Top Cottages in Hampden County in 2026

Hampden County Cottages
Massachusetts
United States of America
Cottages
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Top Cities in Hampden County

Holyoke

Our top choices for Hampden County cottages

The Clearing - Quiet - Close To Nature

Cummington

10.0 out of 10, Exceptional, (212 reviews)

10/10

Exceptional

(212 reviews)

"Beautiful property and accommodations. "

Matt D.

The Clearing - Quiet - Close To Nature

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough

9.6 out of 10, Exceptional, (19 reviews)

9.6/10

Exceptional

(19 reviews)

"Great fall destination with beautiful scenery and serene lake a short walk away"

Melvin E.

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

The Blue Elm - A Historic Berkshire Cottage

Sheffield

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"The space was even nicer than shown in the pictures and the owners were very friendly and provided helpful recommendations for places to eat and things to do in the area."

M.S. H.

The Blue Elm - A Historic Berkshire Cottage

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

Stafford

9.6 out of 10, Exceptional, (31 reviews)

9.6/10

Exceptional

(31 reviews)

"Great location, beautiful view completely relaxing "

Carlos T.

The price is HK$598

HK$598

HK$2,015 total

includes taxes & fees

18 Feb - 19 Feb

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

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Killingly

10.0 out of 10, Exceptional, (50 reviews)

10/10

Exceptional

(50 reviews)

"Our Family enjoyed staying in your lake house. We had an amazing experience. It felt like home."

Lisa G.

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Waterfront Cottage 10 Min From Great Barrington

New Marlborough

10.0 out of 10, Exceptional, (100 reviews)

10/10

Exceptional

(100 reviews)

"very comfortable, great location on the lake, and near good hiking and nice towns"

John M.

Waterfront Cottage 10 Min From Great Barrington

Waterfront Cottage at Highland Lake w/dock

Winsted

9.6 out of 10, Exceptional, (11 reviews)

9.6/10

Exceptional

(11 reviews)

"Great place!"

Jim B.

Waterfront Cottage at Highland Lake w/dock

Ashley Falls Home w/ Fire Pit: Hike & Ski!

3.0 star property

Ashley Falls

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"Nice location. Spacious with ample bedrooms. Would have been nice if there was a second bathroom on the second floor. It might be time to freshen the furniture in the sitting area."

JAY

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Charming Cottage by the Lake❤️

Coventry Lake

9.6 out of 10, Exceptional, (22 reviews)

9.6/10

Exceptional

(22 reviews)

"Nice lake access"

Stephanie Z.

Charming Cottage by the Lake❤️

3 bedrooms, laptop workspace, bed sheets

Massachusetts Vacation Rental w/ Deck

3.0 star property

Easthampton

Massachusetts Vacation Rental w/ Deck

Private Island - Largest Fresh Water Reservoir in Mass

Otis

8.6 out of 10, Excellent, (9 reviews)

8.6/10

Excellent

(9 reviews)

"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."

Paul N.

Private Island - Largest Fresh Water Reservoir in Mass

Winter on the Water: Warm & Cozy Thompson Retreat!

3.0 star property

Thompson

Winter on the Water: Warm & Cozy Thompson Retreat!

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

Holland

10.0 out of 10, Exceptional, (86 reviews)

10/10

Exceptional

(86 reviews)

"Great stay beautiful property"

Blake B.

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

Westfield Vacation Rental w/ Porch, Pets Welcome!

3.0 star property

Westfield

Westfield Vacation Rental w/ Porch, Pets Welcome!

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

3.0 star property

Charlemont

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"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 "

Amy

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

Shared Hot Tub: Historic Cottage, Walk to Elm Park

3.0 star property

Elm Park

Shared Hot Tub: Historic Cottage, Walk to Elm Park

Brimfield Waterfront cottage

Brimfield

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"Enjoyed the lakeside home!"

Kathy H.

Brimfield Waterfront cottage

3 Mi to Dtwn Springfield: Winter Retreat w/ Office

3.0 star property

Forest Park

3 Mi to Dtwn Springfield: Winter Retreat w/ Office

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property

West Brookfield

Sun-dappled Retreat - Walk to Wickaboag Lake!

Cozy Lakefront Escape — Private and Relaxing with Scenic Views

Charlton

9.8 out of 10, Exceptional, (7 reviews)

9.8/10

Exceptional

(7 reviews)

"This property was the cleanest vrbo I’ve ever stayed at, the host was very caring and accommodating. I highly recommend this place, they even had snacks for us to enjoy. Great view of the lake and exactly as described. Great value and place to stay!"

Andrew N.

Cozy Lakefront Escape — Private and Relaxing with Scenic Views

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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