Top 10 Short-Term Rentals In Portland, Maine - Updated 2024

Joyce Anne
Joyce Anne 
Updated
| 5 min read

Portland is known as Maines’ largest city. Called ‘Machigonne’ by the indigenous tribes, the region has seen many conflicts over the years. From the first settlers to today’s residents, the district of Old Port has always been this city’s lifeline. Visitors flock to the vibrant Commercial Street, where historic sites, leisure establishments, and shopping centers can be found. Bring your family and enjoy a day filled with art and excitement as you visit Portland Museum of Art and Children’s Museum & Theatre of Maine. Of course, traveling here wouldn’t be complete without exploring Casco Bay’s Calendar Islands and Great Diamond Island.

Now that you have got a glimpse of what to expect in Portland, it’s time to find the best accommodation for your week-long trip to the city. Scroll down to read our list of top short-term rentals in Portland, Maine.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.

1. Chic rental with landscaped backyard (from USD 250)

This home boasts light and comfortable vibes. You’ll love the private courtyard, welcoming living room, and fully furnished kitchen in this house. The landscaped yard features a seating area and dining arrangement - the perfect spot for some quiet time or an alfresco meal.

The recently refurbished house is very close to the beach. After a full day of activity, you can rest on the snug, queen-size bed in the cozy bedroom. Guests are to book this place for at least five nights. Extend your stay for a few more days to get the 10% weekly discount.

Stayed at this property?
Portland, Maine, United States
735 meters (0.5 ft) from Portland Museum of Art
91 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bed/bedroom was amazingly comfortable
i highly recommend lori’s apartment in the west end
it was super comfortable and i worked remotely with no issues whatsoever
Cleanliness:
very clean and comfy bed
the apartment was clean and spacious
clark street apartment was very clean and well appointed
the apartment itself was extremely clean modern and well-kept with great appliances
the place was clean and welcoming upon arrival
Host:
lorie is a great host
lorie was such a wonderful host
lorie is such a wonderful host
the owner is very nice and responsive
lorie the host was very helpful and great at communicating
Location:
easy walking distance to town
the location was perfect
good walking location in a beautiful neighborhood
easy walking distance to restaurants and the downtown
the location is pretty perfect
Read more reviews

2. Cozy studio for two (from USD 212)

Despite being remodeled with modern amenities, this property maintains its unique vintage charm through a mix of old-school and modern furnishings. The high ceilings and white walls of this studio unit give it a spacious feel.

If you’re looking for relaxation, spend your day watching your favorite Netflix show in the living area with your partner. If you want to make it extra special, you may organize a romantic date in the outdoor garden. Staying here for more than seven days guarantees a weekly discount on the total fee.

Stayed at this property?
Portland, Maine, United States
652 meters (0.5 ft) from Portland Museum of Art
161 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bed is very comfortable the ground is cement and cold so bring your slippers
everything about alice’s place was perfect down to the beautiful comfy bed and nice linens
Cleanliness:
the space is clean and as-advertised
the space was adorable and very clean
the decor is adorable and it was immaculately clean
best hosts every very clean and well stocked apartment with a great garden area
the basement is clean and she thinks of everything you could need or want
Host:
excellent hosts and excellent place
this place is outstanding and the hosts were kind and incredibly hospitable
alice and her family were such charming hosts and left us great recommendations to check out
beautiful stay with fantastic hosts who were super responsive and accommodating
we met one of the hosts in passing & he was nice and friendly
Location:
centrally located in portland’s popular streets with so many great places within walking distance
great location for walking we would definitely come back
great location and very nice space
so many great restaurants within a 5 minute walk and anything downtown is 15-20 minutes walking away
it's located in a very quiet friendly neighborhood
Read more reviews

3. Newly renovated, eco-friendly home (from USD 289)

This house located near the city center has been standing since the 1800s. With its warm, wooden floors and exposed brick walls, the interior exudes cheerful, rustic vibes. After your city trip, throw yourself on the comfy sofa bed in the living area. Whenever you feel hungry, you can easily get supplies at the nearby grocery and prepare your meal in the kitchen.

Additionally, guests may rest on the private patio or in the shared backyard. The whole property is powered using solar panels and there’s a steady supply of filtered water. Thus, it ensures guests’ safety while taking eco-friendly measures. Take note that there’s a two-night minimum stay policy. Stay for at least one week to avail yourself of a 10% discount.

Stayed at this property?
Portland, Maine, United States
1.03 km (0.7 mi) from Portland Museum of Art
88 reviews   Wifi Available
ENTIRE HOME 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
it is a beautiful thoughtfully designed space but also very comfortable and cozy
the space is cozy and well-equipped and we liked being on a quiet street
we were comfortable as a party of 3 adults - a senior couple with one adult child
Cleanliness:
very clean cool space
clean cozy and comfortable
spotless which was so important during the pandemic
clean and great location
clean comfortable and accessible to some great areas of portland
Host:
keith & lauren were the perfect hosts for us
hosts were friendly and accommodating
our hosts were immediately responsive to our minor questions
hosts were friendly and very helpful
hosts are super nice and responsive
Location:
favorite location in portland close to everything
loved the location and the neighborhood
wonderful and charming location that's within walking distance of the downtown area
great location quick drive and easy parking
great place in a great location
Read more reviews

4. Family-friendly home with beach access (from USD 900)

This spacious house can be the home away from home that you’re looking for. You can easily access the beach from here, but if you don’t feel like being outdoors, playing board games or watching TV with your loved ones will keep you entertained. Moreover, the living room features a sofa bed, which you can pull out when sleeping hours tick in.

Relaxing on the front porch with a comfy sofa is a great way to spend the warm days. For more family activities, you may set up a picnic or a barbeque night in the spacious backyard. This rental has to be booked for at least two nights. Booking this place for seven days or more will give you a 10% weekly discount.

Stayed at this property?
Portland, Maine, United States
1.47 km (1.0 mi) from Portland Museum of Art
39 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
ryan’s home was excellent it was cozy inviting and had all the amenities we could want
Cleanliness:
everything was clean and well organized too
the house was very clean and is in a fantastic location
place was clean good outdoor space and comfortable
Host:
ryan was a great host
used ryan’s airbnb for a bachelor party i was hosting
ryan is very friendly and responsive an excellent host
as a host his house rules were very simple easygoing and relied on a mutual respect
you cannot beat the location and ryan was a great host answering all questions immediately
Location:
the location is ideal and allowed us to walk to all the best spots in portland
ryan’s home was comfortable and situated in a very good location
ryan's place was perfect for our trip
great space and location very convenient to breweries and downtown
great location host yard for doggies and neighborhood
Read more reviews

5. Luxurious accommodation with shared pool (from USD 325)

Besides being within walking distance of the beach, this luxury apartment features a shared pool in the backyard along with a hot tub. You may also rest on the spacious balcony while sipping your afternoon tea. This spot is perfect for enjoying stunning ocean views.

Additionally, guests who need to work remotely may take advantage of the designated workspace in the master bedroom. It also provides WiFi and air-conditioning for extra convenience. Plus, you’ll receive an attractive weekly discount if you stay here for seven days or more.

Stayed at this property?
Portland, Maine, United States
2.13 km (1.4 mi) from Portland Museum of Art
75 reviews   Superhost Wifi Available
Entire guest suite 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the deck was great overlooking the water and the pool and the hot tub were a bonus
great host beautiful place amazing location and amenities pool hot tub totally delightful
Cleanliness:
great place super clean and nice
the apartment is clean and decorated nicely
the house was awesome - extremely clean and cozy
the place was clean
it was very comfortable clean and charmingly furnished
Host:
gorgeous home lovely and responsive host
heather is extremely responsive and a fantastic host
i had to bug her a lot for things and she was always kind
a great place to stay with a warm and gracious host
Location:
the location was good since we could walk to restaurants on washington street
location is epic best airbnb in portland me
heather's home and location was picturesque and a perfect distance from everything portland has to offer
great overall stay the place is wonderfully located and heather is so helpful
the location is fantastic and allowed us to walk all around portland
Read more reviews

6. Cozy apartment with two bedrooms (from USD 210)

This cozy Victorian-style home is located near Old Port. The apartment features two bedrooms, a living area, and a bathroom. The kitchen is equipped with basic cooking utensils, so preparing your meals wouldn’t be a problem.

The spacious bedrooms come with comfy, queen-size beds. Students and corporate travelers will find this rental convenient as there’s a workspace in the master bedroom. The host offers great discounts for week-long stays.

Stayed at this property?
Portland, Maine, United States
1.75 km (1.1 mi) from Portland Museum of Art
128 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the natural light and comfortable beds were welcomed
a/c worked great despite it being record high temps outside
a/c window unit was great for our summer visit and the light from the windows was wonderful
the apartment space was roomy and comfortable
the accommodations were exceptional we loved the natural light and warm feeling of the apartment
Cleanliness:
very clean and comfortable
very clean and meet place
everything was very clean and the place was so comfortable
bright clean quiet updated loved this space
what a great stay very clean place and easy to find
Host:
the host was very responsive
our host was also very proactive and communicative -- and she accommodated a few of our special requests
taylor is a fantastic host and we were so pleased to get the chance to stay at her home
Location:
great location and fantastic value
perfect location and lovely place
great location charming place to stay
the location is good and a quick drive to old port
the location was perfect for less than a five minute drive to downtown portland
Read more reviews

7. Well-lit suite with private entrance (from USD 257)

This well-lit suite is adjacent to the main property, but you can be assured of privacy thanks to the separate entrance to the unit. There are several stores within walking distance, so you can get groceries whenever you need them. The well-equipped kitchen makes cooking a breeze.

If you have pending assignments to submit, the workstation positioned in front of a window is at your disposal. You may book this property for a week or more to get a 10% discount.

Stayed at this property?
Portland, Maine, United States
480 meters (0.3 ft) from Portland Museum of Art
191 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
apartment was decorated with style and was comfortable
the bed was super comfortable (bless a good night's sleep; esp
Cleanliness:
easy communication; sparkling clean; thoughtful touches
very clean and stylish private apartment
great space clean bright environment
beautiful charming and very clean portland home with character
a clean and cozy space to stay while in portland maine
Host:
host was very responsive
the hosts were also very nice and welcoming
very easy going and communicative host most attractions in portland were easily walkable
erin was an awesome host very friendly and helpful with check in parking and local bar/restaurant recommendations
erin was very responsive to all inquiries and provided clear directions and helpful advice
Location:
great location within walking distance to stores restaurants attractions
great location and very cosy apartment
really sweet apt close to downtown
beautiful quiet little home located in a great neighborhood
this place is so cute and in a great area
Read more reviews

8. The Brew House (from USD 150)

This 900-sq. ft. (83-sqm) apartment is spacious enough for two guests. Once you step inside the loft, the open-plan living and dining area welcomes you. Inside, you’ll find a sunlit bedroom with a cozy, queen-size bed.

Breathe in the fresh air on the shared patio. This space features loungers as well as a firepit. Book this property for seven days or more, and you can enjoy a weekly discount.

Stayed at this property?
Portland, Maine, United States
1.81 km (1.2 mi) from Portland Museum of Art
105 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
clean convenient and comfortable
this place was awesome extremely clean
the space is very private with your own entrance clean and super spacious
Host:
jeff was a great host check in/out very easy
jeff was very responsive
Location:
located in a very walkable location easy to get around
great location for a brew hop and beautiful airbnb
this is a really lovely flat in a terrific location
awesome spot right near all the breweries and easy walk to downtown
also some of portlands best breweries are just a few minute walk away
Read more reviews

9. Spacious unit at posh neighborhood (from USD 155)

This elegant suite features two bedrooms with queen-size beds and pull-out couches that can serve as comfy beds every night. You’ll also have access to a private bathroom and equipped kitchenette, so make yourself feel at home.

During your leisure, relax on the furnished back deck and enjoy the serene surroundings. Take note that there’s a three-night minimum stay policy here. To unlock the weekly discount, opt to stay for seven days or more.

Stayed at this property?
Portland, Maine, United States
2.86 km (1.8 mi) from Portland Museum of Art
138 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 5 Beds 7 Guests 2 Bedrooms 1 Bathroom

Accommodates: 7

Top guest reviews
Amenities & Room:
beds were comfy and we had everything we needed and more to be comfortable
there was plenty of space for us too it felt very comfortable and homey
the space itself was huge and very comfortable
quite comfortable and definitely would stay there again
fantastic in town on business apt was just what the dr ordered much better than a hotel
Cleanliness:
very clean and lots of personal touches
the first thing we noticed was that everything was extremely clean
everything you could possibly need and super clean
great location very clean and just as described
beautiful and clean furnishings
Host:
bill was a wonderfully responsive and informative host
bills place was fantastic and he was a wonderful host
he was super friendly and responsive when we had questions - we will definitely be back
we had the pleasure of meeting bill during our visit and he was very polite welcoming and friendly
best of all was bill - super friendly responsive helpful and communicative
Location:
great location and close to everything
the location was perfect
this was a great spot close to downtown and super convenient location
this is a perfect location to explore portland
location is great and very convenient just a short drive downtown or a $9 uber ride
Read more reviews

10. Elegantly furnished condo with garden (from USD 350)

This sunny rental is conveniently located near a number of restaurants, gardens, and shops. There’s a separate entrance for this unit, so no need to be concerned about privacy.

You can start the day by making a healthy breakfast in the well-equipped kitchen. Make use of the coffee maker to brew your beverage. After that, you may lounge in the spacious living room or head to the front porch to admire the garden. This property requires a minimum three-day stay. However, you can get a discount if you book the condo for at least one week.

Stayed at this property?
Portland, Maine, United States
2.58 km (1.7 mi) from Portland Museum of Art
69 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the place was wonderful spacious and the two bathrooms come in handy if you have multiple people
worked out great for two couples to stay with apartment having two bedrooms and two bathrooms
Cleanliness:
condo was clean spacious and comfortable
very clean spacious and exactly as described
it was very clean check in and out was easy
the apartment is very bright clean and comfortable
it is clean safe homey and just wonderful
Host:
margaret was a great host very receptive if we had questions or needs
margaret was a lovely host and communication was excellent to ensure our group had the best time
Location:
great location and very sunny
the unit is located in a quiet and pretty neighborhood
margaret's place is located in a charming quiet neighborhood
this is a lovely place nice neighborhood and a lot of places to dine within walking distance
also there is a nice running path by the water about 1/2 mile from her place
Read more reviews

Have a lovely stay at Portland

Get away from work and enjoy a short vacation in Portland. Whether you want to visit the coastline, relax at the beach, or explore the city’s nightlife scene, there are plenty of things to do. If you’re still undecided about accommodation, book one of these short-term rentals in Portland, Maine, and enjoy a great vacation experience.

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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Joyce, an introvert, anime enthusiast, and cat person, dedicates her spare time to activities such as drawing and painting that align with her passions. She also has past experience as editorial...Read more

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