Chittenden holiday lettings

We found 1,072 holiday rentals — enter your dates for availability

Discover a selection of 10 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:22 May - 29 May

Image gallery for South View Chalet!

Exterior
9.4 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)

South View Chalet!

Killington

8% off
Price is £13,228
for 7 nights, 1 chalet
£1,890 per night
includes taxes & fees
South View Chalet!

Find spaces that suit your style

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    Our Book with Confidence Guarantee gives you 24/7 support

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    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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:

  • Pico Mountain at Killington Ski Resort (7.4 mi / 11.9 km)
  • Killington Resort (10.1 mi / 16.2 km)
  • Killington Golf Course (10.1 mi / 16.3 km)
  • Rikert Nordic Center (15.9 mi / 25.6 km)
  • Saskadena Six Ski Area (20.3 mi / 32.6 km)
  • Hathaway Farm (5.1 mi / 8.2 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)
  • Beebe Pond (12 mi / 19.4 km)
  • Lake Hortonia (13.1 mi / 21.1 km)
  • Lake Dunmore (13.8 mi / 22.2 km)
  • Lake Bomoseen (14.8 mi / 23.8 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, the area around the picturesque Chittenden Reservoir is an excellent choice. This scenic spot not only provides stunning views and a tranquil atmosphere but also offers access to various outdoor activities such as kayaking, fishing, and hiking. The surrounding area is dotted with charming properties, with a mix of rustic cabins and modern cottages that cater to different tastes and budgets.

Another appealing option is the vicinity of the Green Mountain National Forest, which is renowned for its breathtaking landscapes and extensive trails. This area is superb for those who enjoy exploring nature, with opportunities for hiking, birdwatching, and even winter sports during the colder months. Along with its natural beauty, the forest is close to some delightful local attractions, such as quaint shops and eateries that reflect the region's charm.

Chittenden's locations offer a unique blend of relaxation and adventure, making it an ideal base for your holiday in Vermont.
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 renting ski accommodations near Chittenden, Vermont, the nearby Killington area is the most popular choice for winter sports enthusiasts. This region offers a range of rental options, from cosy chalets to spacious condos, all within easy reach of the slopes at Killington Resort, which is just a short drive away. Many properties in this area come equipped with modern amenities such as full kitchens, hot tubs, and fireplaces, providing a comfortable retreat after a day on the mountain.

In Chittenden itself, travellers can find rustic cabins and lodges that allow for a more secluded experience. These often feature charming wooden interiors, ample living space, and outdoor decks, superb for enjoying the stunning winter scenery. Some cabins may also offer amenities like game rooms or proximity to snowshoeing and cross-country skiing trails for those looking to explore beyond downhill skiing.

Additionally, the surrounding Green Mountain National Forest offers countless opportunities for outdoor adventure, with trails for hiking and snowmobiling that can be accessed from many rental properties.
What is the most popular type of holiday rental accomodation in Chittenden?
In Chittenden, holiday houses are the most popular type of holiday rental, with around 30 available in the area. These properties typically offer spacious living areas, fully equipped kitchens, and often feature outdoor spaces like decks or yards for enjoying the scenic surroundings. Many of these rentals are situated near the Green Mountain National Forest, making them ideal for outdoor enthusiasts looking to explore the natural beauty of Vermont.

Additionally, there are several apartments and cottages available, providing more intimate options for couples or small families. These accommodations generally include essential amenities, allowing guests to enjoy a comfortable and convenient stay.
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. The area boasts beautiful natural surroundings, with the Green Mountain National Forest nearby, providing ample opportunities for outdoor adventures. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for children to play and explore.

Visitors can enjoy amenities such as Wi-Fi, laundry facilities, and sometimes even game rooms, ensuring a comfortable stay for all ages. Additionally, the proximity to local attractions like the Killington Resort and the charming villages of Rutland and Mendon adds to the appeal.
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 a great destination for travellers who wish to bring their furry companions along. The area offers a range of holiday homes that typically feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like decks or gardens where pets can enjoy the fresh air. Many of these rentals are conveniently located near the picturesque Green Mountain National Forest, providing ample opportunities for outdoor activities such as hiking and exploring nature trails with pets.
Are there any remote work holiday rentals in Chittenden?
In Chittenden, Vermont, there are numerous remote work-friendly holiday rentals available, with around 33 options for travellers to choose from. Many of these properties are well-equipped to accommodate those needing to work while enjoying a getaway. Expect to find amenities such as free Wi-Fi, dedicated desks, and comfortable desk chairs, making it easy to stay productive.

The charming surroundings of Chittenden offer a picturesque backdrop, with opportunities for outdoor activities like hiking and biking, superb for unwinding after a day of work. The area is also known for its proximity to the stunning Green Mountain National Forest, providing ample chances for exploration and relaxation. 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 include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature inviting fireplaces, great for warming up after a day of exploring the outdoors. Decks or patios are common as well, providing outdoor spaces for relaxation and enjoying the surrounding natural beauty. Onsite parking is typically available, making it convenient for those travelling by car. Additionally, some rentals come with porches or lanais, ideal for soaking in the tranquil atmosphere of this picturesque Vermont community.
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. This vibrant period attracts travellers eager to immerse themselves in the stunning natural beauty and outdoor activities that Vermont has to offer. With summer in full swing, visitors can enjoy hiking, cycling, and exploring the picturesque landscapes, all while basking in warm temperatures averaging between 15 to 25 degrees Celsius.

July stands out as the most popular month, bringing with it a lively option filled with travellers. The lush greenery and vibrant wildflowers create a superb backdrop for outdoor pursuits, making it an ideal time for those looking to engage in activities like kayaking on the beautiful nearby lakes or taking scenic drives through the charming countryside.

For those who prefer a more tranquil experience, consider planning your visit in December. This month, while part of the low season, offers a unique charm with the onset of winter. The crisp air and snow-covered landscapes create a picturesque setting, superb for cosy getaways and enjoying winter sports.
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.
What are the top attractions in Chittenden?
In Chittenden, Vermont, visitors can enjoy several picturesque attractions that showcase the beauty of the Green Mountains. The nearby Little Rock Pond offers a serene setting for hiking and fishing, making it a great spot for nature lovers seeking outdoor activities. The area is also close to the stunning Killington Resort, which is renowned for its skiing in winter and mountain biking in summer, offering a variety of recreational opportunities year-round.

Chittenden is home to the beautiful Chittenden Reservoir, where guests can enjoy kayaking, paddleboarding, and picnicking while enjoying the scenic views. For those interested in local history, the nearby Norman Rockwell Museum provides insights into the life and works of the famous illustrator.
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 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 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.
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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