Chittenden Holiday Rentals

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Check prices for these dates

Tonight
18 Dec - 19 Dec
Tomorrow
19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Chittenden holiday rentals

Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
Killington
9.0 out of 10, Wonderful, (54)
"Clean room and everything I expected it to be. Will definitely book again!"
United States
Emmanuel
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Indoor pool
Mountain Green

Mountain Green

Mountain Green
2.0 star property
Killington
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
The price is HK$1,653
HK$2,218 total
includes taxes & fees
21 Dec - 22 Dec
Mountain Green
Interior
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access
2.0 star property
Killington
The price is HK$1,190
HK$3,051 total
includes taxes & fees
5 Jan - 6 Jan 2026
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access
Exterior
Cozy Loft for two with Hot Tub & Mtn Views

Cozy Loft for two with Hot Tub & Mtn Views

Cozy Loft for two with Hot Tub & Mtn Views
Granville
10.0 out of 10, Exceptional, (274)
"Very beautiful little cabin and very private we are definitely keeping this on are favorites list so we can stay again "
United States
Kevin B.
Cozy Loft for two with Hot Tub & Mtn Views
Ultimate relaxing vacation

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (215)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
The price is HK$1,089
HK$1,394 total
includes taxes & fees
29 Dec - 30 Dec
Ultimate relaxing vacation
TV, fireplace, DVD player, books
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Granville
10.0 out of 10, Exceptional, (530)
"We had such an amazing trip! We were able to ski Killington, Okemo and Stowe while staying there. The cabin was so cozy and the beds were very comfortable. The host was excellent and checked in to ensure everything was just perfect. The cabin is very charming and it was beautiful to watch the snow fall while sitting in front of the toasty fireplace. 1000 percent would stay again!!! Lots of love went in to making this cabin for sure. It truly felt magical for the week we were there."
United States
Brooke
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
1 bedroom, free WiFi, bed sheets
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
Rutland
9.2 out of 10, Wonderful, (5)
The price is HK$1,167
HK$1,499 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Fridge, microwave, dishwasher, coffee/tea maker
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.4 out of 10, Exceptional, (64)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is HK$1,393
HK$2,761 total
includes taxes & fees
22 Dec - 23 Dec
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Fireplace, books
Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
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 HK$1,680
HK$3,398 total
includes taxes & fees
23 Dec - 24 Dec
Stetson Hollow Cabin by Stetson Brook
Indoor pool
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Killington
8.2 out of 10, Very good, (38)
"Room was constantly too hot. Otherwise a great stay"
United States
Cameron M.
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Exterior
Killington Retreat

Killington Retreat

Killington Retreat
2.0 star property
Killington
9.8 out of 10, Exceptional, (17)
"It was clean and check-in was simple. "
United States
David M.
Killington Retreat
Dining
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12

Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12

Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12
Fair Haven
10.0 out of 10, Exceptional, (21)
"Relaxing stay in a great area."
United States
Lukasz S.
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12
Exterior
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Tinmouth
10.0 out of 10, Exceptional, (179)
"Beautiful log cabin near mountains. Quiet and relaxing vacation to get away from it all. "
United States
Sandra B.
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Exterior
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!
killington
9.6 out of 10, Exceptional, (17)
"Great place to stay. Central location, bedrooms spacious and common areas w/plenty of space to hang out."
United States
Scott B.
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!
Living area
Killington Sapphire

Killington Sapphire

Killington Sapphire
Killington
9.2 out of 10, Wonderful, (9)
"Everything we needed to enjoy your family trip!"
United States
Kristen B.
Killington Sapphire
Exterior
Secluded retreat in the trees

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (37)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
The price is HK$980
HK$1,830 total
includes taxes & fees
19 Dec - 20 Dec
Secluded retreat in the trees
TV, fireplace, DVD player, books
Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE
Killington
9.6 out of 10, Exceptional, (92)
"This condo provided everything we needed for a nice stay of skiing. We very much enjoyed our stay."
United States
Shawn C.
Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE
Fridge, microwave, oven, stovetop
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Killington
9.8 out of 10, Exceptional, (60)
"Ski in/ Ski out Great locationJoel was very helpful and friendly. Really enjoyed our stay. "
United States
cynthia c.
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Exterior
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Ludlow
9.6 out of 10, Exceptional, (20)
"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
Interior
Ski home to a renovated cozy 1br condo w/fireplace & hot tub at Trail Creek!

Ski home to a renovated cozy 1br condo w/fireplace & hot tub at Trail Creek!

Ski home to a renovated cozy 1br condo w/fireplace & hot tub at Trail Creek!
Killington
10.0 out of 10, Exceptional, (72)
"Great small condo, nicely appointed, very clean, and great location ! "
United States
Jonathan R.
The price is HK$3,112
HK$3,982 total
includes taxes & fees
5 Jan - 6 Jan 2026
Ski home to a renovated cozy 1br condo w/fireplace & hot tub at Trail Creek!
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

Middlebury Inn

Middlebury Inn

10/10 Excellent
" Clean room, nice amenities and staff and great restaurant"
Barbara 1-night trip
Posted 3 days ago
Middlebury Inn

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:

  • View our selection of featured holiday rentals in Chittenden
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Look no further and take a look at our great range of rental properties in Chittenden!

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?

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!: This holiday home rental outside of Chittenden is located near skiing, and has a patio, a selection of games and laundry facilities 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Chittenden?

Choose from 10 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. Killington Resort and New England Maple Museum 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.