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.

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Frequently asked questions

What is the most popular type of vacation rental in Chester Depot?
In Chester Depot, vacation houses are the most popular type of vacation rental, with several available in picturesque settings. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and cozy living areas, making them great for families or groups. Many rentals come with outdoor spaces such as decks or patios, allowing guests to enjoy the serene Vermont landscape.
How much does it cost to rent a vacation home in Chester Depot?
Prices for vacation 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 vacation 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.
What are popular rental amenities in Chester Depot?
In Chester Depot, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals during their stay. Many rentals also feature appliances like blenders and coffee/tea makers, enhancing the convenience of home-cooked breakfasts or snacks. Outdoor spaces, such as decks or patios, are common as well, providing guests with areas to relax and enjoy the natural surroundings. Additionally, electric kettles are often available for those who appreciate a warm beverage at any time.
Are there any family house rentals in Chester Depot?
In Chester Depot, Vermont, there are several family-friendly house rentals available, offering a variety of options for travelers. The area is known for its beautiful landscapes and proximity to outdoor activities, making it a great choice for families seeking adventure. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals, and cozy spaces for relaxation after a day of exploring.

Families can enjoy nearby attractions such as the scenic Okemo Mountain Resort, which offers skiing in the winter and hiking in the summer. The charming local community also provides opportunities for shopping and dining, with quaint stores and eateries that showcase the region's hospitality.
Can I rent a vacation home with a pool or hot tub in Chester Depot?
In Chester Depot, Vermont, travelers will find several vacation homes available for rent that come with pools or hot tubs. This charming area offers a picturesque setting ideal for relaxation and outdoor activities. Many of these properties are equipped with private pools, inviting hot tubs, and spacious outdoor areas great for enjoying the serene landscape. Inside, guests can expect comfortable living spaces, fully equipped kitchens, and cozy fireplaces, adding to the homey atmosphere.
Are there any Chester Depot vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Chester Depot with parking available—perfect for families or travelers 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.
Are there pet-friendly vacation rentals in Chester Depot?
In Chester Depot, Vermont, there are several pet-friendly vacation rentals available for travelers. This charming area offers a mix of rustic cabins and cozy cottages, many of which come equipped with amenities such as fully functional kitchens, outdoor decks, and comfortable living spaces designed for relaxation. Some properties may even feature hot tubs or fireplaces, great for unwinding after a day of exploring the beautiful Vermont landscape.

The surrounding region is rich in outdoor activities, making it an ideal destination for pet owners. Nearby, you can explore the scenic Green Mountain National Forest, which provides ample opportunities for hiking and enjoying nature with your furry companions. Additionally, the quaint town of Chester features local shops and eateries that welcome pets, enhancing the overall experience for travelers with pets.
Can I find long-stay vacation rentals in Chester Depot?
A long-stay vacation rental in Chester Depot is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Chester Depot?
In Chester Depot, Vermont, there are several vacation rentals available that cater to remote work needs. These accommodations often feature dedicated workspaces with desks and comfortable chairs, allowing for a productive work environment. Travelers can expect amenities such as high-speed Wi-Fi, which is essential for staying connected, and many rentals also offer cozy living spaces superb for unwinding after a day of work.

The area itself is picturesque, surrounded by the scenic Green Mountains, providing a peaceful backdrop for remote work. Additionally, there are opportunities for outdoor activities after hours, including hiking and exploring the charming local shops and eateries in Chester Depot. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Chester Depot vacation rental?
Book your Chester Depot vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Chester Depot?
In Chester Depot, visitors can enjoy a quaint, small-town atmosphere with a variety of attractions. The historic downtown area features charming shops and local eateries, great for a leisurely stroll. Nearby, the scenic Green Mountain National Forest offers opportunities for hiking, mountain biking, and enjoying nature.

For a dose of local history, the Chester Historical Society and the picturesque Chester Village Green are worth exploring. Additionally, outdoor enthusiasts can take advantage of the nearby Okemo Mountain Resort for skiing in the winter or mountain activities in the warmer months.
Can I change or cancel my Chester Depot home rental booking on Vrbo?
To find Chester Depot vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Chester Depot vacation 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.