Hot Hampshire County Cottage Rates

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Featured Cottages in Hampshire County

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

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

Otis
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.
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
With a stay at this cottage in Otis, you'll be steps from Otis Reservoir and a 3-minute drive from Larkum Pond.
East Otis Vacation Rental w/ Private Deck & BBQ!
4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!

4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!

2 out of 5
Richmond
With a stay at this cottage in Richmond, you'll be within a 15-minute drive of Tanglewood Music Center and Nordeen Marsh Natural Heritage Area.
4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!
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Private Lake Cottage on 3 acres w/350 sq. ft. deck

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

Becket
Located in Becket, this cottage is a 4-minute drive from Iroquis Waterfront and 6 minutes from October Mountain State Forest.
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Cozy Berkshire cottage with fireplace.

Cozy Berkshire cottage with fireplace.

Pittsfield
With a stay at this cottage in Pittsfield, you'll be in the mountains, within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.
Cozy Berkshire cottage with fireplace.
Massachusetts Vacation Rental w/ Deck

Massachusetts Vacation Rental w/ Deck

3 out of 5
Easthampton
With a stay at this cottage in Easthampton, you'll be within a 10-minute drive of Smith College and Academy of Music Theater.
Massachusetts Vacation Rental w/ Deck
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stafford
The price is AU$528 per night from 7 Feb to 8 Feb
AU$528
includes taxes & fees
7 Feb - 8 Feb
With a stay at this cottage in Stafford, you'll be within a 15-minute drive of Staffordville Beach and Stafford Motor Speedway.
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer
The price is AU$518 per night from 2 Feb to 3 Feb
AU$518
includes taxes & fees
2 Feb - 3 Feb
With a stay at this cottage in Palmer, you'll be steps from Quaboag River and a 2-minute drive from Yankee Flea Market.
Trainmaster's Inn - Caboose
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
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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.

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

Hampshire County Cottages essential information

Accommodation
99 Cottages
Lowest Price
AU$228
Highest Price
AU$528
Popular accommodation
Private Island - Largest Fresh Water Reservoir in Mass...., East Otis Vacation Rental w/ Private Deck & BBQ!, 4 Mi to Skiing: Cottage w/ Fire Pit in Richmond!, Private Lake Cottage on 3 acres w/350 sq. ft. deck , Cozy Berkshire cottage with fireplace., Massachusetts Vacation Rental w/ Deck, Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake, Trainmaster's Inn - Caboose, Charming historic cottage on scenic road to Mt. Greylock

Top trending hotels in Hampshire County

The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
The price is AU$250 per night from 2 Feb to 3 Feb
AU$250
includes taxes & fees
2 Feb - 3 Feb
Located in Northampton, The Ellery is in the historical district, a 4-minute walk from Smith College and 8 minutes by foot from Smith College Botanic ...
The Ellery
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street, Northampton, MA
Fully refundableReserve now, pay when you stay
The price is AU$334 per night from 5 Feb to 6 Feb
AU$334
includes taxes & fees
5 Feb - 6 Feb
With a stay at Hotel Northampton, you'll be centrally located in Northampton, within a 15-minute drive of University of Massachusetts Amherst and Calvin ...
Hotel Northampton
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 3 Feb to 4 Feb
AU$228
includes taxes & fees
3 Feb - 4 Feb
With a stay at Comfort Inn & Suites in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Mead Art Museum.
Comfort Inn & Suites
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MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is AU$281 per night from 4 Feb to 5 Feb
AU$281
includes taxes & fees
4 Feb - 5 Feb
With a stay at MGM Springfield, you'll be centrally located in Springfield, within a 10-minute walk of MassMutual Center and Naismith Memorial Basketball Hall ...
MGM Springfield
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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.