Chester Depot vacation rentals

We found 22 vacation rentals — enter your dates for availability

Discover a selection of 9 homes and other vacation rentals in Chester Depot that are perfect for your trip. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, such as parking and a fireplace. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about Chester Depot

Find out more about Chester Depot

Why visit Chester Depot

  1. Outdoor Adventures: Chester Depot is a paradise for outdoor enthusiasts, offering activities like skiing and hiking in stunning national parks.
  2. Charming Historic Downtown: Explore the quaint downtown Chester, featuring unique shops and delightful eateries.
  3. Stone Village: Discover the picturesque Stone Village, known for its distinctive architecture and scenic beauty.
  4. Family-Friendly Activities: Participate in exciting events like the Chester Raft Race, perfect for all ages.
  5. Comfortable Accommodations: Enjoy a variety of budget-friendly lodging options, including private homes, condos, and cabins.

Popular types of accommodation around Chester Depot

Looking for the perfect getaway in Chester Depot? You're in the right place! The most sought-after vacation rentals here include Houses, Condos, and Cabins. With budget-friendly options available, you'll find accommodations that suit your needs. Enjoy the charm of Chester Depot village, with the added convenience of free parking and various hotel options for your stay. Start planning your adventure today!

  • Houses: The top choice for visitors to Chester Depot, these homes offer a comfortable and spacious setting, ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenience, condos provide a stylish stay with easy access to local attractions.
  • Cabins: Perfect for outdoor enthusiasts, cabins offer a rustic charm and a peaceful escape surrounded by nature.
  • Apartments: These versatile rentals are great for couples or solo travellers looking for a home-away-from-home experience.
  • Chalets: A delightful choice for those wanting a cozy retreat, chalets combine comfort with a touch of alpine charm.**

Top attractions around Chester Depot

Chester Depot, Vermont, is perfect for outdoor enthusiasts seeking adventure, with its stunning national parks, mountains, and local parks. Visitors can enjoy family-friendly activities and cultural experiences, including the exciting Chester Raft Race. Whether you're skiing or exploring the beautiful surroundings, Chester Depot offers a memorable getaway for all types of travellers.

  1. Baltimore Covered Bridge: A picturesque historic bridge located 11.3km from Chester Depot, showcasing stunning architecture and rich cultural heritage. It's a perfect spot for photography and enjoying the serene landscape.
  2. Vermont Museum of Mining and Minerals: Situated 9.7km away, this engaging museum offers a fascinating glimpse into Vermont's geological history. It's a family-friendly destination with interactive exhibits that appeal to all ages.
  3. Bonnie's Bundles Dolls: Located in Chester Depot, this charming attraction features beautifully crafted dolls, creating a romantic atmosphere that delights visitors and evokes nostalgia.

Things to do recommended for couples

For a romantic getaway in Chester Depot, indulge in skiing at Okemo Mountain Resort, only 19.3km away, or embrace adventure on the Solitude Express Ski Lift, 20.9km away. For a unique experience, take a scenic flight at Morningside Flight Park, also 19.3km away, surrounded by breathtaking views.

Things to do recommended for families

Families visiting Chester Depot can have an exciting day at Maple Lanes arcadeAdventureZone, just 22.5km away, enjoy wellness at The Ice House Ice Skating, 20.9km away, and experience thrills on the Timber Ripper Mountain Coaster, also 20.9km away, creating unforgettable memories together.

Things to do recommended for groups

Groups visiting Chester Depot can enjoy a unique shopping experience at the Vermont Country Store, just 9.7km away. For some entertainment, the Weston Playhouse, 16.1km away, offers a charming theatre atmosphere. Additionally, sports enthusiasts can hit the Fox Run Golf Course, located 19.3km away.

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

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

  • Traveling to Chester Depot with a group: Take into account the number of bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Chester Depot with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Chester Depot: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Chester Depot: If you're seeking vacation rentals that offer 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 preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Chester Depot

Chester Depot, Vermont, offers a delightful blend of adventure and relaxation for Canadian travellers. Explore the historic downtown Chester, just a few miles away, where charming shops and eateries await. Don't miss the picturesque Stone Village, a unique architectural gem. With friendly locals and a romantic atmosphere, Chester Depot is perfect for outdoor enthusiasts and those seeking a peaceful getaway. Whether skiing or enjoying the scenic beauty, this region promises a memorable vacation experience.

  • Ludlow: Located 17.7km from Chester Depot, Ludlow is a vibrant city renowned for its ski culture and outdoor adventures. Nestled amidst picturesque mountains, Ludlow attracts visitors looking for thrilling winter sports and breathtaking scenery. The iconic Okemo Mountain Resort offers an array of skiing opportunities, making it a hot spot for both novice and experienced skiers. In addition to skiing, visitors can explore nearby lakes and valleys, making Ludlow a perfect destination for year-round outdoor activities.
  • Springfield: Just 9.7km from Chester Depot, Springfield is a charming city that invites travellers to immerse themselves in its natural beauty and recreational opportunities. This area is a gateway to various skiing experiences, with access to ski fields and resorts that cater to adventure seekers. The local landscape features stunning lakes and the nearby national state park, providing ample opportunities for hiking, picnicking, and wildlife viewing. Springfield's friendly atmosphere and outdoor offerings make it an ideal place for families and nature lovers.
  • Andover: Only 9.7km from Chester Depot, Andover is a quaint village that embodies the spirit of Vermont's rural charm. Known for its ski resorts and outdoor adventure, Andover provides easy access to ski fields that are perfect for winter sports enthusiasts. The surrounding landscape, dotted with lakes and valleys, invites exploration through hiking and scenic drives. Visitors can enjoy the peaceful ambiance of this village while partaking in various outdoor activities, making Andover a true hidden gem for those seeking a serene getaway.

Best time to go to Chester Depot

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January20.7°F (-6.3°C)Light RainMostly CloudyHighModerately High
February22.6°F (-5.2°C)Light RainMostly CloudyHighModerately High
March30.7°F (-0.7°C)Light RainMostly CloudyAverageAverage
April42.8°F (6.0°C)Light RainMostly CloudyLowModerately Low
May55.8°F (13.2°C)Light RainMostly SunnyLowModerately Low
June63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
July69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
August67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
September60.3°F (15.7°C)Light RainMostly SunnyAverageModerately Low
October48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
November36.1°F (2.3°C)Light RainMostly SunnyLowAverage
December27.3°F (-2.6°C)Light RainMostly CloudyHighModerately High

Booking with Vrbo is simple

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

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform to help you plan new adventures, resume your previous arrangements, or manage your travel itinerary effectively. You can easily access the properties you’ve saved or booked, organized into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chester Depot?
According to our research, houses are the most desirable type of vacation rental in Chester Depot. But naturally, everyone’s idea of an awesome trip is bound to be different. Vrbo has vacation rentals of all sizes and shapes, so you’re bound to find the perfect fit for you.
How much does it cost to rent a vacation rental in Chester Depot?
The average price for a vacation rental in Chester Depot is based on a number of factors, such as property type, season and length of stay. Whether you’re in search of a sprawling villa with lots of space or an apartment for just you and the kids, just add your travel dates to see stays with unbeatable value.
How much does it cost to rent a beach house in Chester Depot?
The average price for a vacation home close to the beach in Chester Depot will depend on when you’re going and the size and style of property you want. You can easily and quickly find prices on Vrbo by entering your preferred travel dates and destination. Then make use of the filter tool to pick the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.
Are there pet-friendly vacation rentals in Chester Depot?
You’re in luck! There are. You can choose from 11 vacation rentals that cater to pets in Chester Depot. Many of our pet-friendly vacation rentals even come with an outdoor space for your four-legged fur baby to have fun in, doggie beds, complimentary treats and proximity to parks or green space. Apply the “Pets allowed” filter to find your place on Vrbo.
What are popular rental amenities in Chester Depot?
When it comes to rental amenities that people look for in Chester Depot, tennis, a firepit and a swimming pool are the most popular. With Vrbo vacation homes, you’ll find options to match your style and taste, whether you’re taking a trip with relatives, friends or even pets.
Are there large group vacation rentals in Chester Depot?
Yes, you’ll find five vacation properties in Chester Depot that can host five or more people. From family trips to events like birthday parties, these stays have ample space to hang out with the people you love.
Are there vacation rentals in Chester Depot that welcome kids?
Chester Depot has 11 family-friendly vacation homes to pick from. And booking a stay that welcomes children is easy with our “Properties good for families” filter. In addition to having the entire place to yourselves, you’ll also get access to perks and amenities like bunk beds, yards and private pools.
What are the top attractions for families in Chester Depot?
DaVallia Art & Accents will keep your kids entertained during a trip to Chester Depot. This family-friendly attraction is situated close to the center.
Are there one-bedroom vacation rentals in Chester Depot?
Yes, Chester Depot has four one-bedroom rentals available. Typically located in desirable areas because of their smaller size, a one-bedroom property is perfect if you’re traveling with your partner or a friend. And with comforts like wireless internet and more privacy than a standard hotel, you’ll be able to chill out while exploring this exciting destination.
Are there vacation rentals with WiFi in Chester Depot?
Whether you want to keep up with the latest news, check emails or surf social networks, there are five vacation homes with WiFi in Chester Depot. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Chester Depot?
Chester Depot has 10 vacation rentals where you’ll be able to wind down in air-conditioned comfort. To locate a property on Vrbo that provides this amenity, enter your travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Chester Depot?
We recommend you check with the Chester Depot vacation property you’re considering on Vrbo as the age limit differs. However, it’s typically 16, 18 or 21.
How long can I rent a vacation rental in Chester Depot for?
The amount of time you can rent a Chester Depot vacation rental for differs depending on the property. Just enter your dates of travel to view options offering longer term stays. They feature the things you need to make your extended vacation more convenient and enjoyable, like kitchens and backyards. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can stay longer for less money.

More Vacation Rentals ideas

People also search for