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Killington Rentals with Pools

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36 chalets in Killington with pools

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

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 13 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

$177

Beautiful Ski home unit at Sunrise in Killington

Killington house

4 bedrooms / 3 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$300

Killington - Plenty of Snow through May; BOOK NOW FOR LOW SUMMER RATES

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

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

The Lodges Bear Mountain Luxury ski-on/ski-off 3 bed 3 Bath LOW RATES-Mar/Apr

Killington condo

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$339

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

Killington apartment

3 bedrooms / 2 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$767

Swiss Chalet 8-Bdrooms_6 F-Bathrooms X-Mass *Grps 5+

Killington chalet

8 bedrooms / 6 bathrooms / sleeps 22

Match: Swimming pool

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Price per night from

$590

Serenity at Sunrise

Killington hotel apartment

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$295

Log Cabin-5 Bd & 2F-Bath_50% Off X-Mass Grps 5+

Killington house

7 bedrooms / 4 bathrooms / sleeps 20

Match: Swimming pool

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Price per night from

$354

Suites at killington Center

Killington condo

2 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$347

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. 2 hours 52 minutes

Match: Swimming pool

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Price per night from

$695

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

Killington house

4 bedrooms / 5 bathrooms / sleeps 14

Match: Swimming pool

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Price per night from

$700

KILLINGTON GOLFING, BIKING SKI 2 Bd 1&1/2 B $79 av nt. 4 Season Resort Sleeps 8

Killington condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 minutes

Match: Swimming pool

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Price per night from

$88

Ski Killington Vermont

Killington apartment

1 bedroom / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$224

Cozy Condo w/ Pool Access Near Killington Resort!

Killington apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 16 minutes

Match: Swimming pool

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Price per night from

$150

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

Killington house

4 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

All filters match

Price per night from

$650

Think Snow_7 bdrms_5 F-Bathrooms_X-Mass _ Grps 5+*

Killington house

7 bedrooms / 5 bathrooms / sleeps 20

Match: Swimming pool

All filters match

Price per night from

$590

Townhome w/ Pool - 3 Minutes to Killington Resort!

Killington townhouse

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 13 minutes

Match: Swimming pool

All filters match

Price per night from

$215

3 bedroom 2 bath Pinnacle Condo at Killington

Killington apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$649

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

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$230

Killington Resort Condo w/Hot Tub, Walk to Slopes!

Killington condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 13 minutes

Match: Swimming pool

All filters match

Price per night from

$171

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

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$230

Skiers Retreat w/ Amenities, Walk to Chairlifts!

Killington condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 13 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

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 13 minutes

Match: Swimming pool

All filters match

Price per night from

$148

Glazebrook-Killington Townhome - 1 Mi to Snowshed!

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 13 minutes

Match: Swimming pool

All filters match

Price per night from

$244

Cricket Hill - Cozy, clean, private, spacious. 5 rooms. Entire lower level.

Killington house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 14 minutes

Match: Swimming pool

All filters match

Price per night from

$155

Luxury Topridge Unit 15A off Bear Mountain in Killington.

Killington apartment

4 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

All filters match

Price per night from

$650

Great rentals within 20 miles that match your search

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

15 bedrooms / 12 bathrooms / sleeps 44

Match: Swimming pool

All filters match

Price per night from

$2,883

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

$148

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

$1,527

Trailside Chalet at Okemo - Walk to Okemo Ski Lifts! Private 5 bedroom home

Ludlow house

5 bedrooms / 2 bathrooms / sleeps 13

Responds fast! avg. 2 hours 14 minutes

Match: Swimming pool

All filters match

Price per night from

$316

Cozy Ski In/Ski Out Condo, Steps to Sachem Trail!

Ludlow condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 13 minutes

Match: Swimming pool

All filters match

Price per night from

$182

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

Hartford condo

3 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 13 minutes

Match: Swimming pool

All filters match

Price per night from

$197

NEW! All-Season Condo w/Pool & Ski Quechee Access

Quechee condo

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 13 minutes

Match: Swimming pool

All filters match

Price per night from

$150

Charming beachfront condo with shared pool & hot tubs, WiFi, and beach access!

Mount Holly house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 57 minutes

Match: Swimming pool

All filters match

Price per night from

$105

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