A red barn with a white fence in a green field with a white RV parked in front.

Readsboro Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Readsboro vacation rentals

A two-story blue house with a porch, surrounded by a garden with orange flowers.

1. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is ￥13,450
￥25,637 total
includes taxes & fees
Sep 27 - Sep 28
Getaway Near Mass MoCA, Great Hiking, Scenic Views
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

2. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is ￥7,645
￥46,858 total
includes taxes & fees
Sep 24 - Sep 25
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

3. The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"This is a beautiful cabin on an amazing property with a great view of Mt Greylock! Clean, comfortable, great location, communication with the owner was outstanding and questions were answered quickly. It all went smoothly and we highly recommend this property!"
United States
Margaret M.
The price is ￥49,553
￥79,841 total
includes taxes & fees
Oct 5 - Oct 6
The Greylock Cabin
A modern kitchen with large windows, a built-in dishwasher, and a refrigerator.

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

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham
9.8 out of 10, Exceptional, (9 reviews)
"A beautiful, clean, and cozy stay. The modern space was bright and well-equipped with everything we needed, and the hot tub made it especially relaxing."
United States
Nicole H.
The price is ￥70,365
￥124,266 total
includes taxes & fees
Sep 30 - Oct 1
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
A cozy living room with a fireplace, leather sofas, and a television mounted on the wall.

5. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
8.4 out of 10, Very good, (5 reviews)
"This apartment is very efficient and really wowed everyone based on the automotive inspired design. It was an impeccable space, well stocked, and the beds were even extremely comfortable. We enjoyed the bar/grill within walking distance, too. Would stay here again. "
United States
Ben B.
The price is ￥57,261
￥101,484 total
includes taxes & fees
Sep 24 - Sep 25
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

6. Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (63 reviews)
"A fantastic spot for a cozy, small town vibe. Highly recommend"
United States
Nicholas G.
The price is ￥52,085
￥126,227 total
includes taxes & fees
Sep 24 - Sep 25
Walk To Town, Hottub, Firepit, Games, Mt Snow
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

7. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,668 reviews)
"Love this place for a weekend getaway."
United States
Jacob
The price is ￥14,967
￥18,445 total
includes taxes & fees
Sep 27 - Sep 28
Vacation Village in the Berkshires
A log cabin with a balcony, surrounded by trees.

8. Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (53 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is ￥62,924
￥94,185 total
includes taxes & fees
Sep 26 - Sep 27
Bear Creek Cabin
An aerial view of a house surrounded by a forest with autumn foliage.

9. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (15 reviews)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is ￥32,878
￥81,927 total
includes taxes & fees
Sep 29 - Sep 30
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

10. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (7 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
5BR Berkshire Home Mins To The Mountain
A cozy interior with a wooden ceiling, a large window, and a table with chairs.

11. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (20 reviews)
"Great place!"
United States
Jack & Heather G.
The price is ￥31,147
￥90,544 total
includes taxes & fees
Oct 14 - Oct 15
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

12. Spacious Vermont Farmhouse 3 Mi to Mount Snow

Spacious Vermont Farmhouse 3 Mi to Mount Snow
3.0 star property
West Dover
The price is ￥59,778
￥122,910 total
includes taxes & fees
Sep 28 - Sep 29
Spacious Vermont Farmhouse 3 Mi to Mount Snow
A cozy cabin with a stone fire pit, surrounded by lush greenery and tall trees.

13. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Wilmington
9.8 out of 10, Exceptional, (48 reviews)
"Once we got to know the fireplace, it was a wonderful addition to a very cozy cabin. The house felt loved and each different room had different touches of character and magic. We absolutely loved our stay. "
United States
Sarah K.
The price is ￥16,675
￥66,482 total
includes taxes & fees
Oct 5 - Oct 6
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
A wooden interior with a kitchen, bar area, and dining space.

14. The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (5 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
The price is ￥19,839
￥41,088 total
includes taxes & fees
Sep 25 - Sep 26
The Studio with a View. Bring your dog, too!
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

15. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (55 reviews)
"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "
United States
Staci M.
The price is ￥45,164
￥101,934 total
includes taxes & fees
Sep 24 - Sep 25
Spacious 5BR w/ Hot Tub & Games
A wicker sofa with a floral cushion, a wicker table with magazines, and a standing fan in a room with large windows and wooden floors.

16. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is ￥17,697
￥35,758 total
includes taxes & fees
Sep 28 - Sep 29
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
A calm lake with a wooden boat on the shore.

17. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
The price is ￥15,857
￥48,315 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A two-story house with a porch, surrounded by trees and snow.

18. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Bennington
8.6 out of 10, Excellent, (36 reviews)
"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 ￥24,855
￥56,122 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

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

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
The price is ￥16,518
￥56,917 total
includes taxes & fees
Sep 28 - Sep 29
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

20. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is ￥54,587
￥200,668 total
includes taxes & fees
Sep 28 - Sep 29
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
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

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"I travel for work and had the opportunity to stay at this property for 2 months. This is a great lodge in a lovely part of the country. The friendly staff will go out of their way to accomodate guests if at all possible. This is a modernized lodge type property in a picturesque setting. There are room options that include a sauna in the room. There is also a flash heater type of water heater that provides almost instant and endless hot water on demand. The breakfast offerings include the personal waffle iron kit and all you can eat of it. I never had even the slightest issue with cleanliness and the staff strives to make your stay enjoyable. I don’t know how this property rates with others, but I give it a solid 5 out of 5 stars."
Jason 2-night trip
Posted 1 hour ago
Hotel Vervana, Trademark Collection by Wyndham

Find out more about Readsboro

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Frequently asked questions

Are there vacation rentals in Readsboro?

Yes, you can find vacation rentals near the most popular local attractions in Readsboro, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Readsboro?

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews: Visitors like this Readsboro vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 vacation rental in Readsboro like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Readsboro. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for small groups.