Condo vacation rentals in Pioneer Valley
Find and book unique condos on Airbnb
Top-rated condo rentals in Pioneer Valley
Guests agree: these condos 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 Pioneer Valley condo rentals
Weekly condo rentals
Condo in Wilmington
5.0 out of 5 average rating, 6 reviewsSki2Tee
Oct 18 – 25
Condo in Dover
4.91 out of 5 average rating, 77 reviews3 Story Condo - 5 Minutes to Mount Snow!
Nov 17 – 24
Condo in Shelburne Falls
4.88 out of 5 average rating, 32 reviewsFlowers & Falls Spot House
Nov 29 – Dec 6
Condo in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
Dec 13 – 20
Condo in Dover
4.86 out of 5 average rating, 74 reviewsCute, Cozy Condo at the base of Mount Snow
May 27 – Jun 3
Condo in Dover
4.9 out of 5 average rating, 30 reviewsSnow Tree Lodge @ Base of Mount Snow w/ Fireplace!
Sep 16 – 23
Condo in Hartford
4.77 out of 5 average rating, 13 reviewsLovely two bedroom townhouse with parking
Dec 25 – Jan 1
Condo in Lenox
4.89 out of 5 average rating, 73 reviewsHeart of Lenox!! - Renovated downtown apartment
Feb 22 – Mar 1
Pet-friendly condo rentals
Condo in Dover
4.84 out of 5 average rating, 157 reviewsMount Snow Close, Great Price, Lots of Room
Jun 6 – 13
Condo in Dover
4.87 out of 5 average rating, 31 reviewsSki Condo 5 Min from Mt Snow
May 28 – Jun 4
Condo in North Adams
5.0 out of 5 average rating, 21 reviewsNewly renovated 2BR on historic Eagle Street.
Aug 12 – 19
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Aug 2 – 9
Condo in Dover
5.0 out of 5 average rating, 21 reviewsWalk to Mt Snow, ideal for families, dog friendly
Jul 3 – 10
Condo in Wilmington
4.95 out of 5 average rating, 22 reviews10th Hole Haystack Golf Course in Wilmington VT
Jul 27 – Aug 3
Condo in Dover
4.73 out of 5 average rating, 11 reviewsNew Renovated Townhouse Home with 3 Bed 2 bath
May 20 – 27
Condo in Hartford
4.67 out of 5 average rating, 42 reviewsStylish Downtown Hartford| Hospital | Laundry| Gym
Jun 23 – 30
Condo rentals with a pool
Condo in Dover
4.94 out of 5 average rating, 53 reviewsMt. Snow Dream Mtn View+Fireplace!
Sep 1 – 8
Condo in Dover
5.0 out of 5 average rating, 36 reviewsFour Seasons Slope-side Getaway at Mount Snow
May 29 – Jun 5
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Sep 14 – 21
Condo in Dover
5.0 out of 5 average rating, 9 reviewsMt. Snow Condo with Pool-Mountain Views
Oct 29 – Nov 5
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Oct 15 – 22
Condo in Dover
5.0 out of 5 average rating, 16 reviewsLyon Family Lodge
May 16 – 23
Condo in Dover
4.88 out of 5 average rating, 86 reviews⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷
Apr 6 – 13
Condo in Hancock
4.95 out of 5 average rating, 21 reviewsJiminy Peak Apartment
May 9 – 16
Destinations to explore
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