10 Best Vrbo Vacation Rentals In Portland, Maine - Updated 2022


Portland, Maine, is a US city that has a vast and captivating landscape extending from its pristine beachfront to the majestic, mountainous region seated on its outskirts. Home to attractions such as Victoria Mansion, Portland Museum of Art, Portland Head Light, and more, this beautiful city promises its visitors an itinerary full of interesting tours. From lush green parks to ultramodern buildings, experience Portland like a local by opting for a vacation rental rather than a hotel. Keep reading to find out about some of the best Vrbo vacation rentals in Portland, Maine, that will make you feel right at home.

1. A lovely seaside retreat (from USD 275)

This is a lovely seaside cottage that offers spectacular accommodation. The cottage offers three spacious bedrooms, a spectacular living room, and an amazing kitchen in a modern setting. The kitchen is fully equipped with modern kitchen appliances and features like the dryer and the washing machine. It also features two bathrooms which are also stocked with fresh toilet essentials like new towels. The outdoors offers a profound tranquil atmosphere particularly the backyard that offers unbeatable seafront views in a vast lush green scenic ambiance. This is truly an excellent accommodation that guarantees a delightful stay.

Hollywood meets seaside charm in the former cottage of famed director, John Ford
27 reviews  Wifi Available
cottage 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The staircase is a little tricky - take your time and mind
so if you take showers instead of baths
The kitchen was well stocked with utensils and cooking ware
A beautiful home clean and comfortable Ideal location
(we didn't try the other beds) and a comfortable kitchen
The main bath is downstairs
clean bathrooms good mattress in MBR
Really nice deck too Rent
as well We absolutely loved it everything
Everything about this vacation home was top notch
so we used our Fire Stick for watching streaming programs
this year the owners (in their second season with the house) added so many extra touches outside of beautiful flowers and shrubbery
It is in a great location:
We have stayed in rentals on the island several times but this one tops them all
A beautiful setting the view of Whitehead Passage AND the sound of the waves washing ashore made this an awesome getaway
and we had a lovely time House is about 15 minute walk from the ferry and was very easy to access Great views
First-come first served for the ferry you pay and get a ticket in Portland
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2. Amazing home in a great neighborhood (from USD 443)

Great Captains House Portland is a spectacular home nestled in a peaceful woody neighborhood right outside downtown Portland, Maine. This amazingly beautiful cottage offers a double deck that caters for the grill and a hot tub. This proper establishment offers exquisite three bedrooms that come fully furnished with king size and queen size beds, a very welcoming living area that captures the beautiful outdoor scenery and a modern kitchen that features modern appliances and of course a bathroom and a toilet that also provide toiletries.

Great Captains House Portland
48 reviews  Wifi Available
House 12 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 12
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
Plenty of room for us all to sleep in a bed and to make meals
The property was more than comfortable
very "at home" feel to it
Plenty of space for all of us
We had plenty of room for privacy as well as areas to gather
The property was very clean
The house was very clean and so were the beds/sheets
Everything was clean and as expected and communication with the owner
Great host to work with
Great property with awesome outdoor space
James met us when we arrived at the house and gave us a tour
so the Jacuzzi was a very welcomed amenity
James even left us some champagne to toast with Overall a great experience
Great location about 10 minutes from downtown Portland
The house is a quick Uber ride to downtown
The house is in a nice neighborhood and very close to access points to Portland and Freeport
The location is an easy drive or cheap uber away from downtown
It was in a residential neighborhood pretty close to neighbors
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3. A comfortable home (from USD 495)

This is a beautiful home in a pristine leafy neighborhood that is quiet and reserved. This house seats on a lush green compound and offers top-notch accommodation. This luxurious home features three spacious bedrooms all fitted with air-conditioning, a well-decorated living room that’s absolutely cozy and very intimate. The kitchen is open plan providing a well-ventilated space between the lovely living room and dining. It also features two bathrooms one with a clawfoot tub, the other with a basic shower. The outdoors is simply breathtaking as it offers a nice uplifting scenery that oozes out relaxation. This modern accommodation also features excellent amenities such as a strong wi-fi that provides for high-speed internet connectivity.

Bright, spacious home w/work spaces, hot tub, easy access to delivery & takeout
45 reviews  Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

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 towels
next time I will confirm that the home is on the first floor and ease of getting into a shower
It 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 fridge
It was a big space beautifully decorated with plenty of room for three couples to share
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 owner
He was readily available Thanks
Owner was amazing and quick to respond to any questions I had and had area information on hand
They were ready to answer any questions and information we needed
Will was very quick to respond to us with questions and would highly recommend
there is traffic and lights to deal with WePlay three golf courses in the area and all of them were very nice
It is in a quiet neighborhood but located close by to downtown Portland
but it was never a problem
The location was wonderful just a quick ride away from downtown and close to plenty of breweries
The home was in a perfect location and great neighborhood
This house is in a quiet neighborhood with easy access to all that Portland has to offer
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4. An enticing private accommodation (from USD 250)

Peaks Island in Portland Maine is a luxurious private accommodation in a leafy neighborhood nestled near the pristine white sandy beaches known to offer an intriguing seaside lifestyle. This house seats just a few steps to the shoreline and boasts pure opulence. It offers comfortable luxurious rooms that feature a modern setting with complimentary furniture designed on the emphasis of comfort. This lovely house offers a well-equipped modern kitchen with state of the art appliances including a dishwasher, microwave, and dryer. The house features two comfortable bedrooms with a set of bunk beds, a nicely done living room with excellent finishes and of course a bathroom equipped with bathroom essentials including towels. The outdoor features a lovely porch that is well manicured, fantastic for soaking in the morning sun and a vast backyard suitable for kids games.

Peaks Island, easy to get to and harder to leave
7 reviews  Wifi Available
House 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
It's the perfect manageable size with a great comfy TV/reading/napping area with multiple sofas roomy kitchen with everything you could need for making meals comfortable bed and bunk beds
so the water was still cold
Given that my children are young
kitchen is well stocked and has plenty of items for cooking and the big living room gets amazing light all day
The house is open and full of light
It was very clean and well maintained
(I've slept in both ) with good linens and nice sized bathroom with great water pressure in shower
She was easy to communicate with and prompt to respond
Great porch and gazebo for outdoor family meals or parties Uncluttered and not fussy
I'm missing Peaks more and more and am off to go check to see what weeks are still available
but I cannot wait to return with my husband and two children
All in all a really wonderful and pleasant stay
The location of the house is perfect - walking distance to everything and in a quiet neighborhood
The house is just a short walk from the ferry and on a delightful quiet street
This cottage is in a great location on the Island less than a 10 minute walk from the ferry port
If you want to walk into town or to the school playground no problem If you want to bike the back shore it is around the corner
and yet I never felt that far from home
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5. A cozy family home

Nothing oozes out relaxation like an ample atmosphere in a private secluded environment where you can fully unwind and watch the world unfold. On a lush green compound lies this exemplary cape that offers a lavish accommodation especially for a family setting. This building boasts an exclusive panoramic view of the vast beachfront, a site that’s well worth seeing especially on a beautiful evening when the sun goes down. This unique establishment nestled near Maine Avenue provides two spacious bedrooms, a bathroom, and a modern kitchen. The living room is designed to perfection, from the vibrant colored walls with fresh paint, to the unique furniture fitted on the emphasis of comfort. Come stay at this luxurious apartment for that memorable Portland experience.

Cozy Single Family Cape
5 reviews
House 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
Be warned that there is a spiral staircase here
I was surprised how private the cottage was due to being located on the Atlantic side of the island and nestled in the woods
just thrown on floor Renters responsible to purchase trash bags in town at 5 for $13 50 (really ) and then must take trash and recycling to land fill before leaving (really ) Asked to wash bed li...
the owners are great and relatively quick with responding
Dirty stove and grill with old caked on food present
Your nearest neighbor isn't audible or visible from most of the property Great for quiet relaxation and unwinding
The house is not far from the village but far enough to provide a quiet and relaxing atmosphere
Left open eaten food in refrigerator and kitchen cupboards Mold all around bathroom sink and old used toiletries left in cabinets Total clutter in ALL closets
In spite of the above we had a good time enjoyed the island including the coastline and the densely wooded areas away from the coast
The furniture is a bit dated but has an authentic Maine cottage feel as a result Everything you need except food and drink is here
but there's a baby gate available for use
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6. Enchanting island living

This is a lovely elegant house right in the heart of Portland. It offers a five-bedroom apartment located in a serene and peaceful environment where you can fully relax. It features five elegant and comfortable bedrooms with king and queen size beds, the living room combines elegance with a brilliant twist of simplicity magnifying the calm and intimate ambiance. It also features a kitchen with a large dining area that can accommodate at least six members who can share a happy meal together. The living room is well arranged and very cozy. It also features a bathroom and a clean toilet that are equipped with bathroom essentials like clean towels and toilet papers.

Island living: walks, biking, ocean views, all a 20min ferry-ride from Portland
13 reviews
House 5 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The yard is large and beautiful perfect if you have little ones roaming around
The outdoor shower was the icing on the cake
if possible You won't want the car on the island
and the kitchen was well stocked with all the little extras such as spices & sugar
It was so family friendly with the bunk room and large backyard
The house was very clean and the beds very comfortable
The house was spacious very comfortable and clean with a large beautiful yard which was a perfect hangout spot for afternoon picnics or naps in the hammock
we'll organize and had everything we can possibly need
The hosts were very friendly easy to reach and very accommodating
The owners were very nice and helped us with ferry info and gave us a lot of great information Would definitely recommend it to others and would absolutely stay here again
a terrific place with helpful and friendly owners Loved it
It was an amazing experience for all of us
Lovely home homey and quaint beautiful old woodwork and flooring So spacious and comfortable Wonderful large yard for gathering and relaxing Easy and enjoyable walk to ferry area and eating/sh...
It was in a very convenient area from the ferry and a short walk to the market
We were very comfortable and within walking/biking distance of everything we needed or wished to do
This island cottage met our needs perfectly Plenty of space
The property was wonderful just a short walk from the harbor
The backyard was huge and we spent a lot of time there just soaking the sun relaxing and just breathing fresh air while reading books and magazines And thank you Cris for the bicycles kayaks and...
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7. A spectacular island home

The charming Peak island is in no doubt one of the most spectacular cottages in Portland. Located barely 10 minutes’ from the city center this majestic establishment is an epitome of royalty-like accommodation. This lovely cottage offers three spacious bedrooms and a comfortable living room which offers entertainment. From books to a music library that you can unwind to, not forgetting the games suitable for all adults and children, a modern kitchen equipped with modern appliances and a pantry. The dining area is perfect for meals as it is spacious and can host six members comfortably. The bathroom comes with spectacular finishes and provides for efficient warm showers. Enjoy this endless getaway as you explore the interesting ferry rides that commute you from the island to Portland.

Charming 3 Bedrm Island Cottage, Near Playground, Pet Friendly
28 Pleasant Ave
cottage 3 Bedrooms 1 Bathroom

8. A romantic cottage

Nestled in a luxurious and peaceful neighborhood, this opulent cottage offers an amazingly superb accommodation that will get you feeling right at home. This elegant building offers a lovely intimate living room that is well decorated and fully furnished with exemplary furniture. A modern equipped kitchen that is fully stocked and features a high table suitable for hosting two, a lovely dining room with an intriguing twist of simplicity suitable for four. The lofted bedroom on the second floor of the lovely cottage is very welcoming and comfortable. The living room area boasts a fun atmosphere that offers unlimited entertainment. The outdoors especially the front porch is absolutely breathtaking as it features a new patio best suited for soaking in the morning sun while you enjoy a cocktail.

Romantic cottage - comfortable, elegant, and pet friendly
613 Island Ave
2 reviews
House 1 Bedroom 1 Bathroom

9. A stylish apartment

This is an exceptional accommodation right in the heart of Portland. Located on the famous Forest Avenue, this elegant piece of engineering seats on a lush green compound. It offers a spacious elegant one-bedroom apartment that can house a maximum number of two guests comfortably. The apartment has a spacious living area that boasts unique finishes and an exquisite interior. The kitchen comes fully equipped with modern kitchen appliances from the glorified coffeemaker to the adored washing machine, this smart apartment has it all. Experience the calm nature of the Portland at this luxurious high-end apartment where you are promised a delightful and dignified stay.

5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Portland, ME, US
62 reviews  Wifi Available
House 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
There were even fresh flowers in the living room and bedroom
The apt is so warm and cozy
The bathroom had everything we needed as did the kitchen
(the free one is fine) for arrival
Very comfortable king sized bed blackout curtains in the bedroom if you want to sleep-in or nap in the afternoon and
The bathroom is spacious and very clean
the apartment boasted great views of the Back Cove (and its tremendous walking path)
are very gracious and have thought of everything to make your stay comfortable and relaxing
Beth greeted us as we arrived even though she had provided us with an access code to make our arrival a super easy one
Our hosts were very gracious and attentive
Beth and Obie made our Portland Maine experience an even better one with their rental property
My only two recommendations are: provide Portland city map
The hospitality and genuine niceness of our hosts were appreciated embraced at arrival and departure and consistent throughout our stay
cove trail which I took advantage every day Parking is in driveway on left
Perfect location and comfortable home for spending time exploring Portland A walking trail short distance out the back door into downtown
We found this at last minute after first VBRO in Portland did not work out
Also easy access to Whole Foods for breakfast
Owners provided list of favorite sights a little history and dining suggestions Bon Appetite gave Portland restaurant City of 2018
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10. The majestic sunset cottage

Nothing beats a comfortable accommodation like a sunset cottage with water views. It’s simply the perfect accommodation, especially for a family setting. Located along Island Avenue, this cottage offers a truly relaxed environment in the secluded areas of Portland. It features a spacious living room that offers a cool ambiance from the two couches and the overhead fun. The three bedrooms in this lovely cottage are built to nothing less than perfection. The master bedroom features a king size bed and two closets. The second bedroom features a queen size bed and the third bedroom features a bunk bed suitable for children. This unique cottage also features a kitchen that overlooks the yard. Amenities such as paper towels, toiletries, and room essentials like bed sheets are not included. Come stay at this luxurious cottage for a comfortable and soothing experience.

Sunset Cottage, Family-Friendly Oasis With WFH amenities
Portland, ME, US
10 reviews  Wifi Available
cottage 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
very quiet relaxing cottage
You don't need a car on the island- exploring on bike
clean neat and wonderful water pressure in the shower (always a plus)
The bedrooms were very comfortable and the common spaces were efficiently cozy
(meters are free after 6pm and on Sundays/holidays ) and had an easy time
It was clean and the owner was attentive
The cottage is cozy and has a great view We will surely visit again Colleen was very attentive Thanks
Would definitely love to go back next year
The house was in a perfect location walk to town and Centennial Beach
The house is a 15 or so minute walk from the ferry dock on a quiet part of Peaks Island
It was perfectly placed on the island just a walk away from the ferry & town center
Read more reviews

Exquisite accommodation in Portland, Maine

Portland offers visitors some amazing vacation rental options. Head to Vacationland soon and rent accommodation along the pristine white sandy beaches - these Vrbo rentals promise fun times ahead!

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

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