62+ Pet Friendly Hotels and Vacation Rentals in Pittsfield |
  1. USA
  2. Vermont
  3. Central Vermont- Killington
  4. Pittsfield

Pittsfield Pet Friendly Vacation Rentals

About Pittsfield Vacation Rentals

There are more than 62 places to stay in Pittsfield and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Pittsfield.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Pittsfield, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Pittsfield. Places to stay near Pittsfield are 1687.33 ft² on average, with prices averaging US $756 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Pittsfield with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Pittsfield

Type Count
Vacation Homes 46
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Pittsfield

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Pittsfield.

Weather in Pittsfield, VT

View the weather forecast for Pittsfield before booking your hotel or rental.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Pittsfield, VT

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Pittsfield's attractions.


Killington Resort
Killington Peak
Pico Mountain at Killington Ski Resort
Green Mountain National Forest
Lake Bomoseen
Pico Peak
Little Pico Mountain
Paramount Theater
Rutland Regional Medical Center
Lake Dunmore
Rutland Country Club
Suicide Six Ski Area
Sugarbush Farm
Killington Golf Course
Woodstock Country Club
Billings Farm and Museum
Middlebury College Snow Bowl Ski Area
Branbury State Park
Silver Lake State Park
Brandon Music

Frequently Asked Questions About Pittsfield?

What are the top vacation rentals in Pittsfield?

Find the best options in or near Pittsfield for pet-friendly travel. If you are planning a trip or vacation in Pittsfield, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Pittsfield:

How many PetFriendly vacation rentals are available in Pittsfield?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 62 in the Pittsfield area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Pittsfield.


People Also Ask

There are 62 Pittsfield, VT Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Pittsfield