
Vacation rentals in Portland
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Top-rated vacation rentals in Portland
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Private vacation rentals in Portland

Faith Lane with community pool
Beautiful house! Lots of space and had everything you need for your visit. The community pool was great too. Very close to Portland and easy to get to other areas of Maine from the location. Jason was a great host and very responsive and helpful! Only minor complaint was mattresses upstairs were a little on the firm side but other than that the house was great!

Lakefront Getaway
We LOVED our weekend on Arrowhead Lake! Great house for families. We have three teenagers and loved having separate spaces for everyone, as well as places we could all gather together, inside or out! There was something for everyone! Perfectly set up for those who love to cook, fish, kayak, walk or just read a book outside! Nearby we enjoyed the farm stands, our first attempt at disc golf, my son's first catch of a small mouth bass and shopping at the Limerick Grocery Store (very well stocked!). We hope to return again soon!! Elizabeth was a wonderful and attentive host!

Beautiful House to Relax & Enjoy the Quiet!
We had a wonderful stay. The house was very nice and all accommodations were met and exceeded. We cooked dinner in the kitchen two of the nights we were there and found everything we needed very easily. Everything was very clean and well taken care of, yet felt extremely homey and welcoming! The fire pit and outdoor bar were an amazing benefit, the whole back/front yards and patios in general were amazing. It’s safe to say we truly enjoyed our time in this home and will be checking here first next time we come! Highly recommended stay!

The Brew House - 2nd Floor Private Apartment
Great apartment in a very walkable part of Portland, a perfect location for exploring the city. It was clean & spacious with a very comfortable bed and we appreciated the off-street parking. The owner Jeff and his wife are very friendly and served us a fantastic meal at their small brewpub downstairs. I normally wouldn’t choose a rental above a pub, but theirs closes at 9pm every night, so noise wasn’t an issue at all. Would highly recommended this unit for a stay in Portland.

Private guest house on sandy beach
What a beautiful spot to unwind, to unplug and to feel grounded by and with Mother Nature. Laura was a great host. She was very communicative and helpful with local suggestions. The place was clean, cozy and it felt just like home! ✨

Peaceful Lakeside Maine Retreat
The home was in a beautiful location and it was so peaceful to wake up and look out over the water. The beds were comfortable and there was lots of space for our group to hang out. The host was very accommodating and answered all our questions quickly. Highly recommend!

Pinecrest Lakefront, Private 1 Bedroom
Wonderful place to stay, absolutely immaculate and pristine.

Feb/April school breaks available. 8 bedrooms
This was our 4th year staying at Sandy Cove to celebrate Christmas with our entire family. There are plenty of bedrooms and bathrooms to accommodate overnight stays. We love the 2 dining room tables and refrigerators. We had a small issue with a clog in the kitchen sink. I reached out to Mike and he sent someone over to fix it within a few hours. We hope to stay again next year!
House rentals in Portland

King beds-Charming Retro 3BR+Office House
This was our first experience with an Air B&B and happy that it was with Spencer. Our main reason for the East Coast trip was to see our grandsons football games at Bowdoin College and it was a perfect location. We stayed for seven weeks and loved the experience.

2 bed house w/king bed, pets & off-street parking!
Stayed with my wife and 2 year old son for a full week. Wonderful location walking distance to many shops, bakeries, restaurants etc. Blackout curtains in the bedroom were helpful for our son with naps and early sunrise. Playground a 30 second walk down the street which we used often. Private parking space directly behind the home was also convenient. We thought it was great value for the location and a nice alternative to booking an apartment or larger home when we spent the majority of our trip out exploring. Overall, we were very pleased with our experience.

Oceanside Escape ◆ Perfect family Getaway!
My family and I stayed at Michael and Naomi's home in Falmouth and we had a blast! Their home is lovely and comfortably fit 4 adults and a toddler. We visited in August and had a couple of sticky days and were so happy that they had AC units throughout the home. This allowed our toddler to nap and us to relax in comfort. Their kitchen was well stocked with various coffees, creamers and all the cookware we needed to make our meals. The home was a short walk away from Mackworth Island and a quick 5m drive to Portland. It made getting around so easy! Michael and Naomi were very responsive and flexible with our arrangements and we would absolutely stay in the future! We loved it.

East End Portland, Water Views
My family of four (two adults, 8 &6yo) stayed at Carol’s for a fall break visit to Portland. Carol was responsive ahead of the trip and flexible with our check-in time. She stayed in another guest house on the property. She checked on us at arrival and was friendly and respectful with every interaction. The location was perfect. Walking distance to the Eastern Prom park and other neighborhood spots. 5 mins to all other places in the East End and Old Port. Plus easy to get to places north and south. The house was just the right space for us.

3 bedroom house in the heart of Portland
The place was spacious, clean, and had ample parking. We could walk easily down town. Would highly recommend!

New build with hot tub in Old Orchard Beach
We loved every minute of our stay! The place was fantastic, and the hospitality was exceptional. Everything was clean, comfortable, and just as described. We would definitely stay here again. Highly recommend!

Modern & Sunny East End House. Private Parking!
Our family of four thoroughly enjoyed our stay at Jennifer’s! She was so kind to provide a pack & play for our baby and send over a long list of family friendly restaurant recommendations. We used many of her suggestions. Very comfortable stay in a beautiful sunny home!

Beautiful Home In Gorham Maine
Rob and Nate’s place is excellent. We had a great stay. Rob and Nate are very communicative and provide clear instructions - we also appreciated the recommendations in their house manual. The apartment itself is very nice and looks as the photos show, and the backyard/garden was even nicer than pictured. We had a great stay and recommend it to all.
Condo rentals in Portland

Luxury Beach Front Condo! Prime Location!
Excellent place, sunset and sunrise is just beautiful right from your private balcony, plenty of things to do even on rainy days, huge selection of places to eat, great bands play right on the premises, great people and atmosphere. The condo was very clean and has everything you need. I would love to stay again!

Oceanfront Condo with Awesome Views
This was my 3rd time staying at Kevin's AirBnB and it is always great! The bed is very comfortable and the entire place feels cozy. To top it off, there is the perfect view of the water from the balcony. It has everything you need for a little beach getaway. Will be staying again!

Old Port on foot
Lovely apartment, clean and unique. And very centrally located. Perfect place to stay when exploring Portland. Would stay here again.

East Bayside/ Munjoy - Charming Downtown Escape
Our group of 5 had a great experience staying here. The place was exactly as described. We had plenty of room, the location was great, and the off-street parking came in handy. Everyone raved about the water pressure in the shower, which was needed after a few long days. We would definitely stay here again. Check in was easy, and while we had no issues, I'm confident they would have been addressed quickly if needed.

Modern Industrial Beach Cottage
Great stay! Wendy was super responsive and helpful and the place was beautiful. Just a quick walk to the beach and so many great restaurants around.

Cozy condo by the beach!
I had an amazing stay. Place was just as described and was the perfect location for a weekend getaway!

Luxury Condo in Downtown Portland Old Port
Great location to be able to walk to the shops and restaurants, art district, theatre, etc in town. Cute and cozy condo in a building with beautiful original character. The list of recommendations was appreciated and helpful. Host was very responsive and friendly and flexible when possible. We enjoyed our stay here for our first visit to Portland!

Generic Two Bedroom - Stair access only
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.
Quick stats about vacation rentals in Portland
Total rentals
1.6K properties
Total number of reviews
172K reviews
Family-friendly rentals
850 properties are a good fit for families
Pet-friendly rentals
450 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
800 properties have a dedicated workspace
Your guide to Portland
All About Portland
Perched along the dramatic slate-gray waters of the Atlantic Ocean, where gulls wheel and whitecaps dot the surf, Portland is quintessential Maine combined with the allures of a metropolis. Established as a booming port town by traders and fishermen, Portland is now the state’s biggest city. Here you can tread cobblestone streets, visit historic lighthouses, and dine on lobsters hauled from the nearby waters. But you’ll also find top-notch museums and galleries, boutique shopping, and a celebrated foodie scene that boasts award-winning restaurants and a thriving microbrew culture. New and old Maine commingle comfortably here, where you can enjoy the best of both worlds.
The best time to stay in a vacation rental in Portland
Summers are brief and mild in Portland, where June through September bring average temperatures in the 70s Fahrenheit. October and November cool down, with temperatures in the 40s and 50s, and December through February are chilly, with temperatures in the 30s. Things grow steadily warmer starting in March, ushering in 40-degree weather and climbing into the low 60s by May. You’re likely to encounter rainfall year-round, and snow December through March. Pack lots of warm layers, hats, and scarves.
Top things to do in Portland
Portland Head Light
The Portland area is home to several historic lighthouses, but the Portland Head lighthouse is the undisputed heavyweight. Construction began in 1790, making it the oldest in the state. Visitors can tour the quaint lighthouse and its grounds, which include the former keepers’ house, now repurposed as a museum. Take in the sweeping vista, which includes views of four more lighthouses and the possibility of watching lobstermen pulling their traps from the bay, before taking a scenic stroll through Fort Williams, the 90-acre park in which the lighthouse resides.
Casco Bay and the Calendar Islands
Hop on a ferry (or charter a water taxi) to tour the photogenic Calendar Islands, clustered in grand Casco Bay. You can experience small-town Maine life here. Teensy Cliff Island has fewer than 60 year-round residents and a small schoolhouse. Peaks Island offers four miles of uninterrupted coastline and historical sites such as a World War II artillery bunker. Tonier Great Diamond Island, where a private community has been installed within the refurbished military buildings of historic Fort McKinley, boasts upscale dining. Don’t have time to set ashore? Casco Bay Lines, the island ferry service, offers speciality cruises that will afford you a sailor’s-eye view of the islands and dazzling bay.
Old Port District
Travel back in time in this quaint maritime neighborhood that still looks very much the way it did in the early 19th century. Narrow cobblestone streets and historic brick warehouses lend the enclave its cozy feel, but that’s where the frozen-in-time vibe ends. The restored Old Port District, which is on the National Register of Historic Places, is home to quirky boutiques, inventive eateries, and brewpubs. You’ll find many of these offerings on buzzy Exchange Street.
Frequently Asked Questions
How is the weather in Portland?
Portland experiences a humid continental climate. Summers are typically warm, averaging 79°F (26°C), while winters, known for their snowfall, can drop to 12°F (-11°C). Autumn is colorful with fall foliage, and spring brings mild and refreshing weather.
What are some of the best things to do in Portland?
There's a wealth of activities to enjoy in Portland. Visitors often explore the historic Old Port district, sample local produce at the Portland Farmers' Market, or take a Casco Bay Lines Ferry to the nearby islands. Visiting the Portland Museum of Art is also frequently recommended.
What is the best time of year to visit Portland?
The most popular time to visit Portland is during the summer, from June to August. This period features warm weather and several local events, including the Old Port Festival in June and the Maine Lobster Festival in nearby Rockland in August.
What are the best places to stay in Portland?
Portland, Maine, has numerous charming neighborhoods, each with a unique character. The Arts District is known for its creative buzz and art galleries, while the Old Port area boasts cobblestone streets and waterfront views. Peaks Island, just a 20-minute ferry ride from downtown, provides a serene, coastal stay.
What are the best places to visit in Portland?
Visitors to Portland often find delight in exploring the Portland Museum of Art, the historic Victoria Mansion, and the Eastern Promenade park. A trip to the iconic Portland Head Light, one of the oldest functioning lighthouses in the US, is also frequently suggested.
What are some hiking trails in Portland?
For nature enthusiasts, Portland has several hiking trails. The Fore River Sanctuary Trail provides picturesque views and a chance to spot local wildlife, while the Back Cove Trail offers an easy urban hike around a tidal basin. The Peaks Island Loop is another scenic coastal trail.
What are some family activities to do in Portland?
Families visiting Portland can enjoy a fun-filled day at the Children's Museum and Theatre of Maine, explore the fascinating sea life at the Maine State Aquarium, or take a scenic ferry ride to Peaks Island. A stroll in the Eastern Promenade park is also a popular choice.
What are some of the best day trip ideas in Portland?
From Portland, visitors often take day trips to the coastal town of Kennebunkport, the scenic Peaks Island, or Freeport for shopping at the famed L.L. Bean flagship store. The stunning Acadia National Park, though a bit farther at 160 km, is a popular choice for a longer day trip.
What types of vacation rentals are available in Portland?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Portland. From over 430 house rentals to over 100 condo rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Portland?
Yes! Work meets play with ease at over 800 vacation rentals in Portland featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Wells Beach
- Cranmore Mountain Resort
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- King Pine Ski Area
- Wentworth by the Sea Country Club
- Parsons Beach
- Portland Museum of Art
- Mothers Beach
- Crescent Beach
- Ferry Beach
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Cliff House Beach
- Dunegrass Golf Club
- Palace Playland
- Funtown Splashtown USA
- Things to do Portland
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- Art and culture Portland
- Tours Portland
- Nature and outdoors Portland
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