Apartment holiday 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.
Holiday rentals for every style
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Popular amenities for Pittsfield apartment rentals
Weekly apartment rentals
Flat in Shelburne Falls
4.96 out of 5 average rating, 296 reviewsAnnies’ Place by The Bridge of Flowers ~
Flat in Bennington
4.94 out of 5 average rating, 154 reviewsNEW Escape the City- Vermont Studio
Flat in Bennington
4.91 out of 5 average rating, 163 reviewsScenic Vermont Studio
Flat in Niskayuna
5.0 out of 5 average rating, 110 reviewsNiskayuna One Bedroom Chalet
Flat in Freehold
5.0 out of 5 average rating, 230 reviewsMountain View Retreat~Sunny Hill Golf / Skiing
Flat in Sheffield
5.0 out of 5 average rating, 323 reviewsHideaway with Spectacular Berkshire Views
Flat in Adams
4.85 out of 5 average rating, 124 reviewsfull apartment in adams and self check in
Flat in Bennington
4.96 out of 5 average rating, 141 reviewsCooper's Place
Private apartment rentals
Flat in Coxsackie
4.95 out of 5 average rating, 98 reviewsLovely 1 bedroom suite in historical house
Flat in Catskill
4.92 out of 5 average rating, 139 reviewsCosy Catskill Casita in the Middle of Village
Flat in Simsbury
4.98 out of 5 average rating, 250 reviewsEnsign House Room
Flat in Lenox Dale
4.93 out of 5 average rating, 116 reviewsCharming 2BD apartment.
Flat in North Adams
4.95 out of 5 average rating, 714 reviewsGuest Apt. Near MCLA & MASS MoCA
Flat in Catskill
4.98 out of 5 average rating, 365 reviewsMain St. Steps to everything. Comfort & Design.
Flat in Greenfield
4.98 out of 5 average rating, 157 reviewsHistoric Greenfield Home: Cozy Private Guest Suite
Flat in Williamstown
4.93 out of 5 average rating, 242 reviewsCOLD SPRING
Apartment rentals with a hot tub
Flat in Northampton
4.88 out of 5 average rating, 110 reviewsElm Suite in front of Smith with Private Bathroom
Flat in Kingston
4.91 out of 5 average rating, 162 reviewsDog Friendly Hudson Valley Escape with Hot Tub
Flat in Bloomington
4.99 out of 5 average rating, 160 reviewsCatskills Hot Tub Bliss 5mi to Kingston
Flat in Troy
4.91 out of 5 average rating, 171 reviewsTroy-Timeless Rensselaer Victorian
Flat in Williamsburg
4.81 out of 5 average rating, 145 reviewsNature's Corner Northampton-area Hot Tub Pet OK
Flat in Adams
4.87 out of 5 average rating, 60 reviewsMountain Living, 1-bedroom unit, outdoor hot-tub
Flat in Pittsfield
4.85 out of 5 average rating, 60 reviews*Berkshire's Sweet Spot 2-Close to Tanglewood/Pool
Flat in Dover
4.98 out of 5 average rating, 47 reviewsWalk to main lift! The Handle Studio @ Mt. Snow!
Quick stats about flat 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
Destinations to explore
- New City Holiday rentals
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