Stockbridge cottage rentals

You can choose from 49 cottage rentals in Stockbridge. Whether you prefer to stay in Richmond or another desirable neighborhood, Vrbo’s cottages offer an authentic country feel removed from the bustle of everyday life.

Prices vary depending on season, length of stay and exact property location, so enter your travel details to find out what’s available. Whatever your budget or style, Vrbo has cottage rentals in Stockbridge for guests of all types.

It depends on the type of weather you prefer, along with other factors. Many people visiting The Berkshires stay in a Stockbridge cottage rental in April, when average temperatures range from 35ºF (2ºC) to 53ºF (12ºC).

Book a cottage rental in Stockbridge and you’ll be waking up to amazing vistas. Some of our more popular cottages in this destination boast views of historic areas.

For a welcome change of scenery, you can’t get better than our lakeside cottage rentals. Take advantage of our convenient “Location” filter and then tick the box marked “Lake” to see if you can find any cozy cottages that’ll place you close to the water in Stockbridge. Spend your days exploring or simply enjoy admiring awesome sunrises and sunsets glittering off the lake.

Get your Stockbridge getaway off to a great start by heading to top-rated sights like Tanglewood Music Center, National Shrine of the Divine Mercy and Norman Rockwell Museum. Stay in a Vrbo cottage rental with the family and then discover this destination’s wonders together.

No sharing your space, no awkward encounters with strangers. When you choose a Vrbo cottage rental, you’ll have the entire place to yourself. Need to cancel or alter your travel itinerary? Our flexible cancellation policies mean you’re able to book your cottage with peace of mind. Plus, thanks to our One Key™ rewards platform, you’ll be able to earn and use OneKeyCash™* on all eligible bookings on Vrbo, Hotels.com and Expedia. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.