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Featured Cottages in Holyoke

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

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

9.0 out of 10, Wonderful, (7)
"From beginning to end, could not have dreamed of a better island getaway, in the Berkshire’s none-the -less. Bill was a wonderful host. Very friendly, responsive and helpful. Super welcoming. The home was simple, quaint, and super cozy. Perfect for a nice long relaxing weekend for both the dogs and people. The views from the sun room were lovely. The deck/patio area had a beautiful view of the water. The fire pit was a nice perk in the evening. Surrounded by water, the place felt so private....
Private Island - Largest Fresh Water Reservoir in Mass....
East Otis Vacation Rental w/ Private Deck & BBQ!
Desk, Internet, bed sheets

East Otis Vacation Rental w/ Private Deck & BBQ!

9.6 out of 10, Exceptional, (7)
"Wally and Donna were very hospitable! We loved this cottage and its location to everything we wanted to do. The neighborhood was tranquil and beautiful. Such a great place!"
East Otis Vacation Rental w/ Private Deck & BBQ!
Massachusetts Vacation Rental w/ Deck
House (3 Bedrooms) | Private kitchen

Massachusetts Vacation Rental w/ Deck

3.0 star property
Massachusetts Vacation Rental w/ Deck
Hadley Hideaway Cottage
Living area

Hadley Hideaway Cottage

10.0 out of 10, Exceptional, (6)
"We will definitely stay here again! Well maintained, brand new appliances, decor was warm and inviting in a quiet location. "
Hadley Hideaway Cottage
Trainmaster's Inn - Caboose
Private kitchen

Trainmaster's Inn - Caboose

9.4 out of 10, Exceptional, (3)
"Husband is a railfan he was at the tracks several times a day"
The price is AU$495
includes taxes & fees
24 Nov - 25 Nov
Trainmaster's Inn - Caboose
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
House (2 Bedrooms)

Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!

3.0 star property
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Historic Huntington Home - Walk to Westfield River
House (3 Bedrooms) | Private kitchen

Historic Huntington Home - Walk to Westfield River

3.0 star property
Historic Huntington Home - Walk to Westfield River
Lakefront Granby Escape w/ Private Dock & Kayaks!
House (2 Bedrooms) | Private kitchen

Lakefront Granby Escape w/ Private Dock & Kayaks!

3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
House (3 Bedrooms) | Private kitchen

Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

3.0 star property
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Springfield Vacation Rental: 1 Mi to Downtown
House (4 Bedrooms) | Private kitchen

Springfield Vacation Rental: 1 Mi to Downtown

3.0 star property
Springfield Vacation Rental: 1 Mi to Downtown
Hadley Vacation Rental 24 Mi to Springfield!
House (3 Bedrooms) | Private kitchen

Hadley Vacation Rental 24 Mi to Springfield!

3.0 star property
Hadley Vacation Rental 24 Mi to Springfield!
East Otis Vacation Rental w/ Private Deck & Bbq!
Laptop workspace, bed sheets

East Otis Vacation Rental w/ Private Deck & Bbq!

3.0 star property
East Otis Vacation Rental w/ Private Deck & Bbq!
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
TV, fireplace

East Otis Reservoir Cabin w/ Porch - Walk to Lake!

2.0 star property
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
Lakefront Summer Cottage~Sparkling clean social distancing space

Lakefront Summer Cottage~Sparkling clean social distancing space

10.0 out of 10, Exceptional, (1)
"The hosts are lovely. The lake is clean and inviting--perfect for swimming, canoeing, kayaking, sailing, etc.. Beautiful lawn with shade and sun to relax and enjoy the view. Gorgeous flowers everywhere. Elevation helps beat the heat of the valley, keeping temps comfortable with nice breeze off lake. Fun little towns to visit. Next door to state forest with trails. Easy drive to Nothhampton. Fresh farm stand around the corner. Cottages are simple, clean and well-stocked. As hosts indicate, there...
Lakefront Summer Cottage~Sparkling clean social distancing space
Lakefront Westhampton Cabin w/ Beach + Kayaks!
Interior

Lakefront Westhampton Cabin w/ Beach + Kayaks!

3.0 star property
Lakefront Westhampton Cabin w/ Beach + Kayaks!
Tolland Cabin w/ Private Hot Tub & Grill!
TV, fireplace, books

Tolland Cabin w/ Private Hot Tub & Grill!

3.0 star property
Tolland Cabin w/ Private Hot Tub & Grill!
Spacious Tolland Home w/ Deck + Screened Porch!
Interior

Spacious Tolland Home w/ Deck + Screened Porch!

3.0 star property
Spacious Tolland Home w/ Deck + Screened Porch!
Westfield Vacation Rental w/ Porch, Pets Welcome!
Exterior

Westfield Vacation Rental w/ Porch, Pets Welcome!

3.0 star property
Westfield Vacation Rental w/ Porch, Pets Welcome!
Pet-friendly Westfield Home w/ Fenced Yard!
Microwave, oven, stovetop, dishwasher

Pet-friendly Westfield Home w/ Fenced Yard!

3.0 star property
Pet-friendly Westfield Home w/ Fenced Yard!
Cozy Springfield Vacation Rental Near Downtown
Terrace/patio

Cozy Springfield Vacation Rental Near Downtown

3.0 star property
Cozy Springfield Vacation Rental Near Downtown
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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Other property types in Holyoke

Cozy apartment located in quiet Williamsburg
Fridge, microwave, oven, stovetop

Cozy apartment located in quiet Williamsburg

9.4 out of 10, Exceptional, (47)
"Convenient location, comfortable."
The price is AU$399
includes taxes & fees
24 Nov - 25 Nov
Cozy apartment located in quiet Williamsburg
Massachusetts Vacation Rental w/ Deck
Fridge, dishwasher, cookware/dishes/utensils, paper towels

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (15)
"Excellent communication with owner, answered all questions immediately via text when we were onsite. Well maintained property with great basement for hanging out as a family. "
Massachusetts Vacation Rental w/ Deck
Pristine Home In Becket Woods
Fridge, microwave, oven, stovetop

Pristine Home In Becket Woods

10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

What is there to do in Holyoke near my cottage?
Holyoke has enough experiences to entertain you for weeks (or months!), beginning with Chicopee Memorial State Park. Volleyball Hall of Fame, Holyoke Heritage State Park and Hampton Ponds State Park are other impressive attractions. If you’re staying a while longer, Wistariahurst Museum and Fun Time Lanes are worthwhile additions to your itinerary.