#autumn #fallfoliage #nature #leafpeeping

Rutland County rentals with pool

We found 756 rentals with pool — enter your dates for availability

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Dates

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December 2025

13

January 2026

Explore Rutland County rentals with pools

Exterior

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Sleeps 6 · 2 bedrooms · 2 bathrooms

Living area

Premier Host

Pico F305 Ski right to the lifts at Pico Vaulted ceilings Light and Bright. Fitness Center and Pool access.

Sleeps 8 · 2 bedrooms · 2 bathrooms

living room with lofted ceilings bright and cheery feel

Trail Creek hot tub/sauna/pool totally renovated king bed+2twins 1.5 bath

Sleeps 4 · 1 bedroom · 1+ bathroom

Image from trailhead

Premier Host

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Sleeps 8 · 3 bedrooms · 3 bathrooms

Find spaces that suit your style

House

Condo/Apartment

Holiday Rental options in Rutland County

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