Portland's historic sites, stunning Atlantic scenery, and exciting dining scene make it a great East Coast vacation destination. Choose a bright condo in downtown, or a family home in a quiet neighborhood as your base for exploring this classic American city.

Top 15 Recommended vacation rentals in Portland
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Popular Rental Amenities in Portland
Finding a vacation home with a pool shouldn't be too difficult in Portland. More than a quarter of the rentals provide one. In addition, more Apartment rental have pools than any other type of property. They are a great choice if you go in a group of 9, as that is the number of people they can accommodate on average. Among these accommodations, 58 of them are within 2 kilometres of water.
Old Portland
Portland's Old Port is a lively historic district-cum-tourist strip. A multitude of shops, bars, and restaurants line the winding alleys amid cobblestone streets and historic architecture. Best explored on foot, this part of town is great for a sunny day.
The best views in the city can be captured from the Portland Observatory. The tower has a fascinating history, dating back to 1807. Guided tours are available daily and a sunset photo tour is available during summer months.
Portland's great outdoors
The Fort Williams Park makes an outstanding day trip. You can enjoy hours of hiking trails including a cliffside loop, arboretum, and a rocky beach, all in one park. The adjacent Portland Head Light lighthouse is one of the most photographed in the nation, and the oldest in Maine.
For some of Maine's best scenery, a ferry tour of the Casco Bay Islands is perfect. Photographers can capture lighthouses, civil war forts, and lovely coastal scenes, as well as seals, eagles, and the occasional whales. Most ferries allow you to bring a picnic lunch and alcoholic drinks.
Information about vacation rentals in Portland
🏡 Vacation rentals available | 1,086 rentals |
---|---|
🌙 Nightly prices starting at | $148 |
⭐ Popular amenities | Pets allowed, Pool and Internet |
🐾 Pet friendly homes | 457 homes |
🏊 Vacation rentals with pools | 293 homes |
Frequently Asked Questions
What is the typical availability of vacation rentals in Portland?
We found 1,086 vacation homes in Portland available for your next trip.
What are the most popular vacation home amenities in Portland?
Many travellers are searching for Pets allowed, Pool, and Internet when booking a vacation home in Portland.
Are there pet-friendly vacation rentals in Portland?
If you're travelling with a dog, over 42% of vacation rentals in Portland are pet-friendly.
What's the best month to book a vacation rental in Portland?
The warmest time of year in Portland is July and August, with the nightly price of a vacation home starting at $148.
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