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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Readsboro vacation homes

Dining
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Vacation Home in Colrain

10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
The price is AED 567
AED 1,311 total
includes taxes & fees
11 Dec - 12 Dec
Couples 2 Bedroom Retreat-Close to Shelburne Falls
TV
Florida Mountain Log Cabin

Vacation Home in Florida

2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is AED 675
AED 1,245 total
includes taxes & fees
11 Dec - 12 Dec
Florida Mountain Log Cabin
Interior
Stunning Glass House nestled in the Vermont wilderness!

Vacation Home in Guilford

10.0 out of 10, Exceptional, (1)
"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."
United States
Grant D.
The price is AED 528
AED 1,550 total
includes taxes & fees
16 Dec - 17 Dec
Stunning Glass House nestled in the Vermont wilderness!
Fridge, microwave, oven, stovetop
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Vacation Home in Bennington

8.6 out of 10, Excellent, (34)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is AED 367
AED 994 total
includes taxes & fees
11 Dec - 12 Dec
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Fridge, microwave, oven, stovetop
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Vacation Home in Whitingham

10.0 out of 10, Exceptional, (14)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is AED 962
AED 2,139 total
includes taxes & fees
14 Dec - 15 Dec
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Exterior detail
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Vacation Home in Hoosick Falls

9.8 out of 10, Exceptional, (99)
"Quiet and relaxing property "
United States
Michelle S.
The price is AED 426
AED 1,142 total
includes taxes & fees
14 Dec - 15 Dec
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Dining
FaLL Western Mass Getaway-Airhockey-Firepit

Vacation Home in Colrain

9.8 out of 10, Exceptional, (38)
"Great house for family gatherings "
United Kingdom
John Paul B.
The price is AED 1,040
AED 2,352 total
includes taxes & fees
11 Dec - 12 Dec
FaLL Western Mass Getaway-Airhockey-Firepit
House, 3 Bedrooms | Exterior
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Vacation Home in Arlington

3.0 star property
8.0 out of 10, Very Good, (1)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
The price is AED 942
AED 2,400 total
includes taxes & fees
12 Dec - 13 Dec
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Terrace/patio
Ski in Ski out Condo! Pool access

Vacation Home in Stratton

8.8 out of 10, Excellent, (3)
"Great location with plenty of space for the whole family. Highly recommend!"
United States
Joseph S.
The price is AED 836
AED 2,210 total
includes taxes & fees
11 Dec - 12 Dec
Ski in Ski out Condo! Pool access
Exterior
North Getaway Cottage

Vacation Home in Williamstown

9.2 out of 10, Wonderful, (24)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
United States
Mary Alice H.
The price is AED 859
AED 1,785 total
includes taxes & fees
12 Dec - 13 Dec
North Getaway Cottage
Smart TV, fireplace, table tennis
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Vacation Home in Dover

10.0 out of 10, Exceptional, (5)
"We enjoyed our stay."
United States
Anonymous traveler
The price is AED 988
AED 2,312 total
includes taxes & fees
15 Dec - 16 Dec
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Smart TV, fireplace, video games, offices
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Vacation Home in Wilmington

10.0 out of 10, Exceptional, (17)
"Great place!"
United States
Jack & Heather G.
The price is AED 904
AED 2,322 total
includes taxes & fees
17 Dec - 18 Dec
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Interior
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Vacation Home in Stratton

7.8 out of 10, Good, (52)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is AED 632
AED 1,407 total
includes taxes & fees
6 Jan - 7 January 2026
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Exterior
Bear Pass - Mountain View by RedAwning

Vacation Home in Sunderland

9.6 out of 10, Exceptional, (5)
"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"
United States
Megan G.
The price is AED 923
AED 2,465 total
includes taxes & fees
11 Dec - 12 Dec
Bear Pass - Mountain View by RedAwning
Fridge, microwave, oven, stovetop
The Greylock Cabin

Vacation Home in Florida

10.0 out of 10, Exceptional, (4)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveler
The price is AED 771
AED 1,368 total
includes taxes & fees
15 Dec - 16 Dec
The Greylock Cabin
Outdoor spa tub
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Vacation Home in Wilmington

10.0 out of 10, Exceptional, (52)
"We were a group of 11 and we had a great weekend. Comfortable to stay and plenty to do!"
United States
Olivia R.
The price is AED 1,665
AED 3,479 total
includes taxes & fees
22 Dec - 23 Dec
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Property grounds
Riverbend Berkshire East Basecamp - 3 bedrooms available

Vacation Home in Charlemont

The price is AED 588
AED 1,518 total
includes taxes & fees
11 Dec - 12 Dec
Riverbend Berkshire East Basecamp - 3 bedrooms available
Interior
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

Vacation Home in Wilmington

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Fridge, microwave, oven, stovetop
8mins Mount Snow - NEW Cabin 3600SF - Game Room - 20%OFF

Vacation Home in Wardsboro

2.0 star property
The price is AED 5,439
AED 8,172 total
includes taxes & fees
11 Dec - 12 Dec
8mins Mount Snow - NEW Cabin 3600SF - Game Room - 20%OFF
Panoramic House | Private kitchen
Two Brooks Lodge

Vacation Home in Bennington

3.0 star property
4.8 out of 10, (3)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge
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 Readsboro Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. "
Stacey 1-night trip
Posted 2 days ago
The Williams Inn