Book pet friendly vacation rentals in Windham

Experience the Joy of a Pet-Friendly Getaway in Windham

Embarking on a vacation in Windham with your furry friend is a delightful experience, especially when you choose pet-friendly vacation homes. These cozy accommodations allow you to enjoy the beauty of the mountains and the thrill of skiing together while ensuring your pet feels right at home. With ample space for play and relaxation, these rentals provide the perfect base for both outdoor adventures and quiet evenings, making your trip memorable for the whole family. Discover the joy of exploring Windham’s scenic landscapes with your four-legged companion by your side!

Our top choices for a great stay

A'Neils Windham Ski Lodge & Family Retreat

A'Neils Windham Ski Lodge & Family Retreat

Book a stay at this ski vacation home in Windham. Enjoy free WiFi, a water park, and a garden. Popular attractions Windham Mountain Resort and Ashland Park are located nearby.
A'Neils Windham Ski Lodge & Family Retreat
Serendipity Lake House on Lake Heloise.  Beautiful private 4000 sq ft lodge

Serendipity Lake House on Lake Heloise. Beautiful private 4000 sq ft lodge

Stay at this vacation home in Windham. Enjoy air conditioning. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Serendipity Lake House on Lake Heloise. Beautiful private 4000 sq ft lodge
NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!

NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!

Stay at this vacation home in Windham. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
Restored Firehouse One Minute to Skiing on Main St

Restored Firehouse One Minute to Skiing on Main St

Book a stay at this family-friendly vacation home in Windham. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
10/10 Exceptional! (5 reviews)
Restored Firehouse One Minute to Skiing on Main St
CLARKS NEST

CLARKS NEST

Stay at this vacation home in Windham. Enjoy free WiFi, laundry facilities, and in-room fireplaces. Popular attractions Windham Mountain Resort and Windham Vineyards and Winery are located nearby.
CLARKS NEST
In the Heart of Windham - Best Location

In the Heart of Windham - Best Location

Stay at this vacation home in Windham. Enjoy laundry facilities, in-room jetted tubs, and air conditioning. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
9/10 Wonderful! (2 reviews)
In the Heart of Windham - Best Location
Elegant Catskill Retreat: 8BR Windham Getaway with Hot Tub & Vineyard Views

Elegant Catskill Retreat: 8BR Windham Getaway with Hot Tub & Vineyard Views

Book a stay at this family-friendly vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Windham Vineyards and Winery are located nearby.
Elegant Catskill Retreat: 8BR Windham Getaway with Hot Tub & Vineyard Views
Cozy Cabin Condo by the Mountain, 5mins to skiing!

Cozy Cabin Condo by the Mountain, 5mins to skiing!

Stay at this vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Cozy Cabin Condo by the Mountain, 5mins to skiing!
Magical Home Located in Windham and Catskills

Magical Home Located in Windham and Catskills

2 out of 5
Stay at this vacation home in Windham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Windham Mountain Resort and Ashland Park are located nearby.
10/10 Exceptional! (9 reviews)
Magical Home Located in Windham and Catskills
5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!

5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!

Stay at this vacation home in Windham. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
9.6/10 Exceptional! (16 reviews)
5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Why choose pet-friendly vacation homes over traditional hotels?

Opting for pet-friendly vacation homes in Windham instead of traditional hotels offers a unique advantage for families and pet owners seeking comfort and adventure. These private rentals provide ample space for everyone, including your furry friends, allowing for a more relaxed and homely atmosphere. Unlike hotels, where pets may face restrictions or limited space, vacation homes that allow pets often come with yards or nearby parks, perfect for playtime and outdoor fun. Additionally, having a fully equipped kitchen lets families prepare meals together, enhancing the bonding experience. While hotels offer convenience and amenities, the cozy, personalized feel of a pet-friendly rental can significantly enhance your family’s stay, allowing you to enjoy the beauty of Windham while ensuring your pets feel right at home. Tailoring your adventure with your beloved pets by your side is what makes these accommodations a fantastic choice for any traveler.