101+ Rental Villas and Private Getaways in Pittsfield |
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Pittsfield Villa Rentals

About Pittsfield Vacation Rentals

There are more than 101 incredible getaway rentals that are available in Pittsfield. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Pittsfield.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Pittsfield, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Pittsfield. Places to stay near Pittsfield are 479.55 ft² on average, with prices averaging CA $271 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Pittsfield. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Pittsfield

Type Count
Vacation Homes 40
Holiday Apartments 22
Cabin Rentals 16
Cottages 6
Others 4
B&B 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Pittsfield

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Pittsfield with BedroomVillas.

Weather in Pittsfield, PA

View the weather forecast for Pittsfield before booking your Pittsfield Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Pittsfield's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Pittsfield's Research Top Attractions For Your Vacation


Peek'n Peak Ski Resort
Chautauqua Institution
Allegheny National Forest
Chautauqua Lake
Lucille Ball Desi Arnaz Museum
Kinzua Dam
Chautauqua Amphitheater
Northwest Arena
National Comedy Center
Fenton History Center
We Wan Chu Cottages Boat Rentals
Great Eastern Cutlery
Roger Tory Peterson Institute
Warren County Historical Society
Chapman State Park
Hunter Station Golf Club
Chautauqua Golf Club
Rimrock Overlook
Queen Cutlery
Reg Lenna Center for The Arts

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Deerfield Township 28 Properties
Pittsfield Township 26 Properties

Frequently Asked Questions About Pittsfield?

What are the top hotels or resorts in Pittsfield?

We provide an array of great vacation destinations in Pittsfield. If you are looking to stay in or around the Pittsfield area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Pittsfield:

Which hotel or resort in Pittsfield is best for families?

Searching for a family-friendly getaway in Pittsfield? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Pittsfield?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 101 in the Pittsfield area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Pittsfield. 


People Also Ask

There are 10 hotels in Pittsfield and 79 rentals

Recently Booked Hotels, Resorts, or Rentals in Pittsfield