Killington featuring autumn leaves and golf

Rutland County pet-friendly rentals

We found 670 pet-friendly rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

September 2025

15

October 2025

Explore Rutland County pet-friendly rentals

Enjoy the Beauty of Vermont

Autumn Escape - Chalet Retreat in the Heart of the Mountains. Dog friendly!

Sleeps 5 · 2 bedrooms · 1 bathroom

Backyard with pond

Premier Host

The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

Sleeps 10 · 5 bedrooms · 4+ bathrooms

Exterior

Premier Host

Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour

Sleeps 12 · 3 bedrooms · 3 bathrooms

Living area

'The Mill Stream House' Lux Rustic Home on River w/JACUZZI & fireplace

Sleeps 16 · 5 bedrooms · 2 bathrooms

Find spaces that suit your style

Holiday Rental options in Rutland County

Family-friendly holiday rentals in Rutland County

Beach holiday rentals in Rutland County

Oceanfront holiday rentals in Rutland County

Ski holiday rentals in Rutland County

Mountain holiday rentals in Rutland County

Holiday rentals with pool in Rutland County

Lake holiday rentals in Rutland County

Holiday rentals with spa pool in Rutland County

7e7e3b29-97fc-a94b-e9d7-0ed92e18a67b1a5bba68-4038-43cb-bb5b-0dfbd1b0a3bf