Pet-Friendly Vacation Rentals in The Berkshires

The Whole Pack is Welcome in The Berkshires.

Don’t leave your best friend behind. Explore a curated collection of 4 luxury estates in The Berkshires designed for you and your pet.

Explore The Berkshires Pet-Friendly Stays

The Whole Pack is Welcome in The Berkshires.

Don’t leave your best friend behind. Explore a curated collection of 4 luxury estates in The Berkshires designed for you and your pet.

Explore The Berkshires Pet-Friendly Stays

Fenced-In Freedom

Secure outdoor spaces in our The Berkshires homes so your dog can play safely while you relax by the pool.

Truly Pet-First

We’ve reimagined luxury travel to include the entire family. Our The Berkshires homes prioritize pet safety without compromising on world-class design.

Seamless Stays

Professional, pet-specific cleaning protocols and premium amenities like bowls and bags provided in every The Berkshires stay.

Beyond Just “Pet-Allowed”—Truly Pet-First in The Berkshires

At AvantStay, we understand that pets are part of the family. Our The Berkshires collection is hand-selected based on specific ‘Barkitecture’ criteria — prioritizing safety, durability, and high-end design. Whether you are looking for a home near Monument Mountain Trail (Leash required) or a spacious layout for group living near The Mount, Edith Wharton's Home, we ensure that bringing your four-legged companion never means sacrificing luxury.

When you aren’t relaxing in your designer living room, take your dog for a stroll at Burbank Park Dog Park (Dedicated off-leash area), or grab a drink on the patio at Alta Restaurant & Wine Bar. Travel with confidence knowing our guest experience team is available 24/7 to provide local pet care recommendations for your stay in The Berkshires.

Browse Our The Berkshires Pet-Friendly Homes

Pet Friendly
Sunny Pond EstateAusterlitz
7 Bedrooms
4 Bathrooms
14 Guests
Pet Friendly
Half MoonGreat Barrington
4 Bedrooms
2 Bathrooms
10 Guests
Pet Friendly
CordeliaLee
5 Bedrooms
3 Bathrooms
12 Guests
Pet Friendly
WhitneySheffield
5 Bedrooms
2 Bathrooms
10 Guests
Explore All The Berkshires Pet-Friendly Stays

Frequently Asked Questions

Most of our The Berkshires homes welcome up to two well-behaved dogs. Specific house rules and local ordinances can be found on each listing page.

Absolutely! Beyond our private yards, we recommend checking out Berkshire Farmers Market, a favorite local tradition for pet owners in the area.

Yes, a specialized deep-cleaning fee is applied to all The Berkshires stays to ensure the home remains in pristine condition for every guest.

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