Apartment holiday rentals in Old Port, Portland

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Popular amenities for Old Port, Portland apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in East End
4.99 out of 5 average rating, 198 reviews

East End, Munjoy Hill ~ light filled retreat

LaurenRating, 5 stars1 week ago
We had a wonderful stay at Suzy’s place in Portland! The home was charming, super comfortable, and spotless—everything we needed for a relaxing trip. Located right in the heart of Munjoy Hill, we loved being able to explore the neighborhood on foot and take in all the great local spots. Highly recommend staying here if you’re looking for a cozy home base in one of Portland’s best areas!
Guest favourite
Flat in Munjoy Hill
4.94 out of 5 average rating, 111 reviews

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

McKenzieRating, 5 stars3 weeks ago
Best location for an apartment in Portland!! Literally so close to everything. This apartment is equipped with everything you could need, even sound machines!
Guest favourite
Flat in West End
4.93 out of 5 average rating, 119 reviews

The Black Pearl on Danforth

KatrinaRating, 5 stars2 weeks ago
Our family had a wonderful time during our stay. The place was very clean and had everything that we needed. The neighborhood is beautiful and we enjoyed walking to restaurants and the museum.
Guest favourite
Flat in West End
4.97 out of 5 average rating, 127 reviews

New 2 Bedroom Apartment in Heart of West End

JulieRating, 5 stars7 months ago
Jason and Megan were the nicest hosts we have had with AirBnb! They responded quickly, fairly, and immediately helped us get back into the unit after we left. Thanks for a great little getaway!
Superhost
Flat in East End
4.85 out of 5 average rating, 103 reviews

East End Guesthouse

MichaelRating, 5 stars3 weeks ago
Perfect spot to stay in when you’re in Portland- even for just a night! This place felt clean, private, quiet and was in a great location. 100% will book here again if it’s available next time I have a Portland trip!
Superhost
Flat in Parkside
4.88 out of 5 average rating, 242 reviews

Open Concept Loft in the Heart of Downtown Center

KristenRating, 5 stars2 weeks ago
Great spot to explore Portland from! Clean, comfortable and loved having outdoor space. Very walkable to multiple restaurants, bars, museums and neighborhoods. Hosts were very responsive and kind.
Superhost
Flat in West End
4.83 out of 5 average rating, 230 reviews

Historic West End Apartment with deck.

BrianRating, 5 stars5 months ago
The place is very well located in Portland. The place was clean with lots of space to spread out. A great place to stay if you want to explore Portland and the surrounding areas.
Top guest favourite
Flat in West End
4.99 out of 5 average rating, 586 reviews

*Serene* West End 2BR w/ Balcony: The Mermaid Cove

ChelseaRating, 5 stars1 week ago
I had a great stay at Glen’s. Every detail is taken care of, even down to the little things like makeup remover wipes and breakfast snacks. The place is beautiful, easy to find, and decorated well. I would absolutely come back and stay.

Private apartment rentals

Superhost
Flat in West End
4.88 out of 5 average rating, 165 reviews

Downtown Portland 1 Bedroom

ScottRating, 5 stars5 days ago
Great place to stay for a convenient walk into Old Port. The bed was very comfortable and the apartment was homey and pleasant. There are three sets of stairs to get into the apartment which may be a challenge for older guests or if like me you ran a half marathon during your stay and had sore legs. Note that for some reason, Ubers drop you off across the street next to the Mercy Hospital which was disorienting the first time.
Superhost
Flat in Parkside
4.79 out of 5 average rating, 355 reviews

The Royal Exotic Portland Downtown

DannyRating, 5 stars8 months ago
Who knew that inside an assuming building is a massive, quirky and cute space? It’s also in the perfect location close to restaurants. The apartment has everything you need and the space to host friends or family. The host was responsive. As someone who has lived in Portland and in many historic homes, it’s very normal for even the best renovated places to have a couple of more rustic details (wear & tear). The previous review disgracing this place is by someone who clearly this was not a match (they should have stayed in a modern hotel). It’s obvious that the host has been incrementally restoring this place and putting their own sweat in to make it a great airbnb. I would definitely stay here again. No question.
Top guest favourite
Flat in East End
4.97 out of 5 average rating, 457 reviews

RETRO BnB in the Heart of East End Portland

JennaRating, 5 stars2 weeks ago
Loved this location! I am so glad I could stay here and explore the East End for a few days before my work trip in Downtown Portland. Perfect for a solo traveler or couple. FYI for anyone else - there’s no living room or designated area to lounge but that did not make a difference to me. Would definitely stay here again! Thank you, Sarah!
Guest favourite
Flat in Oakdale
4.96 out of 5 average rating, 318 reviews

2BR w/ Deck & Parking | 5 Min to Downtown

JenRating, 5 stars7 months ago
Cannot recommend Danni's place enough - super-cute and has everything you need! We loved it and would return in a heartbeat! One caveat as noted in other reviews (which we didn't initially see) - but there is a family living upstairs with young children, and while the walls are soundproofed well (we heard no conversation or crying for the most part) the pitter-patter of little feet at 5:30am was an earlier wake-up than we expected ;) So you will hear running around and thuds at toddler-active times, but we mostly laughed it off and it was a good reminder of how glad we are not to be at that stage of life anymore! Don't let it dissuade you from booking - great place for the price.
Guest favourite
Flat in West End
4.96 out of 5 average rating, 103 reviews

Sunny West End Apartment With Private Courtyard

PattyRating, 5 stars8 months ago
Delightful place to stay in Portlands West end. It is easy walking distance to everywhere…. downtown and even the East side. Great restaurants in the neighborhood from breakfast to dinner. The apartment was immaculate and was stocked with just about everything you’d need. The shared yard was charming and felt very private. We have family in the area and I hope we can stay there again and again. It was much more comfortable than a B & B. Lorie was very responsive to anything you might need.
Guest favourite
Flat in Back Cove
4.9 out of 5 average rating, 107 reviews

Portland Back Cove Hideaway-1 BR- With Patio

LusyRating, 5 stars1 week ago
The air bnb was very cozy and cute, just like the pictures. Great location, close to a lot of restaurants and attractions. The host was very attentive and communicative. Only thing was that the hot/cold water takes a while to get to the range you want it to in the shower but everything else was superb! Would definitely recommend and stay again!
Guest favourite
Flat in West End
4.98 out of 5 average rating, 164 reviews

Downtown Historical Victorian 2 BR APT

DeniseRating, 5 stars4 weeks ago
Louis’s apartment is a gem—exactly as described, nestled in a historical neighborhood. The area is very quiet and peaceful with restaurants and shops nearby. It’s a great location with sites/attractions within 15 to 20 minutes of the property. The apartment itself is open and airy, with a warm mix of history and contemporary feel to it. We felt right at home, especially with such such a great host as Louis. He was very quick to respond and offer local suggestions. Check-in and check-out was a breeze. If we’re ever in the Portland area again, we will definitely stay at Louis‘s historical apartment.
Guest favourite
Flat in Parkside
4.94 out of 5 average rating, 188 reviews

Garden Apartment Close to Everything

LeslieRating, 5 stars1 week ago
Roger was so lovely to chat with and had so many nice features available for guests - filtered water, light snacks, art museum passes! Check in was a breeze. Roger was home when we got in and was able to recommend a great dinner spot (Thai Tree - get appetizer A3!), as well as some things to do. The location is superb. We walked to literally everything we wanted to see or do during our stay. I didn’t have to drive even once - perfection. The place was also very clean and had everything we needed, including a parking spot (SO important!) and a washer/dryer in the unit. We were so happy to be able to wash our clothes before heading to the next portion of our trip. Would absolutely stay at Roger’s again if we come back to Portland.

Apartment rentals with a hot tub

Top guest favourite
Flat in Rosemont
4.99 out of 5 average rating, 296 reviews

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

ThomasRating, 5 stars1 week ago
If you’re looking to stay in Portland, this is the place! Everything about the property was pristine. It felt classic and elegant, but with modern touches. Directions were easy and clear, linens and amenities were fantastic, and communication with the host was always very prompt. It’s located on a beautiful quiet street, but only 5-10 mins to downtown Portland and the bridge over to South Portland. Don’t hesitate to book this place for your next stay.
Top guest favourite
Flat in Falmouth Foreside
4.91 out of 5 average rating, 200 reviews

Falmouth 3br near Town landing

EllenRating, 5 stars6 days 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 Wells
5 out of 5 average rating, 8 reviews

Everything's "Well Ashore"- 1 mile to Wells Beach!

BryanRating, 5 stars2 weeks ago
We loved this place! It was incredibly clean, tastefully decorated and very comfortable. Perfect for a couple’s getaway. Conveniently located to Ogunquit, Kennebunk and Wells by car. The bed was very comfy. Everything you need for a great stay. We definitely will go back!
Superhost
Flat in Sanford
4.84 out of 5 average rating, 229 reviews

Renewed & cozy with spa

KaylaRating, 5 stars4 weeks ago
It’s was like luxury after a long day working a wedding. It was very peaceful , clean and felt like home. I cannot wait to stay again!
Guest favourite
Flat in South Hiram
4.87 out of 5 average rating, 549 reviews

Cozy hot tub haven

AshleyRating, 5 stars1 week ago
Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️
Guest favourite
Flat in Brunswick
4.91 out of 5 average rating, 631 reviews

Downtown Hideaway-Loft HotTub Modern Clean Private

ColeRating, 5 stars1 week ago
Cute place! I enjoyed my stay. The hot tub was hot when I arrived, which I didn’t expect but highly appreciated!
Top guest favourite
Flat in West End
4.98 out of 5 average rating, 315 reviews

Beautiful West End studio, hot tub, free parking

SylviaRating, 5 stars1 week ago
I had a lovely stay. The accommodations were elegant and comfy, and Dan's hospitality was warm and responsive. The location was perfect for dining, the art museum, and access to the waterfront. There were some special touches that made it feel all the more welcoming (I won't spoil the surprise for future guests). It is a place I hope to return to in the future. Many thanks to our hosts!
Superhost
Flat in Oakdale
5 out of 5 average rating, 3 reviews

Wonderful Back Cove 2BR Apartment, Near Downtown

PatRating, 5 stars8 months ago
Great Airbnb! Clean, spacious, and comfortable. Excellent kitchen with every amenity you could want. Nicely decorated. Nice residential neighborhood. We were able to walk to a few restaurants and were close to the beautiful Back Cove trail.

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