Chittenden holiday lettings

We found 1,069 holiday rentals — enter your dates for availability

Discover a selection of 8 homes and other holiday rentals in Chittenden that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a fireplace. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Chittenden

Showing deals for:23 Jan - 30 Jan

Image gallery for The Pico Escape: 3BR/2BA Ski On/Ski Off at Pico Mountain. Close to Killington.

Welcome to our renovated Pico condo that's perfect for families.
9.4 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

The Pico Escape: 3BR/2BA Ski On/Ski Off at Pico Mountain. Close to Killington.

Killington, VT

8% off
Price is £6,657
for 7 nights, 1 apartment
£951 per night
includes taxes & fees
The Pico Escape: 3BR/2BA Ski On/Ski Off at Pico Mountain. Close to Killington.

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Explore the majestic setting in Chittenden

The mountains and lake provide a pleasant backdrop to your holiday home in Chittenden. This romantic and scenic city is well known for its skiing, sledging and bars. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Chittenden

Are you looking for things to do while you're in town? Venture out of your holiday home and check out everything that makes Chittenden a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Green Mountain National Golf Course (6.2 mi / 10 km)
  • Rutland Country Club (7.3 mi / 11.8 km)
  • Pico Mountain at Killington Ski Resort (7.4 mi / 11.9 km)
  • Killington Resort (10.1 mi / 16.2 km)
  • Killington Adventure Center (10.1 mi / 16.3 km)
  • Killington Golf Course (10.1 mi / 16.3 km)

Exploring the natural landscape of Chittenden

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Chittenden is a great spot to appreciate mother nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Pico Peak (8.1 mi / 13 km)
  • Killington Peak (10.4 mi / 16.8 km)
  • Otter Creek (11 mi / 17.7 km)
  • Beebe Pond (12 mi / 19.4 km)
  • Lake Hortonia (13.1 mi / 21.1 km)
  • Lake Dunmore (13.8 mi / 22.2 km)

Transport options to and around Chittenden

The nearest airport is in Rutland, VT (RUT-Rutland Southern Vermont Regional), located 13.8 mi (22.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Lebanon, NH (LEB-Lebanon Municipal), which is 32.5 mi (52.2 km) away.

Frequently asked questions

What is the best area to stay in Chittenden when booking a holiday rental?
When considering a holiday rental in Chittenden, Vermont, a popular area to stay is near the charming village centre, which provides easy access to local amenities and attractions. This area is delightful for those looking to immerse themselves in the serene beauty of Vermont's countryside, with a variety of properties available, ranging from quaint cottages to spacious family homes.

Staying in the village centre allows visitors to explore the stunning Chittenden Reservoir, a wonderful spot for outdoor activities such as kayaking, fishing, and hiking. The nearby Green Mountain National Forest is another highlight, offering breathtaking trails and scenic views, great for both leisurely walks and more challenging hikes. This area typically has a good selection of holiday rentals, so you can find something that suits your preferences.
How much does it cost to rent a holiday home in Chittenden?
Prices for holiday rentals in Chittenden 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 Chittenden 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 Chittenden holiday house rentals?
You can find great discounts on house rentals in Chittenden 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.
Where are the best Chittenden ski resort rentals?
For the best ski resort rentals in Chittenden, Vermont, travellers should focus on the area surrounding Pico Mountain and Killington Resort, both of which are within a short drive. In Chittenden itself, you can find a selection of charming chalets and rustic cabins, often featuring amenities like wood-burning stoves, fully equipped kitchens, and spacious living areas that are superb for gathering after a day on the slopes.

Properties in this region typically offer easy access to the stunning Green Mountain National Forest, making them ideal for both skiing and enjoying the winter landscapes. Many rentals come with additional features such as hot tubs, outdoor decks, and proximity to local dining options. This adds to the experience, allowing guests to unwind and enjoy the serene surroundings.
What is the most popular type of holiday rental accomodation in Chittenden?
In Chittenden, holiday houses are quite popular, with several available throughout the area. These homes provide ample space, featuring multiple bedrooms, fully equipped kitchens, and often outdoor areas for enjoying the serene surroundings. Many properties are located in peaceful neighbourhoods, making them ideal for families or groups looking to relax and explore the nearby Green Mountain National Forest.
Are there any family house rentals in Chittenden?
In Chittenden, Vermont, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This quaint area is known for its stunning natural beauty and proximity to outdoor activities. Many of the homes provide spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for play or relaxation.
Can I find long-stay holiday rentals in Chittenden?
A long-stay holiday rental in Chittenden 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.
Are there pet-friendly house rentals in Chittenden?
In Chittenden, Vermont, there are several pet-friendly house rentals available, making it an excellent choice for travellers looking to bring their furry companions along. Many of these holiday homes are equipped with amenities such as fully furnished kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

The area is particularly appealing for nature lovers, with nearby access to the Green Mountain National Forest, which offers a wealth of hiking trails and outdoor adventures that you and your pets can enjoy together. Additionally, the local landscape presents picturesque views, superb for leisurely walks with your dog.
Are there any remote work holiday rentals in Chittenden?
In Chittenden, Vermont, there are around 10 remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated workspaces with desks and comfortable chairs, and some even feature computer monitors for an enhanced remote working experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Chittenden holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Chittenden 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.
What are popular rental amenities in Chittenden?
In Chittenden, popular rental amenities often include essential kitchen facilities such as cookware, dishware, and utensils, allowing guests to prepare their own meals. Most holiday rentals are equipped with a full kitchen, featuring a stovetop, microwave, and refrigerator, which enhances the home-like experience. These amenities cater well to families or groups who appreciate the convenience of cooking while enjoying the picturesque surroundings of Vermont.
When is the best time to visit Chittenden for a holiday rental?
The best time to visit Chittenden for a holiday rental is during the peak season from July to September, when the region is alive with outdoor activities and vibrant summer events. This period attracts nature enthusiasts who revel in the beautiful landscapes and enjoy hiking, kayaking, and exploring the breathtaking Green Mountains.

July stands out as the most popular month to experience Chittenden's warm weather and lively atmosphere. With average temperatures reaching the high teens to low twenties Celsius, it's an ideal time for outdoor adventures and relaxation by the picturesque Chittenden Reservoir. You can also partake in local festivals and farmers' markets, which showcase the best of Vermont's produce and crafts.

If you're looking for a more budget-friendly option, consider visiting in December. While this month marks the low season, it offers a unique charm with its winter wonderland scenery. It's a great time for those who appreciate a quieter experience, perhaps indulging in winter sports like skiing or snowshoeing in the nearby areas.
How early should I book a Chittenden holiday rental?
Book your Chittenden 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 Chittenden home rental booking on Vrbo?
To find Chittenden 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 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 Chittenden 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.

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