Vacation rentals in Readsboro

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Top-rated vacation rentals in Readsboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Wilmington

4.88 out of 5 average rating, 278 reviews

Globetrotter Retreat - Minutes to the Mountain

Newly renovated, fully furnished apt in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt sleeps 4 people in comfort. Private balcony overlooks rolling river. Steps from many restaurants, bars & shopping. Supermarket is a short walk. FreeMoover bus stop across the street - leave your car parked & ride for free to local destinations! No guest under 18 years old.

Aug 14 – 21

€ 129 per night
Superhost

Home in Readsboro

4.86 out of 5 average rating, 118 reviews

Vermont March Madness! (Pet Friendly)

Quiet, clean, home, well stocked, exclusively yours, nestled in Green Mtns with prime access on a flat road, babbling brook. Great location! Winter activities, antiques, shops, lakes, hike, covered bridges, cozy dinner at local inns by a fireplace, mountain views! Enjoy Vermont! Scenic roads, Prospect Mt. or Mt. Snow, VAST trails, hiking, Mt.Greylock, Mass MOCA, in nearby N.Adams, MA, (12 min)Berkshires w/in an hour. 20 mins to Bennington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Sep 14 – 21

€ 103 per night
Guest favorite

Tiny home in Wilmington

4.98 out of 5 average rating, 128 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Sep 11 – 18

€ 221 per night

Popular amenities for Readsboro vacation rentals

Other great vacation rentals in Readsboro

Guest favorite

Apartment in Wilmington

4.93 out of 5 average rating, 189 reviews

Studio Apartment Sleeps 4,

Oct 11 – 18

€ 131 per night
Guest favorite

Guest suite in Brattleboro

4.94 out of 5 average rating, 515 reviews

Charming studio in renovated 19th century church.

Nov 24 – Dec 1

€ 101 per night
Guest favorite

Guesthouse in North Adams

4.92 out of 5 average rating, 177 reviews

"Worker's" Cottage (circa 1860).

May 7 – 14

€ 134 per night
Guest favorite

Guest suite in Charlemont

4.9 out of 5 average rating, 180 reviews

Unique People & Pet-Welcoming Haven

Aug 14 – 21

€ 125 per night
Guest favorite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 421 reviews

Mahalo Temple Retreat

May 5 – 12

€ 97 per night
Guest favorite

Guesthouse in North Bennington

4.98 out of 5 average rating, 143 reviews

Birch House - lake, green trees + modern comforts

Aug 17 – 24

€ 162 per night
Guest favorite

Cabin in Savoy

4.98 out of 5 average rating, 184 reviews

The Camp - 20 Minutes to Berkshire East!

Aug 25 – Sep 1

€ 120 per night
Guest favorite

Apartment in Greenfield

4.96 out of 5 average rating, 258 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Jul 23 – 30

€ 109 per night
Guest favorite

Tiny home in Brattleboro

4.95 out of 5 average rating, 173 reviews

"Mountain View" Hike In Cabin Retreat

Aug 24 – 31

€ 98 per night
Guest favorite

Apartment in North Adams

4.95 out of 5 average rating, 711 reviews

Guest Apt. Near MCLA & MASS MoCA

Dec 27 – Jan 3

€ 117 per night
Guest favorite

Guest suite in Greenfield

4.94 out of 5 average rating, 143 reviews

Pristine Oasis with Private Bath

Nov 10 – 17

€ 76 per night
Guest favorite

Cabin in Readsboro

4.93 out of 5 average rating, 68 reviews

The Hidden Gem

Aug 31 – Sep 7

€ 191 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Bennington County
  5. Readsboro