Lefferts Pond near Killington Vermont in Autumn

Chittenden Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Chittenden vacation rentals

Smart TV, fireplace, DVD player, video library

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
chittenden
10.0 out of 10, Exceptional, (30 reviews)
"We had a great time and enjoyed our stay."
United States
Nicole R.
The price is ￥104,156
￥169,957 total
includes taxes & fees
Jun 24 - Jun 25
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
Property grounds

Historic Converted Concrib Glamping Cabin in the Heart of Vermont, Perfect for a Weekend Retreat in Nature

Historic Converted Concrib Glamping Cabin in the Heart of Vermont, Perfect for a Weekend Retreat in Nature
South Royalton
The price is ￥38,018
￥44,111 total
includes taxes & fees
Jun 14 - Jun 15
Historic Converted Concrib Glamping Cabin in the Heart of Vermont, Perfect for a Weekend Retreat in Nature
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"The cabin was very cozy. The host was very receptive and flexible."
United States
william p.
The price is ￥34,562
￥70,967 total
includes taxes & fees
Jun 21 - Jun 22
Stetson Hollow Cabin by Stetson Brook
Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (41 reviews)
"Very nice place great owner"
United States
Joe
The price is ￥44,420
￥48,418 total
includes taxes & fees
Jun 25 - Jun 26
Robert Frost Mountain Cabins
Outdoor dining

Unique Vacation Rental in an Old Farmhouse in Windsor County, Vermont

Unique Vacation Rental in an Old Farmhouse in Windsor County, Vermont
South Royalton
The price is ￥20,737
￥24,321 total
includes taxes & fees
Jun 21 - Jun 22
Unique Vacation Rental in an Old Farmhouse in Windsor County, Vermont
Property grounds

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (43 reviews)
"Great place…absolutely loved it! Clean, well appointed, and very helpful and friendly host. We plan on staying here again!"
United States
Jules
The price is ￥20,593
￥39,730 total
includes taxes & fees
Jun 15 - Jun 16
Secluded retreat in the trees
Fridge, microwave, oven, stovetop

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (78 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is ￥22,073
￥34,054 total
includes taxes & fees
Jun 16 - Jun 17
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Microwave, oven, stovetop, dishwasher

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
The price is ￥72,005
￥139,406 total
includes taxes & fees
Jun 14 - Jun 15
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Fridge, microwave, oven, stovetop

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (18 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is ￥32,553
￥62,840 total
includes taxes & fees
Jun 14 - Jun 15
Dreamy Artist Chalet in Secluded Historic Village
Terrace/patio

Little Bear Landing- Pool, Bike to resort!

Little Bear Landing- Pool, Bike to resort!
Killington
Little Bear Landing- Pool, Bike to resort!
Exterior

Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is ￥48,214
￥64,441 total
includes taxes & fees
Jun 21 - Jun 22
Adorable cabin with screened porch and private fire pit
Property grounds

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (4 reviews)
"The host was easy to communicate with, gracious and helpful. Amenities were generous and everything was in excellent condition. Really enjoyed the quiet treed setting and the hot tub."
United States
Elizabeth N.
The price is ￥24,338
￥61,846 total
includes taxes & fees
Jun 21 - Jun 22
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Interior

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
9.8 out of 10, Exceptional, (17 reviews)
"We wish there had been a recycle box. Also, mini split in living room didn’t work as well as the bedroom mini splits did for heat. Also, curtains/drapes on living room windows would be great and would help with heat loss."
United States
Jane
The price is ￥24,116
￥71,791 total
includes taxes & fees
Jun 17 - Jun 18
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Terrace/patio

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (12 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is ￥26,602
￥53,271 total
includes taxes & fees
Jun 15 - Jun 16
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Spa

Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is ￥34,402
￥61,828 total
includes taxes & fees
Jul 5 - Jul 6
Comfy Cottage with Private Hot Tub in Historic East Poultney
Smart TV, fireplace

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (7 reviews)
"Gorgeous house in amazing location!"
United States
Brian S.
The price is ￥46,841
￥192,426 total
includes taxes & fees
Jun 14 - Jun 15
The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views
Smart TV, fireplace, video games, books

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is ￥22,321
￥79,840 total
includes taxes & fees
Jun 14 - Jun 15
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥20,641
￥44,982 total
includes taxes & fees
Jun 21 - Jun 22
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is ￥28,699
￥47,038 total
includes taxes & fees
Jun 17 - Jun 18
Unique family-friendly Vermont cabin!
Apartment (Trail Creek 05) | Interior

Trail Creek 05

Trail Creek 05
3.5 star property
Killington
10.0 out of 10, Exceptional, (2 reviews)
"I ended up getting changed to another property trail creek 80. I wish I could give 10 stars! This place is amazing! Clean quiet spacious and so much more. I want to already book this same place for next years Spartan race!! Thank you for having an amazing property "
United States
Kimberly
The price is ￥27,478
￥64,939 total
includes taxes & fees
Jun 26 - Jun 27
Trail Creek 05
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.
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Top Chittenden Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"This was an awesome stay! Property was clean and updated. Hosts were great! Cozy room, with a very comfortable bed. Breakfast was amazing. I can’t say enough good things except I wish I could have stayed longer. I was staying on business. This would be a perfect getaway for me and my wife."
Rich 1-night trip
Posted 6 hours ago
Mountain Meadows Lodge

Find out more about Chittenden

Search for holiday rentals in Chittenden on Expedia! You can easily find your home rentals, villas, holiday apartments in Chittenden using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Chittenden?

Yes, we have vacation rentals close to top sights in Chittenden, or you can select a more secluded option if you're looking for relaxation. 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 vacation home rentals that Chittenden has to offer?

Totally remodeled year round LAKEFRONT home with stunning views of Lake Bomoseen: You might like this vacation home rental near Chittenden. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Chittenden?

Choose from 11 Expedia vacation rentals in Chittenden for a memorable vacation.

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 Hathaway Farm are a couple of places you'll find in the larger area.

What are vacation rentals like in Chittenden?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Chittenden. Vacation rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.