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Holiday Homes in New Ashford

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Featured Holiday Homes in New Ashford

Our top choices for New Ashford holiday homes

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (256)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
The price is AU$353
includes taxes & fees
16 Sept - 17 Sept
Berkshire Village Carriage House - Super Private!!

Cozy motel suite in charming Woodford with WiFi, AC

The price is AU$209
includes taxes & fees
5 Sept - 6 Sept
Cozy motel suite in charming Woodford with WiFi, AC

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is AU$983
includes taxes & fees
10 Sept - 11 Sept
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Sun Filled Lenox Retreat - Minutes to Tanglewood!

10.0 out of 10, Exceptional, (1)
"Very charming, comfortable, and clean. It was in a great location and only minutes away from a lot of sightseeing locations. House management was very accommodating and friendly. I would stay here again."
The price is AU$784
includes taxes & fees
28 Sept - 29 Sept
Sun Filled Lenox Retreat - Minutes to Tanglewood!

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.6 out of 10, Excellent, (32)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AU$454
includes taxes & fees
1 Sept - 2 Sept
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is AU$771
includes taxes & fees
11 Sept - 12 Sept
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

NEW RENO Historic Creamery in Berkshires w/hot tub

10.0 out of 10, Exceptional, (3)
"Beautifully decorated farmhouse in a great location to enjoy the Berkshires. "
The price is AU$733
includes taxes & fees
1 Sept - 2 Sept
NEW RENO Historic Creamery in Berkshires w/hot tub

North Getaway Cottage

9.6 out of 10, Exceptional, (21)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is AU$691
includes taxes & fees
8 Sept - 9 Sept
North Getaway Cottage

3-bedroom house in beautiful Berkshires, close to amenities!

The price is AU$512
includes taxes & fees
29 Sept - 30 Sept
3-bedroom house in beautiful Berkshires, close to amenities!

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (13)
"Very kinda hosts, and wonderful house."
The price is AU$1,623
includes taxes & fees
2 Sept - 3 Sept
Hancock Village Inn at Jiminy Peak

Two Brooks Lodge

3.0 star property
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
Two Brooks Lodge

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is AU$749
includes taxes & fees
9 Sept - 10 Sept
Comfortable Berkshires retreat on mtn resort, SISO

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

9.8 out of 10, Exceptional, (94)
"We had another wonderful stay despite the weather, thank you for letting us enjoy your beautiful home"
The price is AU$618
includes taxes & fees
4 Sept - 5 Sept
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (22)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
The price is AU$714
includes taxes & fees
3 Sept - 4 Sept
Near Tanglewood: Historic Summer Retreat

Experience Timeless Elegance in The Edith Wharton Room!

The price is AU$471
includes taxes & fees
1 Sept - 2 Sept
Experience Timeless Elegance in The Edith Wharton Room!

Treat yourself at the stunning June Farms Wellness Huts!

10.0 out of 10, Exceptional, (8)
"June Farms is a hidden gem. We stayed there on an overnight trip. The grounds are beautiful and well maintained. We took an ATV tour w Michelle who gave us the grand tour and showed us all the properties and animals. The Pony Barn was open for pizzas, drinks top notch! It was dog park night and drew a fun crowd. Would def visit again!!!"
The price is AU$1,112
includes taxes & fees
1 Sept - 2 Sept
Treat yourself at the stunning June Farms Wellness Huts!

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

9.8 out of 10, Exceptional, (71)
"We had a wonderful stay, thank you! "
The price is AU$836
includes taxes & fees
1 Sept - 2 Sept
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Cozy Carriage House room with a double bed and private balcony

The price is AU$533
includes taxes & fees
1 Sept - 2 Sept
Cozy Carriage House room with a double bed and private balcony

Historic Susan B. Anthony Room - Cozy & Charming Stay

The price is AU$558
includes taxes & fees
7 Sept - 8 Sept
Historic Susan B. Anthony Room - Cozy & Charming Stay

Elegant Carriage House room with a queen bed and private patio.

The price is AU$496
includes taxes & fees
10 Sept - 11 Sept
Elegant Carriage House room with a queen bed and private patio.
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 New Ashford Hotel Reviews

Find out more about New Ashford

Find out more about New Ashford

New Ashford Holiday Homes information

Number of reviews
73
Accommodation
235 Holiday Homes
Lowest Price
AU$454
Highest Price
AU$784