Apartment vacation rentals in Pittsfield
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Top-rated apartment rentals in Pittsfield
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pittsfield apartment rentals
Weekly apartment rentals
Apartment in Adams
4.85 out of 5 average rating, 123 reviewsfull apartment in adams and self check in
Jul 21 – 28
Apartment in Williamstown
4.93 out of 5 average rating, 239 reviewsCOLD SPRING
Sep 23 – 30
Apartment in Stamford
4.86 out of 5 average rating, 275 reviewsGetaway Near Mass MoCA, Great Hiking, Scenic Views
Feb 21 – 28
Apartment in Sheffield
5.0 out of 5 average rating, 320 reviewsHideaway with Spectacular Berkshire Views
Nov 3 – 10
Apartment in Lenox Dale
4.93 out of 5 average rating, 116 reviewsCharming 2BD apartment.
Feb 13 – 20
Apartment in Shelburne Falls
4.96 out of 5 average rating, 292 reviewsAnnies’ Place by The Bridge of Flowers ~
Mar 2 – 9
Apartment in Niskayuna
5.0 out of 5 average rating, 108 reviewsNiskayuna One Bedroom Chalet
Oct 16 – 23
Apartment in Sheffield
4.92 out of 5 average rating, 123 reviewsPrivate Berkshire Barn Apartment
Jan 22 – 29
Private apartment rentals
Apartment in Ballston Spa
4.93 out of 5 average rating, 105 reviewsThe Treehouse @ 10 Park Place
May 30 – Jun 6
Apartment in Northampton
4.92 out of 5 average rating, 542 reviewsSunny Peaceful Home
Jul 28 – Aug 4
Apartment in Troy
4.92 out of 5 average rating, 344 reviewsStunning studio in the heart of Troy: Raven's Den
Jan 10 – 17
Apartment in Marlboro
4.94 out of 5 average rating, 224 reviewsShakespeare’s Folly Side Farm and AirBnB.
May 30 – Jun 6
Apartment in Freehold
5.0 out of 5 average rating, 225 reviewsMountain View Retreat~Sunny Hill Golf / Skiing
Jul 13 – 20
Apartment in Bennington
4.94 out of 5 average rating, 154 reviewsNEW Escape the City- Vermont Studio
Jan 8 – 15
Apartment in Rhinebeck
4.95 out of 5 average rating, 443 reviewsCozy private apartment in Rhinebeck Village
Apr 4 – 11
Apartment in Dummerston
4.96 out of 5 average rating, 163 reviewsHeART Barn Retreat
Oct 26 – Nov 2
Apartment rentals with a hot tub
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Oct 23 – 30
Apartment in Northampton
4.88 out of 5 average rating, 108 reviewsElm Suite in front of Smith with Private Bathroom
Apr 14 – 21
Apartment in Kingston
4.91 out of 5 average rating, 158 reviewsDog Friendly Hudson Valley Escape with Hot Tub
Aug 29 – Sep 5
Apartment in Williamsburg
4.81 out of 5 average rating, 145 reviewsNature's Corner Northampton-area Hot Tub Pet OK
Jul 25 – Aug 1
Apartment in Troy
4.91 out of 5 average rating, 171 reviewsTroy-Timeless Rensselaer Victorian
Oct 10 – 17
Apartment in Adams
4.88 out of 5 average rating, 58 reviewsMountain Living, 1-bedroom unit, outdoor hot-tub
Jun 21 – 28
Apartment in Pittsfield
4.85 out of 5 average rating, 60 reviews*Berkshire's Sweet Spot 2-Close to Tanglewood/Pool
Sep 11 – 18
Apartment in Sandisfield
4.93 out of 5 average rating, 29 reviewsSweet Dreams Retreat
Nov 2 – 9
Quick stats about apartment rentals in Pittsfield
Total rentals
80 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
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