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Pittsfield Vacation Rentals
1-24 of 80 rentals

Mountain Time

$315 avg / night (excludes fees and taxes)
Pittsfield, VT
4.5 (16)
3 Bedrooms | 2.5 Bath | Sleeps 10

Hawk 1-A Mountain Vista Retreat

$359 avg / night (excludes fees and taxes)
Pittsfield, VT
4.6 (5)
4 Bedrooms | 2 Bath | Sleeps 7

Mountain Green - 2D4

$163 avg / night (excludes fees and taxes)
Killington, VT
4.4 (43)
2 Bedrooms | 1.5 Bath | Sleeps 6

Sunrise - Timberline-L5

$264 avg / night (excludes fees and taxes)
Killington, VT
4.77 (39)
2 Bedrooms | 2 Bath | Sleeps 6

The Woods - D4

$302 avg / night (excludes fees and taxes)
Killington, VT
4.66 (70)
3 Bedrooms | 3.5 Bath | Sleeps 8

Mountain Green - 1F8

$110 avg / night (excludes fees and taxes)
Killington, VT
4.4 (40)
0 Bedrooms | 1 Bath | Sleeps 4

The Woods - Village-11

$209 avg / night (excludes fees and taxes)
Killington, VT
4.22 (55)
2 Bedrooms | 2 Bath | Sleeps 6

Carving Out the Downtime

$153 avg / night (excludes fees and taxes)
Killington, VT
3.47 (19)
2 Bedrooms | 1.5 Bath | Sleeps 6

Cozy Modern Comfort

$192 avg / night (excludes fees and taxes)
Killington, VT
4.65 (40)
1 Bed | 1 Bath | Sleeps 5 (4 Adults Max)

The Woods Village 1

$223 avg / night (excludes fees and taxes)
Killington, VT
4.82 (33)
2 Bedrooms | 2 Bath | Sleeps 6

Mountain Green 3C12

$160 avg / night (excludes fees and taxes)
NEW!
Killington, VT
5.0 (1)
1 Bedrooms | 1 Bath | Sleeps 4

Mountain Green 2E5

$189 avg / night (excludes fees and taxes)
Killington, VT
4.03 (32)
3 Bedrooms | 2 Bath | Sleeps 8

Mountain Green - 3C15

$158 avg / night (excludes fees and taxes)
Killington, VT
4.55 (22)
1 Bedrooms | 1 Bath | Sleeps 4

Bob's Bungalow

$180 avg / night (excludes fees and taxes)
Killington, VT
4.59 (58)
2 Bedrooms | 1 Bath | Sleeps 6

Trail Creek 31

$250 avg / night (excludes fees and taxes)
Killington, VT
4.85 (13)
2 Bedrooms | 2 Bath | Sleeps 6

Mountain Green 3A15

$106 avg / night (excludes fees and taxes)
Killington, VT
3.83 (40)
1 Bedrooms | 1 Bath | Sleeps 4

Mountain Green - 3B16

$113 avg / night (excludes fees and taxes)
Killington, VT
3.18 (44)
1 Bedrooms | 1 Bath | Sleeps 4

Trail Creek 33

$243 avg / night (excludes fees and taxes)
Killington, VT
4.77 (22)
2 Bedrooms | 2 Bath | Sleeps 6

Trail Creek Unit 44

$269 avg / night (excludes fees and taxes)
Killington, VT
4.71 (31)
2 Bedrooms | 2 Bath | Sleeps 6

Unit 2 - Retro Ski Chalet

$283 avg / night (excludes fees and taxes)
NEW!
Killington, VT
3 Bedrooms | 3 Bath | Sleeps 7

Trail Creek 72

$214 avg / night (excludes fees and taxes)
Killington, VT
3.71 (7)
3 Bedrooms | 2.5 Bath | Sleeps 6

Trail Creek 41

$203 avg / night (excludes fees and taxes)
Killington, VT
4.6 (10)
2 Bedrooms | 2 Bath | Sleeps 6

The Woods - Village-40

$185 avg / night (excludes fees and taxes)
Killington, VT
5.0 (3)
2 Bedrooms | 2 Bath | Sleeps 6

Cozy Killington Skihütte

$141 avg / night (excludes fees and taxes)
Killington, VT
4.06 (17)
0 Bedrooms | 1 Bath | Sleeps 4
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