Readsboro Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Readsboro holiday 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

Stamford

Bill

A rustic wooden cabin with a chimney, surrounded by a forest.

2. Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views

Stamford

Donna E.

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

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

Wilmington

Jack & Heather G.

HK$4,468 total

includes taxes & fees

13 Sept - 14 Sept

An aerial view of a house surrounded by a forest with autumn foliage.

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

Whitingham

Jonathan

HK$4,224 total

includes taxes & fees

22 Sept - 23 Sept

A modern kitchen with large windows, a built-in dishwasher, and a refrigerator.

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

Whitingham

Nicole H.

HK$6,193 total

includes taxes & fees

15 Sept - 16 Sept

A wooden interior with a kitchen, bar area, and dining space.

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

Brattleboro

James M.

HK$1,901 total

includes taxes & fees

13 Sept - 14 Sept

A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

7. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

HK$2,265 total

includes taxes & fees

10 Sept - 11 Sept

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.

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

North Adams

Ruthie K.

HK$2,157 total

includes taxes & fees

10 Sept - 11 Sept

A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

9. The Greylock Cabin

Florida

Margaret M.

HK$3,902 total

includes taxes & fees

7 Oct - 8 Oct

A log cabin with a balcony, surrounded by trees.

10. Bear Creek Cabin

Charlemont

Hillary S.

HK$4,694 total

includes taxes & fees

14 Sept - 15 Sept

A spacious living room with a wooden floor, a sofa, a coffee table, and a lamp. There is a dining area in the background with a table and chairs.

11. Penthouse Apartment on Park Street

Adams

Margaret C.

HK$2,207 total

includes taxes & fees

15 Sept - 16 Sept

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

12. Vacation Village in the Berkshires

Williamstown

Sarah

HK$919 total

includes taxes & fees

15 Sept - 16 Sept

A kitchen with white cabinets, a wooden dining table, and pendant lights.

13. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

HK$3,774 total

includes taxes & fees

15 Sept - 16 Sept

A two-story house with a porch, surrounded by trees and snow.

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

Bennington

Malika R.

HK$2,639 total

includes taxes & fees

13 Sept - 14 Sept

15. New Studio In Town, By the Water

Williamstown

Lydia J.

HK$2,115 total

includes taxes & fees

10 Sept - 11 Sept

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

16. Cozy Home in Pownal VT

Pownal

Jess M.

HK$1,511 total

includes taxes & fees

13 Sept - 14 Sept

A spacious living area with a brown leather sofa, a wooden coffee table, and wicker chairs. A staircase leads to an upper level.

17. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Brian S.

HK$3,861 total

includes taxes & fees

10 Sept - 11 Sept

A calm lake with a wooden boat on the shore.

18. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Susan S.

HK$2,321 total

includes taxes & fees

16 Sept - 17 Sept

A room with a wooden bed, a mirror, and a window.

19. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

HK$5,465 total

includes taxes & fees

10 Sept - 11 Sept

20. Downtown | Waterfront | Walk to Shops

Williamstown

Tricia

HK$2,195 total

includes taxes & fees

14 Sept - 15 Sept

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Top Readsboro Hotel Reviews

The Porches Inn at Mass MoCA

10/10 Excellent

"Brought our dog. Usually don’t get to stay in a place as chic as this when traveling with our dog! They had treats, poop bags, and a fun list of “rules” for us and our dog. Room was adorable and immaculate! Pool, exercise room, and sauna-nice perk!"

Hideaway Inn Mt. Snow

10/10 Excellent

"This was the perfect long weekend get away. The property was fairly quiet given it was the off season. Phone check-in and check-out was lovely, and if you don’t enjoy standard hotel check-in lines, it’s even better. The pool and hot tub were beautiful, and while we didn’t use them, they were very clean. It is a very pet friendly place, but doesn’t smell of animals, and there’s no sign of them (unless you meet one in the hallway). The always available hot chocolate and coffee machine was AMAZING! Highly recommend the hot chocolate. We only saw the cleaner once in passing (they don’t go in your room while you’re there), and she was so nice! There’s also extra supplies for you in the main hall closet should you need them (extra towels, tooth brushes, etc.). It truly felt like a home away from home. The only “downside” is that the walls are a bit thin so you can kind of hear what your neighbors are doing if they’re being rowdy, but that’s more managing personal volume levels. 10/10, we’ll definitely stay again!"

Find out more about Readsboro

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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?

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow: This holiday home rental outside of Readsboro is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.

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Check prices for these dates

Our top choices for Readsboro holiday rentals

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

2. Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views

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

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

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

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

7. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den