After Acadia National Park, Portland is the most visited destination in Maine. And with its breathtaking ocean views, scenic islands, and fantastic restaurants, what’s not to love? You can explore the Old Port, try some famous Maine lobster, stop by the Portland Observatory, and visit a handful of iconic lighthouses.
Plus, there are loads of fantastic Airbnbs in Portland, Maine! You can stay in an adorable renovated barn in West End, a colorful penthouse overlooking downtown Portland, or an elegant beach house in Cape Elizabeth. Which exciting vacation rental will you choose for your getaway?
Check out my list of the 12 best Airbnbs in Portland to help you plan your trip to this fantastic vacation destination.
- Top 10 Things To Do in Portland, Maine
- Why Stay in an Airbnb in Portland, Maine
- Best Portland Airbnbs for Couples and Solo Travelers
- Best Portland Airbnbs for Small Groups and Families
- Best Portland Airbnbs for Large Groups and Events
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Top 10 Things To Do in Portland, Maine
- Wander around Old Port. This area of Portland has trendy restaurants, adorable boutiques, and historic buildings for you to visit.
- Take a ferry to the Casco Bay Islands. These beautiful islands off the coast of Portland boast beautiful beaches, cute cafes, and scenic bike paths. Whale watching in Maine is also a super popular activity and Casco Bay is a perfect place to spot them so keep your eyes peeled!
- Pay a visit to each of the historic lighthouses in town. A few of the lighthouses include Portland Head Light, Spring Point Ledge Lighthouse, and Portland Breakwater Lighthouse.
- Stop at a couple of the craft beer breweries. Recently, the craft beer scene in Portland has started booming and there are quite a few noteworthy establishments in town. Try the Allagash Brewery, Bunker Brewing Company, or the unique Maine Brew Bus.
- Admire the architecture of the historic Victoria Mansion. Built in the 19th century, this building was originally an extravagant summer house. But in 1938, a new owner transformed it into a museum about the lovely Queen Victoria.
- Take a Portland, Maine food tour. Despite its small size, this town has made a name for itself as a fantastic foodie destination. It’s packed with tasty bites to eat including locally grown blueberries, the delectable potato-based Holy Donut, and the famous Maine lobster.
- Stop by the Portland Observatory, the only remaining maritime signal tower in the United States. Inside the tower, you’ll find museum displays about Portland and maritime work in general. And once you reach the top, you’ll be rewarded with breathtaking views of the area.
- Stroll through the Portland Farmers’ Market. You can stock up on local produce, honey, cheeses, flowers, baked goods, and so much more!
- Admire the pieces in the Portland Museum of Art. As the oldest public art institution in the country, it’s certainly something special. You can peruse artworks by artistic greats like Claude Monet and Andy Warhol.
- Visit the neighboring area of Cape Elizabeth. This amazing area boasts fantastic beaches, towering lighthouses, and stunning ocean views.
Why Stay in an Airbnb in Portland, Maine
There are loads of advantages to staying in an Airbnb in Portland, Maine. First of all, Airbnbs have the coolest amenities. Extensive record collections, private pools, and Smart TVs are just the start.
Staying at an Airbnb is also a wise way to spend your money as it’s typically much more cost-effective than a hotel. If you’re traveling with friends or family, you’ll find yourself paying for multiple hotel rooms. But with an Airbnb, you and your group can split the price of a single large vacation home.
Finally, one of the greatest perks of staying in an Airbnb in Portland is the fact that you can connect with a local before you even reach the city. Most Airbnb hosts are very friendly and love to share local tips! Find out about mouthwatering restaurants, stunning ocean viewpoints, and hidden gems.
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The 12 Best Airbnbs in Portland
Best Portland Airbnbs for Couples and Solo Travelers
Once you drive up to this renovated turn-of-the-century barn, you’ll know that it’s one of the most unique Airbnbs in Portland. First of all, the bright red barn doors make it nearly impossible to miss.
But the historical architecture and striking front door aren’t the only things that make this cozy vacation rental stand out. You’ll love all of the small touches like the welcome gift of freshly baked muffins from a neighboring bakery, custom postcards, and local beer. From the comfortable living room to the well-appointed kitchen and the charming bedroom with a plush queen bed, you’ll feel right at home here.
This cool Portland Airbnb is located in the West End neighborhood. You’ll be able to catch the sunset from the Western Promenade, peruse the exhibitions at the Portland Museum of Art, and dine at one of the many nearby local restaurants.
With its open floor plan and vaulted ceilings, this charming 800-square-foot loft feels surprisingly spacious. You’ll immediately feel like you’ve found your home-away-from-home. You can watch your favorite TV show on the smart TV in the living room, enjoy a meal together at the homey dining table, and drift to sleep in the cozy queen bed.
But one of the biggest perks of staying at this lovely loft is the pool. In the summer it’s quite a treat! Due to the weather conditions in the area not many vacation homes have a pool, so this feature alone makes this one of the most unique Airbnbs in Portland. You can relax on the sun loungers and then cool off from the summer sun with a dip in the pale blue water.
This loft is located in the Portland suburb of Falmouth, where you can hike around Mackworth Island State Park, venture to Presumpscot Falls, and test your golfing skills at the Portland Country Club. And if you’d like to explore more of Portland, the heart of town is just fifteen minutes away!
As soon as you walk through the front door of The Crow’s Nest, you’ll understand just how appropriate the name is for this cool Portland Airbnb. You’ll be greeted by a spiral staircase that takes you to a private rooftop deck where you’ll have a bird’s eye view of the town. You’ll love enjoying a glass of wine while taking in the views of the beautiful harbor.
And while you might be tempted to spend all of your time on the sunny rooftop deck, the rest of the apartment is just as amazing. You can read a good book in the cozy living room, relax with a warm bath in the vintage clawfoot tub, and catch up on sleep in the plush queen bed. The decor is chic but still incredibly comfortable.
There’s even a chalkboard filled with recommendations from previous guests, including catching the sunset at the Western Promenade and dining at the Blue Spoon.
The Crow’s Nest is situated on Munjoy Hill on Portland Peninsula. You’ll be just a half-mile from downtown Portland, which includes the Old Port, the Portland Museum of Art, and the ferry to the Casco Bay Islands.
This cozy studio in Cape Elizabeth is one of the best Portland Airbnbs if you’re looking for a bit of peace and tranquility during your getaway.
Cape Elizabeth is one of the most calming suburbs of Portland. You can take a stroll along Crescent Beach, take in the views of Two Lights State Park, and simply enjoy the quiet and friendly atmosphere. And if you’re looking for a bit more excitement, Portland is just ten minutes away!
This quaint studio features a comfortable queen-sized bed, an inviting living room, a small kitchen and dining nook, and a full bathroom stocked with everything you’ll need during your stay. This studio is absolutely perfect for a solo traveler or a couple looking for a quiet vacation in Portland, Maine.
Best Portland Airbnbs for Small Groups and Families
This cute little apartment is a great choice if you’re looking for a cozy place to stay in Portland. With two bedrooms, this vacation home is perfect for a small group or family.
This Portland Airbnb has elegant decor and a bright color scheme – both outside and in. The living room is cozy and perfect for a night of Netflix and chilling. And the kitchen is stocked in case you want to whip up a meal during your stay.
In the master bedroom, you’ll find a big, comfy king-sized bed and in the second bedroom, there’s an equally inviting double bed with plush bedding.
You’ll be just a short drive to downtown Portland where you can wander around the Portland Farmers’ Market, grab a beer from one of the craft breweries, stop by the Portland Museum of Art, or take a Portland food tour.
One of the greatest draws of Portland, Maine is its waterfront location so you’ll likely want to spend as much time as possible gazing at the ocean views. And if you book a stay at this modern oceanfront home, you’ll be able to enjoy the beauty of the Atlantic Ocean during your entire trip!
Aptly nicknamed “Sea Salt”, this Portland Airbnb offers 3 levels of luxurious living space. With 3 bedrooms and 2.5 bathrooms, 6 people can sleep comfortably here (or 8 if you use the pullout couch). Other amenities include a fireplace for chilly evenings, a game table, radiant floors, a stocked kitchen, and lots of natural light.
Outside you will love the two glass balconies, the fire pit, and sprawling views. And while the ocean views are the main highlight of this vacation rental, the location is amazing as well. Situated in the quiet Portland suburb of Falmouth, this house gives guests an opportunity to relax. But downtown Portland is just ten minutes away!
This stunning waterfront penthouse is definitely one of the most colorful and unique Airbnbs in Portland, Maine. With funky furniture, vibrant rugs, and cool artwork, this space was definitely designed by a pro.
And although the colors may grab your attention at first, you’ll inevitably be drawn to the breathtaking views of Dimillo’s Marina. You can take in the view from every single room in the apartment. There’s also a large rooftop deck that’s the perfect spot to enjoy sunset with an ice-cold beer.
Exposed ceilings give this apartment a hip industrial vibe. The open floor plan lends itself perfectly to entertaining. And the spacious kitchen is stocked with essentials. There are 2 master suites with incredibly comfortable beds, heated bathroom floors, and one with a relaxing soaking tub.
This Portland penthouse is located in the heart of downtown. The Old Port, Portland Lobster Co., and Casco Bay Ferry are all just a short walk away.
Best Portland Airbnbs for Large Groups and Events
This expansive 7-bedroom designer home stands out from the other vacation homes in Portland, thanks to the unique design of each floor. The three floors of this house are often rented separately and each has a completely different vibe.
One floor is rustic and modern, another is homey and charming, and the third is beachy and bold. Each of your 15 guests can decide which type of vacation vibe they’d like and claim a room on that floor of the house.
With multiple full-sized apartments in this single Portland Airbnb, you’ll have access to numerous large common spaces. There are two kitchens, two living rooms, and two dining rooms so it’s perfect for hosting a big event or family get together. And the decor is so chic and modern, you’ll might even get the itch to redecorate your own home.
The large balcony is a guest favorite! It’s a lovely spot to savor your morning coffee, sip an evening cocktail, or gaze up at the stars.
This renovated house is located in the quiet Portland neighborhood of Oakdale. From there, it’s just a five-minute drive to all of the best things to do in downtown Portland.
With its sleek architecture and unobstructed ocean views, this elegant Cape Elizabeth house is definitely one of the best Airbnbs in Portland. Large windows frame the Atlantic Ocean in almost every room of this beautiful Portland vacation home.
The living room has plenty of comfortable seating for everyone in your group to gather around the fire or play board games. Each of the 3 bedrooms has a large, comfortable couch and beautiful views. There are 3 stately bathrooms and one even features a deep soaking tub.
The perfectly manicured backyard is another highlight of this Portland Airbnb! You can sit on the oceanfront patio and enjoy a meal at the breezy picnic table.
This lovely vacation rental is also near two of the best attractions in Cape Elizabeth: the Portland Head Lighthouse and Fort Williams Park. And if you’d like to explore downtown Portland, it’s just a fifteen-minute drive away.
Situated in South Portland, this beachy oceanfront home has an absolutely amazing location. It’s located right on Willard Beach, one of the best beaches in town. Plus, this vacation rental is also close to many of the best eateries in this small foodie town including Scratch Baking Co., Flip Creperie, and Willard Scoops Ice Cream Shoppe.
The interior of this home feels airy and bright with classic white furniture and unexpected pops of color. The entire house has a shabby chic appeal. Your group will undoubtedly congregate around the colorful fireplace in the living room or around the huge bar in the kitchen while meals are prepared.
Each of the 4 bedrooms has unique features like colorful bedspreads and comfy overstuffed chairs. And the 2.5 bathrooms are stocked with all the essentials for your stay. But you’ll especially love the rooftop that features a brand new therapeutic massage hot tub, a fire pit, and plenty of comfy seating.
With historical significance and distinctive interior design, this luxurious West End home is undoubtedly the most elegant Airbnb in Portland. Over its nearly 200-year history, it has gone through many transitions. The most noteworthy one was when it became a Portland social hub and was known as “Social Corners.”
Today, you can stay at this three-story historic brick building during your vacation in Portland. The living room features a distinctive fireplace and beautiful artwork on the walls. You can whip up a meal in the professional-grade commercial kitchen or, better yet, add a personal chef for an additional fee. Plus there are 4 common areas so every guest will have room to spread out.
This incredible Airbnb boasts 9 unique bedrooms with private baths, many include a cozy fireplace for chilly evenings. The most impressive suite in the house even features a large roof deck with lounge seating!
Be sure to take advantage of all the cool amenities that this Airbnb offers. You’ll have private access to the billiard room which is in the former speakeasy. Plus there’s a daily concierge service available, weekly housekeeping, and an on-site laundry service. You won’t have to worry about a thing during your stay!
Since this building once was once the social hub of Portland, it’s no surprise to find out that it has a fantastic location. You can easily make your way to the Portland Museum of Art and the Western Promenade.
If you’re hoping to bring a whole host of friends and family members with you on your New England getaway, this modern Portland home is certainly the best Airbnbs for you. With seven bedrooms and space for 16 people, you can invite your whole crew!
Each bedroom is absolutely massive and the beds are super plush. One bedroom even features a spacious seating area and a cozy fireplace! The 4 bathrooms are pristinely clean and have all of the essentials. And the chef’s kitchen is stocked with everything you’ll need to prepare gourmet meals for your group.
Plus there’s comfortable seating out on the balcony where you can escape to enjoy your morning cup of coffee in peace.
There’s also plenty to do in the surrounding area! You can hike Martin Point Trail and make your way to Mackworth Island State Park.
That’s it – 12 of the best Airbnbs in Portland, Maine! Do you have a favorite vacation rental in Portland? Let us know in the comments below.
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Sarah Etinas – About the Author:
Sarah is a travel writer based on the beautiful island of Oahu, Hawaii. When she’s not enjoying the stunning beaches and hikes of her home island, she’s going on exciting adventures all around the world. A few of her most thrilling adventures have included snowshoeing in the Swiss Alps, kayaking through a river of jellyfish in the Caribbean, and sleeping in a sandstorm in the Sahara Desert.