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Dec 12 - Dec 14
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Top Cities in Hampshire County

Amherst Farm Winery is a small family owned winery offering an impressive list of fruity wines. We found this impressive old man on the grounds!
CottagesCottages

Amherst

Amherst

Cottages in Hampshire County

Exterior
The Clearing - Quiet - Close To Nature

The Clearing - Quiet - Close To Nature

Cummington
10.0 out of 10, Exceptional, (211)
"This was the perfect little home for my husband and I to stay for a few days while we visited the area. Loved it."
Canada
Andrea F.
The Clearing - Quiet - Close To Nature
Exterior
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
9.6 out of 10, Exceptional, (18)
"Great setup and location! Clean and comfortable. The host was very easy to work with."
United States
Carrie H.
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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

Stafford
9.8 out of 10, Exceptional, (29)
"FANTASTIC STAY! there was an issue after arrival that was QUICKLY addressed... rest of stay was amazing! Beautiful home. Great kayaks.. lots of fishing!QUICK AND PLEASANT COMMUNICATIONS.THANK YOU!!!"
United States
Michelle O.
$273 nightly
The price is $309
Dec 9 - Dec 10
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Terrace/patio
Waterfront Cottage 10 Min From Great Barrington

Waterfront Cottage 10 Min From Great Barrington

New Marlborough
10.0 out of 10, Exceptional, (99)
"very comfortable, great location on the lake, and near good hiking and nice towns"
United States
John M.
Waterfront Cottage 10 Min From Great Barrington
Outdoor dining
Massachusetts Vacation Rental w/ Deck

Massachusetts Vacation Rental w/ Deck

3.0 star property
Easthampton
Massachusetts Vacation Rental w/ Deck
Private kitchen
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer
9.4 out of 10, Exceptional, (10)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
$313 nightly
The price is $331
Dec 9 - Dec 10
Total with taxes and fees
Trainmaster's Inn - Caboose
Outdoor dining
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Otis
8.6 out of 10, Excellent, (9)
"Area on the Lake was great. We really enjoyed the outdoor space and the deck. We were allowed to bring our dog which was a bonus. The house was fine but a little dust that i just cleaned up with supplies in the house. The large sun room window was excellent for watching the action on the lake."
United States
Paul N.
Private Island - Largest Fresh Water Reservoir in Mass
Exterior
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

Holland
10.0 out of 10, Exceptional, (86)
"We had a wonderful time. The cottage was super clean and exactly as advertised. The view of the lake from the front slider was beautiful. The water was very clean and we went swimming and kayaking every day. The sandy beach made it very easy to get into the water. Our Golden Retriever, Sunny, loved swimming and chasing the minnows by the shore. We enjoyed the local restaurants and.the seafood at the Maine Attraction was great.. We wished we could have stayed longer and plan to come back again...
United States
Bill K.
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
House (3 Bedrooms) | Interior
Westfield Vacation Rental w/ Porch, Pets Welcome!

Westfield Vacation Rental w/ Porch, Pets Welcome!

3.0 star property
Westfield
Westfield Vacation Rental w/ Porch, Pets Welcome!
House (4 Bedrooms) | Interior
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

3.0 star property
Charlemont
10.0 out of 10, Exceptional, (1)
"Loved this old home! Record player and records were fun to listen to. Pickle ball across the street was excellent! Well stocked kitchen great for cooking in. I had a tough time with water pressure and temperature but it could have been user error. Beds were comfortable except for the twin, which was a bit too firm! Would definitely rent here again "
United States
Amy
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
Property grounds
Brimfield Waterfront cottage

Brimfield Waterfront cottage

Brimfield
10.0 out of 10, Exceptional, (13)
"Cottage very cute and comfortable. Communication with host was great. So peaceful by the water. Loved it! Will hopefully stay there again. "
United States
Kelly T.
Brimfield Waterfront cottage
House (3 Bedrooms) | Interior
Cozy Springfield Vacation Rental Near Downtown

Cozy Springfield Vacation Rental Near Downtown

3.0 star property
Forest Park
Cozy Springfield Vacation Rental Near Downtown
House (4 Bedrooms) | Interior
Historic Home w/ Modern Updates on < 4 Acres

Historic Home w/ Modern Updates on < 4 Acres

3.0 star property
Royalston
10.0 out of 10, Exceptional, (2)
"Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors."
United States
Melissa
Historic Home w/ Modern Updates on < 4 Acres
House (2 Bedrooms) | Exterior
Sun-dappled Retreat - Walk to Wickaboag Lake!

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property
West Brookfield
Sun-dappled Retreat - Walk to Wickaboag Lake!
Outdoor dining
Cozy Lakefront Escape — Private and Relaxing with Scenic Views

Cozy Lakefront Escape — Private and Relaxing with Scenic Views

Charlton
10.0 out of 10, Exceptional, (6)
"Great little cottage at a lake. Super well appointed with pots, pans, gas grill, etc.... great hosts very attentive! "
United States
michael C.
Cozy Lakefront Escape — Private and Relaxing with Scenic Views
Exterior
Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro
10.0 out of 10, Exceptional, (118)
"Comfortable, unique, great hosts, and a perfect location!"
United States
Isabel A.
Charming historic cottage on scenic road to Mt. Greylock
House (4 Bedrooms) | Interior
Massachusetts Vacation Rental w/ Deck & Grill

Massachusetts Vacation Rental w/ Deck & Grill

3.0 star property
Windsor
Massachusetts Vacation Rental w/ Deck & Grill
House (4 Bedrooms) | Interior
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

3.0 star property
Great Barrington
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
House (3 Bedrooms) | Front of property
Historic Huntington Home - Walk to Westfield River

Historic Huntington Home - Walk to Westfield River

3.0 star property
Huntington
10.0 out of 10, Exceptional, (1)
"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."
United States
Thomas
Historic Huntington Home - Walk to Westfield River
Exterior
Light-filled cottage

Light-filled cottage

New Marlborough
7.4 out of 10, Good, (3)
"Beautiful, well-designed home deserves a 10 out of 10 for aesthetics. Very glad Jing (the host) and her family are sharing this jewel of a home with the rest of us. Jing was a quick, kind and cordial communicator. The house location was quiet and tranquil. Nearby lake was within walking distance and delightful."
United States
Brenda A.
Light-filled cottage
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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Top Hampshire County Hotel Reviews

MGM Springfield

MGM Springfield

10/10 Excellent
"Very nice people. "
David R 1-night trip
Posted 12 hours ago
MGM Springfield

Find out more about Hampshire County

Hampshire County Cottages information

Number of reviews
553
Accommodation
122 Cottages
Lowest Price
$309
Highest Price
$331

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