Vacation rentals with a patio in Pittsfield
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Top-rated accommodations with an outdoor patio in Pittsfield
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Pittsfield accommodations with an outdoor patio
Apartment rentals with a patio
Apartment in Albany
4.94 out of 5 average rating, 195 reviewsCharming Garden Apartment in Center Square
Dec. 31 – Jan. 7
Apartment in Charlemont
5.0 out of 5 average rating, 128 reviewsSuite 23 - Spacious Sunny 2-BR with Mountain view
Feb. 12 – 19
Apartment in Hudson
4.96 out of 5 average rating, 103 reviewsStudio Oasis nr Warren St w porch & yard
Oct. 4 – 11
Apartment in Catskill
4.88 out of 5 average rating, 121 reviewsCatskill Village House - The Loft
Jun. 26 – Jul. 3
Apartment in Saugerties
4.92 out of 5 average rating, 242 reviewsSaugerties Village home with great backyard!
Aug. 18 – 25
Apartment in Kingston
4.9 out of 5 average rating, 157 reviewsDog Friendly Hudson Valley Escape with Hot Tub
Mar. 11 – 18
Apartment in Kingston
4.96 out of 5 average rating, 103 reviewsLovely 1 bedroom apt. with free parking in Rondout
Jun. 30 – Jul. 7
Apartment in Saratoga Springs
5.0 out of 5 average rating, 108 reviewsSaratoga Springs - Walk to Downtown & Track!
Oct. 3 – 10
House rentals with an outdoor patio
Home in Pittsfield
4.94 out of 5 average rating, 100 reviewsCantabile life in the Berkshires
Jan. 4 – 11
Home in Otis
4.83 out of 5 average rating, 59 reviewsSpringtime Oasis in the Berkshires!
Jun. 19 – 26
Home in Adams
4.91 out of 5 average rating, 68 reviewsMountain View Hideaway
Sep. 6 – 13
Home in Pittsfield
4.96 out of 5 average rating, 49 reviewsBB's Central Berkshire Home
Oct. 29 – Nov. 5
Home in Pittsfield
4.97 out of 5 average rating, 36 reviewsCharming lake house with amazing sunset views
Jul. 20 – 27
Home in Pittsfield
4.96 out of 5 average rating, 25 reviewsFamily-Centric Berkshire Getaway by Evergreen Home
Oct. 26 – Nov. 2
Home in Pittsfield
5.0 out of 5 average rating, 7 reviewsCozy Bungalow in SE Pittsfield
Mar. 18 – 25
Home in Pittsfield
4.98 out of 5 average rating, 47 reviewsSpacious 4 Br+ house in the heart of Berkshires
May 29 – Jun. 5
Condo rentals with a patio
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Oct. 19 – 26
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Oct. 12 – 19
Condo in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
May 7 – 14
Condo in Albany
4.88 out of 5 average rating, 43 reviewsCozy luxury brownstone w/ parking & yard
Feb. 21 – 28
Condo in Hancock
4.97 out of 5 average rating, 37 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Jan. 5 – 12
Condo in Dover
4.87 out of 5 average rating, 31 reviewsSki Condo 5 Min from Mt Snow
May 28 – Jun. 4
Condo in Wilmington
5.0 out of 5 average rating, 6 reviewsSki2Tee
Sep. 29 – Oct. 6
Condo in Hancock
4.96 out of 5 average rating, 27 reviewsSki - IN ski - out Lift&MT.VIEWS GR8 4 Season LOC.Unit2
Mar. 31 – Apr. 7
Quick stats about vacation rentals with a patio in Pittsfield
Total rentals
120 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
$55 CAD before taxes and fees
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