From arts to adventure, and from lighthouses to museums and parks, Portland in the US state of Maine, has a platter of diverse experiences to offer. Go hiking on some of the best hiking and trekking spots, or explore its prominent neighborhoods. These include the Old Port waterfront area, the Western Promenade, and the West End region. Each of these feature exclusive specialties. The Old port is forever buzzing with working fishing wharves and a huge number of great restaurants and shops. The Western Promenade is a public park area with lovely panoramas. The West End is all about extravagance and Victorian-era homes. So come here to enjoy a mixed bag of experiences and while you are there, stay at these specially curated vacation rentals in Portland, ME, USA, to make the most of your time.
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 cabin near Western Promenade (from USD 132)
Conveniently located just a few blocks from the main city center of Portland, this lovely homestay will provide you with the much-needed comfort you seek on a staycation with your loved one. This cabin in Portland, Maine features a fully equipped kitchen, a modern bathroom with custom shower, quaint dining/sitting area, and a narrow spiral staircase leading up to the loft which has a comfy queen-size bed to accommodate two people. You could head out to explore the Western Promenade Park, visit the numerous cafes & restaurants at Longfellow square or enjoy the sunset over the Fore River, all of which are in the vicinity.
Top guest reviews
Amenities & Room:
great amenities bathroom is stunninggreat shower excellent mattressreally appreciated touches like the local guide coffee a fresh kitchen sponge and organic toiletriesas described it's compact downstairs but the place comes with a great size bathroomthe space was very comfortable for two peopleCleanliness:
very clean & comfortablevery clean & stylish spaceapartment was very clean and comfortablesuper clean perfect for a couples getawaythe loft is clean and nicely updatedHost:
our host was super helpful as wellangela was a great host super responsive and very helpfulangela was an outstanding host she was very communicative and helpful when booking our stayangela the host also provides a great map and suggestions for the best optionsgreat host great apartment great city great timeRead more reviewsLocation:
ideal location for a car free vacationthe location is also good for walking to restaurantslocation was amazing and quietgreat location don’t need a car everything is walking distance and parking can be trickyangela's place was wonderful amazing location very close to restaurants
2. Luxurious all-white homestay in West End
With plush white interiors for its theme, this delightful property is apt for that luxurious getaway you always wanted. The house opens to a huge living area which extends to a private space for dining and a fully equipped kitchen. There are two bedrooms and one ensuite bathroom well equipped with modern fittings. This bright and airy home features 9-feet (2.7 meters) ceilings and original pumpkin pine floors, making this 175-year-old Greek home the best to stay in this area.
Portland, Maine, United States
446 meters (0.3 ft) from Portland Museum of ArtSuperhost
Accommodates: 5
Top guest reviews
Amenities & Room:
there were fresh flowers on the table beverages in the fridge coffee in the pantry(my husband enjoyed reading a coffee table book showing the restoration process) everything was comfortable from the beds to the furniture to a great shower and modern kitchenthe space was cozy clean and had all the amenities we neededbeds were comfortable with good sheets and duvetsCleanliness:
very clean and cozy placethe apartment was very clean and organizedvery nice and clean space exactly as picturedthe flat was beautiful and cleanthe place was very spacious clean and well equippedHost:
gary was an outstanding hostgary is an amazing hostand gary was a wonderful host throughoutgary is an extremely thoughtful host and he includes great recommendations and thoughtful touchesamazing host and beautiful home to stay inRead more reviewsLocation:
the location wss perfectionthe location was greatthe location was perfect: walking distance to downtown but not right in the city centera nice walk to downtown and close to little shopsthe location is close to the old port with easy access to cape elizabeth
3. Newly renovated unit with a private roof deck (from USD 622)
Located on the third floor of a historic building in one of Portland’s prime areas, this newly renovated two-bedroom apartment with a private roof deck is a steal deal. The deck offers best views of Portland and the historic Park Street below and is apt for a nice time together. Apart from all basic amenities to make you feel at home, this apartment also promises convenience when you would want to head out. The Portland Museum of Art, the Children’s museum, and a whole array of lovely restaurants and cafes are just around the corner. You’ll be able to explore the city by day and discover some of the best things to do in Portland, MA at night.
Top guest reviews
Amenities & Room:
The bathroom is shared between two bedroomsbut the bedroom closer to the stairs could use a floor lampWe had a little trouble with the TVThe small lamp by the bed didn't provide enough light in the eveningSharing the bathroom was tough because it's a jack and JillCleanliness:
The apartment is very clean and well keptThe beds and rooms were comfortable and cleanbut you can't beat the priceso we weren't able to use the deckThe bedrooms are very sparsely furnishedHost:
The owner was communicative and her hospitality was excellentand she was super responsive by email and textThe property was well kept and she made us feel very welcomeThe owner Kathryn was very accommodatingbut the owner came over to fix it for us while we were out and aboutRead more reviewsLocation:
There were several really quality restaurants within a 4-block walking radius which was very niceThe closest supermarkets (Whole Foods and Hannaford) are nearly a mile away with no other options (e g convenience stores bodegas) to speak of nearby Kathryn was very helpful with suggestions f...The unloading process was fairly easy as there was 15 minute parking available across the street then circle the block to the Holiday InnLovely place well decorated and comfy Within walking distance of great restaurants and shops around wharf in PortlandGreat location and really enjoyed the amenities
4. Gorgeous apartment in downtown Art District (from USD 105)
Right in the heart of Portland, Maine, this gorgeous studio apartment stands out in the city’s downtown Art District. Designed with a combination of charming brick and warm wood, this apartment gets plenty of natural light – only adding to its inviting atmosphere. A comfortable bed and private bathroom, with free toiletries, is joined by a full kitchen with all of the usual appliances, utensils, and cooking equipment. Free parking and Wi-Fi, a Keurig coffee maker, and a TV are just some of the amenities. Portland Museum of Art is 0.2 km (0.1 mi) away, while the Old Port is 0.7 km (0.4 mi) This accommodation’s convenient location downtown means there is no shortage of entertainment, eateries, or attractions to choose from. Come stay in Portland, Maine’s chic Art District in style.
Top guest reviews
Amenities & Room:
tom was thoughtful with touches such as tea coffee and shower essentialsbed was comfortable and kitchen was stocked with the basics (coffee creamers salt pepper and olive oil)comfortable place to stay for 3 nightsthe property is immaculate comfortable and so well equippedCleanliness:
very clean and coolclean comfortable and easyplace was clean and well designedit was also very clean and spaciousthe apartment was very clean and perfect for my boyfriend and meHost:
tom was a great hosttom was an excellent hosttom was responsive to our questions and quick to offer help if neededtom is an attentive kind and helpful host as welltom was a great host he was quick to respond and check in was easyRead more reviewsLocation:
great studio close to towngreat location in the heart of downtowngreat location and good parkingthe location was otherwise perfectexcellent location walking distance to the main strips and many restaurants
5. Adorable abode in a great neighborhood
A simple but tasteful apartment in the heart of the city, this quaint room is suitable for three guests. With its hardwood floors and comfortable furniture, the space is welcoming and cozy. Amenities like WiFi, a washing machine and clothes dryer, as well as on-street parking are available. Guests can also opt to cook using the fully-stocked kitchen. Thoughtful touches like fresh towels and essential toiletries are also provided. Downtown Old Port is a 20-minute idyllic stroll through the quiet neighborhood of the property.
Portland, Maine, United States
686 meters (0.5 ft) from Portland Museum of ArtAccommodates: 2
Top guest reviews
Amenities & Room:
we particularly appreciated the fan in the bedroom and the small collection of good booksthe bed was especially great but so were the towel and other amenitiesthe apartment was the perfect spot to relax and unwind in the eveningswe loved the space the little touches and the bed was super comfycompact but cozy and functional space honestly more space than we needed with the living roomCleanliness:
clean comfortable place to staythe place was clean and simpleextremely clean would high recommend this stayvery pretty and clean felt comfortableat kim's place you will find it clean and comfortableHost:
they were very responsive hosts and there were great snacksshe was also very helpful and communicative via the appkimberly is a fantastic host she made us feel very welcome and was very responsive-great host kim was so prompt and clear with communicationit was in a great location and the hosts were very thoughtfulRead more reviewsLocation:
apartment location is perfect walking distance to downtowncute apartment in a fantastic locationcute place in a good neighborhoodgreat location and in a very cute walkable neighborhoodgreat location and nice space
6. Modern and spacious condo (from USD 182)
This nouveau-vintage-inspired retreat in the city center is a spacious condo ideal for a group of four. With modern and up-to-date appliances and luxe furnishings, guests would surely feel pampered. It also has a lavish fireplace, free WiFi, TV, and satellite/cable for those who would like to take it easy and relax in this vacation rental. Its ideal location makes it the perfect spot for those who would like to experience the many restaurants, cafes, pubs, and bars Portland, MA, has to offer. Parking is available so guests with vehicles won’t have to worry about where to park.
Top guest reviews
Cleanliness:
great location exceptionally clean even decorated for christmasthe house was so cute inside very very cleanRead more reviewsLocation:
it was very close to everything entertainmentwe loved the decor the layout and the location of this apartmentwalking distance to several of the best breweries and distilleries in the citywe highly recommend this place as a way to adventure through portland
7. Sleek property with gorgeous bay views (from USD 242)
Guests would surely love to wake up and enjoy a hearty breakfast in this home’s stylish kitchen. Modern and polished, it has artsy furniture and hardwood floors. Located near Casco Bay, this newly renovated property boasts stunning water views and easy access to the nearby park and green spaces. Guests can enjoy several outdoor activities in the nearby Eastern Promenade. It is only 0.3 km (0.2 mi) away from Portland Observatory, where views of the bustling Portland harbor can be enjoyed. If you prefer to visit the charming neighborhood of Old Port, it’s only a 20-minute stroll away. Street parking is also available to guests with vehicles.
Top guest reviews
Amenities & Room:
thoughtfully renovated and with very functional kitchen and bathroomCleanliness:
the apartment is clean & well stockedclean comfortable sweet neighborhood beautifulthe space is clean modern and comes with everything that you might need for a worry free getawayit’s very bright clean and has nice open spaceHost:
we visited after a pretty big storm hit and the staff were so easy to communicate withRead more reviewsLocation:
we would definitely recommend this place to others
8. Penthouse suite in Portland, Maine (from USD 795)
“Henry” is the ultimate penthouse suite in Portland, Maine. Its spacious and stunning interior design is accentuated by a panoramic view of the entire city and harbor, while two separate master suites provide a sense of luxury. Each bedroom has a large comfortable bed, its own private bathroom with heated floors, as well as free toiletries and essentials. Free WiFi is available, as is a TV in every room. This accommodation makes excellent use of its natural lighting, wood, and exposed brick to create a warm and inviting atmosphere. “Henry” also comes with a fully equipped modern kitchen with granite countertops, premium appliances, and even a wine cooler. Located in the Old Port district, State Theatre is less than 1 km (0.6 mi) away, while the commercial hub of Exchange Street and Casco Bay Ferry is also nearby.
Top guest reviews
Amenities & Room:
we spent evenings in the comfortable leather chairs looking out the huge windowswonderful views comfortable beds a well-stocked kitchen and off-street parking—essentially everything you could wantmornings are amazing sitting in the light of the living roomCleanliness:
very clean and spacious apartmentthe apartment was in great condition very clean and looking exactly like it is listedHost:
manager is very responsive to any questionsall communication with the owner was thorough and pleasantscott was very easy to communicate with and provided great information throughout the process the perfect hostgreat location immaculate condition fully stocked and the owner was exceptionally helpfulRead more reviewsLocation:
the location is fantasticlovely condo in a great locationluxurious property in a great locationthe location is perfectly located in old port with the parking lot right next storeyou can even close the blinds on the skylights so it won’t be too bright in the morning
9. Modern apartment with plush interiors in West End (from USD 453)
Just a couple of blocks away from downtown Portland this place is like a breath of fresh air. It offers the perfect balance of being a little away from the buzzing downtown but easily accessible if you need to head out there. This plush two-bedroom beauty features a kitchen fully outfitted with all amenities, complimentary tea and coffee and a dining table for four. The bathroom has a shower/tub combination and complimentary toiletries. Both bedrooms feature a comfy queen-size bed each and a small office area. All these luxurious interiors promise to spoil you with comfort for the duration of your stay.
Top guest reviews
Amenities & Room:
so carrying luggage up the stairs was treacherousThe dropped ceiling panels were stainedThe beds in the bedrooms were very comfortableClean easy to access and comfortableThe internet worked well and there was plenty of bandwidth for the 5 of usCleanliness:
and I don't think I'd do it alone as a female because of some of the areasThe place was clean and newly renovated There were some challengesWe did not ask for the unit to be re-serviced because otherwise the unit was very clean and this appeared to be an oversightHost:
The owner was super responsive anytime I needed himWe had a small issue with the air mattress and Eddy made sure we had a new one the next day Great customer servicefresh flowers Very communicative and accommodating host Really enjoyed our stayThe air mattress was big and great for our single very tall sonVery nice apartment with easy check in (smart lock with code)Read more reviewsLocation:
Parking on the street is around the corner but never really too faraccess to park and many great restaurantsThere is a cute breakfast place around the corner and street parking was never an issueIf you're looking for a reasonably priced place with easy access to the downtown area you should absolutely consider Eddy's placeWe were able to pull across the street for quick loading and unloading of suitcases
10. Historic home in Arts District (from USD 225)
Set in the Arts District of Portland, this charming apartment is a great choice if you wish to have a cozy staycation with your loved ones. This historic apartment dating back to the 1880s is furnished to serve the needs of the modern age but holds on to its vibe by means of the original hardwood flooring and the spacious kitchen and living areas of the historic times. It accommodates up to four people comfortably and is close to many renowned locations in the area.
Top guest reviews
Amenities & Room:
The one-bedroom was more than I expectedThe apartment is very well maintained and has everything you could want or needhowever we were delighted by the chocolate cookies and local blueberry jamit was bright comfortable perfect for twoIt was so quiet that it was hard to believe it was attached to other unitsCleanliness:
The apartment was so clean and well kept and decorated perfectlyTheir place is walkable to everything and very clean Would definitely stay again if in PortlandHost:
Sue and Barry were amazing hosts and so excited to give us all the information we neededSue and Barry met us upon our arrival and gave us a tour of the apartmentThey then sat down with us with a map of Portland suggestions of restaurants places to visit and answered all of our questionsThey gave us a great tip about going to the farmers market on Saturday morning and suggested restaurants that fit our tastesSue and her husband were the sweetest hostsRead more reviewsLocation:
Sue and Barry were absolutely amazing and their place is in a great location to get around PortlandIt was also a fantastic location centrally located without being on top of main tourist area Great neighborhood vibe with a lot of restaurants and shopsPerfect location of the apartment to walk all over the city Thank you Sue and Barryif ever in the area againSue and Barry are absolutely lovely
11. A sunny retreat established in the 19th century
A typical Portland house from the 19th century, this adorable homestay is quite spacious owing to its high ceilings and features brick walls. The many windows allow a good amount of sunshine into the home and also keep it breezy. This home comfortably accommodates up to four guests in its one bedroom complete with a queen bed, a sofa-cum-bed, and a roll-out. The host Ralph is very warm and welcoming. Chat with him to get the best recommendations around the city.
Portland, Maine, United States
420 meters (0.3 ft) from Portland Museum of ArtTop guest reviews
Amenities & Room:
thoughtful amenities (shower gel shampoo conditioner keurig etc)usb 4-port by the bed was super convenientcomfortable furniture and an inviting homethere were thoughtful usb ports for cell phone charging(including cables) in the kitchen and on bedroom headboardwe used the bed and the sofa bed and both were very comfortableCleanliness:
the apartment was clean and comfortableit was very clean and comfortablespotless comfortable and spacioussuper clean very homeyvery nice and clean apartmentHost:
he was kind and responsiveralph was a wonderful hostralph is a great hostralph is an amazing hostvery responsive and kind hostRead more reviewsLocation:
easy walking distance to downtownthe location was greatamazing location and a wonderful apartmentthe location is ideal if you want to walk around the citythe location is within walking distance to a lot of great restaurants
Old city charm blended with modern culture
It is quite fascinating to see that most of these apartments, renovated and furnished to suit the modern age, have still held on to the historic accents in some way or another. Some still feature the rustic architecture while some have kept the original wooden hardwood flooring. Some places have maintained high, soaring ceilings, and some have kept the huge windows. Come to Portland to enjoy these historic feels amidst all modern amenities and have a nice, balanced getaway.
History
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