Chester Depot holiday lettings

We found 22 holiday rentals — enter your dates for availability

Discover a selection of 9 homes and other holiday rentals in Chester Depot that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as Wi-Fi and a hot tub. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
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Why visit Chester Depot

  • Outdoor activities: Chester Depot is perfect for skiing and various adventure sports, catering to outdoor enthusiasts.
  • Historical charm: Discover the picturesque Victorian architecture and rich history of the local community.
  • Scenic landscapes: Explore the stunning River Dee and nearby national and state parks.
  • Family-friendly attractions: Enjoy a variety of cultural experiences and activities suitable for all ages.
  • Diverse accommodation: Choose from private vacation homes, cosy cabins, and modern condos for a comfortable stay.

Popular types of accommodation around Chester Depot

If you're considering a getaway to Chester Depot, you'll find a variety of popular accommodation options to suit your needs, including houses, cosy cabins, and modern condos. Rest assured, many of these rentals offer convenient car parking and a range of services to enhance your stay. For those seeking additional options, explore more Chester hotels and hotel facilities in Stoke, including conference rooms for business travellers.

  • Houses: The top choice for visitors in Chester Depot, these homes offer a comfortable and private retreat for families and groups.
  • Condos: A popular option, condos provide modern amenities and shared facilities, ideal for those seeking convenience.
  • Cabins: A charming choice for nature lovers, cabins offer a rustic experience amidst the scenic surroundings.
  • Apartments: Perfect for couples or solo travellers, apartments offer self-catering options in the heart of Chester Depot.
  • Cottages: These quaint and cosy accommodations are ideal for a traditional getaway in the countryside.**

Top attractions in and around Chester Depot

Chester Depot is an ideal destination for outdoor enthusiasts seeking skiing and adventure holidays. Visitors can explore a variety of attractions, including national and state parks, as well as picturesque mountains. The area's points of interest cater to those looking for outdoor activities, cultural experiences, and family-friendly outings, ensuring a memorable stay for all travellers.

  • Lowell Lake State Park: A serene escape, this park offers outdoor adventures with picturesque scenery, perfect for hiking, picnicking, and enjoying nature's tranquillity.
  • DaVallia Art & Accents: Situated in Chester Depot, this charming gallery showcases vibrant local art and crafts, providing a cultural experience that reflects the creativity of the region.
  • Vermont Museum of Mining and Minerals: Located just 3.7km away, this museum invites families to explore Vermont's geological history through engaging exhibits and fascinating artefacts.

Things to do recommended for couples

Your romantic getaway to Chester Depot offers delightful experiences. Embrace adventure at Okemo Mountain Resort, savour the stunning views with a scenic flight at Morningside Flight Park, or enjoy the thrill of the Sachem Ski Lift. Each spot is perfect for couples seeking fun and romance!

Things to do recommended for families

Families visiting Chester Depot can have a thrilling day at Maple Lanes arcadeAdventureZone, just 8.7km away, enjoy skating at The Ice House recreationCentre, 8.1km away, or experience the excitement of the Timber Ripper Mountain Coaster, also 8.1km distant. Fun awaits!

Things to do recommended for groups

Explore the Vermont Country Store for quirky finds, enjoy a performance at the Weston Playhouse for a touch of culture, and browse local produce at the West River Farmers Market for a vibrant community experience—all within a short drive from Chester Depot.

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

If you're travelling with a group, as a family, bringing your pets, or seeking longer stays, it's important to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Chester Depot with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor space for socialising. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Chester Depot with young kids: Travelling with young children can present its difficulties. It's essential to prioritise their comfort and safety, along with suitable facilities, 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 Chester Depot: For many, a family holiday wouldn’t be the same without their beloved canine companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Chester Depot: If you’re in search of holiday rentals with discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Chester Depot

Chester Depot offers a delightful blend of outdoor adventures and charming historical experiences. Explore the stunning River Dee, surrounded by picturesque Victorian architecture, and immerse yourself in the friendly atmosphere of the local community. Just a stone's throw away, you'll find the vibrant city centre, perfect for both budget-friendly and luxury pursuits. Whether you’re seeking relaxation or adventure, Chester Depot and its nearby regions promise an unforgettable getaway.

  • Ludlow: Located 6.8km from Chester Depot, Ludlow is a hub for adventure seekers, particularly those keen on skiing and outdoor sports. The town is home to the renowned Okemo Mountain Resort, which offers excellent skiing opportunities in winter and a variety of summer activities, including mountain biking and hiking. The surrounding natural beauty, featuring picturesque lakes, stunning mountains, and lush valleys, provides a perfect backdrop for both relaxation and active pursuits. Visitors can enjoy a charming downtown area with quaint shops and local eateries that contribute to a delightful travel experience.
  • Chester: A mere 186m from Chester Depot, this charming town is an excellent spot for those looking to immerse themselves in the local culture while enjoying outdoor sports. Chester offers easy access to nearby ski resorts, making it an attractive destination for winter sports enthusiasts. The area's natural landmarks, including serene lakes, rolling valleys, and majestic mountains, make it ideal for hiking and exploration. The town itself boasts a friendly atmosphere with delightful shops and eateries, providing a perfect blend of adventure and relaxation.
  • Springfield: Situated 3.7km from Chester Depot, Springfield is another fantastic destination for adventure lovers. This city offers access to excellent skiing facilities and is renowned for its recreational opportunities in both winter and summer. Nearby attractions include scenic lakes and the beautiful national state park, which invites visitors to explore its vast outdoor spaces. Springfield’s local charm, combined with its rich history and community spirit, makes it an engaging place for tourists to visit and enjoy the great outdoors.

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 months are July and July. Peak season runs in January to February, February, December to January and December, while off-peak times, like April, April to May, May, November and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.7°F (-6.3°C)Light RainMostly CloudyHighModerately High
January20.7°F (-6.3°C)Light RainMostly CloudyHighModerately High
February22.6°F (-5.2°C)Light RainMostly CloudyHighModerately High
February22.6°F (-5.2°C)Light RainMostly CloudyHighModerately High
March30.7°F (-0.7°C)Light RainMostly CloudyAverageAverage
March30.7°F (-0.7°C)Light RainMostly CloudyAverageAverage
April42.8°F (6.0°C)Light RainMostly CloudyLowModerately Low
April42.8°F (6.0°C)Light RainMostly CloudyLowModerately Low
May55.8°F (13.2°C)Light RainMostly SunnyLowModerately Low
May55.8°F (13.2°C)Light RainMostly SunnyLowModerately Low
June63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
June63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
July69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
July69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
August67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
August67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
September60.3°F (15.7°C)Light RainMostly SunnyAverageModerately Low
September60.3°F (15.7°C)Light RainMostly SunnyAverageModerately Low
October48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
October48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
November36.1°F (2.3°C)Light RainMostly SunnyLowAverage
November36.1°F (2.3°C)Light RainMostly SunnyLowAverage
December27.3°F (-2.6°C)Light RainMostly CloudyHighModerately High
December27.3°F (-2.6°C)Light RainMostly CloudyHighModerately High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming holiday? Being flexible with your travel dates can help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a convenient space to plan new journeys, pick up from where you last stopped, or review and arrange your travel plans. The properties you've saved or booked before are now easily accessible in Potential, Upcoming, or Current Trips. To make the most of the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Chester Depot?
In Chester Depot, holiday houses are the most popular type of rental, with several available throughout the area. These properties typically offer spacious interiors, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many houses feature outdoor spaces such as decks or gardens, great for enjoying the serene surroundings after a day of exploring nearby attractions like the picturesque Green Mountains or the charming town centre.
How much does it cost to rent a holiday home in Chester Depot?
Prices for holiday rentals in Chester Depot vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Chester Depot to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Chester Depot holiday house rentals?
You can find great discounts on house rentals in Chester Depot on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Chester Depot holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Chester Depot with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Chester Depot?
A long-stay holiday rental in Chester Depot is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Chester Depot for a holiday rental?
September is the most popular time to visit Chester Depot, Vermont, as the vibrant autumn colours begin to emerge, creating a stunning backdrop for outdoor activities. This month falls within the peak tourist season, which runs from July to September, attracting visitors eager to experience the picturesque landscapes and charming small-town atmosphere.

During this time, travellers can enjoy a variety of activities, such as hiking in the nearby Green Mountains, exploring local artisan shops, and participating in seasonal festivals. The comfortable temperatures in September typically range from the mid-teens to low 20s Celsius, making it ideal for sightseeing and leisurely strolls through the scenic countryside.

For those looking to save a bit on their holiday rental, March presents a wonderful opportunity to visit Chester Depot. While this month is considered off-peak, it offers unique winter experiences, including cross-country skiing and snowshoeing in the serene snow-covered landscapes. You can relish the tranquil beauty of the area without the crowds, and enjoy the local charm at a more relaxed pace.
Are there any remote work holiday rentals in Chester Depot?
In Chester Depot, Vermont, there are several remote work holiday rentals available, making it an ideal destination for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, desk chairs, and dedicated workspace areas, ensuring a comfortable and productive environment for remote workers. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Chester Depot holiday rental?
Book your Chester Depot holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Chester Depot home rental booking on Vrbo?
To find Chester Depot holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Chester Depot holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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