
Condo vacation rentals in South Portland
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Top-rated condo rentals in South Portland
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Popular amenities for South Portland condo rentals
Weekly condo rentals

Endless Direct Beachfront Views! 2 Oversized Decks
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.

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

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

Top Of The Line Stay!
Our stay was absolutely fantastic! The place was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The host was incredibly responsive and thoughtful, even in the snow storm he made sure we were able to travel in and out of the home. The location was perfect—close to everything yet peaceful. We couldn’t have asked for a better experience and would love to stay again. Highly recommend!

The Brunswick
I try to sneak away every March for a night at the ocean. I absolutely love staying here. This is a great place to stay if you want to be right on the beach.

Large 3 Bedroom - Steps to the Beach!
Very nice place, neighbors upstairs were a bit noisy but overall we had a great weekend!

Downtown Old Orchard beach 1 bedroom
Amazing location. Very close to the beach. Perfect room! We enjoyed our stay at Mary’s place!

Drake's Island Beach Area Studio
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!
Pet-friendly condo rentals

Romantic apt:West End +parking
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.

Ground floor 2 bed condo 1 block to Willard beach!
We enjoyed staying at this place for three comfortable nights. Scratch bakery across the street is a must!

Charming 2-Bedroom Back Cove Retreat
Julia’s place is very pleasant, comfortable clean and quiet, and we enjoyed our stay. She was very communicative and responsive to our questions. A couple of very small inconveniences: The small bedroom could use a bedside lamp; also, there were no coffee “pods” for the Keurig coffee maker, and there was no other coffee maker for our ground coffee.

Pet-friendly brewery lovers dream w/fenced yard
Really nice place, great location. The yard is a nice bonus. We had issues upon arrival and the hosts do take a bit to respond. But they were very helpful in resolving everything, so no complaints. Great stay overall. The bed and bedroom is very small but we made it work!

Portland 1 Bedroom Condo in the Arts District.
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.

WalkEvrywhere | KingBed | FreePrkng | DogsOK | ModernCondo
Nick and Kayla’s place was exactly as pictured .Very clean, well stocked kitchen, comfy beds and furniture. Location was great within walking distance of fantastic restaurants and shops. Kayla was an excellent communicator and answered any of our questions very quickly. It was great to have secure parking only a short walk away. We had a great stay and would love to return to stay at Nick and Kayla’s

New 2BR 2King beds Private Apt Downtown Brunswick
The apartment is ideal if you are attending functions at Bowdoin. Easy to walk to and or a very quick drive. The best part is how close you are to the main street in Brunswick that offers wonderful shops and lots of nice restaurants. Plenty of parking, the apartment is very quiet.

Cozy Contemporary River's Edge Retreat
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!!
Condo rentals with a pool

Lovely 1 Bedroom condo with amazing ocean view
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!

Cozy Beach Condo in Wells - Hot Tub & Pool!
Kathleen was so kind to let us spend our weekend at her air bnb. Very clean very tidy. She even wrote a sweet note and left us some chocolates. Immediately felt at home when we settled in. Couldn’t have had a better valentine’s day weekend than at Kathleen’s air bnb.

Ogunquit one bedroom walk to beach
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!

Lovely Seaglass Studio, Pool, Walk to Everything!
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.

NEW Beachside Wells Beach Condo with Pool
The location was perfect and just as described. Just a 2 min walk to the beach. Close to restaurants and other sites. Charming condo and perfect for 2 people looking for a little time away from it all. Highly recommend this location

Starfish Condo Wells Beach
Danielle was an excellent host. super responsive, and flexible when we needed it ! the rental is lovely and was a joy to stay in. the area was quiet and private 😁

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

Awesome get away spot in Wells!
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.
Quick stats about condo rentals in South Portland
Total rentals
40 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
4.3K 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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- Wells Beach
- Ogunquit Playhouse
- Long Beach
- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- King Pine Ski Area
- Purity Spring Resort
- Ferry Beach
- Popham Beach State Park
- Portland Country Club
- Wentworth by the Sea Country Club
- Pease Golf Course
- Odiorne Point State Park
- PowderHouse Hill
- Ledges Golf Club
- Strawbery Banke Museum
- Powderhouse Hill Ski Area
- Seapoint Beach
- Crescent Beach
- York Golf & Tennis Club
- Lake Winnipesaukee Golf Club
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