Easy in the East End + Parking!

LindsayRating, 5 stars5 months ago
We had a great weekend at Alyssa’s place in Portland. The place was very clean, had plenty of space for 3 people and had everything we needed for our weekend. Thanks!!
Superhost
Flat in West End
4.83 out of 5 average rating, 107 reviews

Central studio with parking | Skipper’s Cabin

MatthewRating, 5 stars7 months ago
We had a wonderful stay here. It looked just like the photos - clean and orderly - and the bed was comfortable. It's modern and uncluttered, and the kitchen counter is a great spot to set up your laptop and maybe have a beverage - good light in there. Communication was excellent, too. Luke provided us with a link to a feature on must-try restaurants in the area, and he gave us some helpful general tips for Portland. Folding baggage racks and closet space with hangers were provided, and there is a lovely outdoor space with a table and chairs; plus a shed should you want to store your bike or anything else. I would say for a single guest or maybe a couple looking for a simple, uncluttered place to stay while visiting, you don't need much more. Highly recommended - wouldn't hesitate to book this again in the future.
Superhost
Flat in Downtown Portland
4.76 out of 5 average rating, 497 reviews

Downtown Apartment w/ Parking - Come Work or Play!

LisaRating, 5 stars1 week ago
Great apartment for a long weekend . Communication with Rachel was quick, we didn’t need anything once we checked it. Happy we could bring our dogs with us. TY for having us.
Guest favourite
Flat in East End
4.93 out of 5 average rating, 349 reviews

Haven on the Hill

KaseyRating, 5 stars1 month ago
Kathy’s place was perfect for a weekend in Portland! 15 minute walk to everything and a great host! Would definitely stay again!
Guest favourite
Flat in East End
4.92 out of 5 average rating, 153 reviews

Two-Story, Direct Ocean Views on Eastern Promenade

AveryRating, 5 stars1 month ago
This spot was perfect for a weekend getaway! The Airbnb was clean with spacious accommodations. The apartment has an amazing view of the ocean. Adilah was great to work with! I would highly recommend this stay!
Guest favourite
Flat in Downtown Portland
4.98 out of 5 average rating, 183 reviews

Modern One Bedroom Close to the Old Port

TobinRating, 5 stars2 months ago
Monica is a wonderful host! The rental was cozy, comfortable, and very clean. Off-street parking was so helpful, especially for our winter stay. Easy to walk to downtown and west-end Portland. We had a great visit!

Private apartment rentals

Guest favourite
Flat in East End
4.87 out of 5 average rating, 1,023 reviews

Private Hill Top Apartment/w One Car Driveway

Dawn MarieRating, 5 stars4 days ago
Quiet neighborhood within walking distance of breweries, shops, coffee shops, and water front. Great people in a very supportive, inclusive, city. We had so much fun and created since awesome memories.
Guest favourite
Flat in Old Orchard Beach
4.93 out of 5 average rating, 199 reviews

The Upstairs Moose

StacyRating, 5 stars4 months ago
Normand and his wife were simply amazing. From the eggs and snacks that were waiting for us when we arrived to the homemade cookies on our check out. The place was very cozy and comfortable with tons of toys and games for kids and adults. Normand was very accommodating to any request and even helped me chase the puppies when they accidently got out. I would highly recommend this!
Top guest favourite
Flat in Cape Elizabeth
4.98 out of 5 average rating, 259 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

TeresaRating, 5 stars4 days ago
My sister and I had a great stay at David and Kate’s place . Everything we needed was right at our fingertips and the bed was SO comfortable we wanted to take it with us ! Beautiful surroundings and easy to get everywhere ! Thank you David and Kate for sharing your place with us . Hope to visit again !
Superhost
Flat in Portland
4.84 out of 5 average rating, 139 reviews

Lovely 4 Bedroom with free parking

AnnieRating, 5 stars1 week ago
This place was the perfect home base for my family during our trip to Portland! We felt right at home, and Haley & Diane were incredibly kind and responsive when we had questions. We loved exploring Evergreen Cemetery right across the street, and it’s a quick 8 minute drive to downtown. We hope to stay here again during our next visit to Portland!
Superhost
Flat in East End
4.73 out of 5 average rating, 127 reviews

Ocean Way East End - 2

ChosieRating, 5 stars1 month ago
Super walkable and great for a weekend stay!
Superhost
Flat in Portland
4.86 out of 5 average rating, 856 reviews

Bright, Fun & Spacious Apartment on Back Cove

ErinRating, 5 stars1 month ago
Ian's place was great for a girls trip ti Portland. He was a great communicator if I had any questions or cleaning instructions. Will definitely stay again for any future trips to Portland.
Top guest favourite
Flat in East End
4.97 out of 5 average rating, 456 reviews

Bright and cozy Munjoy Hill neighborhood apartment

RajRating, 5 stars2 weeks ago
Sadie and Laughlin are the best Airbnb hosts we have come across. We could not have asked for a better place to stay. The apartment is very clean, has lovely furnishings, is nicely decorated and had everything we needed for a very comfortable 3 and a half day stay in Portland. Both bedrooms are a good size and have incredibly comfortable beds. When we needed help with something, our hosts came around fast to help us. If we are ever back in Portland, we shall gladly book again with them. I would highly recommend this apartment!
Top guest favourite
Flat in East End
4.96 out of 5 average rating, 576 reviews

Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking

JoelRating, 5 stars1 month ago
Wonderful apartment, well decorated, furnished and appointed, felt right at home. Had all the amenities amenities we needed. Great location, close to Washington Ave and walkable to the center of town.

Apartment rentals with a hot tub

Top guest favourite
Flat in Falmouth
4.9 out of 5 average rating, 195 reviews

Falmouth 3br near Town landing

SamRating, 5 stars2 months ago
Wow. What a great experience even with tons of snow. The hot tub was well worth it and the house and fire place were just right. Even my dogs got to enjoy spending time there. Thank you again!
Superhost
Flat in Old Orchard Beach
4.76 out of 5 average rating, 41 reviews

Spacious 4BR Retreat -Hot Tub and Beachy Backyard!

LoriRating, 5 stars3 days ago
Great place! Stayed for three days for a bachelorette weekend! Was super close to all our activities in the Old Port! Matt was a great host, we had no issues throughout the stay! Plenty of coffee, bathroom supplies, towels, kitchen was great also! Sadly it rained most of the time or we would have definitely used the hot tub and fire pit! 10 out of 10! Highly recommend if you need a place in OOB! Thanks Matt!
Superhost
Flat in Sanford
4.83 out of 5 average rating, 224 reviews

Renewed & cozy with spa

LillianaRating, 5 stars2 weeks ago
Place was beautiful and clean, exactly as describes. we came for a girls getaway and the hot tub was deffinately a plus!
Guest favourite
Flat in Brunswick
4.91 out of 5 average rating, 615 reviews

Downtown Hideaway-Loft HotTub Modern Clean Private

MalelaRating, 5 stars3 weeks ago
Most amazing host that I’ve ever booked with Very kind very respectful Quick to respond Her place was a very nice getaway
Guest favourite
Flat in Topsham
4.87 out of 5 average rating, 547 reviews

Cozy hot tub haven

SethRating, 5 stars2 weeks ago
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.
Top guest favourite
Flat in Downtown Portland
4.98 out of 5 average rating, 306 reviews

Beautiful West End studio, hot tub, free parking

MatthewRating, 5 stars1 week ago
Our stay at Dan’s place was amazing. The space was beautiful, had everything we needed, was comfortable and cozy, in an amazing spot in downtown Portland where you could walk to all kinds of restaurants and shops. Dan was super communicative, helpful, and responsive. I can’t recommend this place enough if you are staying in Portland. We would definitely stay here again in the future. Thanks Dan!
Superhost
Flat in Old Orchard Beach
4.85 out of 5 average rating, 106 reviews

Quiet 3 BR Beachtown Apartment 1 mile to the beach

HannahRating, 5 stars8 months ago
The house was adorable, clean, and extremely fairly priced. Reed went above and beyond to accommodate us (and our noisy kids)! The location is a short drive to the beach and the street is super cute and quiet. This was my first experience in an Airbnb and to say we were satisfied is an understatement.
Superhost
Flat in Wells
4.9 out of 5 average rating, 49 reviews

1 BDR | Fenced in Yard| Hot Tub | Bring your pup

ScottRating, 5 stars6 months ago
My stay there was great. Very convenient, almost right off the highway. Paula and her co-host were prompt in response. I would come back again. I didn't get to use the Spa tub in the bathroom because the water pressure in the tub was taking too long to fill the tub. Next time, I would plan for that better. The hot tub made up for it though 😀. Cheers!

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Portland
  6. Old Port
  7. Flat rentals