Hot Charlemont Cottage Rates

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Featured Cottages in Charlemont

Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro
With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State ...
Charming historic cottage on scenic road to Mt. Greylock
Cozy Berkshire cottage with fireplace.

Cozy Berkshire cottage with fireplace.

Pittsfield
Located in Pittsfield, this cottage is in the mountains, within a 5-minute drive of Guido's Marketplace and Berkshire Museum.
Cozy Berkshire cottage with fireplace.
Lake Views & Dock Access - Pittsfield Cottage!

Lake Views & Dock Access - Pittsfield Cottage!

Pittsfield
Located in Pittsfield, this cottage is on the waterfront, within a 10-minute drive of Pittsfield Dog Park and Crane Museum of Papermaking.
Lake Views & Dock Access - Pittsfield Cottage!
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Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington
With a stay at this cottage in Wilmington, you'll be near the beach, just a 1-minute walk from Lake Raponda and 12 minutes by foot from The Art of Humor ...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cross Country Ski?  Downhill? Prospect and Mt 
Snow. Winter wonderland book now.

Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

woodford
With a stay at this cottage in Bennington, you'll be on the waterfront, just steps from Green Mountain National Forest and a 2-minute drive from Prospect Mountain ...
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!

Woodford
A stay at this cottage places you in the heart of Bennington, steps from Green Mountain National Forest and a 2-minute drive from Prospect Mountain Nordic Ski ...
Perfect for a peaceful get away in clean fresh Vermont air!
Lake life at Woodford Cottage

Lake life at Woodford Cottage

Bennington
With a stay at this cottage in Bennington, you'll be on a river, just steps from Green Mountain National Forest and a 3-minute drive from Prospect Mountain Nordic ...
Lake life at Woodford Cottage
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

3 out of 5
Charlemont
With a stay at this cottage in Charlemont, you'll be within a 10-minute drive of Deerfield River and Mohawk Trail State Forest.
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Spacious Historic Home in the Berkshires!

Spacious Historic Home in the Berkshires!

3 out of 5
Pittsfield
With a stay at this cottage in Pittsfield, you'll be within a 10-minute walk of Colonial Theater and Berkshire Athenaeum.
Spacious Historic Home in the Berkshires!
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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.

Charlemont 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 Charlemont 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 Charlemont 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 Charlemont, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Charlemont Cottages essential information

Accommodation
78 Cottages
Lowest Price
AU$205
Highest Price
AU$800
Popular accommodation
Charming historic cottage on scenic road to Mt. Greylock, Cozy Berkshire cottage with fireplace., Lake Views & Dock Access - Pittsfield Cottage!, Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now., Perfect for a peaceful get away in clean fresh Vermont air!, Lake life at Woodford Cottage, Hawley Home w/ Deck: 4 Mi to Berkshire East Resort, Spacious Historic Home in the Berkshires!

Top trending hotels in Charlemont

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Hawley
Located in Charlemont, this vacation home is in the mountains, within a 15-minute drive of Hawley Bog Preserve and Swift River.
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Bear Creek Cabin

Bear Creek Cabin

Charlemont
The price is AU$800 per night from 20 Dec to 21 Dec
AU$800
includes taxes & fees
20 Dec - 21 Dec
Located in Charlemont, this cabin is on a river, within a 15-minute walk of Mohawk Trail State Forest and Deerfield River.
Bear Creek Cabin
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way, Amherst, MA
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 1 Jan to 2 Jan
AU$256
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at Hotel UMass in Amherst, you'll be within a 5-minute walk of University of Massachusetts Amherst and Mullins Center.
Hotel UMass
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Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 5 Jan to 6 Jan
AU$205
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Hotel Downstreet places you in the heart of North Adams, steps from Western Gateway Heritage State Park and 3 minutes by foot from Massachusetts Museum ...
Hotel Downstreet
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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.