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Compare 54 Cottages in Chittenden with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (11)
"We loved the location and home! So close to Okemo, beautiful home right on the lake. The hottub and gas fireplace were appreciated after a day of skiing. We would definitely come back again!"
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Dog-friendly cottage on acreage with nearby creek & wood stove

8.8 out of 10, Excellent, (59)
"The cabin was nestled in the woods with only the sounds of the brook below. It was very quiet & comfortable with all of the amenities of home. Located in a very nice area."
Dog-friendly cottage on acreage with nearby creek & wood stove

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (52)
"Host was very friendly,, property was emaculate, would definitely stay here again"
The price is SAR 506
SAR 781 total
includes taxes & fees
5 May - 6 May
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

9.8 out of 10, Exceptional, (8)
"This property was exactly what you want when you come to Warren, VT. Perfect for our family’s holiday and close to all the Mad River Valley has to offer. The hosts were great! "
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice time, great location"
The price is SAR 553
SAR 1,658 total
includes taxes & fees
5 May - 6 May
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Woodstock Village Carriage House

9.6 out of 10, Exceptional, (90)
"We loved the carriage house and its proximity to the town of Woodstock. Perfect to come home at the end of the day. Would definitely recommend to anyone visiting Woodstock! "
Woodstock Village Carriage House

Lakefront oasis with amazing sunsets

10.0 out of 10, Exceptional, (1)
"Our family had a wonderful week at Camp Happy! Everything we needed was there. Outside, we spent the days using the SUPs, kayaks, Lily Pad float. We relaxed on the deck for countless hours, along with the other lounging areas. There was ample room at the docks for our boat rental and fishing. I do want to note that if old, the many steps from the house are steep. My 83 year old mom managed them fine, but we usually helped her. She really loved sitting up on the deck overseeing the activities...
Lakefront oasis with amazing sunsets

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.

Lake Hortonia 3 bedroom cottage and boat house 2 min walk to Lake.

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

8.6 out of 10, Excellent, (21)
"Accommodations were very clean and pleasant. Rooms are a nice size and very comfortable beds. Look forward to staying here again."
The price is SAR 675
SAR 865 total
includes taxes & fees
14 May - 15 May
Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

9.8 out of 10, Exceptional, (10)
"We thoroughly enjoyed our stay at Lake Bomoseen. The house was in a great location with incredible lake views. The private dock was very relaxing."
Cozy 2br cottage with firepit, long lake views, lake access and shady/sunny dock

Cozy Cabin Retreat

10.0 out of 10, Exceptional, (26)
"The property was perfect and quiet. The hosts were quick to respond and gave great directions and advice. Will definitely stay again."
Cozy Cabin Retreat

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

10.0 out of 10, Exceptional, (9)
"If you’re looking to spend a weekend with some friends at Killington this is definitely the most bang for your buck outside of the resort. 20 minute drive and plenty of plowed parking. "
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

Comfy Cottage in Historic East Poultney

10.0 out of 10, Exceptional, (6)
"The cottage had everything we needed to make our vacation perfect. It was well located to Ski Killington and Stratton. The host live right next door and was very responsive for all our needs to make the stay as pleasant as possible. We would definitely rent again."
Comfy Cottage in Historic East Poultney

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
8.0 out of 10, Very Good, (2)
"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"
Idyllic Wallingford Retreat - Near Skiing & Hiking

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

3.0 star property
10.0 out of 10, Exceptional, (1)
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

Killington Area Escape w/ Deck, Views & Hot Tub!

3.0 star property
Killington Area Escape w/ Deck, Views & Hot Tub!

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

3.0 star property
10.0 out of 10, Exceptional, (1)
" Great property!! Very nice place everything you need you can find in this home from cookware to glassware, baking needs.. i was reading lot's of reviews about this property and was worried , poor wifi, low water pressure.. i had none of those problems with 7 people total in the home.. Only thing i could say is this mattresses can use an upgrade .. but I'd definitely come back again especially in The summer.. this place must be amazing!! In the winter 4 by 4 is a must have...
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
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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Other property types in Chittenden

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (189)
"We all had a wonderful time, enjoying this cozy, homey cabin, and the fantastic view over Perch Pond. We were comfortable inside, and took many walks outside... beautiful!"
The price is SAR 525
SAR 672 total
includes taxes & fees
12 May - 13 May
Ultimate relaxing vacation

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (237)
"Wonderful place "
Cozy Loft for two with Hot Tub & Mtn Views
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.