Chester vacation rentals

Why visit Chester

1. Outdoor Adventure: Enjoy a variety of activities like skiing and hiking in the beautiful natural surroundings of Chester.
2. Charming Accommodations: Choose from an array of cozy cottages, rustic cabins, and spacious vacation homes for a comfortable stay.
3. Cultural Exploration: Discover local art and culture in nearby towns, enhancing your experience of the region.
4. Family-Friendly Attractions: Engage in activities suitable for all ages, making it perfect for family vacations.
5. Relaxing Atmosphere: Unwind in Chester’s serene environment, ideal for both adventure seekers and those looking to relax.

Popular types of accommodation in Chester

Planning a getaway to Chester? You're in for a treat! Discover the charm of this picturesque locale with a variety of vacation rentals, including houses, cozy condos, and rustic cabins. Whether you’re seeking a cottage retreat or a spacious vacation home, Chester has the perfect accommodation to suit your needs. Enjoy the beauty and serenity of this beautiful destination while enjoying the comforts of home.

• Houses: The top choice for visitors to Chester, offering spacious accommodations perfect for families or groups seeking comfort and privacy.
• Condos: A popular option for those wanting modern amenities and a community atmosphere, ideal for couples and small families.
• Cabins: Perfect for a rustic getaway, these charming retreats immerse you in nature while providing a cozy atmosphere.
• Apartments: A practical choice for solo travellers or couples, offering the convenience of home in a vibrant setting.
• Chalets: These picturesque lodgings provide a unique alpine experience, blending comfort with stunning mountain views.**

Top attractions in Chester

Chester, Vermont is a fantastic destination for those seeking ski and adventure vacations. With a variety of outdoor activities, cultural experiences, and family-friendly attractions, visitors can explore national and state parks, as well as local landmarks. Whether you're hitting the slopes or enjoying the local scenery, Chester offers a perfect blend of adventure and relaxation for all travellers.

1. Baltimore Covered Bridge: This historic bridge, located 11.3km from Chester, offers a glimpse into Vermont's rich heritage. Surrounded by picturesque scenery, it exudes cultural charm and is a perfect spot for photography and leisurely strolls.
2. Vermont Museum of Mining and Minerals: Situated 9.7km away, this engaging natural history museum invites families to explore Vermont's geological treasures. With interactive exhibits, it’s an educational experience that highlights the region’s mining history.
3. Bonnie's Bundles Dolls: Located in Chester, this enchanting attraction showcases a delightful collection of handcrafted dolls. With its romantic atmosphere, it’s an ideal stop for those seeking unique souvenirs or a charming experience.

Things to do recommended for couples

For a romantic getaway in Chester, Vermont, explore Okemo Mountain Resort for skiing and sports vibes, take an adventurous ride on the Solitude Express Ski Lift, or enjoy breathtaking views at Morningside Flight Park. Each offers a unique experience perfect for couples seeking adventure and romance.

Things to do recommended for families

Your family will have a blast at Maple Lanes arcadeAdventureZone, 22.5km from Chester, or enjoy wellness at the Ice House Ice Skating, 20.9km away. For thrill-seekers, the Timber Ripper Mountain Coaster, also 20.9km distant, promises an exhilarating ride!

Things to do recommended for groups

Groups visiting Chester, Vermont, can explore the charming Vermont Country Store for local goods, enjoy a captivating performance at the Weston Playhouse, and unwind with a round of golf at the scenic Fox Run Golf Course, offering a perfect blend of culture, entertainment, and outdoor fun.

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

If you're travelling with a group, family, pets, or planning an extended stay, it's important to use the right filters to meet your needs. Here are some helpful Vrbo booking tips for you.

• Traveling to Chester with a group: Think about the number of bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Chester with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your distance from family-friendly attractions is a wise choice.
• Taking your pets with you to Chester: For many, a family getaway isn’t truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
• Planning for a long term stay visiting Chester: 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 options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Chester

Chester, Vermont, offers a delightful blend of adventure and relaxation, making it an ideal destination for Canadian travellers. Whether you’re hitting the slopes or exploring charming local cottages, Chester's welcoming atmosphere caters to all budgets. Nearby regions provide a variety of experiences, from art-filled towns to luxurious retreats, ensuring a memorable vacation filled with the unique charm of this picturesque area. Discover the best of Chester and its enchanting surroundings!

• Ludlow: Ludlow is a charming city located 17.7km from Chester, renowned for its exceptional ski and adventure offerings. Visitors flock to Ludlow for thrilling winter sports, with access to premier ski resorts and scenic ski fields. The surrounding geography boasts beautiful lakes, majestic mountains, and picturesque valleys, making it an ideal spot for outdoor enthusiasts year-round. In addition to skiing, enjoy hiking and biking in the warmer months, or relax at local eateries that celebrate the region's hospitality.
• Andover: Andover, a quaint village in the Chester area, is a hidden gem for those seeking adventure and outdoor sports. The village is located conveniently close to Chester and is celebrated for its excellent skiing opportunities. With easy access to ski fields and resorts, Andover is a fantastic base for winter sports lovers. The local landscape showcases stunning lakes, valleys, and mountains, providing ample opportunities for hiking and exploring during the off-season. Experience the charm of a small community while indulging in thrilling activities.
• Chester Depot: Chester Depot is a delightful neighborhood nestled within Chester, perfect for those looking to immerse themselves in nature and adventure. This area is known for its outdoor experiences, particularly skiing, with easy access to ski resorts and fields. The stunning local features include serene lakes, a nearby national state park, and beautiful beaches for summer enjoyment. Whether you’re skiing in the winter or enjoying hiking, swimming, and picnicking in the warmer months, Chester Depot provides a perfect blend of outdoor activities and relaxation.

Best time to go to Chester

If you're planning a trip to Chester, 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 January to March tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	20.7°F (-6.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Moderately High
February	22.6°F (-5.2°C)	Light Rain	Mostly Cloudy	Slightly Low	Moderately High
March	30.7°F (-0.7°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
April	42.8°F (6.0°C)	Light Rain	Mostly Cloudy	Average	Moderately Low
May	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average	Moderately Low
June	63.1°F (17.3°C)	Light Rain	Mostly Sunny	Average	Average
July	69.3°F (20.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Slightly High	Moderately Low
October	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Average	Average
November	36.1°F (2.3°C)	Light Rain	Mostly Sunny	Average	Average
December	27.3°F (-2.6°C)	Light Rain	Mostly Cloudy	Average	Moderately High

Booking with Vrbo is simple

Are you eager to save on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, resume where you last left off, and manage your travel plans. You can conveniently view your saved or booked properties, which are organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.