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214 Houses

34

NEW! Idyllic Pittsford House w/Views of Killington

Vermont / Pittsford

Pittsford house

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$264

Responds fast!
avg. 9 minutes

Price per night from

$264

(1) Excellent 

27

Unique Luxury Church near Killington - sleeps 10!

Vermont / Pittsford

Pittsford house

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Ski
  • Child Friendly

Price per night from

$258

Price per night from

$258

Great rentals within 20 miles that match your search

Distance approx 10.63 km from Pittsford

28

Lake Front House with Boathouse and 2 Bedrooms!

Vermont / Castleton

Castleton house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$148

Responds fast!
avg. 3 hours 24 minutes

Price per night from

$148

Distance approx 11.34 km from Pittsford

14

VERMONT WATERFRONT CABIN 3 BEDROOM

Vermont / Bomoseen

Bomoseen house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Private garden

Price per night from

$147

Price per night from

$147

Distance approx 9.61 km from Pittsford

28

Killington Ski-In/Ski-Out Townhouse w/ Mtn. Views!

Vermont / Killington

Killington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$171

Responds fast!
avg. 22 minutes

Price per night from

$171

Distance approx 12.8 km from Pittsford

15

Ski right home! Updated 1br condo, fireplace, pool, hot tub, fitness center.

Vermont / Killington

Killington condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$286

Responds fast!
avg. 2 hours 58 minutes

Price per night from

$286

Distance approx 8.21 km from Pittsford Show on Map

26

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

Vermont / Brandon

Brandon house

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 mi
  • Child Friendly

Price per night from

$246

Responds fast!
avg. 3 hours 53 minutes

Price per night from

$246

Distance approx 14.27 km from Pittsford

28

Premier Ski-in / Ski-out - 3 Bed, Sunrise Mountain

Vermont / Killington

Killington apartment

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$743

Price per night from

$743

Distance approx 7.39 km from Pittsford Show on Map

(5) Excellent 

27

The Little House Vermont

Vermont / Brandon

Brandon cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 1 mi
  • Air conditioning
  • Private garden

Price per night from

$136

Responds fast!
avg. 34 minutes

Price per night from

$136

Distance approx 11.7 km from Pittsford

39

Quaint, dog-friendly condo with resort pool and hot tub, close to skiing!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$125

Price per night from

$125

Distance approx 12.43 km from Pittsford

4

Ski Killington, Pico, Snow Mobile, Summer Fun

Vermont / Killington

Killington house

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$571

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$571

Distance approx 18.61 km from Pittsford

(22) Excellent 

17

Pond Mountain Inn: Loft Apartment Suite

Vermont / Wells

Wells apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Car not necessary
“Great Experience” Lori and Gary were Great, and very accommodating. The scenery was spectaculur,and the house is beautiful. Food was great and I loved seeing the Hummingbirds at Breakfast. Can't wait to do this again.
…see more

Price per night from

$205

Price per night from

$205

Distance approx 14.28 km from Pittsford

(1) Excellent 

25

Serenity at Sunrise

Vermont / Killington

Killington hotel apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$430

Responds fast!
avg. 3 hours 41 minutes

Price per night from

$430

Distance approx 12.3 km from Pittsford

(8) Excellent 

18

Killington Mountain Slopeside Home

Vermont / Killington

Killington house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary
“Ski home at Killington” We've been here for 10 days in late January. Wonderful place. Excellent home. We were two families with 4 aDT, CHD 4 with 6.9, 11 and 14 years. We left and came back home from skiing. We used the heated pool at the sport cente
…see more

Price per night from

$686

Responds fast!
avg. 2 hours 54 minutes

Price per night from

$686

Distance approx 7.34 km from Pittsford Show on Map

9

Modern Country in Vermont

Vermont / Rutland

Rutland apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Ski

Price per night from

$200

Price per night from

$200

Distance approx 12.43 km from Pittsford

28

Mountain Green Recently Updated 1 BR Condo Across The Street From Snowshed Lodge

Vermont / Killington

Killington condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$246

Responds fast!
avg. 1 hour 34 minutes

Price per night from

$246

Distance approx 18.19 km from Pittsford

23

Organic Farm, House, Barn Event Rental

Vermont / Hancock

Hancock farmhouse

10 20 2 nights min

  • 10 bedrooms
  • sleeps 20
  • 2 nights min
  • Ski
  • Child Friendly

Price per night from

$1,085

Price per night from

$1,085

Distance approx 14.32 km from Pittsford

24

Sunrise - Timberline L-1

Vermont / Killington

Killington house

3 12 min stay varies

  • 3 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Car not necessary
  • Pet Friendly

Price per night from

$385

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$385

Distance approx 16.43 km from Pittsford

4

The I.B. Munson House Inn - Bedroom 3

Vermont / Wallingford

Wallingford b and b

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$223

Price per night from

$223

Distance approx 16.43 km from Pittsford

4

The I.B. Munson House Inn - All Bedrooms

Vermont / Wallingford

Wallingford b and b

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Air conditioning
  • Private garden

Price per night from

$717

Price per night from

$717

Distance approx 17.93 km from Pittsford

7

Near Okemo and Manchester, VT Contemporary Rental Home at base of national forest with In-law Apartment

Vermont / Wallingford

Wallingford house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$430

Price per night from

$430

Distance approx 12.26 km from Pittsford

24

Glazebrook-Killington Townhome - 1 Mi to Snowshed!

Vermont / Killington

Killington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$234

Responds fast!
avg. 2 hours 55 minutes

Price per night from

$234

Distance approx 12.47 km from Pittsford

24

Mt Green 1-C8 ~ RA80777

Vermont / Killington

Killington apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$160

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$160

Distance approx 13.92 km from Pittsford

42

Spacious home w/ large deck, hot tub, movie room & sauna!

Vermont / Killington

Killington house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$350

Price per night from

$350

Distance approx 11.51 km from Pittsford

38

A shared indoor pool, hot tub, gym & shuttle to the slopes!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$92

Price per night from

$92

Distance approx 14.11 km from Pittsford

40

Gorgeous townhouse with private sauna, ski-in/ski-out access to Sunrise!

Vermont / Killington

Killington house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$368

Price per night from

$368

Distance approx 14.28 km from Pittsford

51

Ski-in/ski-out at this Killington Resort condo w/ tennis & shared pool & hot tub

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$137

Price per night from

$137

Distance approx 11.58 km from Pittsford

(1) Excellent 

41

Townhome near ski slopes w/ shared hot tub, pool & private sauna!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$217

Price per night from

$217

Distance approx 14.24 km from Pittsford

(3) Excellent 

56

Ski-in/ski-out Sunrise townhome w/ shared pool & hot tub for year-round retreats

Vermont / Killington

Killington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$157

Price per night from

$157

Distance approx 14.32 km from Pittsford

(1)  

43

Ski-in/ski out from this cozy Vermont condo w/ shared pool, hot tub, & two decks

Vermont / Killington

Killington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$169

Price per night from

$169

Distance approx 14.28 km from Pittsford

43

Ski-in/ski-out condo with views & access to a pool, hot tubs, a gym, and tennis!

Vermont / Killington

Killington house

3 4 min stay varies

  • 3 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$111

Price per night from

$111

Distance approx 9.34 km from Pittsford

26

A private balcony, forest views, walk to Pico Mountain!

Vermont / Killington

Killington house

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$122

Price per night from

$122

Distance approx 9.37 km from Pittsford

37

Ski-in/ski-out condo w/ shared, heated pool at the base of Pico Mountain

Vermont / Killington

Killington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$61

Price per night from

$61

Distance approx 11.38 km from Pittsford

45

Ski-themed home close to slopes with a community pool, hot tub & gym!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$94

Price per night from

$94

Distance approx 14.32 km from Pittsford

31

Ski-in/ski-out getaway w/ private deck, shared pool & hot tub

Vermont / Killington

Killington house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$299

Price per night from

$299

Distance approx 11.63 km from Pittsford

42

Comfortable condo w/ shared pool, hot tub & more - ski access nearby!

Vermont / Killington

Killington house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$135

Price per night from

$135

Distance approx 11.45 km from Pittsford

39

Recently updated home w/ shared hot tub, pool & more - easy ski access!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$122

Price per night from

$122

Distance approx 11.65 km from Pittsford

40

Cozy townhome w/ sauna, a shared pool and hot tub, close to two mountain resorts

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$143

Price per night from

$143