Apartment holiday rentals in South Portland

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Popular amenities for South Portland apartment rentals

Weekly apartment rentals

Top guest favourite
Apartment in East End
4.99 out of 5 average rating, 96 reviews

Charming, newly remodeled space atop Munjoy Hill.

ChrisRating, 5 stars7 months ago
Unit was very clean, situated in a quiet residential area and within walking distance to many of Portland's best bars, restaurants and attractions. Host was communicative and provided clear guidance on check-in/-out procedures and offered up suggestions to local attractions. On my recommended list - dinner at Twelve (one of the best restaurants in the US, IMHO); on-site food truck tacos washed down with a Hazy IPA at Bellflower or Austin Street Brewery; an everything bagel with lox & morning latte at Forage; the East Promenade for a food truck lunch, then a stroll along the waterfront trail to the port area for an ice cream cone at Gorgeous gelato; afternoon coffee at Double Great Coffee; and a post-dinner whiskey @ Independence Ice. Only downside on my visit was the upstairs neighbor. Dude clearly isn't a principal dancer in the Portland Ballet, as light on his feet wouldn't describe him. Not a stereo or TV issue - you can just hear the noise from him walking (8AM-10PM when there)
Superhost
Apartment in Old Orchard Beach
4.7 out of 5 average rating, 201 reviews

Endless Direct Beachfront Views! 2 Oversized Decks

KerryRating, 5 stars2 weeks ago
Such a lovely stay! The view of the beach was absolutely beautiful, and the location was perfect—just a short walk to local stores and great restaurants. The space was very clean, cozy, and ideal for a mix of relaxing and fun weekend getaway. Highly recommend!
Guest favourite
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 68 reviews

Rustic Retreat studio, steps to the Beach. Unit #3

TylerRating, 5 stars4 days ago
The place was very easy to find, great location. Walking distance along the beach and sidewalk to attractions, great access to the beach. Very clean and well maintained place. The hosts are very responsive and polite with good recommendations of places to eat and things to do. Would definitely stay again!
Superhost
Apartment in Downtown Portland
4.84 out of 5 average rating, 31 reviews

Stylish Remodeled Loft in Portland’s Old Port

CruzRating, 5 stars8 months ago
Rachel was extremely responsive. Her loft was spotless and our family really enjoyed the stay. Definitely will be back. Portland is amazing and Rachel’s place is the cherry on top! Thank you for having us!
Guest favourite
Apartment in East End
5 out of 5 average rating, 58 reviews

Light-filled Modern Central Penthouse w/Views

LauraRating, 5 stars2 weeks ago
The apartment was just as lovely as it appeared in the photos online, and the sunlight was fantastic. The location was also great, with many terrific restaurants and bars within easy walking distance. I would definitely want to stay at Taryn's place again the next time I'm visiting Portland!
Guest favourite
Apartment in Portland
4.96 out of 5 average rating, 25 reviews

2-Bedroom Condo Close to Downtown

LinneaRating, 5 stars7 months ago
What a great location for a quiet stay in Portland! It’s 5 minutes by car to the Old Port and easily walkable/runnable to the Back Cove Trail and even to downtown Portland itself. The condo is lovely and just as described. My family (2 adults, 2 kids ages 3 and 7) was very comfortable during our 3-night stay. Lastly, Colin was responsive and a great host.
Superhost
Apartment in Downtown Portland
4.9 out of 5 average rating, 52 reviews

Walk Everywhere | Free Parking | DogsOK | King Bed

CherylRating, 5 stars1 week ago
Nick and Kyla’s place was wonderful. It was perfect for our group. It looked exactly like the photos, and it was very clean. The location was perfect for getting around the Portland area with many things right in walking distance. Our hosts were very friendly and responsive, and their instructions were clear. I would definitely recommend staying with them to others.
Guest favourite
Apartment in Old Orchard Beach
4.94 out of 5 average rating, 70 reviews

Walk to beach, NO cleaning fee, Spotless Condo

HeatherRating, 5 stars7 months ago
I went with a couple of friends for a relaxing weekend in the fall. It was lovely to have the beach so close by! We took a short day trip to Ogunquit where there was quite a bit of activity; lots of shops and restaurants to check out. Coming back to Melissa's place was cozy and relaxing. Since this was off-season, it is pretty quiet in the area. I felt more comfortable taking a stroll to the beach in the evening with a friend but would be hesitant to go alone. Despite that, we got the weekend we wanted: peace, relaxation, the ocean, things to do nearby, and a place to stay that was quiet, cozy, and clean. Thank you Melissa!

Pet-friendly apartment rentals

Top guest favourite
Apartment in Downtown Portland
5 out of 5 average rating, 41 reviews

My Old Port Sanctuary - Lux by the water & dining

CaseyRating, 5 stars5 days ago
Shai’s place had everything we needed for a clean, comfortable stay! We loved the location and had plenty of space to relax inside the apartment with no noise from the street despite being so close to downtown. Highly recommend and would absolutely stay again if traveling to Portland.
Guest favourite
Apartment in Downtown Portland
5 out of 5 average rating, 32 reviews

Romantic apt:West End +parking

RachelRating, 5 stars5 months ago
What a great little apartment! We stayed for three nights including Christmas and were delighted to find that the place had been decorated for the holiday. The bed is extremely comfortable, the shower has good water pressure. The location is perfect: a quiet street that is 10 - 15 minutes’ walk from the old port area and countless wonderful restaurants and shops. We loved that we could bring our dog and he also gave the place two paws up. We would certainly stay here again when visiting Portland.
Guest favourite
Apartment in South Portland
4.93 out of 5 average rating, 54 reviews

Arlie's Digs! - One Block To Willard Beach!

JeffRating, 5 stars3 weeks ago
This is the second time staying at David's and it's even better than the first time. Very comfortable space in the best location. Look forward to coming back.
Top guest favourite
Apartment in Portland
4.99 out of 5 average rating, 71 reviews

Charming 2-Bedroom Back Cove Retreat

DonnaRating, 5 stars4 days ago
Julia’s place is super clean, well-appointed with everything you need in the kitchen and bath. The water pressure is excellent, the beds are comfortable and the other tenants in the house were very quiet & respectful. The unit is easy to find situated in a quiet, friendly neighborhood, perfect for walking the dog, running & cycling. It is within walking distance to Payton Park, the Back Cove Trail and good restaurants and an easy drive to the Eastern Promenade, downtown Portland & breweries. Julia, the host was very communicative & created a comfortable homey environment. Overall, we had a great 5-day stay and would highly recommend this hidden gem.
Guest favourite
Apartment in Old Orchard Beach
4.73 out of 5 average rating, 119 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

SharonRating, 5 stars5 months ago
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.
Guest favourite
Apartment in Kennebunk
4.89 out of 5 average rating, 213 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

EmilyRating, 5 stars1 week ago
Great location, clean place, and very responsive hosts. We loved being within walking distance to so much!
Superhost
Apartment in Brunswick
4.85 out of 5 average rating, 180 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

BonnieRating, 5 stars3 weeks ago
We stayed at a few of Spencer's places while our child was at Bowdoin college. The places are lovely and convenient and made visiting our child a pleasure.
Guest favourite
Apartment in East End
4.9 out of 5 average rating, 93 reviews

Luxurious 2BR Penthouse | Ocean Views | East End

DaniRating, 5 stars2 weeks ago
This is a really beautiful apartment in a wonderful, dog friendly, walkable neighborhood. We loved the park at the Promenade which was busy, fun and bustling all times of day. There’s a small beach in walking distance as well as a food truck section of the park and kayak tours / rental. Old Port is about a 20 or so minute walk from here, but there are also a few very cool places to grab a bite and to shop that are walkable to this Munjoy Hill neighborhood. The bed is very comfortable and there’s tons of open closet space. The light at early morning and at sunset is just beautiful. I didn’t remember reading it in the listing but we did have to put down a security deposit and were notified about it one day before check in. I’m not sure if this is a Portland rental thing but we had never had to do that with an Airbnb before and I would have preferred a longer warning about it. Just a small red tape detail that changed the vibe a little. Otherwise, we loved it & really enjoyed our stay.

Apartment rentals with a pool

Superhost
Apartment in Ogunquit
4.74 out of 5 average rating, 19 reviews

Lovely 1 Bedroom condo with amazing ocean view

FrankRating, 5 stars10 months ago
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!
Top guest favourite
Apartment in Wells
4.97 out of 5 average rating, 31 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

ChelseaRating, 5 stars4 days ago
Kathleen’s Airbnb has quite literally everything that you need. We have stayed in airbnbs before but none compare to the amenities she had. The welcome note and snacks was greatly appreciated! She was amazing with communication and had a binder at her Airbnb with reccomendations and rules which was very helpful. Definitely a great place to stay !
Guest favourite
Apartment in Ogunquit
4.98 out of 5 average rating, 46 reviews

Lovely Seaglass Studio, Pool, Walk to Everything!

FaithRating, 5 stars1 day ago
Denise is an outstanding host! We couldn't believe that the kitchen was FULLY stocked! from the coffee keurig, to the teaspoons and everything one would need to cook dinner or breakfast or both. We were super impressed with the quality of kitchen items and how clean everything was. Even the bathroom was stocked with the "little things" like individual make up remover packs which I was most thankful for as I had forgotten mine! The linens were beautiful and there were 3 choices of pillows for the bed! We loved that she also had clear instructions regarding towels, checking out and the use of the keyless entry. The decor is warm and welcoming...very inviting. We loved that we could walk to everything in Ogunquit and Perkins Cove. Our stay in Maine was just wonderful and we would definitely book with Denise again.
Guest favourite
Apartment in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars2 weeks ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Guest favourite
Apartment in Wells
4.91 out of 5 average rating, 92 reviews

Starfish Condo Wells Beach

WendyRating, 5 stars1 month ago
This was a great find and enjoyed our 3 week there - We got to meet a few neighbors, and they were very nice as well - Very close to restaurants and Wells Beach - WIFI worked great as I work from home and the tip about leaving the second car at the Wells Transportation Center helped a lot ! Danielle was great with communication and rules - We would stay here again
Superhost
Apartment in Wells
4.71 out of 5 average rating, 7 reviews

Awesome get away spot in Wells!

ManuelaRating, 5 stars8 months ago
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.
Guest favourite
Apartment in Wells
4.95 out of 5 average rating, 101 reviews

Relaxing Beachside Condo with Pool at Wells Beach

MaryRating, 5 stars1 month ago
Julie’s place was very nice and very clean. The location was great, right across the street from the ocean. The kitchen was well-equipped and there was even a small basket of treats. Julie responded very quickly to any messages we sent. We would highly recommend this place.
Superhost
Apartment in Wells
4.76 out of 5 average rating, 134 reviews

Generic Two Bedroom - Stair access only

DeysiRating, 5 stars3 weeks ago
Great place to stay for our family of 4. I asked for 3 beds and that request was made possible. I enjoyed the area and it was quiet and peaceful place to rest after walking around the beaches and or state parks. Amenities were very good and communication with the check in team was excellent.

Quick stats about apartment rentals in South Portland

  • Total rentals

    30 properties

  • Nightly prices starting at

    $64 SGD before taxes and fees

  • Total number of reviews

    3.9K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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