Hot West Stockbridge Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in West Stockbridge

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough MA
Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.
Opens in a new windowPine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Cozy, private and modern Cottage

Cozy, private and modern Cottage

Hudson NY
Located in Hudson, this cottage is a 1-minute drive from Claverack Library and 6 minutes from Stoddard Corner.
Opens in a new windowCozy, private and modern Cottage
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie NY
Located in Valatie, this cottage is on a lake, a 1-minute drive from Kinderhook Lake and 7 minutes from Valatie Free Library.
Opens in a new windowHeaven Can't Wait, On Beautiful Kinderhook Lake!!
Save an average of 15% on thousands of hotels when you're signed in
2-bedroom cottage close to skiing with gas fireplace

2-bedroom cottage close to skiing with gas fireplace

New Marlborough MA
With a stay at this cottage in New Marlborough, you'll be within a 5-minute walk of New Marlborough Town Library and New Marlborough Town Hall.
Opens in a new window2-bedroom cottage close to skiing with gas fireplace
Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro MA
Located in Lanesborough, this cottage is in the mountains, a 3-minute drive from Mount Greylock State Reservation and 5 minutes from Mount Greylock State Reservation ...
Opens in a new windowCharming historic cottage on scenic road to Mt. Greylock
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA
With a stay at this cottage in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from Larkum Pond.
Opens in a new windowPrivate Island - Largest Fresh Water Reservoir in Mass
The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA
Located in Ashley Falls, this cottage is in a rural location, within a 15-minute walk of Ashley Falls Woods and Housatonic River.
Opens in a new windowThe Blue Elm - A Historic Berkshire Cottage
Beachwood Cottage

Beachwood Cottage

Stockbridge MA
When you stay at this cottage in West Stockbridge, you'll be on a lake, within a 10-minute drive of Tanglewood Music Center and National Shrine of the Divine ...
Opens in a new windowBeachwood Cottage
Private Lake Cottage on 3 acres w/350 sq. ft. deck

Private Lake Cottage on 3 acres w/350 sq. ft. deck

Becket MA
Located in Becket, this cottage is a 4-minute drive from Iroquis Waterfront and 8 minutes from Becket Quarry.
Opens in a new windowPrivate Lake Cottage on 3 acres w/350 sq. ft. deck
Don't see what you're looking for?
See all available properties in West Stockbridge
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

West Stockbridge Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in West Stockbridge will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to West Stockbridge definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in West Stockbridge, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

West Stockbridge Cottages essential information

Accommodation
118 Cottages
Lowest Price
AU$149
Highest Price
AU$184
Popular accommodation
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , Cozy, private and modern Cottage, Heaven Can't Wait, On Beautiful Kinderhook Lake!!, 2-bedroom cottage close to skiing with gas fireplace, Charming historic cottage on scenic road to Mt. Greylock, Private Island - Largest Fresh Water Reservoir in Mass, The Blue Elm - A Historic Berkshire Cottage, Beachwood Cottage, Private Lake Cottage on 3 acres w/350 sq. ft. deck

Top trending hotels in West Stockbridge

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street West Stockbridge MA
The price is AU$173 per night from 5 Apr to 6 Apr
AU$173
5 Apr - 6 Apr
includes taxes & fees
Located in West Stockbridge, Shaker Mill Inn is within a 15-minute drive of Tanglewood Music Center and National Shrine of the Divine Mercy.
Opens in a new windowShaker Mill Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 5 Apr to 6 Apr
AU$184
5 Apr - 6 Apr
includes taxes & fees
Located in Williamstown, Vacation Village in the Berkshires is a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.
Opens in a new windowVacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 3 May to 4 May
AU$172
3 May - 4 May
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Opens in a new windowBerkshire Mountain Lodge
Save an average of 15% on thousands of hotels when you're signed in
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 5 Apr to 6 Apr
AU$149
5 Apr - 6 Apr
includes taxes & fees
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Opens in a new windowBerkshires Untold
Don't see what you're looking for?
See all available properties in West Stockbridge
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.