Portland is one of Maine’s best holiday destinations, especially among beach lovers. One of its most beautiful attractions is Eastern Promenade, a 27.5-ha (68.0-ac) waterfront park. It features many trails you can explore while enjoying the picturesque views and fresh air. Additionally, if you love the arts, ensure you include Portland Museum of Art in your itinerary. Old Port, a former seaport that is now one of the city’s vibrant neighborhoods, is a hot spot for dining and shopping. If you are on a long-term vacation or business trip and looking for a budgeted stay, you may look out for monthly rentals. Read on and choose from this list of the best monthly 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 long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. House with a picnic area (from USD 267)
This house offers 88.2 sq. m (950.0 sq. ft) of living space, accommodating small families or groups. If you rent it for 30 nights or so, you can get significant discounts.
Casco Bay Lines Ferry Terminal and the beach are only a short walk away, so you can go out and enjoy the ocean breeze anytime. Nevertheless, you can always unwind on the rear deck. The rear deck also leads to a yard with a picnic table and barbecue facilities, so feel free to have cookouts with your loved ones.
Top guest reviews
Amenities & Room:
great coffee and breakfast at the local cafeCleanliness:
the house was very clean and perfect sizeHost:
owners are wonderfully responsive and kindowners had helpful hints and responded to all our questionsthe owners have done a wonderful job and have made a charming maine get awaygary and joanie were wonderful hosts and it was always nice to see them with rowdy their dogRead more reviewsLocation:
it was close to town and to the best beachthe house was absolutely perfect such a great location and totally pristinegreat location we stayed a whole week and it was perfectwe had a great stay at chill on the rock the location is perfectly located to enjoy the islandthe layout is perfect and the location could not be better
2. Light-filled house with a rear courtyard (from USD 249)
Initially built in the late 19th century, this light-filled house was renovated thoroughly to welcome guests with modern comfort. You can get 10% off if you book it for monthly stays.
Featuring 87.8 sq. m (946.0 sq. ft) of living space, this rental is suitable for small families on vacation. The fully functional kitchen makes it easy for you to cook your own food. In addition to the kitchen, the rear courtyard has a barbecue grill. Moreover, a washer and dryer is available as well so you can do your laundry anytime.
Top guest reviews
Cleanliness:
house was clean and well maintainedi’m rate this rental very clean has everything you needwe had a great time on peaks the house was clean and well appointed would highly recommendHost:
lorna was a great hostRead more reviewsLocation:
this was a great place to relax sit outdoors bike into town explore the islandi’m a long-time renter on peaks island and this place is hands down my favorite
3. Sophisticated cottage with an outdoor hot tub (from USD 594)
This sophisticated cottage is ideal for large families on an extended holiday and provides 130.0 sq. m (1,400.0 sq. ft) of living space. You can enjoy a 5% discount when you book it for at least 30 nights.
With the four decks, you have plenty of outdoor space to unwind and enjoy scenic views. You may also relax by soaking in the outdoor hot tub or indoor whirlpool. If it is too cold at night, you can hang out by the fireplace with your family.
Top guest reviews
Cleanliness:
house is beautiful and cleanthere was plenty of space for everyone and it was clean and invitingHost:
she was a great host our experience was excellent for our first time to the islandthe island was fun to explore and the people friendlyperfect home location and hostshe also provided a google doc with a lot of helpful and informative informationlaura was wonderful at accommodating an early check-in and late check-out and was very responsive throughout the stayRead more reviewsLocation:
great location- could walk to ferry and restaurants in townbeautiful home in great location laura could not have been more responsive to my questions throughout the weekend
4. Apartment with a well-equipped eat-in kitchen (from USD 316)
Do you plan to stay in Portland for at least a month? This apartment with 111.4 sq. m (1,200.0 sq. ft) of living space is perfect for you. When you rent it for at least 30 nights, you are entitled to a 15% discount.
Feel free to use the well-equipped eat-in kitchen whenever you want to prepare home-cooked meals. Alternatively, you may visit any of the nearby famous restaurants for some scrumptious food. Many attractions, such as East End Beach and Monument Square, are also within about a 3.2 km (2.0 mi) radius.
Top guest reviews
Amenities & Room:
big plus was the large screen smart tv for streamingthe family room was great to relax and enjoyed the natural lightthe rooms were perfect sizes for our groupCleanliness:
it was very clean and had everything we needed for our staythe bathroom tub could use some love and a scrub but otherwise the apartment was clean and functionalHost:
the owner was most gracious as wellpluses: the unit itself is very spacious; the owner is attentive; good locationthe owner was very responsive when i reached out and was very helpfulRead more reviewsLocation:
the location is just a few minutes walk to the beautiful promenadegreat location in portland and very walkablethe apartment is also walking distance to some yummy restaurants and a quick drive to downtown portlandwe loved being so close to a playground (stellar btw) for our 2 year old and the beach
5. Chic apartment with a private deck (from USD 97)
This chic apartment is available for long-term bookings. You can even get a 20% discount if you rent it for 30 nights. Ideal for couples or small groups, this property has 51.1 sq. m (550.0 sq. ft) of living space. The downtown area and Old Port are only roughly a 15-minute walk away, so you can easily visit coffee shops and restaurants anytime. After an exhausting day, you may chill on the private deck or living room with a book.
Top guest reviews
Amenities & Room:
apartment was a nicely furnished third floor apartment with a kitchenetteCleanliness:
clean and safe part of townsuper clean apartment great communication with jennifer and zero issues or complaints would stay here againlocation was extremely convenient and the place was clean and extremely accommodatingapartment was super cute and cleanvery clean set up perfectly the owner left great info for local spots to visitHost:
our hosts have clearly lived here and answer any questions you might have with well placed yet discrete signsRead more reviewsLocation:
great location easy walk to downtownnice place great location quiet neighborhoodadorable space in a great locationwe loved the little apartment great location-very walkable to the promgreat way to experience central portland in a traditional home/apartment
6. West End Retreat (from USD 534)
Whether you are visiting Portland for business or leisure, you can easily feel at home in this charming townhome with 222.9 sq. m (2,400.0 sq. ft) of living space. You are entitled to a huge discount when you book it for at least a month.
Inspired by classic New England architecture and Greek revival style, this rental features high ceilings, massive windows, and traditional red bricks. Many points of interest, such as the Portland Museum of Art and Monument Square, are only within a 1.2 km (0.8 mi) radius.
Top guest reviews
Amenities & Room:
tv music bedding linens kitchen—all perfectCleanliness:
each room is spacious clean and impeccably appointedvery clean all around and would recommend to anyone spending an extended long weekend or more in portlandHost:
great communication with the owner was also appreciatedour host provided everything needed for a comfortable clean and enjoyable stayRead more reviewsLocation:
the location was perfect with a short walk to all the local attractionsthe property was amazing walking distance to everywhere we wanted to gowe loved the location of this property and it’s well appointed accommodationsloved the location and had all we needed to be comfortableeverything we needed and more easy walking distance to activities but quiet and restful when needed
7. House with barbecue facilites (from USD 750)
This house is designed to make you feel at home in a quiet neighborhood in Portland. If you are on an extended stay, you may get it at discounted rates for monthly rentals.
You may cook your own food in the fully equipped kitchen. Off the kitchen, you will find a tiny deck with a gas grill where you can have family barbecues anytime. After eating, you can soak your worries away in the hot tub on the deck. This property also has a washer and dryer, so you can wash your dirty clothes whenever needed.
Top guest reviews
Amenities & Room:
The wi-fi is dependable and there are all the comforts of home including air-conditioning in all bedrooms hair dryers lots of plush towelsnext time I will confirm that the home is on the first floor and ease of getting into a showerIt was nice to be able to park right in front of the house and come home with the porch light on Suggestions for 5 star rating: better instructions for high tech stove and oven cleaner refrigerat...large washer/dryer fridgeIt was a big space beautifully decorated with plenty of room for three couples to shareCleanliness:
First impression was that this home seemed "lived-in" with some of owners' personal belongings and wasn't "hotel-clean"The property was wonderful and exactly as described by the ownerHost:
He was readily available ThanksOwner was amazing and quick to respond to any questions I had and had area information on handThey were ready to answer any questions and information we neededWill was very quick to respond to us with questions and would highly recommendthere is traffic and lights to deal with WePlay three golf courses in the area and all of them were very niceRead more reviewsLocation:
It is in a quiet neighborhood but located close by to downtown Portlandbut it was never a problemThe location was wonderful just a quick ride away from downtown and close to plenty of breweriesThe home was in a perfect location and great neighborhoodThis house is in a quiet neighborhood with easy access to all that Portland has to offer
8. Modern home with a covered porch (from USD 215)
Do you need a place to call home for a month or more in Portland? Consider staying in this modern home, which you can get at discounted rates if you book it for 30 nights or so. Suitable for vacationing families, it sits in a peaceful neighborhood.
You will never get bored when you stay here because there is plenty to do such as taking a stroll to the beach. You can even hang out on the deck with a book or rent a bike and explore the area.
Top guest reviews
Amenities & Room:
the cottage is just amazing with plenty of room and sleeping areasthe cottage is very cozy and comfortablehope cottage was cozy quiet and comfortablewhat a cozy comfortable cottagewe had 6 guests and we all felt comfortable in the spaceCleanliness:
it was easy to get in clean and comfortableso very clean with a very well stocked kitchenthe house was so charming and very clean could not recommend this house moreHost:
host was easy to work withhost was extremely helpful and responsive with any questions we hadandrew is a perfect host - very responsive and knowledgeable about the islandfriendly neighborshe was very helpfulRead more reviewsLocation:
great location for peace and quite and close to waternice location in the woodsnice location on the back side of island for peace and quieteasy walk to a very nice rocky beachthis lovely cottage is located in a quiet location near the back of the island away from the crowds
9. Bare Bones Cat House
This cozy guest suite is an excellent option for couples spending a month or so in Portland. It is available for a minimum of 5 nights, and if you rent it for 30 nights, you can get a significant discount.
Throughout your stay here, you are welcome to lounge or play with your pets in the front and rear yards. At night, you can wind down by the fire pit in the backyard by using the available firewood. The backyard also has a gas grill, so you may have intimate barbecue parties with your loved ones.
Portland, Maine, United StatesSuperhost
Accommodates: 3
Top guest reviews
Cleanliness:
10/10 i would definitely recommend andrea’s space was clean comfortable plenty spacious and in a nice neighborhoodHost:
andrea was super nice and helpful during our stayandrea was very responsive and we were happy with our stay in her airbnbRead more reviewsLocation:
perfect location from the downtown area (touristy area)this was such a cute place and had everything i neededi felt very comfortable walking my dogs even at night in her neighborhoodso needed safe place to work on car
10. Apartment with child-friendly amenities (from USD 131)
Nestled in a peaceful neighborhood, this apartment guarantees you a quiet stay in Portland. You can enjoy a 10% discount when you rent it for a month.
Child-friendly amenities, such as a high chair, travel crib, and window guards are provided for families with kids. Aside from that, if you want to prepare home-cooked food, you will appreciate the well-equipped kitchen here. Otherwise, you can always go to nearby restaurants or cafes for a meal. Moreover, Old Port is only 10 minutes away from this place so you can explore it thoroughly.
Top guest reviews
Amenities & Room:
the beds and linens as well as the furniture are very comfortable toocharming living room fully functional kitchen comfy bedroomswe would recommend this apartment highly and would definitely rent again and againcomfy beds/furniture quiet and cleanplace was comfortable and spacious with everything we needed for our three night stayCleanliness:
clean and spaciousit was clean and comfortablevery clean spacious two bedroom unithouse is old but clean and comfortable as advertisedher place is very clean and well decoratedHost:
i wish the owner would have communicated a bit better following a message sent to heras a host lori is friendly and availablelori was very responsive as a hostlori was a very communicative and responsive hostlori was accommodating communicative and kindRead more reviewsLocation:
great location and great housegreat place right in the heart of deering centerthe neighborhood is quiet and near some great walking areas and parksnear some great parks and pubsgreat location: quiet neighborhood but a quick drive into the city
Have fun exploring Portland
Portland offers numerous activities and attractions worth exploring. To make the most of your trip, check out these best monthly rentals in Portland, Maine!
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