15 Vacation Rentals In Portland, ME - Updated 2021

vacation rentals in portland maine

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.

1. Cozy cabin near Western Promenade (from USD 122)

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.

Port City Studio Loft (No Cleaning Fee)
Portland, Maine, United States
396 reviews Superhost  Wifi Available
Entire loft 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
great amenities bathroom is stunning
great shower excellent mattress
really appreciated touches like the local guide coffee a fresh kitchen sponge and organic toiletries
as described it's compact downstairs but the place comes with a great size bathroom
the space was very comfortable for two people
very clean & comfortable
very clean & stylish space
apartment was very clean and comfortable
super clean perfect for a couples getaway
the loft is clean and nicely updated
our host was super helpful as well
angela was a great host super responsive and very helpful
angela was an outstanding host she was very communicative and helpful when booking our stay
angela the host also provides a great map and suggestions for the best options
great host great apartment great city great time
ideal location for a car free vacation
the location is also good for walking to restaurants
location was amazing and quiet
great location don’t need a car everything is walking distance and parking can be tricky
angela's place was wonderful amazing location very close to restaurants
Read more reviews

2. Luxurious all-white homestay in West End (from USD 270)

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.

Explore Portland from a Historic Downtown Home
Portland, Maine, United States
444 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

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 kitchen
the space was cozy clean and had all the amenities we needed
beds were comfortable with good sheets and duvets
very clean and cozy place
the apartment was very clean and organized
very nice and clean space exactly as pictured
the flat was beautiful and clean
the place was very spacious clean and well equipped
gary was an outstanding host
gary is an amazing host
and gary was a wonderful host throughout
gary is an extremely thoughtful host and he includes great recommendations and thoughtful touches
amazing host and beautiful home to stay in
the location wss perfection
the location was great
the location was perfect: walking distance to downtown but not right in the city center
a nice walk to downtown and close to little shops
the location is close to the old port with easy access to cape elizabeth
Read more reviews

3. Newly renovated unit with a private roof deck (from USD 362)

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.

Beautiful rental with private roof deck
19 reviews  Wifi Available
Apartment 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
The bathroom is shared between two bedrooms
but the bedroom closer to the stairs could use a floor lamp
We had a little trouble with the TV
The small lamp by the bed didn't provide enough light in the evening
Sharing the bathroom was tough because it's a jack and Jill
The apartment is very clean and well kept
The beds and rooms were comfortable and clean
but you can't beat the price
so we weren't able to use the deck
The bedrooms are very sparsely furnished
The owner was communicative and her hospitality was excellent
and she was super responsive by email and text
The property was well kept and she made us feel very welcome
The owner Kathryn was very accommodating
but the owner came over to fix it for us while we were out and about
There were several really quality restaurants within a 4-block walking radius which was very nice
The 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 Inn
Lovely place well decorated and comfy Within walking distance of great restaurants and shops around wharf in Portland
Great location and really enjoyed the amenities
Read more reviews

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.

Modern Studio Loft w/ Parking in Perfect Location
Portland, Maine, United States
328 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
tom was thoughtful with touches such as tea coffee and shower essentials
bed was comfortable and kitchen was stocked with the basics (coffee creamers salt pepper and olive oil)
comfortable place to stay for 3 nights
the property is immaculate comfortable and so well equipped
very clean and cool
clean comfortable and easy
place was clean and well designed
it was also very clean and spacious
the apartment was very clean and perfect for my boyfriend and me
tom was a great host
tom was an excellent host
tom was responsive to our questions and quick to offer help if needed
tom is an attentive kind and helpful host as well
tom was a great host he was quick to respond and check in was easy
great studio close to town
great location in the heart of downtown
great location and good parking
the location was otherwise perfect
excellent location walking distance to the main strips and many restaurants
Read more reviews

5. Adorable abode in a great neighborhood (from USD 122)

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.

Simple West End 1 Bedroom Flat with parking
Portland, Maine, United States
166 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we particularly appreciated the fan in the bedroom and the small collection of good books
the bed was especially great but so were the towel and other amenities
the apartment was the perfect spot to relax and unwind in the evenings
we loved the space the little touches and the bed was super comfy
compact but cozy and functional space honestly more space than we needed with the living room
clean comfortable place to stay
the place was clean and simple
extremely clean would high recommend this stay
very pretty and clean felt comfortable
at kim's place you will find it clean and comfortable
they were very responsive hosts and there were great snacks
she was also very helpful and communicative via the app
kimberly is a fantastic host she made us feel very welcome and was very responsive
-great host kim was so prompt and clear with communication
it was in a great location and the hosts were very thoughtful
apartment location is perfect walking distance to downtown
cute apartment in a fantastic location
cute place in a good neighborhood
great location and in a very cute walkable neighborhood
great location and nice space
Read more reviews

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.

Elegante condominio con chimenea de gas: ¡camina hasta los mejores restaurantes y el puerto viejo de Portland!
23 reviews
condo 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
great location exceptionally clean even decorated for christmas
the house was so cute inside very very clean
it was very close to everything entertainment
we loved the decor the layout and the location of this apartment
walking distance to several of the best breweries and distilleries in the city
we highly recommend this place as a way to adventure through portland
Read more reviews

7. Sleek property with gorgeous bay views (from USD 114)

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.

Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!
20 reviews
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
thoughtfully renovated and with very functional kitchen and bathroom
the apartment is clean & well stocked
clean comfortable sweet neighborhood beautiful
the space is clean modern and comes with everything that you might need for a worry free getaway
it’s very bright clean and has nice open space
we visited after a pretty big storm hit and the staff were so easy to communicate with
we would definitely recommend this place to others
Read more reviews

8. Penthouse suite in Portland, Maine (from USD 423)

“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.

“Henry” Penthouse Suite: Amazing Views, Waterfront, in the heart of the Old Port
104 reviews
condo 4 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
we spent evenings in the comfortable leather chairs looking out the huge windows
wonderful views comfortable beds a well-stocked kitchen and off-street parking—essentially everything you could want
mornings are amazing sitting in the light of the living room
very clean and spacious apartment
the apartment was in great condition very clean and looking exactly like it is listed
manager is very responsive to any questions
all communication with the owner was thorough and pleasant
scott was very easy to communicate with and provided great information throughout the process the perfect host
great location immaculate condition fully stocked and the owner was exceptionally helpful
the location is fantastic
lovely condo in a great location
luxurious property in a great location
the location is perfectly located in old port with the parking lot right next store
you can even close the blinds on the skylights so it won’t be too bright in the morning
Read more reviews

9. Modern apartment with plush interiors in West End (from USD 400)

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.

Modern West End 2 Bedroom Apartment
18 reviews
Apartment 8 Guests 2 Bedrooms 1 Bathroom

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
so carrying luggage up the stairs was treacherous
The dropped ceiling panels were stained
The beds in the bedrooms were very comfortable
Clean easy to access and comfortable
The internet worked well and there was plenty of bandwidth for the 5 of us
and I don't think I'd do it alone as a female because of some of the areas
The place was clean and newly renovated There were some challenges
We did not ask for the unit to be re-serviced because otherwise the unit was very clean and this appeared to be an oversight
The owner was super responsive anytime I needed him
We had a small issue with the air mattress and Eddy made sure we had a new one the next day Great customer service
fresh flowers Very communicative and accommodating host Really enjoyed our stay
The air mattress was big and great for our single very tall son
Very nice apartment with easy check in (smart lock with code)
Parking on the street is around the corner but never really too far
access to park and many great restaurants
There is a cute breakfast place around the corner and street parking was never an issue
If you're looking for a reasonably priced place with easy access to the downtown area you should absolutely consider Eddy's place
We were able to pull across the street for quick loading and unloading of suitcases
Read more reviews

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.

Chic One Bedroom Apartment In Portland's Arts District
137 reviews  Wifi Available
Apartment 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
The one-bedroom was more than I expected
The apartment is very well maintained and has everything you could want or need
however we were delighted by the chocolate cookies and local blueberry jam
it was bright comfortable perfect for two
It was so quiet that it was hard to believe it was attached to other units
The apartment was so clean and well kept and decorated perfectly
Their place is walkable to everything and very clean Would definitely stay again if in Portland
Sue and Barry were amazing hosts and so excited to give us all the information we needed
Sue and Barry met us upon our arrival and gave us a tour of the apartment
They then sat down with us with a map of Portland suggestions of restaurants places to visit and answered all of our questions
They gave us a great tip about going to the farmers market on Saturday morning and suggested restaurants that fit our tastes
Sue and her husband were the sweetest hosts
Sue and Barry were absolutely amazing and their place is in a great location to get around Portland
It was also a fantastic location centrally located without being on top of main tourist area Great neighborhood vibe with a lot of restaurants and shops
Perfect location of the apartment to walk all over the city Thank you Sue and Barry
if ever in the area again
Sue and Barry are absolutely lovely
Read more reviews

11. Comfortable apartment close to Old Port

If you want to stay within walking distance of the Old Port area with some amazing restaurants and shopping places, this has to be your go-to place. Complete with all features to give you a comfortable stay, this apartment is also budget friendly and most conveniently located. Its cozy bedroom comes with an attached bath and sleeps two. The couch in the living room can double up as an extra place to sleep two more. The kitchen is fully equipped with dishwasher and other amenities. Stay here and explore the Old Port and the Arts District area which can be covered on foot.

Urban Chic Furnished 1 Bedroom 1 Bath Overlooking the Port
Portland, ME, US
5 reviews
Apartment 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
Everything was really easy with this rental - the booking internet instructions
Apartment had everything we needed including washer/dryer and fully outfitted
Had a fantastic long birthday weekend at this rental Great central location to Old Port and West End Climbing the hill back from amazing downtown restaurants helped shed some of those calories
We walked through the Arts District to the Old Port shops quite easily and to several restaurants in the area
Great communication residence was very clean in a perfect location and within walking distance to the Old Port with great restaurants and shopping
Loved the place Really clean Enough space for a family with kids Located near downtown
Read more reviews

12. 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.

A Sunny 19th-Century Apartment
Portland, Maine, United States
593 reviews
Entire apartment 3 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
thoughtful amenities (shower gel shampoo conditioner keurig etc)
usb 4-port by the bed was super convenient
comfortable furniture and an inviting home
there were thoughtful usb ports for cell phone charging(including cables) in the kitchen and on bedroom headboard
we used the bed and the sofa bed and both were very comfortable
the apartment was clean and comfortable
it was very clean and comfortable
spotless comfortable and spacious
super clean very homey
very nice and clean apartment
he was kind and responsive
ralph was a wonderful host
ralph is a great host
ralph is an amazing host
very responsive and kind host
easy walking distance to downtown
the location was great
amazing location and a wonderful apartment
the location is ideal if you want to walk around the city
the location is within walking distance to a lot of great restaurants
Read more reviews

13. Airy condo with wooden accents

This modern, open, and airy apartment in the heart of Portland, has maintained the old-school charm by adding rusting wooden accents throughout its entire space. This makes for a perfect blend and extends a warm welcome to all age groups. This lovely condo has three bedrooms, one bathroom, a fully outfitted kitchen and can accommodate six people at any given time. It also features a private deck and is just a few blocks away from the Old Port area.

Open, airy condo w/ private deck - steps to the Old Port, restaurants & ferries!
17 reviews
condo 3 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
Your living space could use another love seat/small sofa or comfy club chairs or something like that
: you will have to climb 2 flights of stairs to get to the upstairs bedrooms
Another renter mentioned the lack of privacy
The kitchen was big and well stocked for cooking Beds
The beds were super comfy and the coffee maker you provided at the last minute worked great
Great space bright and clean
Condo was very nice and clean with everything we needed
You have beds for 5 so think about seating for that many
really just annoyances more than anything
so I was ready for that
Beautiful remodeled unit Walking distance to most hot spots and ferry Deck and grill Great coffee pies pizza across the street
are awful especially on bathrooms
However the apartment is also in a great location with a health food market and local coffee shop just down the street Walking distance to everything
Great restaurants right in the area and a nice deli/convenience store right across the street
washer/dryer upstairs 5 minute walk to pier parks
Location was convenient to Old Port
The location was perfect convenient to everything but far enough away from the Old Port that it was quiet in the evening
Read more reviews

14. Chic bed and breakfast with a fabulous water view

Located in the High Street area, with close proximity to the main Portland center, this two-story unit is extremely urban and chic. It opens to a large custom kitchen complete with all modern amenities and a dining area with a table for up to six people. An open staircase leads to the sprawling second level which offers exclusive views of the Portland waterfront and features high-ceilings and oversized windows to let you enjoy the views, the sun, and the breeze. This two-bedroom, three-bathroom spacious unit can comfortably accommodate up to seven people and is quite a grab in this area.

Urban Chic Furnished 2 Bed 2.5 Bath at the Top of High Street
84 High St Unit 4
Apartment 2 Bedrooms 3 Bathrooms

15. Elegant townhouse in downtown Portland

Featuring soaring 12-feet (3.7 meters) ceilings and newly renovated with designer furnishings, this beautiful two-bedroom rental in the Portland, Maine area is a visitor’s dream. It has a nice rustic vibe in its architecture and is bright and airy to give you those warm, welcoming feels. It is ideal for couples or families with up to four kids as it can comfortably sleep up to six people. This is an adorable apartment in the heart of the downtown and perfect for a nice getaway.

Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland
88 reviews
Apartment 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the kind size bed was soooo comfortable
the apartment is spacious and the layout with the smaller bedroom off of the master was perfect
the apartment was amazing
bathroom was fully stocked and the place is incredibly cute
the master bed was very comfortable, and the apartment had everything we needed for cooking and eating in--coffee, spices, all of the cooking implements, etc
clean, spacious, lovely and comfortable
it was beautifully decorated and very spacious
the accommodations were exactly as pictured and described
the property was lovely and very comfortable; we looked forward to going back and relaxing at the end of each day
the property was exactly as seen on vrbo!! spotless, plush bathroom towels & linens
the owner was very responsive, kind, and accommodating
host was easy to communicate with, responsive and provided useful tips
beautiful home very clean and well taken care of
renting was easy & convenient
lovely unit in downtown portland
the location was very convenient
the neighborhood was safe and just really lovely
the old port and several restaurants and shops are all within walking distance
waterfront within walking distance
we also loved the location -- away from the main tourist areas but in a great neighborhood close to restaurants
Read more reviews

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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