Stockbridge Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Stockbridge, Massachusetts, USA

From US $204 per night
|
8.8 (1001 Reviews)
1 Bedroom 2 Guests
From US $285 per night
10.0 (14 Reviews)
1 Bedroom 4 Guests
|
10.0 (1 Review)
8 Bedrooms 8 Guests
From US $308 per night
|
9.8 (99 Reviews)
1 Bedroom 2 Guests
From US $271 per night
10.0 (14 Reviews)
1 Bedroom 3 Guests
|
9.0 (2 Reviews)
2 Bedrooms 4 Guests
From US $219 per night
6.4 (22 Reviews)
1 Bedroom 2 Guests
9.8 (8 Reviews)
1 Bedroom 2 Guests
From US $259 per night
|
5.4 (63 Reviews)
2 Bedrooms 6 Guests
9.6 (19 Reviews)
2 Bedrooms 4 Guests
|
New
4 Bedrooms 10 Guests
9.4 (13 Reviews)
2 Bedrooms 6 Guests
9.2 (12 Reviews)
2 Bedrooms 4 Guests
9.0 (20 Reviews)
2 Bedrooms 4 Guests
From US $308 per night
|
8.0 (292 Reviews)
108 Bedrooms 58 Guests
10.0 (105 Reviews)
6 Bedrooms 12 Guests
10.0 (75 Reviews)
4 Bedrooms 8 Guests
10.0 (30 Reviews)
3 Bedrooms 6 Guests
10.0 (17 Reviews)
11 Bedrooms 23 Guests
10.0 (2 Reviews)
3 Bedrooms 6 Guests
|
9.8 (113 Reviews)
6 Bedrooms 16 Guests
9.6 (10 Reviews)
3 Bedrooms 10 Guests

About Stockbridge Vacation Rentals

With more than 67 Stockbridge vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) 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 RBO property in Stockbridge.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Stockbridge, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO 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 (RBOs), and other popular Airbnb-style properties in Stockbridge. Places to stay near Stockbridge are 1661.44 ft² on average, with prices averaging US $486 a night.

RentByOwner 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.

Frequently Asked Questions About Stockbridge?

What are the top vacation rentals in Stockbridge?

How many Rentbyowner vacation rentals are available in Stockbridge?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 67 in the Stockbridge area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Stockbridge.