11 Best Airbnb Vacation Rentals In South Portland, Maine - Updated 2024

Ryan Joshua
Ryan Joshua 
Updated
| 4 min read

Home to around 25,000 citizens, the city of South Portland is the fourth largest city in Maine with plenty of amazing things to do. It is located just south of the city of Portland, where it got its name. It was first established in 1630 and became a city in 1895. Because of its location right beside the ocean, you will surely enjoy the sights of the waters, beaches, docks, and lighthouses. The city is also near Portland, where all exciting things in Maine can be found. If you’re planning a visit and looking for accommodations, you can find a variety of options, including weekly room rentals in Portland, Maine. Make sure to stay at the best Airbnb vacation rentals In South Portland, Maine, which are featured in this article.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 08, 2024.

1. Cozy accommodation in a 130-year-old building (from USD 90)

As you step inside this accommodation in a 130-year-old building, you’ll be greeted by a cozy dining area, a desk perfect for work or creativity, and a living room space that beckons you to sink into its plush leather lounge chairs. This thoughtfully designed studio also features a convenient kitchenette, a luxurious bathroom, and a dedicated workspace for those who need to get things done. With free driveway parking and amenities like WiFi, TV, and temperature control at your fingertips, you’ll have everything you need for a relaxing stay.

But that’s not all! This historic building has a fascinating past as a former grocery store, adding a touch of character to your experience. And the icing on the cake? The building is home to the Knitting Nook Cafe, where you can indulge in coffee, wine, and beer while browsing through knitting supplies.

Stayed at this property?
South Portland, Maine, United States
3.81 km (2.4 mi) from Portland Head Light
255 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the ground coffee and good quality shower products were greatly appreciated
Cleanliness:
clean and private facilities
exactly as advertised and very clean
very clean and the room smell great would stay here again
the place is clean and modern
excellent communication very clean very well cared for place
Host:
responsive hosts
hosts were responsive too
our hosts were wonderful checking in with us throughout our stay
hosts were very welcoming helpful and available
nicholas emily and james were very considerate hosts and did everything to make sure our stay went well
Location:
this was a great place and location
great place and great location nicholas was super nice
location is great in a quiet neighborhood with plenty of street parking
this is a lovely updated unit with close proximity to walking paths and many local attractions
the parking was pretty plentiful at the side of the location and seemed very safe
Read more reviews

2. Nice apartment in a quaint farmhouse (from USD 161)

Located just across the bridge to downtown Portland, this 1-bedroom apartment in South Portland, Maine is nestled in a quaint farmhouse that offers a very peaceful place for you to stay. The place offers a very cozy feeling during your stay. It comes with a kitchen that has everything you need to prepare your own meals while you’re in the city. Start the day right by having a hearty breakfast in their deck and front porch. It is just a walking distance to shopping areas, beaches, and walking paths.

Stayed at this property?
South Portland, Maine, United States
4.0 km (2.5 mi) from Portland Head Light
37 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the dining room included lovely fresh flowers and extra chairs
we were able to enjoy time on the deck and found all the accommodations comfortable for our stay
the apartment is spacious and clean with all the amenities you could ask for
flowers on the table wine waiting for us and sparkling clean
Cleanliness:
very clean and comfortable
awesome place clean and comfortable
sparkling clean and close to everything
nice place; spacious; clean; good location; good amenities
clean comfortable and close to all local sights
Host:
kim and ken are excellent hosts
kim and ken were fantastic hosts
additionally our hosts were extremely accommodating and responsive
kim was super responsive and helpful
a wonderful stay and wonderful hosts
Location:
the location of this apartment is absolutely perfect
this location is great the neighborhood is calm and charming while also being close to downtown
absolutely recommend this location and we will be returning wonderful experience for the price
great central location in south portland & very cute apartment with plenty of space for two people
Read more reviews

3. Lovely apartment at the hill top (from USD 97)

Located just a few minutes to Portland, local beaches, state parks, restaurants, boutiques, coffee shops, and other places of interest, this lovely apartment in the Meeting House Hill area of South Portland has everything you need during your stay. The place is perfect for couples, small families, and lone travelers. A double bed is in a nook next to the fully equipped kitchen, while a futon can be found in the living room.

Stayed at this property?
South Portland, Maine, United States
2.91 km (1.9 mi) from Portland Head Light
210 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 4 Guests 0 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
very comfortable apartment with all the amenities
great amenities; wifi snacks seltzer cable and hbo perfect location and cozy
space was clean and comfortable and had all the amenities for an easy week-long stay
nice 1 bedroom w/ kitchen bath and living room
Cleanliness:
clean and homey
her apartment was clean and welcoming
the place was well-maintanence and clean
spotless pest free studio apt
the apartment was very clean and full of personal touches that made it homey and comfy
Host:
vickie was kind and gracious
vickie was extremely quick with responses and was very helpful
vickie is a fantastic host
vickie is a friendly and hospitable host
vicki's advice on local places to visit is very helpful and she was very quick with communications
Location:
great location just a quick 10 min drive from downtown portland
the location is perfect for heading into downtown portland
the location is great and the accommodation is great
it is a perfect location to see the greater portland area
vicki's place is awesome great location and private area
Read more reviews

4. Quaint yet modern New England home (from USD 249)

Located at the very posh Knightville district in South Portland, this old New England Home has undergone several modern upgrades for a very exciting stay while you’re in the city. Enjoy all the conveniences of the whole house that has three bedrooms and two bathrooms to accommodate up to six guests. It is perfect for renting out by large families or groups of friends. The Old Port, Casco Bay, Greenbelt and the best restaurants are just a few steps away from the home. There’s also a deck off of your bedroom for you to sip your coffee as you wake up in the morning.

Stayed at this property?
South Portland, Maine, United States
4.05 km (2.6 mi) from Portland Head Light
98 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
she had wifi (which made the kids happy) and a folder full of information that was very useful
lots of comfortable places to sit and relax
super comfortable with everything you need to have a lovely sopo experience
we had a wonderful experience the house had plenty of room for 5 of us
the kitchen was a good size and worked well for our family breakfasts
Cleanliness:
very clean well stocked and convenient
it was clean and had everything we needed
besides that the house was very clean comfortable and conveniently located
the house was very clean and made for a pleasant retreat when we needed some down time
alyssa made sure everything was clean and all sorts of things were available (like beach towels and chairs)
Host:
alyssa was a great host and very accommodating
alyssa is a great host she took care of all the details from the first moment
alyssa was very accommodating allowing us to check in early and very responsive to all of my questions
alyssa was a great host and very communicative
alyssa was very helpful and made sure we had what we would need for our stay
Location:
the location was ideal for us
location location location this was the perfect location
the location was absolutely perfect
amazing house in an amazing location
great house in a great location
Read more reviews

5. Comfy and cozy bungalow from the 1930s (from USD 130)

You will surely feel like you’re at home in this comfy and cozy bungalow from the 1930s. Start your day right by having breakfast in their deck and play in their large back yard. This bed and breakfast home in Portland, Maine offers great amenities such as parking, a grill, cable TV, Wi-Fi, a stereo system, and lawn games. The three bedrooms contain two queen beds, a pull-out couch, and a full futon to sleep up to eight guests. It is also located right near South Portland’s best attractions, shops, restaurants, and markets.

Stayed at this property?
South Portland, Maine, United States
3.52 km (2.2 mi) from Portland Head Light
133 reviews   Wifi Available
ENTIRE HOME 4 Beds 8 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the pull-out couch bed was not great but the rest of it was good
private rooms with large communal space very clean
there were 8 of us that stayed and the amount of room we had was perfect
the house was very clean and comfortable and offered all of the necessary amenities plus more
it's very comfortable his furnishings have charm and it's a mere 10-minute drive (if that) to downtown portland
Cleanliness:
rooms were clean and tidy
the house is clean organized and comfortable
the house was beautiful clean and comfortable
the house was adorable and very clean and organized
ben’s place was very clean and spacious
Host:
ben was a great host
ben is a great host
ben was a great host and has a lovely home
thank you ben for being such a great host
ben was a great host and very helpful
Location:
great location and comfortable house
for us the location was perfect
the nearby public park is a wonderful picnic location
ben's place is in a great location
i highly recommend this location
Read more reviews

6. Chic apartment in Ocean Street

Stay right at the heart of South Portland in this one-bedroom apartment that can sleep up to four people. It is located at Knightville, South Portland’s bustling downtown district. It is just a few steps away from everything you need, like grocery stores, restaurants, shops, and tourist spots. The apartment features a spacious room with a sleeping nook, a private bedroom, and full bathroom. It also has a kitchen that comes with a full-sized stainless steel refrigerator, a deep stainless sink, and a four burner gas range.

Stayed at this property?
South Portland, Maine, United States
4.17 km (2.6 mi) from Portland Head Light
167 reviews   Wifi Available
ENTIRE RENTAL UNIT 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
beautiful apartment with lots of amenities
the apartment is honestly much nicer than the photos and in a very quirky house
all the amenities you need in an apartment with some additional touches that made it a wonderful stay
Cleanliness:
clean cozy and the communication was above par
very nice and clean apartment
the apartment was very clean and the beds are very comfortable
the apartment was clean and comfortable
it was super clean spacious and nicely decorated
Host:
also very helpful hosts
kiley and sam were very responsive to any questions
they also have very helpful recommendations and resources
kiley and sam were so responsive to questions
they are more than pet friendly and my pup enjoyed snacking on treats provided
Location:
cute space great location
this location is primo if you like to walk which we do
great place close to everything
this place and location were great stylish digs
great space in a great location
Read more reviews

7. Quiet apartment with stunning mountain views

Enjoy a very peaceful stay in South Portland in this quiet two-bedroom unit. It offers spectacular views of Mt. Washington and is also just a few miles away from the old port and the best beaches. There’s two queen-sized beds, cable TV, Wi-Fi access, full kitchen, laundry facilities, office desk and parking slots for two that you can enjoy in this unit.

Stayed at this property?
South Portland, Maine, United States
4.59 km (2.9 mi) from Portland Head Light
40 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
a few minor things we would have liked in the space but overall a really comfortable stay
jacob was very responsive and helpful and we had a very comfortable stay
Cleanliness:
extremely clean and comfortable beds
place was clean and accessible
super spacious clean and easy
his space was clean and well kept
clean well stocked very responsive and accommodating host
Host:
jacob was a great host
the host was extremely helpful and easy to work with
right from the start jacob was responsive when we had any questions
fabulous quick communication from the owner
jacob is super helpful and accommodating
Location:
it is the perfect location
good value close to downtown portland
a great location if you have a car or bike for a short ride into town
great location spacious apartment and absolutely darling
a good location close to portland and beaches
Read more reviews

8. Convenient apartment near to everything

This single-bedroom apartment right at the heart of South Portland offers a very accessible location to every sight and attraction in the city. It is just minutes to the lighthouses and beaches. The apartment comes with a large fenced backyard, comfy beds, private entrance, fast Wi-Fi, laundry facilities, and cable TV.

Stayed at this property?
South Portland, Maine, United States
4.1 km (2.6 mi) from Portland Head Light
291 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we enjoyed the coffee and air conditioning
the most comfortable mattress i ever slept on
they really took good care of us we were comfortable sleeping and dining in our kitchenette
the space is huge and very cozy
the bed is incredibly comfortable and there is a good book selection in the living room
Cleanliness:
very clean and well maintained
everything was clean and comfortable
clean comfortable and hospitable
the apartment was very clean and was described well in the description
the space was great incredibly convenient hospitable clean the communication was great
Host:
peter and sabrina were excellent hosts
peter and sabrina were wonderful hosts
peter and sabrina were wonderful hosts
they were very kind and made us feel super welcome
they were communicative and kind throughout our stay
Location:
great location and close proximity to central portland
great location and only a few minutes from downtown portland
great location less than 10 minutes from downtown portland
good location easy access to downtown portland via uber
the location is great- easy to find and close to so much (so many great local restaurants )
Read more reviews

9. The Beverly Place

The Beverly Place is a very charming apartment that is located just a few miles away from Wilard Beach and downtown Portland. It features a well-lit open concept design with its own private entrance, parking for two cars, and all of the amenities you need for an amazing stay in Maine. Aside from the basic amenities, you are also invited to use their bikes, locking shed, beach chairs, games and patio space.

Stayed at this property?
South Portland, Maine, United States
3.07 km (2.0 mi) from Portland Head Light
61 reviews  
Entire apartment 2 Beds 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
with a fully equipped kitchen one could enjoy an extended stay here
connor and amanda's rental was beautiful everything was easily accessible from the apartment including beaches breweries and downtown portland
the bed is particularly comfortable -- i had the best sleep
bed was super comfortable
had a full kitchen and very comfortable bed
Cleanliness:
place was very clean and well kept
space was very clean and bed was comfortable
the apartment was very clean and perfect for a couple
the apartment was beautifully decorated and exceptionally clean
it is clean and well stocked with all the essentials
Host:
hosts were very welcoming
great recommendations from the host for activities and restaurants
the hosts provided great recommendations in a welcome binder
very hospitable hosts thanks again
and the many recommendations offered by connor and amanda were so helpful
Location:
many attractions close by close to downtown
a basement apartment in a great location
great place in a great location
location was very nice and the perfect distance to alot of fun things
great location with easy access to downtown many restaurants and the highways
Read more reviews

10. Charming apartment with spectacular views

This charming one-bedroom apartment in South Portland is just a five-minute drive away from downtown Portland. Get access to amazing views of the Portland skyline from the comforts of your living room and bedroom. The apartment comes with basic amenities such as air conditioning, cable TV, laundry facilities, and Wi-Fi access. You can also cook your own meals in their kitchen fully equipped with cooking utensils, microwave, refrigerator and coffee maker.

Stayed at this property?
South Portland, Maine, United States
3.37 km (2.1 mi) from Portland Head Light
200 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the wifi signal was strong and dependable
a very comfortable bed and all the expected amenities made the room a home away from home
good amenities very clean and comfortable furnishings
this place was comfortable and has s full kitchen and all the amenities
great kitchen amenities for preparing picnic lunches to the nearby beaches
Cleanliness:
very clean and very cute
clean place with helpful tips on what to do locally
what a perfect little apartment it was convenient clean and comfortable
we had a lovely stay at ken and moya's their place was clean well stocked and comfortable
it was clean quiet and a great nights sleep-will definitely be staying again
Host:
moya was very kind
hosts very responsive
ken and moya were wonderful hosts
ken and moya are great hosts
the owners are responsive and friendly
Location:
the location was great
great location 5 minute drive to state theater
nice little apartment close to portland
great location perfect for couples
super close to anything you need
Read more reviews

11. Amazing homey cottage

You will surely feel at home when you get to stay at this amazing homey cottage in South Portland. The cottage offers a very accessible location to Maine’s best attractions such as the Portland Headlight, Fort Williams, Freeport, Peaks and Cushing Islands. Some of South Portland’s best walking trails are just outside the cottage. You get to enjoy the whole home, including the laundry area in the basement. Enjoy your stay with their 50-inch smart TV, Wi-Fi access, comfy new beds, and linen. There’s also a fully-equipped kitchen for you to easily prepare homecooked meals.

Stayed at this property?
South Portland, Maine, United States
3.17 km (2.0 mi) from Portland Head Light
115 reviews  
Entire house 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the beds were super comfortable
the beds were very comfortable
beds and bedding were so comfortable
the beds were more comfortable than high end hotels that i have stayed at
beds were very comfortable
Cleanliness:
as advertised clean and cozy house
everything was very clean too
very clean and well-stocked
clean warn and tidy
it was clean tidy and comfortable
Host:
john was helpful with any questions we had
john and milly were great hosts
john is a great host and has a wonderful home
the owner was so easy to communicate with
john is a thoughtful host
Location:
great location on quiet residential street
great location; walking distance to some things and a quick drive to downtown portland
there's even a waterside bike path to a lovely park nearby
john's place is in a great location close to down town and 10/15 minutes to the airport
it is very close to everything and has excellent restaurants and grocery store close by
Read more reviews

Enjoy the ocean views at South Portland

South Portland is indeed the best place to visit if you’re a fan of the beaches, the sea, and everything quaint and simple, especially if you’re looking for a beach house in South Portland, Maine. Enjoy your stay in South Portland by staying at these great Airbnb vacation rentals in the city, or you can opt to stay in a Vrbo vacation rental.

Frequently asked questions about Airbnb vacation rentals In South Portland, Maine


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Ryan is a Computer Engineer with a heart for traveling and writing. Born in Pasay City, Philippines, and raised in Melbourne, Australia, he is now based in the Philippines' City of Smiles, Bacolod...Read more

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