Hot Charlemont 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 Charlemont

The Clearing - Quiet - Close To Nature

The Clearing - Quiet - Close To Nature

Cummington
Located in Cummington, this cottage is in a rural location, a 1-minute drive from Westfield River and 8 minutes from Chesterfield Gorge Reservation.
The Clearing - Quiet - Close To Nature
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!
Save an average of 15% on thousands of hotels when you're signed in
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford
With a stay at this cottage in Bennington, you'll be on the waterfront, just steps from Green Mountain National Forest and a 1-minute drive from Prospect Mountain ...
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
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
Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro
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 ...
Charming historic cottage on scenic road to Mt. Greylock
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Newfane
Located in Newfane, this cottage is in a rural location, a 3-minute drive from Rock River Preserve and 7 minutes from West River.
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
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!
Picturesque Cottage with Sunroom on Ashmere Lake!

Picturesque Cottage with Sunroom on Ashmere Lake!

Hinsdale
Located in Hinsdale, this cottage is on the waterfront, within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.
Picturesque Cottage with Sunroom on Ashmere Lake!
Don't see what you're looking for?
See all available properties in Charlemont
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.

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
96 Cottages
Lowest Price
AU$164
Highest Price
AU$948
Popular accommodation
The Clearing - Quiet - Close To Nature, Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now., Perfect for a peaceful get away in clean fresh Vermont air!, Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access, Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, Charming historic cottage on scenic road to Mt. Greylock, Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, Lake Views & Dock Access - Pittsfield Cottage!, Picturesque Cottage with Sunroom on Ashmere Lake!

Top trending hotels in Charlemont

Bear Creek Cabin

Bear Creek Cabin

Charlemont
The price is AU$948 per night from 25 Apr to 26 Apr
AU$948
includes taxes & fees
25 Apr - 26 Apr
Located in Charlemont, this cabin is on a river, within a 5-minute drive of Deerfield River and Rowe Town Forest.
Bear Creek Cabin
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
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 30 Apr to 1 May
AU$164
includes taxes & fees
30 Apr - 1 May
With a stay at Red Roof Inn PLUS+ South Deerfield – Amherst in South Deerfield, you'll be within a 15-minute drive of University of Massachusetts Amherst and ...
Red Roof Inn PLUS+ South Deerfield – Amherst
Save an average of 15% on thousands of hotels when you're signed in
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 AU$170 per night from 1 May to 2 May
AU$170
includes taxes & fees
1 May - 2 May
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and ...
The Yankee, Trademark Collection by Wyndham
Don't see what you're looking for?
See all available properties in Charlemont
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.