Windham County vacation rentals

Why visit Windham County

1. Winter Sports Paradise: Windham County is renowned for its ski resorts, making it a top destination for winter sports enthusiasts.
2. Stunning Natural Landscapes: The region boasts breathtaking parks and lakes, perfect for hiking and outdoor activities in all seasons.
3. Charming Towns: Explore quaint towns like Brattleboro and Wilmington, known for their friendly locals and vibrant culture.
4. Diverse Accommodations: From cozy vacation rentals to luxurious stays, Windham County offers options to suit every budget.
5. Year-Round Adventure: Enjoy a range of activities throughout the year, from skiing in winter to hiking and exploring in summer.

Popular types of accommodation in Windham County

Discover the charm of Windham County with a variety of vacation rentals, including private homes, cozy cabins, and modern condos. Whether you're seeking a rustic farmhouse or a scenic plantation home, our platform offers transparent options tailored for your needs. Perfect for families or groups, these accommodations provide a welcoming retreat after a day of exploring the stunning Vermont landscape. Choose your ideal getaway and experience Windham County like never before!

• Houses: These spacious homes are ideal for families or groups, offering a cozy and private atmosphere for your stay in Windham County.
• Condos: Perfect for couples or small families, condos provide modern amenities and convenient access to local attractions.
• Cabins: Experience the charm of rustic living in a cabin, surrounded by nature and tranquility.
• Apartments: Affordable and convenient, apartments are a great choice for solo travelers or those on a budget.
• Chalets: Enjoy a unique stay in a chalet, combining comfort and mountain views for an unforgettable experience.**

Top attractions in Windham County

Windham County, Vermont, is a fantastic destination for ski and adventure enthusiasts, offering scenic experiences in nature. Visitors can enjoy popular attractions such as ski resorts, national and state parks, and picturesque lakes. Whether you're looking to hit the slopes or immerse yourself in the local culture and outdoor beauty, Windham County has something for everyone, making it an ideal spot for a memorable vacation.

1. Stratton Mountain Resort: A premier ski destination offering thrilling slopes for all skill levels, Stratton Mountain Resort is perfect for winter sports enthusiasts. Enjoy breathtaking mountain views, cozy lodges, and a vibrant après-ski scene, making it an ideal spot for adventure and relaxation.
2. Landmark College: Known for its innovative approach to education, Landmark College features a modern campus with a lively atmosphere. This unique institution focuses on supporting diverse learning styles, making it a fascinating destination for visitors interested in education and community.
3. Brattleboro Common: This charming urban park is a family-friendly space perfect for outdoor activities. Enjoy picnics, playgrounds, and community events amidst beautiful landscaping, offering a serene escape in the heart of the vibrant town of Brattleboro.

Things to do recommended for couples

Looking for a romantic getaway in Windham County? Experience the thrill of skiing together at Mount Snow or Stratton Mountain Resort. For breathtaking views, take a scenic ride on the Stratton Mountain Summit Gondola. Embrace adventure and create unforgettable memories with your partner in this beautiful region.

Things to do recommended for families

In Windham County, families can have a blast at Brattleboro Bowl, an arcadeAdventureZone offering exciting games and a fun atmosphere. It's the perfect spot for kids to unleash their energy while parents relax in a family-friendly environment.

Things to do recommended for groups

Explore the Vermont Country Store for unique local goods, tee off at the scenic Mount Snow Golf Course for a day of outdoor fun, and enjoy a cultural evening at the Bellows Falls Opera House, perfect for family entertainment and romance.

What do I need to keep in mind when booking a vacation in Windham County

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to guide you.

• Traveling to Windham County with a group: Think about how many bedrooms you'll require, along with additional features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
• Traveling to Windham County with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Windham County: For many families, a trip isn’t truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Windham County: If you’re in search of vacation rentals that offer great deals for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Windham County

Windham County, Vermont, is the perfect destination for adventure seekers and families alike. Explore charming towns like Brattleboro and Wilmington, where friendly locals create a welcoming atmosphere. Enjoy skiing in the winter or hiking in the summer, all while surrounded by stunning natural beauty. With a range of accommodations from budget-friendly to luxurious, Windham County promises a relaxing getaway that caters to all tastes and interests.

• Brattleboro: Nestled in the scenic landscape of Windham County, Brattleboro is a vibrant city known for its rich arts scene and outdoor adventures. The Connecticut River flows through the area, providing a picturesque backdrop for activities like kayaking and fishing. Visitors can enjoy the local ski resorts, which are just a short drive away for thrilling winter sports. Brattleboro also features charming parks and hiking trails that lead to breathtaking mountain views, making it an ideal destination for nature lovers and adventure seekers alike. The town's eclectic shops, galleries, and eateries add to its appeal, inviting travelers to explore its unique culture.
• West Dover: West Dover, located near the southern mountains of Vermont, is a quaint town that attracts skiers and outdoor enthusiasts all year round. The area is renowned for its proximity to well-established ski resorts, making it a perfect base for winter sports. In addition to skiing, visitors can explore the nearby valleys and lakes, offering opportunities for hiking, fishing, and scenic picnics. West Dover boasts a tight-knit community atmosphere with local shops and eateries that reflect the region's charm. The stunning natural beauty of the surrounding landscape makes this small town a delightful retreat for those looking to unwind and enjoy the great outdoors.
• Stratton: Stratton is a picturesque mountain town that serves as a premier destination for skiing and outdoor recreation. Home to the Stratton Mountain Resort, it offers a wide range of winter activities, from skiing to snowboarding. In the warmer months, the lush valleys and tranquil lakes provide ample opportunities for hiking, mountain biking, and fishing. The scenic beauty of Stratton, combined with its welcoming atmosphere and vibrant local community, makes it a perfect getaway for families and adventure seekers. Visitors can also enjoy lively events and festivals that showcase the area's culture and charm throughout the year.

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. It truly benefits you to be the group organizer! Become a part of our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash™ on qualifying stays. Sign up today and begin your journey to earning rewards!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient place for you to plan new trips, manage your existing plans, and keep track of your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.