Holiday Rentals in Chittenden

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Chittenden

Off Grid Glamping Shed with River Access
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is €84
includes taxes & fees
21 Oct - 22 Oct
Off Grid Glamping Shed with River Access
Cozy Cabin Retreat
10.0 out of 10, Exceptional, (33)
"This is one of our favorite places we’ve stayed to date! Very peaceful, secluded, private, and beautiful scenery traveling to and from. If you’re looking to truly relax, this is the place. It was very clean and cozy as well. I will definitely stay at Cozy Cabin Retreat should I ever visit Vermont again! "
United States
Marilyn
The price is €187
includes taxes & fees
21 Oct - 22 Oct
Cozy Cabin Retreat
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (64)
"Very clean, cozy environment. Property owner was very nice and helped with any questions we had. 100% would book again!!"
United States
Demissie
The price is €147
includes taxes & fees
21 Oct - 22 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Comfy Cottage in Historic East Poultney
10.0 out of 10, Exceptional, (8)
"My in-laws were in town for a week and this was the perfect place for them. Easily accessible entrance and bathroom. The house is clean and very comfortable. They had a great time. Thank you!"
United States
Carol G.
The price is €279
includes taxes & fees
21 Oct - 22 Oct
Comfy Cottage in Historic East Poultney
Beautiful home located in the Mad River Valley
9.8 out of 10, Exceptional, (39)
"We had a great time staying at this house during our Sugarbush skiing trip this February. The place is easy to access and is close to the ski resort. The house had everything we needed for a comfortable stay. I highly recommend this rental."
United States
Dmitriy K.
Beautiful home located in the Mad River Valley
Luxury Condo Tucked in the Heart of Killington
8.0 out of 10, Very good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is €267
includes taxes & fees
21 Oct - 22 Oct
Luxury Condo Tucked in the Heart of Killington
Ben & Jerry Suite | Minutes to Woodstock | Hiking
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is €170
includes taxes & fees
17 Nov - 18 Nov
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, (40)
"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"
United States
Christopher
The price is €261
includes taxes & fees
28 Oct - 29 Oct
Robert Frost Mountain Cabins
Beautiful home located in the Mad River Valley
10.0 out of 10, Exceptional, (21)
"Great spot in the Mad River Valley. Great host and close to lots!"
United States
Craig W.
Beautiful home located in the Mad River Valley
Fall into Cozy at Bigfoot Chalet
2.0 star property
10.0 out of 10, Exceptional, (14)
"We only stayed on night while exploring the area, but it was so lovely! The more we looked, the more cute, and thoughtful elements we sae. Would definitely come back!"
United States
Thomas O.
The price is €417
includes taxes & fees
27 Oct - 28 Oct
Fall into Cozy at Bigfoot Chalet
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
10.0 out of 10, Exceptional, (11)
"My husband and i really enjoyed our stay at Jack S'bearo! Was a nice, cozy condo for a couple or a small family. Highly recommend!"
United States
Erin
The price is €240
includes taxes & fees
21 Oct - 22 Oct
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Ultimate relaxing vacation
9.8 out of 10, Exceptional, (208)
"The cabin was wonderful and the view is to die for. Walking down to the dock and then taking it all in was a wonderful experience. "
United States
J
The price is €158
includes taxes & fees
22 Oct - 23 Oct
Ultimate relaxing vacation
Wade's World- AC, Pool, Tennis, Bike to Mountain
2.0 star property
9.6 out of 10, Exceptional, (5)
"Perfectly described and so close the mountain. All you need!"
United States
Dana E.
The price is €295
includes taxes & fees
21 Oct - 22 Oct
Wade's World- AC, Pool, Tennis, Bike to Mountain
Classic Vermont Farmhouse near Sugarbush Resort
9.6 out of 10, Exceptional, (43)
"Charming older home, clearly well loved. Enjoyed eating on the back porch, the generous living room space, and the sinks in every bedroom!"
United States
Nathalie B.
Classic Vermont Farmhouse near Sugarbush Resort
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
9.4 out of 10, Exceptional, (16)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is €432
includes taxes & fees
3 Nov - 4 Nov
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
2.0 star property
10.0 out of 10, Exceptional, (9)
"The cabin was cozy. It was set up nicely and had all the necessities we needed."
United States
Philip
The price is €431
includes taxes & fees
22 Oct - 23 Oct
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
9.4 out of 10, Exceptional, (63)
"Great location and nicely appointed. Bus pickup to slopes was super easy"
United States
Robert
The price is €214
includes taxes & fees
21 Oct - 22 Oct
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
2.0 star property
9.4 out of 10, Exceptional, (3)
"Absolutely perfect spot. Kids and parents loved it. Everything you’re looking for in an on mountain condo. Pool and hot tub are a short drive away but we still used it. "
United States
nicholas d.
The price is €355
includes taxes & fees
21 Oct - 22 Oct
Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
Resort condo with mountain views, full kitchen, and free WiFi
8.6 out of 10, Excellent, (45)
"Very close to Killington and in the shuttle route."
United States
Craig C.
The price is €322
includes taxes & fees
26 Oct - 27 Oct
Resort condo with mountain views, full kitchen, and free WiFi
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
9.0 out of 10, Wonderful, (60)
"Great spot! And we truly appreciated the fan!"
United States
Carla M.
The price is €150
includes taxes & fees
21 Oct - 22 Oct
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Chittenden Hotel Reviews

Find out more about Chittenden

Everything you need to know about Chittenden holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chittenden holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chittenden holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chittenden holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chittenden. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chittenden holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chittenden holiday rentals we have selected for you start as low as €147 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chittenden rentals

At Expedia, we put the best Chittenden holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chittenden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chittenden holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chittenden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chittenden?

Yes, there are holiday rentals close to the most popular sights in Chittenden, or you can select a more secluded option if you're looking for a relaxing stay. Chittenden is known for its ski areas and mountain views. Make sure you have time to check out the lake views and bars during your trip.

What are some of the best holiday rentals that Chittenden has to offer?

Killington Vermont Ski and Snowmobiling House: This holiday home rental outside Chittenden is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals are there in Chittenden?

Choose from 8 Expedia holiday rentals in Chittenden for a memorable holiday.

What can I see and do in Chittenden?

Green Mountain National Forest and Lefferts Pond are a couple of lovely local spots to get outside and enjoy nature. New England Maple Museum and Green Mountain National Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in Chittenden?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chittenden. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.