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Condo vacation rentals in South Portland

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Popular amenities for South Portland condo rentals

Weekly condo rentals

Superhost
Condo in Old Orchard Beach
4.7 out of 5 average rating, 195 reviews

Endless Direct Beachfront Views! 2 Oversized Decks

KarenRating, 5 stars4 months ago
We felt at home the moment we walked in. This condo has lovely comfortable furnishings, was immaculate, and had everything we needed. Chris was a great host and was great to communicate with. We will definitely return.
Guest favorite
Condo in Old Orchard Beach
4.91 out of 5 average rating, 66 reviews

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

KayleenRating, 5 stars6 months ago
Deborah was very helpful and quick to respond. She had great suggestions on where and what to visit. The travel magazines she had on her TV stand were extremely helpful. The bed was very soft, which I love, so I slept really well. We loved the touch of having beach chairs available. The only downsides I can think of, are that the shower is very small, and it’s hard to back out of the parking space.
Superhost
Condo in Old Orchard Beach
4.88 out of 5 average rating, 33 reviews

Steps from the sandy beach! "Surf's Up"

KatieRating, 5 stars8 months ago
We enjoyed our stay! The place was very clean. The hosts were responsive and helpful. The train does go right behind the place at an intersection. The horn is very loud, which was hard for our toddler. Just something to consider if you’re traveling with infants/toddlers. Overall, would definitely recommend!
Guest favorite
Condo in Old Orchard Beach
4.84 out of 5 average rating, 89 reviews

The Brunswick

EileenRating, 5 stars1 month ago
The location is amazing. The view is amazing as shown in the pictures. The apartment was actually pretty quiet, we couldn’t hear anyone in other units and little to no noise from the beach or bar below, though we stayed in the off-season. The balcony is huge and plenty of seating options and the living room is spacious and lots of seating. We had two young kids with us and we all had a great time. Would stay again.
Superhost
Condo in Old Orchard Beach
4.94 out of 5 average rating, 16 reviews

Large 3 Bedroom - Steps to the Beach!

MegghanRating, 5 stars7 months ago
Very nice place, neighbors upstairs were a bit noisy but overall we had a great weekend!
Guest favorite
Condo in Portland
4.96 out of 5 average rating, 25 reviews

2-Bedroom Condo Close to Downtown

LinneaRating, 5 stars5 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
Condo in Bridgton
4.81 out of 5 average rating, 48 reviews

Pleasant Mountain Shawnee Peak Slope side condo

ErinRating, 5 stars2 months ago
The ski in ski out at Pleasant Mountain is hard to beat for families. The hosts were super responsive and our party of 8 had a great time.
Superhost
Condo in Old Orchard Beach
4.84 out of 5 average rating, 91 reviews

Downtown Old Orchard beach 1 bedroom

SanjanaRating, 5 stars6 months ago
Amazing location. Very close to the beach. Perfect room! We enjoyed our stay at Mary’s place!

Pet-friendly condo rentals

Guest favorite
Condo in South Portland
4.91 out of 5 average rating, 44 reviews

Ground floor 2 bed condo 1 block to Willard beach!

SunnivaRating, 5 stars1 month ago
We enjoyed staying at this place for three comfortable nights. Scratch bakery across the street is a must!
Guest favorite
Condo in Portland
4.94 out of 5 average rating, 17 reviews

Back Cove 2nd Floor 4 Bedroom, 2 Bath

AudreyRating, 5 stars2 months ago
Lovely, spotless, well maintained property. Very responsive and accommodating host. I'm a local. Visitors to Portland will appreciate lots of great restaurants in walkable distance as well as easy drive to Old Port, lighthouses, etc.
Top guest favorite
Condo in Portland
4.98 out of 5 average rating, 65 reviews

Charming 2-Bedroom Back Cove Retreat

MattieRating, 5 stars1 week ago
Such a perfect stay for our family of three - hosts were beyond kind / responsive and the space is laid out and decorated so nicely, it felt like home. Every room is super clean and we know the area but we’re still so thrilled at how convenient everything was - just a short drive/uber away to the best spots. We had a great experience and are already talking about coming back. 10/10
Superhost
Condo in Downtown Portland
4.9 out of 5 average rating, 155 reviews

Portland 1 Bedroom Condo in the Arts District.

ChelseaRating, 5 stars3 months ago
Lovely trip to Portland to celebrate the new year. There was Tony Bennet on the stereo and a lit christmas tree when we entered. Such nice details that made us feel at home.
Guest favorite
Condo in Downtown Portland
4.96 out of 5 average rating, 45 reviews

WalkEvrywhere | KingBed | FreePrkng | DogsOK | ModernCondo

AndresRating, 5 stars3 weeks ago
Nick & Kayla are great hosts and the place was perfect - close to everything. They also provided lots a great recommendations, from places to eat, to events, and things to do in Portland. The condo was sparkling clean and is located in a great area. You don't need a car to visit the whole area (The free parking spot in a nearby garage is a giant plus). We had an amazing stay at this cozy, well-located spot. The space was comfortable, exactly as described, and everything was provided. Highly recommend for anyone looking for a peaceful and scenic getaway! One hint: Try the popovers at Central Provisions :)
Superhost
Condo in Brunswick
4.85 out of 5 average rating, 175 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

MaryRating, 5 stars2 weeks ago
We had an excellent stay. Both check-in & check-out were a breeze. It was amazingly quiet & the bed was super comfortable. The apartment was light & bright even on cloudy days. We loved the location, easily walkable to cafés & restaurants, a big supermarket, & the train station. We did the nearby Androscoggin Riverwalk each day. We especially enjoyed Frosty's Donuts, the Broadway Delicatessen, & the wine shop Vessel & Vine. Though we didn't meet Spencer (maybe next time!), he's an excellent communicator who responded immediately to all of my messages. Thank you, & we hope to return!
Superhost
Condo in Kennebunk
4.88 out of 5 average rating, 51 reviews

Cozy Contemporary River's Edge Retreat

JulieRating, 5 stars6 months ago
Based on the condo alone, I would give James 10 stars! The amenities were as listed and there were many extras (linens, towels, toilet paper). Heat and AC in EACH bedroom and the living area. It was clean and the appliances/dishes/silverware looked brand new. It was in a great location within walking and driving distance to shopping and restaurants. There has been a negative review regarding the neighbors who also live in this 4 unit building. These neighbors are not excessively loud or doing anything beyond normal living. However, from the 2nd bedroom, you can hear them walking, talking, vacuuming, entering/leaving their condo. James has been proactive about this concern and has included a noise machine and large fan in this bedroom. I wanted to address this in my review to say that I was still able to get a great night’s sleep and the noise was not late in the night or early morning. My sister and I enjoyed our stay here very much!!
Superhost
Condo in Old Orchard Beach
5 out of 5 average rating, 5 reviews

Garden 1st floor - Easy Access. Great location.

DanRating, 5 stars8 months ago
Great property, well cared for, and really enjoyed double bedrooms and double bathrooms. Not only are they dog friendly, but they are proactive about providing recommendations about having dogs on the beach. We didn't realize it would be possible to take him onto the beach (after or before 9-5), which blew our little dog's mind running around in the sand. And they provided sheets with a note in a cute little bag that asked us to cover either chair our dog might be lying around on, so the sheets could contain pet hair. Most other hosts wouldn't think of that, wouldn't word it as friendly/casually, and it would've been a REALLY SERIOUS warning. All around - professional, pleasant, customer-focused, with a sense of humor. Winning all around!

Condo rentals with a pool

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

Lovely 1 Bedroom condo with amazing ocean view

FrankRating, 5 stars8 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 favorite
Condo in Wells
4.96 out of 5 average rating, 27 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

BrianRating, 5 stars1 week ago
This was my first experience with AirB&B. I hope all my future bookings are as great an experience as this was. Only rating 5 stars cause there isn’t 6.
Superhost
Condo in Ogunquit
5 out of 5 average rating, 3 reviews

Ogunquit one bedroom walk to beach

MimiRating, 5 stars9 months ago
Great location and spacious one bedroom suite with hot tub! InnSeason Resorts is not in downtown Ogunquit but we walked there in about 20 minutes, which we didnt mind. Footbridge Beach is less than a 10 minute walk away. There are many restaurants, shops and markets close by mostly by car but also two restaurants right next to the resort! I didn’t expect such a spacious place. The bedroom is large with a king size bed and ensuite hot tub and sink (the bathroom has its own sink as well). The kitchen has everything one can possibly need with a one burner portable stove. Katy was super responsive and helpful. The staff at the resort are also wonderful and accommadating. I highly recommend this for couples and parents with one or two kids!
Guest favorite
Condo in Ogunquit
4.98 out of 5 average rating, 44 reviews

Lovely Seaglass Studio, Pool, Walk to Everything!

IanRating, 5 stars6 months ago
I booked this place because of reviews indicating the place was clean, spotless and I can confirm it was. It's right off of Highway 1, about 20-min walk from the town center. Thank you Denise for being a great host and for being very responsive and flexible.
Guest favorite
Condo in Wells
4.97 out of 5 average rating, 38 reviews

NEW Beachside Wells Beach Condo with Pool

MarilynRating, 5 stars2 days ago
The Wells Beach condo was very comfortable and clean. It was off season so it was pleasantly quiet. It is very close to a great beach with a long stretch to walk and great for swimming and sunbathing in the good weather. There was a pool right outside the condo door which would be super convenient in the warm weather. The condo is well maintained and the ability to walk across the street to the beach is a great benefit. Plus there are restaurants and shops close by,
Superhost
Condo in Wells
4.69 out of 5 average rating, 32 reviews

2 Bdrm condo with a pool 1/2 mile from beach

JessicaRating, 5 stars5 months ago
Kate & Kate’s place was fantastic. The location was perfect for both enjoying the beach and fall weather, and also doing some shopping nearby. There are restaurants very close by as well. It was very clean, the beds are extremely comfortable, and the little things really stood out here- many towels, washer and dryer, all the things you need for your stay are provided and so appreciated. Excellent place to stay!!
Superhost
Condo in Wells
4.71 out of 5 average rating, 7 reviews

Awesome get away spot in Wells!

ManuelaRating, 5 stars6 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.
Superhost
Condo in Wells
4.86 out of 5 average rating, 37 reviews

Drake's Island Beach Area Studio

EmilyRating, 5 stars7 months ago
This is my third year in a row staying at the Wells condo. It is has been amazing each year. The other residents are very welcoming and friendly, always waving and saying hi. So much to do and eat right on the main road, with a short distance to beaches. I will absolutely be back for a fourth year!

Quick stats about condo rentals in South Portland

  • Total rentals

    30 properties

  • Nightly prices starting at

    $50 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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