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Ludlow Holiday Rentals with Pools

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57 rentals in Ludlow.
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HOT TUB + FIRE PIT -Walk to Okemo Base Lodge & Lifts. Book this ON MOUNTAIN home
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, All pools
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~WALK TO SKI LIFT~ Classic Private Ski Chalet w/pool table & Fire Pit
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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SPRING SKIING DEALS! Ski on/off! GREAT DEALS - Spacious 4 Bed/2 Bat, Sleeps 8
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Ski on, ski off trailside condo at Okemo
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, All pools
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Luxury Ski in ski out
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
Condo/Apartment
6 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Chalet with Hot Tub on Okemo Mountain; FULL REFUND IF OKEMO CLOSES!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Winterplace at Okemo Mountain, Unit O-105
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, All pools
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Enjoy our ski in ski out condo. Located mid-mountain at Solitude Peak!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, All pools
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Renovated condo w/ shared seasonal pool & tennis - walk to trail!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Vermont Trailside Getaway
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Ski-in/ski-out home w/ seasonal pool, sauna, perfect for large families!
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Okemo Mountain Resort - Sleeps 12 in 4Br 2BA slopeside with Fireplace and Pool
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Ludlow Lookout: Heated Pool + Okemo Shuttle
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Trailside ski on Sachem Trail, convenient, cozy condo
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, All pools
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SOLITUDE-4 Bdrm Ski In/ski Out. Walk to heated pool and epic. Plenty of parking
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Gorgeous Slopeside Condo - Winterplace at Okemo Vail Resorts
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Ski-in/ski-out condo w/seasonal shared pool. Ideal for your next Vermont trip!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Luxury ski-on ski-off Solitude 3br+ condo on Okemo Mountain with stunning views
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Spacious family home w/ private pool & hot tub - near slopes, lake, & more!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Riverside family-friendly condo w/pool-close to skiing & hiking
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Winterplace - Steps away from Slopes
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, All pools
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HALF SEASON RENTAL AVAILABLE: Renovated Sachem Trail Condo with Private Hot Tub
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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The 'Okemo House' at Trailside - Walk to Okemo Ski Lifts! Private 5 bedroom home
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps, All pools
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Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Mountain Lodge at Okemo-1Br Fireplace & Updated Kitchen
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Ski-in, Ski-out 2 Br Condo With View of Ski Lift!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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2 Br in Kettlebrook- Okemo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Your Okemo Getaway! Mountainside Condo with Access to Pool, Ski Shuttle
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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2 Br in Kettlebrook- Okemo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Mountain Lodge at Okemo-1Br Newly Renovated
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Modern & Updated Winterplace 3Br- Sleeps 12
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Beautiful, Renovated Ski-In, Ski-Out 3 Bdrm Unit in Solitude Village
Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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1Br Ski-in, Ski-Out at Okemo Mountain Lodge
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Mountain Lodge at Okemo-1Br Fireplace & Updated Kitchen
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Spacious Winterplace 2 Br Condo- Okemo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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3Br Ski-in, Ski-out & Private Sauna
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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1Br Ski-in, Ski-Out at Okemo Mountain Lodge
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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1Br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Mountain Lodge at Okemo-1Br Newly Renovated
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Condo with a shared seasonal pool & tennis courts - walk to ski trails!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Newly Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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2Br Solitude -Ski-in, Ski-out Access to Promenade Trail
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
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3Br Ski-in, Ski-out & Private Sauna
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Winterplace 3 Br- Plenty of Bedding- Great for Families
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Ski-in, Ski-out 2 Br Condo With View of Ski Lift!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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2Br Solitude -Ski-in, Ski-out Access to Promenade Trail
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
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