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Holiday homes in Chittenden You’ll Love

Top-Rated Chittenden Holiday homes for Every Budget and Style!

Looking for a holiday home in Chittenden (Vermont)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Chittenden.

We found 20 Holiday-homes in Chittenden and the surrounding area (within 30 miles)

Green Knolls Haven in Rutland, USA

Green Knolls Haven

Holiday home in Rutland near Chittenden, Vermont
Green Knolls Haven offers accommodations in Rutland, 10 miles from Pico Peak and 11 miles from Gifford Woods State Park.
  • Parking

Poor 1 Reviews 3.0

from $344.43 Show details »

Hermitville in Rutland, USA

Hermitville

Holiday home in Rutland near Chittenden, Vermont
Hermitville offers accommodations in Rutland, 10 miles from Pico Peak and 11 miles from Gifford Woods State Park.
  • Parking
  • Pets allowed

Fabulous 3 Reviews 8.7

from $84.00 Show details »

Alpine Court Chalet home in Killington, USA

Alpine Court Chalet home

Holiday home in Killington near Chittenden, Vermont
Alpine Court Chalet home offers accommodations in Killington, 7.3 miles from Killington Peak and 2.7 miles from Pico Peak.
  • Parking

no reviews

from $374.77 Show details »

Green Mountain Cabins in Killington, USA

Green Mountain Cabins

Holiday home in Killington near Chittenden, Vermont , 81 Barbers Loop Killington
Green Mountain Cabins offers accommodations in Killington, 3.4 miles from Pico Peak and 4.2 miles from Gifford Woods State Park.
  • Parking

Superb 26 Reviews 9.2

from $239.90 Show details »

Spacious & cheerful Pico slopeside Condo Walk to lift & ski back! Pico 304 in Killington, USA

Spacious & cheerful Pico slopeside Condo...

Holiday home in Killington near Chittenden, Vermont
Spacious & cheerful Pico slopeside Condo Walk to lift & ski back!
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 2 Reviews 9.0

from $336.40 Show details »

Pico D305 in Killington, USA

Pico D305

Holiday home in Killington near Chittenden, Vermont , 57 Alpine Drive
Pico D305 is located in Killington, just 6.9 miles from Killington Peak and 2.3 miles from Pico Peak.
  • Parking

no reviews

from $217.49 Show details »

Pico E205 in Killington, USA

Pico E205

Holiday home in Killington near Chittenden, Vermont , 91 Alpine Drive
Pico E205 is located in Killington, just 6.7 miles from Killington Peak and 2.1 miles from Pico Peak.
  • Parking

Exceptional 1 Reviews 10.0

from $267.61 Show details »

Pico E202 in Killington, USA

Pico E202

Holiday home in Killington near Chittenden, Vermont , 91 Alpine Drive
Pico E202 is located in Killington, just 6.7 miles from Killington Peak and 2.1 miles from Pico Peak.
  • Parking

no reviews

from $374.65 Show details »

Pico C103 in Killington, USA

Pico C103

Holiday home in Killington near Chittenden, Vermont , 73 Alpine Drive
Pico C103 offers accommodations in Killington, 6.7 miles from Killington Peak and 2.1 miles from Pico Peak.
  • Parking

Pleasant 1 Reviews 6.0

from $219.45 Show details »

The Log Castle Hot Tub Minutes to Mountains in Killington, USA

The Log Castle Hot Tub Minutes to Mounta...

Holiday home in Killington near Chittenden, Vermont , Old Coach Road 96
The Log Castle Hot Tub Minutes to Mountains is located in Killington, just 6.8 miles from Killington Peak and 2.3 miles from Pico Peak.
  • Parking

Exceptional 1 Reviews 10.0

from $99.00 Show details »

Spacious 1 bedroom with loft Northside located across from Pico Mountain! in Killington, USA

Spacious 1 bedroom with loft Northside l...

Holiday home in Killington near Chittenden, Vermont , 208 Northside Drive
Spacious 1 bedroom with loft Northside located across from Pico Mountain! is located in Killington, just 2.3 miles from Pico Peak and 3 miles from Gif...

Very good 4 Reviews 8.5

from $86.00 Show details »

Left Duplex Home Directly Across From Pico Mountain, Close to Killington, home in Killington, USA

Left Duplex Home Directly Across From Pi...

Holiday home in Killington near Chittenden, Vermont , 391 Old Coach Rd Left Unit
Left Duplex Home Directly Across From Pico Mountain, Close to Killington, home is located in Killington, just 7.1 miles from Killington Peak and 2.6 m...
  • Parking

Exceptional 1 Reviews 10.0

from $301.76 Show details »

Near Hiking Trails and Ski Resorts Killington Home! in Killington, USA

Near Hiking Trails and Ski Resorts Killi...

Holiday home in Killington near Chittenden, Vermont
Near Hiking Trails and Ski Resorts Killington Home! is located in Killington, just 2.6 miles from Pico Peak and 3.4 miles from Gifford Woods State Par...
  • Parking
  • Pets allowed

no reviews

from $369.35 Show details »

Aspen Gondola House in Killington, USA

Aspen Gondola House

Holiday home in Killington near Chittenden, Vermont
Aspen Gondola House offers accommodations in Killington, 7.2 miles from Killington Pico Adventure Center and 8.6 miles from McLaughlin Falls.
  • Parking

Fabulous 2 Reviews 9.0

from $118.00 Show details »

Pond View Cabin cabin in Chittenden, USA

Pond View Cabin cabin

Holiday home in Chittenden, Vermont
Pond View Cabin cabin offers accommodations in Chittenden, 14 miles from Killington Peak and 9.1 miles from Pico Peak.
  • Parking
  • Pets allowed

Fabulous 1 Reviews 9.0

from $339.23 Show details »

Duplex Unit, 2 Mi to Chittenden Reservoir! in Chittenden, USA

Duplex Unit, 2 Mi to Chittenden Reservoi...

Holiday home in Chittenden, Vermont
Duplex Unit, 2 Mi to Chittenden Reservoir! offers accommodations in Chittenden, 11 miles from Pico Peak and 12 miles from Gifford Woods State Park.
  • Parking
  • Bar

Superb 3 Reviews 9.3

from $350.56 Show details »

Bobs Bungalow in North Sherburne, USA

Bobs Bungalow

Holiday home in North Sherburne near Chittenden, Vermont
Bobs Bungalow is located in North Sherburne, just 3.4 miles from Gifford Woods State Park and 5.5 miles from Pico Peak.
  • Parking
  • Pets allowed

Fabulous 4 Reviews 9.0

from $96.33 Show details »

Wonderful One bedroom condo located in Highridge Condominiums J6 in Killington, USA

Wonderful One bedroom condo located in H...

Holiday home in Killington near Chittenden, Vermont , 184 Ridge Rd
8.7 miles from Killington Peak in Killington, Wonderful One bedroom condo located in Highridge Condominiums J6 offers accommodations with access to a ...
  • Sauna
  • Indoor pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $251.45 Show details »

Cricket Hill in Killington, USA

Cricket Hill

Holiday home in Killington near Chittenden, Vermont , 414 Cricket Hill Road
Providing a garden, Cricket Hill provides accommodations in Killington.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 23 Reviews 9.0

from $256.15 Show details »

6 Minute Walk to MT Top Inn 4 BR Pets OK & Grill in Chittenden, USA

6 Minute Walk to MT Top Inn 4 BR Pets OK...

Holiday home in Chittenden, Vermont , 156 Mountain Top Road
6 Minute Walk to MT Top Inn 4 BR Pets OK & Grill is located in Chittenden, just 18 miles from Killington Peak and 13 miles from Pico Peak.
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $1.226.80 Show details »

Number of Holiday homes in Chittenden 20
Number of guest ratings 6
Average price per night $304.00
Lowest price per night $50,00
Highest price per night $2.198,63

Top 10 Cheapest Holiday-homes in Chittenden

Discover the Cheapest Holiday-homes in Chittenden – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Chittenden

Check out the Most Booked Holiday-homes in Chittenden – Based on Guest Popularity.

Holiday homes in Chittenden (Vermont), comfortable and familiar

Staying in a holiday or vacation home in Chittenden can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Chittenden for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Chittenden should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com