Destination guide

Take in the riverside beauty of Portland

Enjoy the wineries and other features of Portland. This city's rafting, riverfront and theme park draw many visitors. Bushnell Park and Mark Twain House are just a couple of the must-sees in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.


Activities and attractions in and around Portland

Are you looking for attractions to see in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Portland has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Lake Compounce (17.7 mi / 28.4 km)
  • Arrigoni Winery (2.1 mi / 3.4 km)
  • Brownstone Exploration & Discovery Park (3.4 mi / 5.5 km)
  • Cromwell Meadows Wildlife Management Area (3.9 mi / 6.2 km)
  • Dinosaur State Park (5.3 mi / 8.5 km)
  • Checkered Flag Raceway (8.5 mi / 13.7 km)
Natural highlights

Exploring the natural features in Portland

Whether you're looking for adventure or just want to take in the scenery, Portland is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Bushnell Park (12.6 mi / 20.2 km)
  • Connecticut River State Wildlife Area (3.1 mi / 5.1 km)
  • Harbor Park (3.9 mi / 6.4 km)
  • Middletown Nature Gardens (6.2 mi / 9.9 km)
  • Ron McCutcheon Park (6.2 mi / 10.1 km)
  • Dooley Pond Public Access (7 mi / 11.2 km)

How to get to and around Portland

The nearest airport is in Hartford, CT (HFD-Hartford - Brainard), located 10.6 mi (17.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Hartford, CT (BDL-Bradley Intl.), which is 23.6 mi (37.9 km) away.

Where to stay around Portland?

Our 2019 accommodation listings offer a large selection of 29 holiday lettings near Portland. From 15 Houses to 4 Condos/Apartments, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Portland is on HomeAway.

What is the best area to stay when travelling to Portland?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Portland:

  • Old Saybrook Center: 23 holiday homes
  • East Hampton: 33 holiday homes
  • Madison Center: 39 holiday homes
  • Amston: 28 holiday homes
  • Downtown: 18 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Portland?

HomeAway offers a large selection of holiday accommodations near great places in Portland. From HomeAway travellers, the most popular points of interest to stay near are:

  • Brownstone Exploration & Discovery Park: 92 holiday lettings
  • Guilford Art Center: 434 holiday lettings
  • Chatfield Hollow State Park: 464 holiday lettings
  • Gillette Castle State Park: 484 holiday lettings
  • Bill Miller’s Castle: 393 holiday lettings

But there are many other points of interest around Portland listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Portland?

Yes, of course. HomeAway offers 15 Houses in Portland. Our other popular types of Portland holiday rentals include:

  • Condos/Apartments: 4 self catering accommodations
  • Cabins: 2 self catering accommodations
  • Cottages: 2 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Bungalows and more.

Can I find a holiday accommodation with pool in Portland?

Yes, you can select your preferred holiday accommodation with pool among our 3 holiday homes with pool available in Portland. Please use our search bar to access the selection of holiday rentals available.