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Killington Rentals with Pools

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46 chalets in Killington with pools

Charming Townhome: Pico Mtn Ski-In/Ski-Out Access!

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 58 minutes

Match: Swimming pool

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Price per night from

$177

☆ SKI ON & OFF! ☆ Luxury Trailside Condo! NEW Steam Shower, Hot Tub, Pool

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

“First Family Ski Trip with the Kids” I have a 4 year old and an 11 month old and neither my wife nor I had been skiing since both kids were born. Our eldest was ready for his first skiing vacation and Killington was a great spot since they have a great ski school and child care for the little one. We booked somewhat late but had another couple that wanted to bring their 4 year old daughter as well, so we found this awesome rental. Unfortunately we didn't really get to use the ski on/off to its fullest potential since we had to drop the kids off at their base each day but it would have been extremely convenient. The condo was the perfect size, wifi was key along with the other amenities. The clubhouse was close and convenient, awesome to be able to take the kids to the pool after a day on the slopes and sit myself in the hot tub while they played. I will definitely be coming back here!

Responds fast! avg. 12 minutes

Match: Swimming pool

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Price per night from

$200

Beautiful Ski home unit at Sunrise in Killington

Killington house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 32 minutes

Match: Swimming pool

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Price per night from

$301

Killington - FALL IN THE MOUNTAINS...YOU CAN'T BEAT THE VIEWS!

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$230

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

Killington condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

All filters match

Price per night from

$295

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

Killington apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$758

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$288

Suites at killington Center

Killington condo

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 39 minutes

Match: Swimming pool

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Price per night from

$345

Killington Mountain Slopeside Home

Killington house

5 bedrooms / 3 bathrooms / sleeps 12

“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 center. the hot tub ... We skate on the frozen pond. Although we are not accustomed to the cold (-13 F/ -25 C) for being Brazilians, we enjoyed a lot. Thank you!

Responds fast! avg. 1 hour 33 minutes

Match: Swimming pool

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Price per night from

$998

New Construction - Luxury Vistas at Sunrise ski on ski off in Killington!

Killington house

4 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 2 hours 32 minutes

Match: Swimming pool

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Price per night from

$753

KILLINGTON GOLFING, BIKING SKI 2 Bd 1&1/2 B $79 av nt. 4 Season Resort Sleeps 6

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 39 minutes

Match: Swimming pool

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Price per night from

$110

Ski Killington Vermont

Killington apartment

1 bedroom / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$253

Luxury Topridge Unit K6 SkiOnSkiOff Sundog Trail-Bear Mountain in Killington!

Killington house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 32 minutes

Match: Swimming pool

All filters match

Price per night from

$713

Luxury Topridge Unit 17B off Bear Mountain in Killington.

Killington house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 32 minutes

Match: Swimming pool

All filters match

Price per night from

$713

Townhome w/ Pool - 3 Minutes to Killington Resort!

Killington townhouse

4 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$214

2 bedroom premium AAA rated condo across from the slopes-2D2

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Match: Swimming pool

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Price per night from

$229

2 bedroom premium AAA rated condo across from the slopes-2C4

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Match: Swimming pool

All filters match

Price per night from

$229

Skiers Retreat w/ Amenities, Walk to Chairlifts!

Killington condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 58 minutes

Match: Swimming pool

All filters match

Price per night from

$155

☆ SKI ON & OFF! ☆ Luxury Trailside Townhome! NEW Steam Shower, Hot Tub, Pool

Killington townhouse

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 7 minutes

Match: Swimming pool

All filters match

Price per night from

$149

Glazebrook-Killington Townhome - 1 Mi to Snowshed!

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 58 minutes

Match: Swimming pool

All filters match

Price per night from

$244

Luxury Topridge Unit 15A off Bear Mountain in Killington.

Killington apartment

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 32 minutes

Match: Swimming pool

All filters match

Price per night from

$652

Walk to lift, Ski home! Closest unit to Lifts, Sports Center & Ski Home trail!

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 7 minutes

Match: Swimming pool

All filters match

Price per night from

$142

NEW Killington Ski-Home, Walk to Ski Slopes & Golf

Killington condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 58 minutes

Match: Swimming pool

All filters match

Price per night from

$145

Sunrise Village | Ski-On, Ski-Off Townhome | Pools, Gym, Hot Tubs & Tennis

Killington condo

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,331

Great rentals within 20 miles that match your search

RV/Camper rental Randolph VT area

Braintree camper van

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$167

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

15 bedrooms / 12 bathrooms / sleeps 44

Match: Swimming pool

All filters match

Price per night from

$6,546

Match: Swimming pool

All filters match

Price per night from

$315

Ski-in/out Luxury 3 Bedroom & 3 Bathroom Okemo Penthouse Condo at Jackson Gore

Ludlow apartment

4 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,508

NEW! Condo w/Community Perks, 5 Min to Ski Quechee

Hartford condo

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 2 hours 58 minutes

Match: Swimming pool

All filters match

Price per night from

$200

NEW! Skiing Sanctuary Slope Side at Okemo Resort!

Ludlow condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 58 minutes

Match: Swimming pool

All filters match

Price per night from

$356

NEW! Ski-In/Ski-Out Condo in the Sunrise Village!

Sherburne condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$214

2 Br in Kettlebrook- Okemo

Ludlow condo

2 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$230

NEW! Condo in Jackson Gore Resort Near Hikes!

Ludlow condo

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$422

Ski-in, Ski-out 2 Br Condo With View of Ski Lift!

Ludlow condo

2 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$230

Winterplace 3 Br- Plenty of Bedding- Great for Families

Ludlow condo

3 bedrooms / 2 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$299

Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub

Ludlow house

6 bedrooms / 6 bathrooms / sleeps 14

Match: Swimming pool

All filters match

Price per night from

$2,014

Spacious Winterplace 2 Br Condo- Okemo

Ludlow condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$230

3Br Ski-in, Ski-out & Private Sauna

Ludlow condo

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$285

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