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Top Holiday Rentals in Chittenden

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (43)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (209)
"Very clean. Well equipped. Close to the ski slope."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D

8.6 out of 10, Excellent, (4)
"It was a great stay! Highly recommend "
Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.6 out of 10, Exceptional, (9)
"Excellent location"
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (245)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub & Mtn Views

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (194)
"The cottage was so cozy and comfy."
The price is £146
includes taxes & fees
10 Jul - 11 Jul
Ultimate relaxing vacation

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

10.0 out of 10, Exceptional, (496)
"Fantastic, will be back!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (108)
"Very quiet, well appointed cottage! So peaceful, beautiful scenery and VERY accommodating host!"
Classic Vermont Cabin on 2.5 acres Lake Frontage

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

2.0 star property
9.8 out of 10, Exceptional, (74)
"Beautiful area and gorgeous leaves. Liked having a weber grill."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

10.0 out of 10, Exceptional, (172)
"Great location for ski on/off, updated kitchen and bathrooms, quiet, spacious and comfortable. Plan on coming back."
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

Mountain Green

2.0 star property
6.6 out of 10, (10)
"The condo was very cozy for a family of four and suited us perfectly. Beds were comfortable and condo was clean. "
The price is £201
includes taxes & fees
8 Jul - 9 Jul
Mountain Green

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (53)
"It was such a lovely stay. Everything was super tidy, clean, comfortable and cozy. We especially loved reading about the story of the build. Would absolutely recommend! "
The price is £146
includes taxes & fees
25 Jun - 26 Jun
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Spacious country home, beautiful sunsets, 40 acres

10.0 out of 10, Exceptional, (34)
"House was exactly as described in listing."
Spacious country home, beautiful sunsets, 40 acres

Secluded retreat in the trees

10.0 out of 10, Exceptional, (20)
"Quiet, comfy, large windows looking out on autumn foliage. Perfect for our central Vermont adventures."
The price is £177
includes taxes & fees
29 Jun - 30 Jun
Secluded retreat in the trees

Yurt in Middlebury, Vermont

10.0 out of 10, Exceptional, (1)
"We thoroughly enjoyed staying in the yurt. It was a fun filled learning adventure and reminded us of how to wisely regenerate our resources (i.e. composting toilet) for supporting the land. It was a beautiful and peaceful location. "
Yurt in Middlebury, Vermont

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

9.4 out of 10, Exceptional, (76)
"Great place to stay and great host!"
The price is £242
includes taxes & fees
20 Jul - 21 Jul
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

Beautiful, well-appointed, 1-bedroom apt with gorgeous views

10.0 out of 10, Exceptional, (46)
"Great stay and fantastic location. You will not be disappointed!!! "
Beautiful, well-appointed, 1-bedroom apt with gorgeous views

Off Grid Glamping Shed with River Access

2.0 star property
The price is £72
includes taxes & fees
25 Jun - 26 Jun
Off Grid Glamping Shed with River Access

*Downtown Middlebury Waterfall Studio Apartment*

10.0 out of 10, Exceptional, (2)
"fantastic!"
*Downtown Middlebury Waterfall Studio Apartment*

Killington Mountain Ski resort five minutes away

9.6 out of 10, Exceptional, (124)
"Good location. Fit a few guys on a ski trip comfortably. Good sized rooms. Good communication with owner. "
The price is £270
includes taxes & fees
16 Jul - 17 Jul
Killington Mountain Ski resort five minutes away
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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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?

Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D: This holiday home rental outside of Chittenden is located on a lake, 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 an oven, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Chittenden?

Choose from 9 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.