Hot Hampshire County 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^

Explore these top cities in Hampshire County

Featured Cottages in Hampshire County

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$521 per night from 24 Mar to 25 Mar
AU$521
includes taxes & fees
24 Mar - 25 Mar
With a stay at this cottage in Stafford, you'll be within a 10-minute drive of Mill Pond Park and Town Hall Park.
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
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 on the waterfront, just steps from Otis Reservoir and a 3-minute drive from Larkum Pond.
East Otis Vacation Rental w/ Private Deck & BBQ!
Save an average of 15% on thousands of hotels when you're signed in
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
Family-Friendly Richmond Cottage w/ Private Yard

Family-Friendly Richmond Cottage w/ Private Yard

2 out of 5
Pittsfield
With a stay at this cottage in Richmond, you'll be on the waterfront, within a 15-minute drive of Tanglewood Music Center and Nordeen Marsh Natural Heritage ...
Family-Friendly Richmond Cottage w/ Private Yard
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
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
Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
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
Don't see what you're looking for?
See all available properties in Hampshire County
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.

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
98 Cottages
Lowest Price
AU$168
Highest Price
AU$521
Popular accommodation
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake, 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, Family-Friendly Richmond Cottage w/ Private Yard, The Clearing - Quiet - Close To Nature, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , Cozy Berkshire cottage with fireplace., Massachusetts Vacation Rental w/ Deck

Top trending hotels in Hampshire County

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$215 per night from 14 Apr to 15 Apr
AU$215
includes taxes & fees
14 Apr - 15 Apr
With a stay at Comfort Inn & Suites in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Amherst College.
Comfort Inn & Suites
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

2.5 out of 5
117 Conz St, Northampton, MA
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 19 Mar to 20 Mar
AU$194
includes taxes & fees
19 Mar - 20 Mar
With a stay at Quality Inn & Suites Northampton - Amherst in Northampton, you'll be in a shopping district, within a 15-minute drive of University of Massachusetts ...
Quality Inn & Suites Northampton - Amherst
Howard Johnson by Wyndham Amherst Hadley

Howard Johnson by Wyndham Amherst Hadley

2 out of 5
401 Russell St, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 7 Apr to 8 Apr
AU$168
includes taxes & fees
7 Apr - 8 Apr
With a stay at Howard Johnson by Wyndham Amherst Hadley in Hadley, you'll be within a 5-minute drive of University of Massachusetts Amherst and Amherst ...
Howard Johnson by Wyndham Amherst Hadley
Save an average of 15% on thousands of hotels when you're signed in
Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst

3 out of 5
340 Russell Street, Hadley, MA
Fully refundableReserve now, pay when you stay
The price is AU$269 per night from 24 Mar to 25 Mar
AU$269
includes taxes & fees
24 Mar - 25 Mar
When you stay at Homewood Suites by Hilton Hadley Amherst in Hadley, you'll be in a shopping district, within a 5-minute drive of University of Massachusetts ...
Homewood Suites by Hilton Hadley Amherst
Don't see what you're looking for?
See all available properties in Hampshire County
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.