Hot West Stockbridge Cottage Rates

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Featured Cottages in West Stockbridge

Private Island - Largest Fresh Water Reservoir in Mass....

Private Island - Largest Fresh Water Reservoir in Mass....

Otis
Stay at this cottage in Otis. Enjoy free WiFi, a garden, and patios. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
Private Island - Largest Fresh Water Reservoir in Mass....
East Otis Vacation Rental w/ Private Deck & BBQ!

East Otis Vacation Rental w/ Private Deck & BBQ!

East Otis
Stay at this cottage in Otis. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Otis Reservoir and Tolland State Forest ...
East Otis Vacation Rental w/ Private Deck & BBQ!
Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro
Stay at this cottage in Lanesborough. Enjoy free WiFi, a garden, and Netflix. Popular attractions Jiminy Peak Mountain Resort and Mount Greylock State Reservation ...
Charming historic cottage on scenic road to Mt. Greylock
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Cozy Berkshire cottage with fireplace.

Cozy Berkshire cottage with fireplace.

Pittsfield
Stay at this cottage in Pittsfield. Enjoy free WiFi, a garden, and patios. Popular attractions Bousquet Ski Area and Colonial Theater are located nearby.
Cozy Berkshire cottage with fireplace.
Welcome to the Red Bridge Cottage!

Welcome to the Red Bridge Cottage!

Valatie
Stay at this cottage in Valatie. Enjoy free WiFi, a garden, and patios. Popular attractions Shaker Museum and Library and Valatie Free Library are located ...
Welcome to the Red Bridge Cottage!
Private Lake Cottage on 3 acres w/350 sq. ft. deck

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

Becket
Stay at this cottage in Becket. Popular attractions Iroquis Waterfront and Pyramid Lake are located nearby.
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Perfect Vacation Get Away - Historical New Marlborough

Perfect Vacation Get Away - Historical New Marlborough

New Marlborough
Stay at this cottage in Great Barrington. Enjoy free WiFi, a garden, and patios. Popular attractions Questing and New Marlborough Town Library are located ...
Perfect Vacation Get Away - Historical New Marlborough
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

Hudson
Stay at this cottage in Hudson. Enjoy free WiFi, a garden, and patios. Popular attractions Max and Lillian Katzman Theater and Hudson Opera House are located ...
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

Sheffield
The price is NZ$736 per night from 5 Jan to 6 Jan
NZ$736
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this cottage in Ashley Falls. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Ashley Falls Woods and Bartholomews ...
The Blue Elm - A Historic Berkshire Cottage
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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
96 Cottages
Lowest Price
NZ$115
Highest Price
NZ$736
Popular accommodation
Private Island - Largest Fresh Water Reservoir in Mass...., East Otis Vacation Rental w/ Private Deck & BBQ!, Charming historic cottage on scenic road to Mt. Greylock, Cozy Berkshire cottage with fireplace., Welcome to the Red Bridge Cottage!, Private Lake Cottage on 3 acres w/350 sq. ft. deck , Perfect Vacation Get Away - Historical New Marlborough, Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!, The Blue Elm - A Historic Berkshire Cottage

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 NZ$204 per night from 5 Jan to 6 Jan
NZ$204
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Ebenezer II Gifts and Antiques and Hotchkiss ...
Shaker Mill Inn
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is NZ$115 per night from 31 Dec to 1 Jan
NZ$115
includes taxes & fees
31 Dec - 1 Jan 2025
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
Pleasant Valley Motel West Stockbridge
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Stockbridge
Book a stay at this family-friendly vacation home in West Stockbridge. Enjoy free WiFi, a garden, and patios. Popular attractions Berkshire Botanical Garden ...
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
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The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 1 Jan to 2 Jan
NZ$192
includes taxes & fees
1 Jan - 2 Jan 2025
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Yankee, Trademark Collection by Wyndham
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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.

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^Subject to availability and chosen travel dates.