Pittsfield vacation rentals

Why visit Pittsfield

1. Outdoor Adventures: Pittsfield is a haven for skiing and outdoor sports enthusiasts, with stunning landscapes and access to the Pittsfield State Forest.
2. Charming Local Culture: Explore the delightful Orchard Street, where local culture merges with scenic beauty, offering a unique experience.
3. Family-Friendly Activities: The area boasts diverse attractions suitable for families, from national parks to historic sites.
4. Relaxing Atmosphere: Enjoy the romantic and secluded vibes of nearby neighborhoods, perfect for unwinding and relaxation.
5. Diverse Accommodations: Choose from a variety of vacation rentals, including cozy cabins and spacious condos, tailored to your needs.

Popular types of accommodation in Pittsfield

If you're exploring vacation rentals in Pittsfield, you're in for a treat! Our platform offers a variety of accommodations to suit your needs, including houses, cozy condos, and charming cabins. Whether you're seeking a spacious apartment in Pittsfield or a quaint getaway, we have the perfect options for you. Enjoy transparency, savings, and reassurance as you plan your stay in this beautiful Canadian destination!

• Houses: These are the top choice for visitors in Pittsfield, offering spacious accommodations ideal for families, friends, or couples seeking privacy and comfort.
• Condos: A popular option for those looking for modern amenities and convenience, condos provide a great balance of space and location.
• Cabins: For a rustic experience, cabins are a charming way to immerse yourself in nature while enjoying a cozy retreat.
• Apartments: Perfect for solo travelers or couples, apartments offer a home-like feel with essential amenities.
• Cottages: Quaint and inviting, cottages provide a delightful getaway with a touch of local charm.**

Top attractions in Pittsfield

Pittsfield, Vermont, is an ideal destination for skiing, adventure, and sports enthusiasts. The area features a variety of attractions, including national parks, lakes, and historic sites, providing ample opportunities for outdoor activities and cultural experiences suitable for families. Whether you're exploring the local scenery or delving into the region's rich history, Pittsfield offers a diverse range of activities to ensure a memorable vacation.

1. Gifford Woods State Park: A stunning national park located 11.3km from Pittsfield, Gifford Woods offers breathtaking scenery and outdoor adventure. Explore its trails surrounded by lush forests, perfect for hiking and picnicking amidst nature's beauty.
2. Killington Golf Course: Situated 16.1km away, this welcoming golf course provides a friendly atmosphere for golfers of all skill levels. Enjoy a round of golf on beautifully maintained greens with stunning mountain views.
3. Fire Tower: Located 11.3km from Pittsfield, the Fire Tower offers a romantic and adventurous experience. Climb to the top for panoramic views of the surrounding landscape, making it a perfect spot for photos and relaxation.

Things to do recommended for couples

For a romantic getaway in Pittsfield, enjoy skiing together at Pico Mountain, only 12.9km away. Explore the adventurous vibes at Pico Peak, 14.5km from town, or take a scenic ride on the K-1 Express Gondola, 17.7km away, for breathtaking views and unforgettable moments.

Things to do recommended for families

Families can experience wellness and relaxation at the Killington School for Tennis, located 12.9km from Pittsfield. This recreation centre offers a fantastic environment for both kids and adults to enjoy activities together, making it a perfect spot for family bonding.

Things to do recommended for groups

Groups visiting Pittsfield can enjoy a round of golf at the Green Mountain National Golf Course, experience the arts at the Paramount Theater, and shop for unique sports gear at Black Dog Sports, all while soaking in the charming local vibes of Vermont.

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

If you're planning a trip with a group, family, or pets, or if you're interested in longer stays, it's important to prioritize your filters effectively. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Pittsfield with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas suitable for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
• Traveling to Pittsfield with young kids: Travelling with young children can present its challenges. 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 your closeness to family-friendly attractions.
• Taking your pets with you to Pittsfield: For many families, a vacation isn't truly fulfilling without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and pet beds, ensuring that your four-legged family members feel comfortable and at home.
• Planning for a long term stay visiting Pittsfield: If you're in search of vacation rentals offering discounts 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 Pittsfield

Pittsfield, Vermont, is a hidden gem for adventure seekers and families alike. With its friendly atmosphere, visitors can indulge in skiing and explore the stunning natural landscapes, including the serene Pittsfield State Forest. Nearby neighborhoods offer romantic and secluded vibes, perfect for relaxation. Don't miss the charming Orchard Street, where you'll find a delightful blend of local culture and scenic beauty. Pittsfield promises an unforgettable vacation experience for every traveller.

• Killington: Located a mere 11.3km from Pittsfield, Killington is renowned for its exhilarating outdoor activities, particularly skiing and adventure sports. As one of the premier ski destinations in the United States, visitors flock to its expansive ski fields and well-equipped resorts. Beyond skiing, the breathtaking landscape of mountains, lakes, and valleys offers ample opportunities for hiking, biking, and exploring nature year-round. Whether you're hitting the slopes in winter or enjoying the vibrant summer trails, Killington promises an unforgettable travel experience.
• Stockbridge: Just 4.8km away from Pittsfield, Stockbridge is a charming city that attracts outdoor enthusiasts looking for adventure. This picturesque locale is perfect for skiing, with easy access to ski fields and resorts that cater to all skill levels. Surrounded by stunning valleys, serene lakes, and majestic mountains, Stockbridge provides a scenic backdrop for various outdoor activities, including hiking and fishing. With its quaint shops and eateries, travelers can enjoy both the thrill of adventure and the relaxation of a small-town atmosphere.
• North Sherburne: Situated 6.4km from Pittsfield, North Sherburne is a delightful neighbourhood that offers a blend of scenic beauty and outdoor excitement. Known for its vibrant skiing culture, visitors can indulge in an array of sports experiences, from skiing on pristine slopes to enjoying the picturesque views of nearby valleys, lakes, and mountains. North Sherburne is an ideal base for adventure seekers looking to explore the surrounding natural wonders while enjoying a cozy, community-oriented atmosphere.

Best time to go to Pittsfield

If you're planning a trip to Pittsfield, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like May and November to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	18.0°F (-7.8°C)	Light Rain	Mostly Cloudy	Average	Moderately High
February	20.1°F (-6.6°C)	Light Rain	Mostly Cloudy	Average	Moderately High
March	28.4°F (-2.0°C)	Light Rain	Mostly Cloudy	Average	Average
April	40.6°F (4.8°C)	Light Rain	Mostly Cloudy	Average	Moderately Low
May	54.1°F (12.3°C)	Light Rain	Mostly Sunny	Slightly Low	Moderately Low
June	61.5°F (16.4°C)	Light Rain	Mostly Sunny	Average	Average
July	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Slightly High	Moderately Low
October	46.9°F (8.3°C)	Light Rain	Mostly Cloudy	Average	Average
November	34.3°F (1.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	25.3°F (-3.7°C)	Light Rain	Mostly Cloudy	Slightly Low	Moderately High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? We recommend being open to adjusting your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo accommodation that fits your budget, make use of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for you to plan new trips, resume your previous arrangements, or manage your travel plans with ease. You can easily access your saved or booked properties, which are organized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.