Destination guide

Scenic 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 cosy holiday rental and check out everything that makes Monterey a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 centre:

  • 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

Travelling to and around Monterey

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 16.1 mi (25.9 km) from the city centre. 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.

How many holiday rentals are available around Monterey?

Our 2020 accommodation listings offer a large selection of 340 holiday lettings around Monterey. From 215 houses to 51 cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

Can I rent a mountain-view property in Monterey?

Mysterious and unforgiving, mountains are among the most ruggedly spectacular formations on the planet. If you're eager to try mountain living, you're in the right place. HomeAway has no less than 92 mountain rental properties available. On the hunt for something a little different? See if any of our other properties take your fancy. Our options here include:

  • 86 rural holiday accommodation options.
  • 41 village holiday accommodation options.
  • 36 lake-view holiday accommodation options.

Can I rent a house in Monterey?

Instead of getting a boring, cookie-cutter hotel room this holiday, you could go for an entire house. You'll feel like you're part of the neighbourhood before you know it! There are 182 options currently listed on HomeAway. Prices start from £65 per night. If that doesn't agree with your posse's style, we have a range of different self-catering accommodation options to pick from, such as:

  • Cottage: 25 self-catering accommodation options. Prices start from £104 per night.
  • Apartment: 11 self-catering accommodation options. Prices start from £71 per night.
  • Country house: 10 self-catering accommodation options. Prices start from £72 per night.

Can I stay in Monterey in a large group?

There's nothing more enjoyable than being somewhere new with your friends and loved ones. And the best news is HomeAway has places suitable for big groups. 43 house holiday rentals are ready to be booked. At the moment, they're the preferred choice here for big groups. If you're wanting to stay in a large group, the holiday rental options that will suit your needs include:

  • If yours is a group of 6, we have 126 rental properties perfectly suited for that size. Book a night from just £65.
  • Require somewhere for 8 people? We have 98 that will work well. Prices begin at just £72 per night.
  • On a trip away with 10 guests? We have 84 properties for rent that will suit. Prices begin at just £187 per night.

So never fear! When you book with us you can take your uncle, your cousin and all your buddies to Monterey.

Where are the cheapest holiday rentals in Monterey?

There are friends, there is family and then there are friends that become family. Reconnect with your nearest and dearest and organise a cost-conscious getaway with HomeAway. Taconic is a bargain-hunter's dream. And with 4 HomeAway holiday rentals at an average price of £114 a night, it's not difficult to see why. Another 11 HomeAway holiday rentals are on offer in or around Sherwood Forest. With an average price of £194 a night, you're sure to grab a deal worth bragging about.