Pittsfield vacation rentals

We found 114 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
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Scroll through and select from vacation rentals in Pittsfield to find one that's perfect for your trip. Vacation rentals provide the amenities you need and want for your family, friends, or furry companion, such as WiFi and a hot tub. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

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Find the perfect vacation rental for your Pittsfield getaway

Experience the unique character of Pittsfield with a stay in a vacation home rental. This city has something for everyone. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Pittsfield

Do you want to find 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 makes Pittsfield a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • New Hampshire International Speedway (8 mi / 12.8 km)
  • Gunstock Mountain Resort (16.4 mi / 26.4 km)
  • Ellacoya State Park (18.5 mi / 29.7 km)
  • Stone Gate Vineyard (17.9 mi / 28.9 km)
  • Candia Woods Golf Links (18 mi / 29 km)
  • Greater Concord Chamber of Commerce (12.6 mi / 20.2 km)

Exploring the natural features in Pittsfield

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Pittsfield is a great place to get outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Lake Winnipesaukee (21 mi / 33.8 km)
  • Bow Lake (8.2 mi / 13.1 km)
  • Bear Brook State Park (13.1 mi / 21.1 km)
  • Highland Mountain Bike Park (13.2 mi / 21.3 km)
  • Merrymeeting Lake (14.6 mi / 23.5 km)
  • Pawtuckaway State Park (17 mi / 27.4 km)

Transportation options to and around Pittsfield

Fly into Concord, NH (CON-Concord Municipal), the closest airport, located 11.6 mi (18.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Laconia, NH (LCI-Laconia Municipal), which is 19.2 mi (30.9 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Pittsfield?

Based on our research, cabins are the most in-demand type of property in Pittsfield. But of course, everyone's idea of the perfect trip isn't going to be the same. Vrbo has vacation homes with every size, shape and budget in mind, and we'll help you locate the best fit for your needs.

How much does it cost to rent a vacation rental in Pittsfield?

The average price for a vacation home in Pittsfield is based on several factors, including property type, length of stay and time of year. Whether you prefer a sprawling villa with space for extended family or an apartment perfect for just you and the kids, just add your travel dates to discover stays with great value.

How much does it cost to rent a beach house in Pittsfield?

The average price for a vacation home near the beach in Pittsfield depends on when you're visiting the area and the size and type of property you're looking for. You can find prices quickly and easily on Vrbo by entering your dates of travel. Then make use of the filter tool to pick the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a hot tub.

Are there pet-friendly vacation rentals in Pittsfield?

Good news. There are. You can choose from five vacation rentals that welcome pets in Pittsfield on Vrbo. Our cuddly best friends need a break too, so simply use our search function for pet-friendly vacation rentals to find a perfect property where your puppy dog can lap up the good times.

What are popular rental amenities in Pittsfield?

Ski-in/ski-out facilities, a firepit and a garden rank as the most popular rental amenities in Pittsfield. Whether you're planning to travel alone, with your other half or as a family group, Vrbo can help you find a vacation rental that fits your tastes with a load of extras you'll love.

Are there large group vacation rentals in Pittsfield?

Pittsfield has two vacation homes that can host 10 or more guests. These properties come with all the space you need to enjoy good times with family and friends.

Are there vacation rentals in Pittsfield that welcome kids?

With five family-friendly vacation properties to pick from in Pittsfield, now is the perfect time to introduce the kids to the pleasures of travel. Just check our "Properties good for families" filter to find stays packed with conveniences ideal for families on the move, such as living rooms, patios, hot tubs and entertainment areas.

What are the top attractions for families in Pittsfield?

Keep the kids amused at these fabulous family-friendly attractions in Pittsfield:

  • Bow Lake
  • Canterbury Shaker Village
  • Upper Suncook Lake

Are there one-bedroom vacation rentals in Pittsfield?

Yes, Pittsfield has two one-bedroom rentals available. Typically situated in desirable areas due to their compact size, a one-bedroom rental is perfect if you're getting away with your partner or a friend. And with comforts like wireless internet and more privacy than a standard hotel, you'll be able to kick back while sightseeing around this awesome destination.

Can I find two-bedroom vacation rentals in Pittsfield?

Take your pick of two two-bedroom properties in Pittsfield. Give the kids the second room or fill it with a couple of your besties. There's a comfy spot for whoever's lucky enough to be joining your journey.

Are there vacation rentals with WiFi in Pittsfield?

Pittsfield has three vacation rentals with WiFi, so you'll be able to stay connected while on vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to writing and sending emails, these Vrbo homes make it a cinch to get online.

How old do you have to be to rent a vacation rental in Pittsfield?

The minimum required age is usually 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your preferred Pittsfield vacation rental before making a booking.

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