Vacation Rentals By Owner In Pittsfield, VT

Showing 18 Of 18 Vacation Rentals

Exceptional(12)

$2106.89

/ Nightly

Private Vacation Home

Killington area entire Inn to yourself! 14bd/15bth

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(19)

$474.6

/ Nightly

Private Vacation Home

Four Season KILLINGTON Getaway!

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(1)

$781.65

/ Nightly

Private Vacation Home

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(1)

$751.35

/ Nightly

Private Vacation Home

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(42)

$563.87

/ Nightly

Private Vacation Home

Beautiful Killington VT Ski & Mountain Bike 5 Season House

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

$210.57

/ Nightly

Guest House

Tranquil apartment w/ mountain views, pond, patio, a/c, kitchenette

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(5)

$484.75

/ Nightly

Private Vacation Home

Tranquil retreat with generous deck, fitness area, & amazing views

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(19)

$877.54

/ Nightly

Private Vacation Home

Mountain Top - Fresh Pond - Killington - Hot Tub

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(130)

$390.42

/ Nightly

Private Vacation Home

Killington area home - 4-seasons, hot tub and A/C. Maintenance discount Dec11-14

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(1)

$574.61

/ Nightly

Private Vacation Home

15 Minutes to Killington - 2 Living Rooms - Private Mountain Views

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

$798.85

/ Nightly

Private Vacation Home

Tranquil house w/ apartment, mountain views, pond, bbq, patio, wifi

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(4)

$747.5

/ Nightly

Private Vacation Home

Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space!

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(14)

$772.94

/ Nightly

Private Vacation Home

Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

$830.88

/ Nightly

Private Vacation Home

Silver Spring Chalet – Spacious 4BR Retreat in Killington Region, Pittsfield, VT, Sleeps 11

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(12)

$540.54

/ Nightly

Private Vacation Home

Lovely home close to hiking & skiing w/WiFi, firepit, balcony, wood stove, & W/D

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Exceptional(18)

$1495.24

/ Nightly

Private Vacation Home

Hawk Landing is a charming 3-bedroom, 2-bathroom retreat

Pittsford, Vermont, United States

Bed

Bath

Sleeps

Exceptional(44)

$1915.35

/ Nightly

Private Vacation Home

Private Killington Area Inn all to Yourself!

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

$753.71

/ Nightly

Private Vacation Home

3-bedroom house in lovely Pittsfield close to wedding venues, trails and skiing!

Pittsfield, Vermont, United States

Bed

Bath

Sleeps

Sleeps

Vacation Rentals By Owner In Pittsfield, VT

$2106.89

$474.6

$781.65

$751.35

$563.87

$210.57

$484.75

$877.54

$390.42

$574.61

$798.85

$747.5

$772.94

$830.88

$540.54

$1495.24

$1915.35

$753.71

Most popular vacation rentals in Pittsfield

$1915.35

$877.54

$781.65

$751.35

$747.50

$563.87

$390.42

$1495.24

$474.60

$484.75

Most Popular Cities in Vermont