Chittenden Holiday Rentals

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

Condo resort in Killington

2.0 star property
6.6 out of 10, (13)
"Great communication from Jeff."
United States
Dennis
The price is NZ$466
includes taxes & fees
30 Nov - 1 Dec
Mountain Green

Cabin in Killington

3.0 star property
9.0 out of 10, Wonderful, (53)
"Clean and beautiful scenery "
United States
David
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cabin in Granville

10.0 out of 10, Exceptional, (271)
"Perfect size to spend a couple days taking in the nature of Vermont. Has everything you need for the perfect weekend. The host responded very quickly throughout the booking process and during the stay. If you like what you see, you’re gonna have a great trip here!"
United States
Andrew M.
Cozy Loft for two with Hot Tub & Mtn Views

Cabin in Orwell

9.8 out of 10, Exceptional, (213)
"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 NZ$317
includes taxes & fees
24 Nov - 25 Nov
Ultimate relaxing vacation

Cabin in Granville

10.0 out of 10, Exceptional, (525)
"We just love the quiet and beauty of the area. We love to come here because our hosts very easy to communicate and enjoy being on vacation."
United States
Tom D.
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cabin in Rutland

2.5 star property
The price is NZ$336
includes taxes & fees
21 Nov - 22 Nov
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Holiday Home in Mt Holly

9.4 out of 10, Exceptional, (77)
"Quiet and peaceful.Morning sunrise is worth waking up early.Water in the lake is clear and great to swim in or kayak on.Owners are very responsive to any needs."
United States
Eugene Z.
4 Season Secluded Lakefront Home near Ski Mountains

Cabin in Warren

9.8 out of 10, Exceptional, (159)
"Great location and a great price. Perfect for 2-4 people who just want to get away to the peace of Vermont."
United States
James N.
The price is NZ$772
includes taxes & fees
23 Nov - 24 Nov
Stetson Hollow Cabin by Stetson Brook

Condo in Killington

8.4 out of 10, Very good, (38)
"Easy access to Killington Mountain "
United States
Dave S.
The price is NZ$504
includes taxes & fees
30 Nov - 1 Dec
Cozy condo on ski shuttle route with free WiFi & full ktichen

Chalet in The Woods

9.6 out of 10, Exceptional, (15)
"Our group of 10 friends had a wonderful stay at the Chalet. Great location to the mountain and local restaurants and entertainment. Plenty of room to spread out and great communal area as well. "
United States
Dan K.
Killington Chalet - Great Space and Location!

Holiday Home in Killington

8.4 out of 10, Very good, (13)
"This was a great location for my family of 6 adults and 2 dogs. 3 bedrooms, 2 bathrooms, hot tub, large indoor area to bring your skis in and store,"
United States
Robin S.
Killington Mountain Home! HotTub & 5 min to Skiing! by RedAwning

Cabin in Mount Holly

9.8 out of 10, Exceptional, (225)
"We enjoyed our stay. It’s clean and we weren’t lacking for anything. However those stairs to the 2nd floor are treacherous. "
United States
Laurie H.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Condo in Killington

9.8 out of 10, Exceptional, (57)
"Easy and quick communication with the owner, best location for ski in and out, this is our second time staying at this place for the purpose of location and multiple rooms and four bathrooms, unfortunately I have no comments on the cleanliness of the place, eventhough I have reached out to the owner on the first time we stayed two years ago, please use your imagination !"
United States
Amy x.
GREAT WHITE VIEW-SKI ON/SKI OFF-3 Trails HOT TUB & SAUNA- MONTHLY RENTALS

Apartment in Killington

7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
United States
Phillip F.
The price is NZ$464
includes taxes & fees
30 Nov - 1 Dec
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Cabin in Bridgewater

9.6 out of 10, Exceptional, (82)
"Everyone, including myself, couldn’t help but rave about this place!! It exceeded our expectations from top to bottom. Blown away by how perfect it was and how clean, organized and like every little detail was thought about and considered and it made our stay so comfortable and so fun!!! Definitely would come back next year for our next reunion! "
United States
Stephanie M.
The Cabin that brings people together

Holiday Home in Woodstock

9.8 out of 10, Exceptional, (227)
"Lovely property. Peaceful and beautiful surroundings."
United States
Karen G.
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

Holiday Home in Ludlow

9.4 out of 10, Exceptional, (41)
"Lovely property and great location to outdoor activities."
United States
Ellen C.
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Holiday Home in Killington

9.8 out of 10, Exceptional, (27)
"Beautiful place."
United States
Christopher T.
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Cottage in Ludlow

9.6 out of 10, Exceptional, (19)
"The house, its location, and dock are real nice. Would come here again."
United States
Wendy G.
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Holiday Home in Killington

8.8 out of 10, Excellent, (88)
"Loved the location and the local amenities in the area. Had fun visiting Woodstock."
United States
Steven A K.
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
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, 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 NZ$317 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 Mountain Home! HotTub & 5 min to Skiing! by RedAwning: This holiday home rental outside of Chittenden is located near skiing, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven. You can relax into your holiday with 1 hot tub and table football.

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 Rutland Country Club 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.