61+ Rental Villas and Private Getaways in Stockbridge |
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Stockbridge Vacation Rentals & One Degree Stays Homes

About Stockbridge Vacation Rentals

There are more than 61 vacation rentals that are available in Stockbridge. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Stockbridge.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Stockbridge, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Stockbridge. Places to stay near Stockbridge are 1642.95 ft² on average, with prices averaging US $502 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Stockbridge with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Stockbridge

Type Count
Vacation Homes 41
Holiday Apartments 8
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Stockbridge

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Stockbridge.

Weather in Stockbridge, MA

View the weather forecast for Stockbridge before booking your Stockbridge 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

Top Attractions Around Stockbridge, MA

OneDegreeStays offers a large selection of top attractions around Stockbridge. Research things to do on your vacation before you visit Stockbridge.


Norman Rockwell Museum
National Shrine of the Divine Mercy
Naumkeag
Berkshire Theatre Festival
Schantz Galleries
Mission House
Jiminy Peak Mountain Resort
Tanglewood Music Center
Ski Butternut
Catamount Ski Area
Lee Prime Outlets
Bousquet Ski Area
Cranwell Golf Club
Jacob's Pillow
Berkshire Museum
Hancock Shaker Village
Otis Ridge
Pittsfield State Forest
October Mountain State Forest
Beartown State Forest

Other Places to Stay in Stockbridge, MA


Naumkeag 165 Properties
National Shrine of the Divine Mercy 165 Properties
Berkshire Theatre Festival 152 Properties
Mission House 144 Properties
Norman Rockwell Museum 131 Properties
Schantz Galleries 130 Properties

Frequently Asked Questions About Stockbridge?

What are the top vacation rentals in Stockbridge?

There are a lot of options in Stockbridge. If you plan on staying in the Stockbridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Stockbridge:

Which vacation homes in Stockbridge are best for families?

If you are looking for a family-friendly vacation home in Stockbridge, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Stockbridge:

How many onedegreestays vacation rentals are available in Stockbridge?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 61 in the Stockbridge area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Stockbridge. 


People Also Ask

There are 61 Stockbridge, MA Vacation Rentals

Recently Booked Vacation Rentals in Stockbridge