Destination guide

Beautiful Monterey will entice you

The forests, wildlife and parks display a scene truly unique to Monterey. This scenic city is known for its hiking, fishing and boating. 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 Monterey

Do you want to find top things to see and do during your stay? Venture out of your cozy vacation rental and check out everything that makes Monterey a one-of-a-kind vacation spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Dry Hill (3.6 mi / 5.7 km)
  • Les Trois Emme Winery (4.3 mi / 6.9 km)
  • Ski Butternut (5.2 mi / 8.3 km)
  • Questing (5.8 mi / 9.3 km)
  • Otis Ridge (6.2 mi / 10 km)
  • Greenock Country Club (7.4 mi / 12 km)
Natural features

Exploring the natural features in Monterey

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Monterey is a great spot to appreciate mother nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Tyringham Cobble (3.8 mi / 6.2 km)
  • Beartown State Forest (3.9 mi / 6.2 km)
  • Goose Pond Reservation (6.1 mi / 9.8 km)
  • Lake Mansfield Park (7.5 mi / 12.1 km)
  • Umpachene Falls Park (7.6 mi / 12.2 km)
  • Berkshire Botanical Garden (9.3 mi / 14.9 km)
How to get there

Traveling to and around Monterey

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 16.1 mi (25.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Westfield, MA (BAF-Barnes Municipal), which is 25.8 mi (41.5 km) away.

Where to stay around Monterey?

Our 2019 property listings offer a large selection of 435 vacation rentals near Monterey. From 282 Houses to 66 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Monterey for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Monterey?

HomeAway offers a large selection of vacation rentals near lovely places in Monterey. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Bidwell House Museum: 647 vacation rentals
  • Tanglewood Music Center: 658 vacation rentals
  • Ski Butternut: 593 vacation rentals
  • Holley-Williams House Museum: 469 vacation rentals
  • National Shrine of the Divine Mercy: 788 vacation rentals

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

Can I rent Houses in Monterey?

Yes, of course. HomeAway has 282 Houses in Monterey. Our other popular types of vacation rentals in Monterey include:

  • Cabins: 66 rentals available
  • Cottages: 66 rentals available
  • Farmhouses: 12 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Country houses and more.

Can I find a vacation rental with pool in Monterey?

Yes, you can select your preferred vacation rental with pool among our 74 vacation rentals with pool available in Monterey. Please use our search bar to access the selection of vacation rentals available.