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Vacation Homes in Chittenden

MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!

10.0 out of 10, Exceptional, (72)
"We absolutely LOVED our stay. The house and all its amenities were perfect for our ski trip, and we would be thrilled to come back again some time. "
MountainView - Luxurious 5800SF Retreat with Breathtaking 4-Season Views!

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

9.6 out of 10, Exceptional, (121)
"Another fun time at this well located, well appointed home."
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (49)
"Great place and location!"
Beautiful 4-Bedroom Home beside Middlebury College

Spacious country home, beautiful sunsets, 40 acres

10.0 out of 10, Exceptional, (34)
"Awsome place to stay for a week! "
Spacious country home, beautiful sunsets, 40 acres

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

9.8 out of 10, Exceptional, (217)
"Our stay was amazing! The house offered everything we needed, was spacious and clean. Working with the owners was also easy. Would definitely recommend and stay again!"
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

The Brandon Inn - Fourth Floor Queen Room

8.4 out of 10, Very Good, (5)
"Clean, great location…restaurants, quaint interesting little shops… rent a vehicle and go hiking explore etc"
The price is AED 533
AED 693 total
includes taxes & fees
28 Jul - 29 Jul
The Brandon Inn - Fourth Floor Queen Room

Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon

10.0 out of 10, Exceptional, (58)
"Beautiful house right in the village. Easy access to both Sugarbush and Killington. Would definitely stay here again. "
Brand new 2021 Reno of Federal Style House, steps from Downtown Brandon

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

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

2.0 star property
9.8 out of 10, Exceptional, (75)
"Beautiful area and gorgeous leaves. Liked having a weber grill."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

Cottage on east side of Lake Bomoseen, on-site boat slip included

9.4 out of 10, Exceptional, (11)
"We enjoyed out stay here and will be coming back."
Cottage on east side of Lake Bomoseen, on-site boat slip included

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (22)
"Beautiful place."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Off Grid Glamping Shed with River Access

2.0 star property
The price is AED 215
AED 344 total
includes taxes & fees
19 Jul - 20 Jul
Off Grid Glamping Shed with River Access

Ski-in/out sunrise condo with pool & hot tub - great ski retreat

8.8 out of 10, Excellent, (85)
"We had a great time. I would rent here again."
Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is AED 501
AED 703 total
includes taxes & fees
7 Aug - 8 Aug
Sleep Woodstock - 2 Double Beds - Dog Friendly

Private Ski Lodge with Giant Hot Tub Less Than Two Miles to Sugarbush!

9.8 out of 10, Exceptional, (46)
"Couldn’t ask for much more than this property. Perfect location near Sugar Bush, big beautiful hot tub and wood fireplace to relax by at the end of the night. Blend that with a huge kitchen to cook in and basement / rec room for the kids to call their own and it created an environment for the perfect week. Great location, great communication all around. "
Private Ski Lodge with Giant Hot Tub Less Than Two Miles to Sugarbush!

Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

2.0 star property
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

9.2 out of 10, Wonderful, (67)
"we enjoyed staying there it was Ow same "
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

The Bomoseen Bungalow: Vermont Lake House with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (1)
"We Had a family gathering at Crystal Beach and this home was the perfect location for us"
The Bomoseen Bungalow: Vermont Lake House with Private Dock

Killington ski house

9.4 out of 10, Exceptional, (35)
"Property owner was excellent! We enjoyed our stay."
Killington ski house

Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue

10.0 out of 10, Exceptional, (1)
"The house was fantastic, soft furnishings made us feel right at home. Pool room in the basement was great fun. Great location, peaceful, comfortable and immaculately maintained home. Owners were super responsive for any questions and made us feel at ease. Thank you!"
Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue
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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