Holyoke Vacation Rentals

Name: The Serene Skyway Retreat
Price range: $263 total

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Vacation Rentals in Holyoke

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow MA

$134 nightly

$150 total

Dec 12 - Dec 13

Total with taxes and fees

With a stay at this vacation home in Ludlow, you'll be within a 15-minute drive of MassMutual Center and MGM Springfield.

Air conditioning

Experience Three Sisters Sanctuary in Goshen, MA

Goshen MA

Located in Goshen, this vacation home is a 1-minute drive from Three Sisters Sanctuary and 7 minutes from Steady Lane/Hill Cemetery.

Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

Springfield MA

Located in Springfield (South End), this vacation home is within a 15-minute walk of MGM Springfield and Naismith Memorial Basketball Hall of Fame.

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Springfield MA

$266 nightly

$302 total

Dec 12 - Dec 13

Total with taxes and fees

With a stay at this vacation home in Springfield (Forest Park), you'll be within a 5-minute drive of MGM Springfield and MassMutual Center.

Kitchen

Washer

3-bedroom house in perfect Springfield with WiFi, AC

Springfield MA

With a stay at this vacation home in Springfield (Pine Point), you'll be within a 10-minute drive of MassMutual Center and MGM Springfield.

Newly Renovated 4 Bedroom House

Enfield CT

$421 nightly

$443 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Located in Enfield, this vacation home is within a 15-minute drive of Six Flags New England and MGM Springfield.

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Northampton MA

With a stay at this vacation home in Northampton, you'll be within a 15-minute drive of University of Massachusetts Amherst and Don Muller Gallery.

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Granby MA

$253 nightly

$267 total

Dec 14 - Dec 15

Total with taxes and fees

Located in Granby, this vacation home is on a river, within a 10-minute drive of Mount Holyoke Range State Park and Mount Holyoke College.

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

Tolland MA

With a stay at this vacation home in Granville, you'll be 5.8 mi (9.3 km) from Phelon Memorial Forest and 6.3 mi (10.2 km) from Otis Reservoir.

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Amherst MA

$1,538 nightly

$1,718 total

Jan 9 - Jan 10, 2026

Total with taxes and fees

With a stay at this vacation home in Amherst, you'll be a 2-minute walk from University of Massachusetts Amherst and 6 minutes by foot from Brown Fine Arts Center.

Cabin Style Rustic Getaway, with mini-splits

Northampton MA

With a stay at this vacation home in Florence, you'll be within a 5-minute drive of Look Memorial Park and Congregation Beth Israel.

The Serene Skyway Retreat

Windsor Locks CT

$247 nightly

$263 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

With a stay at this vacation home in Windsor Locks, you'll be within a 15-minute drive of Six Flags New England and Connecticut River.

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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.