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Compare 58 Cottages in Ascutney with updated reviews, rates, and availability.

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

9.2 out of 10, Wonderful, (15)
"We loved the cabin and its proximity to the town of Woodstock. Nice to come home at the end of the day. The only issue is the bedrooms are upstairs and the bathroom is downstairs….but we managed. Overall a great stay. "
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Cozy Historic Hilltop Cottage with Mount Ascutney View

9.6 out of 10, Exceptional, (74)
"This house is exactly as described. It is in a very attractive location with good views and is very private. The house is much larger inside than it appears from the photos but still very cozy and is well equipped. It was spotlessly clean."
Cozy Historic Hilltop Cottage with Mount Ascutney View

Brook Road Cabin

3.5 star property
7.8 out of 10, Good, (9)
"This little cabin is exactly what the owner purports it to be. No more; no less. It's quaint and the bedrooms are small. Because it's a cabin. The shower is small. Because it's a cabin. The TV and stove and sink are all small. Because it's a cabin! There are a few ants around, but there's Raid spray under the sink if you want to go that route. The occasional ant is going to show it's occasional self. It's a cabin. in the woods... I thought it was a fair accommodation for a fair price (just a...
The price is AED 702
AED 1,068 total
includes taxes & fees
26 Nov - 27 Nov
Brook Road Cabin

Newly converted 2BR/2BA carriage house!

10.0 out of 10, Exceptional, (2)
"This property is a hidden gem! Quaint, so cozy, adorably decorated! we absolutely loved everything about it! Wddidnt want to"
Newly converted 2BR/2BA carriage house!

Newbury Family Getaway: Walk to Lake Sunapee

2.0 star property
Newbury Family Getaway: Walk to Lake Sunapee

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

9.6 out of 10, Exceptional, (9)
"This lake house is absolutely everything you would expect from a five star rated home. It is a newly renovated lake front home. The house is located about 3 miles north of Ludlow. The property was clean and well maintained. We visited on Columbus Day weekend for our daughter’s wedding. We will return some day in the summer to enjoy the lake. I would recommend this property to my family and friends. Thank you for sharing your home with us during this special time for our family. "
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

The Carriage House on Main

9.8 out of 10, Exceptional, (16)
"Clean, quiet lovely property, close to our activities. We enjoyed our stay. Minor note: cooking equipment, utensils and related items are limited. Beds, linens and showers were great!"
The Carriage House on Main

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (6)
"This property was exactly as pictured and the owner was quick in communicating with us in both getting needed information to us and responding to any concerns we had. We enjoyed looking up the history of the cottage's stone work and everything about our stay here and in this lovely town. Very charming and well maintained property. We look forward to possibly staying here again if our future travels bring us back through Chester, VT. "
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Spruce Moose Cottage | Tiny House on 65 private acres

Spruce Moose Cottage | Tiny House on 65 private acres

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

10.0 out of 10, Exceptional, (7)
"We loved our stay at the Dark Horse Cottage. It was close to everything we wanted to do. We loved being near the little creek. They thought of everything for amenities. It was perfect for what we needed. "
Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Charming Lakefront Cottage near Mount Sunapee

10.0 out of 10, Exceptional, (35)
"Great girls weekend getaway celebrating a friends 50th! Clean, cozy and a GORGEOUS fall weather weekend made it even more amazing, from the waterfront to the foliage reflecting off the water like glass, to the fire pit! Absolute perfection! Thank you for sharing your beautiful home! ~ Amy"
Charming Lakefront Cottage near Mount Sunapee

Private Sunapee Getaway: 2 Mi to Ledge Pond!

3.0 star property
Private Sunapee Getaway: 2 Mi to Ledge Pond!

Historic New Hampshire Home: 1 Mi to Boat Launch

3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch

Luxury Vermont Vacation Rental: Private Hot Tub!

3.0 star property
Luxury Vermont Vacation Rental: Private Hot Tub!

Wooded Waterfront Grantham Home < 10 Mi to Ski!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great atmosphere!"
Wooded Waterfront Grantham Home < 10 Mi to Ski!

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

Pet-friendly Claremont Vacation Rental!

3.0 star property
Pet-friendly Claremont Vacation Rental!

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

3.0 star property
Chester Farmhouse on 100 Acres, 15 Min to Okemo!

Lakefront Paradise Near Okemo & Killington

3.0 star property
Lakefront Paradise Near Okemo & Killington

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

3.0 star property
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
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 Ascutney

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (196)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Beautiful Myrtle Beach Condo with Amenities Galore

8.8 out of 10, Excellent, (161)
"This was a really nice spacious property. It was very clean and in a nice location. "
Beautiful Myrtle Beach Condo with Amenities Galore

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is AED 624
AED 1,353 total
includes taxes & fees
26 Nov - 27 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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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