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Readsboro Holiday Rentals

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Holiday Rentals in Readsboro

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1757)
"It had a great pool and hot tub. also right near the ski area, jiminey Peak."
The price is AU$344
includes taxes & fees
2 Feb - 3 Feb
Vacation Village in the Berkshires

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is AU$774
includes taxes & fees
27 Jan - 28 Jan
Long Trail House at Stratton Mountain Resort

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (43)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (215)
"We were looking for a place that the two of us and our pup could go and getaway for Christmas, but with a hot tub. We weren't disappointed. It was everything that was pictured and more. Would we go again? Yes! We are hoping to make it an annual pilgrimage."
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (20)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (42)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

8.4 out of 10, Very good, (22)
"Good Condo in a great location"
The price is AU$541
includes taxes & fees
27 Jan - 28 Jan
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (31)
"We had an amazing stay at this condo near Mount Snow! The location is perfect—just a short walk to the lifts, which made getting on the mountain so convenient. The condo was spotless, and the extra linens and towels were a thoughtful touch that we really appreciated. The host was incredibly responsive and made everything easy for us. The listing description was accurate, and the condo had everything we needed for a comfortable and relaxing stay. We can’t wait to come back again. Highly...
Walk to Mount Snow, Cozy, Clean and Comfortable!

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (41)
"My partner, my pet, and I spent Christmas week here and had a great time. The house is small but very cozy and well appointed and feels bigger than it is. The bed and couches are very comfortable, and the house gets plenty warm for cold winter weather. The location is a great starting point to explore Southern Vermont and Northern Massachusetts: whether you are skiing at Mount Snow, visiting Mass MOCA in North Adams, or getting dinner in Brattleboro or exploring any of the nearby villages,...
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (127)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

9.8 out of 10, Exceptional, (12)
"We have stayed here multiple times and enjoy every one!"
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

Green Mountain Modern House: iconic modern getaway

Green Mountain Modern House: iconic modern getaway

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

10.0 out of 10, Exceptional, (33)
"Property was great! The internal heating was broken though so there were heat lamps everywhere. Unfortunately every email besides Expedia went to junk so it took a little while to sort through that. If it were not for the heaters I would recommend 10/10 for the location but I stilll give it 9/10 with the hiccups. Will definitely come back."
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.6 out of 10, Excellent, (20)
"Wonderful stay. Thanks again"
The price is AU$523
includes taxes & fees
27 Jan - 28 Jan
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Bear Creek Cabin

9.8 out of 10, Exceptional, (25)
"Loved it, will definitely book again!"
The price is AU$970
includes taxes & fees
5 Feb - 6 Feb
Bear Creek Cabin

Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

9.6 out of 10, Exceptional, (45)
"We had a very nice stay. The house had plenty of room for our family including the living, dining, and sleeping areas. The location was great."
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

The Brown House. Indoor pool - Spa - Sauna - Gameroom

8.0 out of 10, Very good, (23)
"It was our yearly Guys weekend, everyone had a Great time. The house with every bedroom having a full bath was fantastic you couldn’t ask for more We spent many hours in the indoor pool and the 2 jacuzzi’s we will definitely stay there again"
The Brown House. Indoor pool - Spa - Sauna - Gameroom

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (28)
"Perfect cabin with beautiful views."
Jacksonville Cabin w/ Wraparound Deck & Views

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (41)
"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (40)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck
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 types of properties in Readsboro you may be interested in

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1000)
"Easy to get to, nice location "
The price is AU$207
includes taxes & fees
17 Feb - 18 Feb
Hotel Downstreet

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (886)
"Nice place to stay very close to the mountain/Ski lodge"
The price is AU$377
includes taxes & fees
27 Jan - 28 Jan
The Black Bear Lodge at Stratton Mountain Resort

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (383)
"The Mountaineer is a great place to rest after a couple of days on the mountain. Staff is willing to help and answer questions to make your stay very comfortable. It’s clean and the fireplaces are wonderful. Highly recommend! "
The price is AU$278
includes taxes & fees
27 Jan - 28 Jan
Mountaineer Inn
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.

Frequently asked questions

Are there holiday rentals in Readsboro?

Yes, there are holiday rentals close to the most popular sights in Readsboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Readsboro has to offer?

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub: This holiday home rental outside of Readsboro is located in the city centre, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

What’s there to see and do in Readsboro?

Deerfield River and Green Mountain National Forest are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Readsboro Town Hall and Readsboro Community Library.

What’s a holiday rental in Readsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Readsboro. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family getaway.