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 Northampton
4.98 out of 5 average rating, 647 reviewsTree Top Suite, cozy downtown apartment
Apr 13 – 20
Apartment in Williamstown
4.93 out of 5 average rating, 237 reviewsCOLD SPRING
Oct 4 – 11
Apartment in Lenox Dale
4.93 out of 5 average rating, 116 reviewsCharming 2BD apartment.
May 15 – 22
Apartment in North Adams
4.95 out of 5 average rating, 713 reviewsGuest Apt. Near MCLA & MASS MoCA
Jan 28 – Feb 4
Apartment in Stamford
4.86 out of 5 average rating, 275 reviewsGetaway Near Mass MoCA, Great Hiking, Scenic Views
Mar 18 – 25
Apartment in Niskayuna
5.0 out of 5 average rating, 108 reviewsNiskayuna One Bedroom Chalet
Aug 3 – 10
Apartment in Freehold
5.0 out of 5 average rating, 225 reviewsMountain View Retreat~Sunny Hill Golf / Skiing
Jul 13 – 20
Apartment in Shelburne Falls
4.96 out of 5 average rating, 291 reviewsAnnies’ Place by The Bridge of Flowers ~
Dec 23 – 30
Private apartment rentals
Apartment in Enfield
4.99 out of 5 average rating, 143 reviewsFROG Suite Apartment
Apr 22 – 29
Apartment in Brattleboro
4.95 out of 5 average rating, 151 reviewsContemporary forest eco-retreat, mountain views
Jul 17 – 24
Apartment in Northampton
4.92 out of 5 average rating, 540 reviewsSunny Peaceful Home
Jul 22 – 29
Apartment in Shelburne Falls
4.85 out of 5 average rating, 354 reviewsBig, sunny 1893 flat steps from Bridge of Flowers
Jul 6 – 13
Apartment in Marlboro
4.94 out of 5 average rating, 224 reviewsShakespeare’s Folly Side Farm and AirBnB.
Nov 20 – 27
Apartment in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
Jan 4 – 11
Apartment in Rhinebeck
4.95 out of 5 average rating, 442 reviewsCozy private apartment in Rhinebeck Village
Apr 26 – May 3
Apartment in Hadley
4.97 out of 5 average rating, 213 reviewsSweet Retreat minutes from Northampton & Amherst
Sep 5 – 12
Apartment rentals with a hot tub
Apartment in Northampton
4.95 out of 5 average rating, 280 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Sep 18 – 25
Apartment in Northampton
4.88 out of 5 average rating, 108 reviewsElm Suite in front of Smith with Private Bathroom
Jan 1 – 8
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Oct 17 – 24
Apartment in Kingston
4.91 out of 5 average rating, 158 reviewsDog Friendly Hudson Valley Escape with Hot Tub
Jan 28 – Feb 4
Apartment in Acra
4.98 out of 5 average rating, 130 reviewsBurnt Knob Mountain Escape
Aug 20 – 27
Apartment in Tannersville
4.88 out of 5 average rating, 290 reviewsMountain Top Hot Tub Suite Hiking & Falls 5 min
Jan 4 – 11
Apartment in Williamsburg
4.81 out of 5 average rating, 145 reviewsNature's Corner Northampton-area Hot Tub Pet OK
Aug 20 – 27
Apartment in Troy
4.91 out of 5 average rating, 171 reviewsTroy-Timeless Rensselaer Victorian
Sep 23 – 30
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
€ 9 before taxes and fees
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