Rutland County rentals with pool

We found 750 rentals with pool — enter your dates for availability

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November 2025

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December 2025

Explore Rutland County rentals with pools

Showing deals for: 19 Feb - 22 Feb

Living area

Recently updated home with shared hot tub, pool, and easy ski access

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$1,738 per night

includes taxes & fees

Living room - queen sleeper sofa

Premier Host

Killington 2 Bdrm Condo on Access Rd. w/ Health Spa and Pool (no Sat check out)

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

NZ$1,237 per night

includes taxes & fees

Living area

Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Sleeps 7 · 3 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$3,028 per night

includes taxes & fees

Pristine and private location, directly on Great Eastern Trail with snow-making!!

Premier Host

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$2,114 per night

includes taxes & fees

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Holiday Rental options in Rutland County

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