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Featured Cottages in Ashley Falls

Cozy Cottage-Sunset On The Lake

Cozy Cottage-Sunset On The Lake

Otis MA
When you stay at this cottage in Otis, you'll be on a lake, within a 5-minute drive of County Beach and Otis Ridge.
Opens in a new windowCozy Cottage-Sunset On The Lake
Step back in time with our 2-bedroom cottage in charming New Hartford!

Step back in time with our 2-bedroom cottage in charming New Hartford!

New Hartford CT
Located in New Hartford, this cottage is a 4-minute drive from Brodie Park and 7 minutes from Ames Plaza Shopping Center.
Opens in a new windowStep back in time with our 2-bedroom cottage in charming New Hartford!
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
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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!
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
A-frame Cabin w/ Furnished Deck in Becket!

A-frame Cabin w/ Furnished Deck in Becket!

3 out of 5
Becket MA
Located in Becket, this cottage is a 3-minute drive from Pyramid Lake and 5 minutes from Jacob's Pillow.
Opens in a new windowA-frame Cabin w/ Furnished Deck in Becket!
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
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
Located in Lakeville, this cottage is on a lake, a 4-minute drive from Holley-Williams House Museum and 6 minutes from North East Town Hall.
Opens in a new windowSummer Lake Cottage, private beach, Berkshire Hills, small village
Waterfront Cottage at Highland Lake w/dock

Waterfront Cottage at Highland Lake w/dock

Winsted CT
A stay at this cottage places you in the heart of Winsted, steps from Highland Lake and 9 minutes by foot from The Marina at Highland Lake.
Opens in a new windowWaterfront Cottage at Highland Lake w/dock
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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.

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

Ashley Falls Cottages essential information

Accommodation
87 Cottages
Lowest Price
AU$192
Highest Price
AU$307
Popular accommodation
Cozy Cottage-Sunset On The Lake , Step back in time with our 2-bedroom cottage in charming New Hartford!, The Blue Elm - A Historic Berkshire Cottage, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , 2-bedroom cottage close to skiing with gas fireplace, A-frame Cabin w/ Furnished Deck in Becket!, Private Island - Largest Fresh Water Reservoir in Mass, Summer Lake Cottage, private beach, Berkshire Hills, small village, Waterfront Cottage at Highland Lake w/dock

Top trending hotels in Ashley Falls

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
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is AU$307 per night from 27 May to 28 May
AU$307
27 May - 28 May
includes taxes & fees
With a stay at The Red Lion Inn in Stockbridge, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Opens in a new windowThe Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
The price is AU$209 per night from 20 May to 21 May
AU$209
20 May - 21 May
includes taxes & fees
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood ...
Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Fully refundable
The price is AU$192 per night from 25 May to 26 May
AU$192
25 May - 26 May
includes taxes & fees
With a stay at The Black Swan Lee - Lenox, an Ascend Collection Hotel in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center ...
Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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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.