Springfield showing heritage architecture

Hampden County rentals with pool

We found 39 rentals with pool — enter your dates for availability

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September 2025

15

October 2025

Explore Hampden County rentals with pools

House from the Lion Garden

Your Own Private Luxury Resort - Sturbridge/Brimfield, MA

Sleeps 14 · 5 bedrooms · 4+ bathrooms

Beautiful Bellavista Country Estate!
Create Timeless Memories w/ Family/ Friends

Premier Host

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

Sleeps 16 · 8 bedrooms · 5 bathrooms

Beautifully Restored Federal Colonial. New pool,Large Deck, New Hot tub, privacy

Sleeps 6 · 3 bedrooms · 1+ bathroom

Find spaces that suit your style

Holiday Rental options in Hampden County

Family-friendly holiday rentals in Hampden County

Pet-friendly holiday rentals in Hampden County

Holiday rentals with spa pool in Hampden County

Mountain holiday rentals in Hampden County

Beach holiday rentals in Hampden County

Oceanfront holiday rentals in Hampden County

Ski holiday rentals in Hampden County

Lake holiday rentals in Hampden County

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