Ludlow, Vermont

Vacation Rentals in Ludlow, Vermont

Discover 398 vacation rental properties in Ludlow. From 1 to 11 bedrooms. Average $518/night. 100% have pools.

398 verified listings Book securely on VRBO Prices updated March 2026

398 properties available

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

3 beds 1 bath
PoolA/CWiFiBalcony
$371/night
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Ski-in/ski-out condo with pool, hot tub, sauna, fireplace, W/D, & central AC

Ski-in/ski-out condo with pool, hot tub, sauna, fireplace, W/D, & central AC

2 beds 2 baths
PoolA/CWiFiBalcony
$151/night
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Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

4 beds 2 baths
PoolA/CWiFiBalcony
$321/night
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Best Location SKI-ON/SKI-OFF⛷ with hot tubs, pool, fireplace

Best Location SKI-ON/SKI-OFF⛷ with hot tubs, pool, fireplace

4 beds 2 baths
PoolA/CWiFiBalcony
$137/night
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Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

1 bed 1 bath
PoolA/CWiFiBalcony
$116/night
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Quaint lakefront home with a private deck, firepit, and dock

Quaint lakefront home with a private deck, firepit, and dock

2 beds 1 bath
PoolA/CWiFiBalcony
$150/night
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Idyllic Lakefront House Suited Two Families

Idyllic Lakefront House Suited Two Families

3 beds 2 baths
PoolA/CWiFiBalcony
$255/night
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Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

3 beds 2 baths
PoolA/CWiFiBalcony
$352/night
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Okemo Mountain - Cozy, Modern condo & on a 3 mins Shuttle bus to the Mountain

Okemo Mountain - Cozy, Modern condo & on a 3 mins Shuttle bus to the Mountain

1 bath
PoolA/CWiFiBalcony
$142/night
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Flash sale! Hike, kayak & more! Come enjoy this newly renovated, cozy home!

Flash sale! Hike, kayak & more! Come enjoy this newly renovated, cozy home!

3 beds 2 baths
PoolA/CWiFiBalcony
$198/night
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Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse

Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse

2 beds 2 baths
PoolA/CWiFiBalcony
$149/night
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Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

1 bed 1 bath
PoolA/CWiFiBalcony
$116/night
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GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!

GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!

4 beds 3 baths
PoolA/CWiFiBalcony
$376/night
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Lakefront home with amazing views, fireplace, firepit, & gas grill

Lakefront home with amazing views, fireplace, firepit, & gas grill

4 beds 3 baths
PoolA/CWiFiBalcony
$260/night
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Tranquil home in a quiet neighborhood with easy access to outdoor fun

Tranquil home in a quiet neighborhood with easy access to outdoor fun

4 beds 2 baths
PoolA/CWiFiBalcony
$147/night
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Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

2 baths
PoolA/CWiFiBalcony
$114/night
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Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

1 bed 1 bath
PoolA/CWiFiBalcony
$94/night
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149 Upper Crossroad Unit B

149 Upper Crossroad Unit B

3 beds 2 baths
PoolA/CWiFiBalcony
$85/night
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Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain

1 bath
PoolA/CWiFiBalcony
$86/night
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The Okemo Love Lounge

The Okemo Love Lounge

1 bed 1 bath
PoolA/CWiFiBalcony
$401/night
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Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

1 bed 1 bath
PoolA/CWiFiBalcony
$89/night
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Ski-in/out condo with water & mountain views, private sauna & fireplace

Ski-in/out condo with water & mountain views, private sauna & fireplace

2 beds 2 baths
PoolA/CWiFiBalcony
$142/night
View Details → Book on VRBO
Ski-in/out condo with mountain views, fireplace, pool, & hot tub

Ski-in/out condo with mountain views, fireplace, pool, & hot tub

2 beds 2 baths
PoolA/CWiFiBalcony
$151/night
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Stunning Views of Okemo - 6 Mins to Lifts

Stunning Views of Okemo - 6 Mins to Lifts

3 beds 3 baths
PoolA/CWiFiBalcony
$457/night
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Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.

Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.

2 beds 2 baths
PoolA/CWiFiBalcony
$235/night
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Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

2 beds 2 baths
PoolA/CWiFiBalcony
$136/night
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Okemo Acres - Beyond Vacation Rental

Okemo Acres - Beyond Vacation Rental

4 beds 2 baths
PoolA/CWiFiBalcony
$401/night
View Details → Book on VRBO
Dog-friendly & riverfront condo one mile from Okemo with wood fireplace

Dog-friendly & riverfront condo one mile from Okemo with wood fireplace

2 beds 1 bath
PoolA/CWiFiBalcony
$135/night
View Details → Book on VRBO
Ski-in/ski-out condo with mountain view, private balcony, & fireplace

Ski-in/ski-out condo with mountain view, private balcony, & fireplace

1 bed 1 bath
PoolA/CWiFiBalcony
$121/night
View Details → Book on VRBO
Mountain-view condo with skiing nearby, pool, and balcony - snowbird-friendly

Mountain-view condo with skiing nearby, pool, and balcony - snowbird-friendly

3 beds 2 baths
PoolA/CWiFiBalcony
$138/night
View Details → Book on VRBO
Ski Haven: 1-Bed Condo, Okemo Base Area Retreat

Ski Haven: 1-Bed Condo, Okemo Base Area Retreat

1 bed 1 bath
PoolA/CWiFiBalcony
$268/night
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2-story townhouse near Okemo Mountain Resort & base lodge with streaming & loft

2-story townhouse near Okemo Mountain Resort & base lodge with streaming & loft

3 beds 2 baths
PoolA/CWiFiBalcony
$182/night
View Details → Book on VRBO
Ski-In/Out Condo with Electric Fireplace, Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Electric Fireplace, Mountain Views, and Washer/Dryer

1 bed 1 bath
PoolA/CWiFiBalcony
$146/night
View Details → Book on VRBO
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

1 bed 2 baths
PoolA/CWiFiBalcony
$183/night
View Details → Book on VRBO
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!

Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!

2 beds 1 bath
PoolA/CWiFiBalcony
$345/night
View Details → Book on VRBO
Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 by RedAwning

Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 by RedAwning

1 bed 1 bath
PoolA/CWiFiBalcony
$191/night
View Details → Book on VRBO
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

1 bed 1 bath
PoolA/CWiFiBalcony
$117/night
View Details → Book on VRBO
Lovely Ludlow Home

Lovely Ludlow Home

3 beds 2 baths
PoolA/CWiFiBalcony
$853/night
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Winterplace Condo at Okemo - walk to slopes!

Winterplace Condo at Okemo - walk to slopes!

2 beds 2 baths
PoolA/CWiFiBalcony
$415/night
View Details → Book on VRBO
Best Location! Renovated center village Okemo 2 BR - free shuttle outside door!

Best Location! Renovated center village Okemo 2 BR - free shuttle outside door!

2 beds 1 bath
PoolA/CWiFiBalcony
$215/night
View Details → Book on VRBO
Ski-in/out condo with patio, full kitchen & high-speed WiFi

Ski-in/out condo with patio, full kitchen & high-speed WiFi

1 bed 1 bath
PoolA/CWiFiBalcony
$173/night
View Details → Book on VRBO
Ski In/Out Studio at Okemo on Sachem Trail

Ski In/Out Studio at Okemo on Sachem Trail

1 bed 1 bath
PoolA/CWiFiBalcony
$300/night
View Details → Book on VRBO
Peaceful Ski-in/ski-out condo at Solitude Okemo - Direct Ski Access

Peaceful Ski-in/ski-out condo at Solitude Okemo - Direct Ski Access

2 beds 2 baths
PoolA/CWiFiBalcony
$488/night
View Details → Book on VRBO
Okemo Ski-In/Out Renovated Modern Condo

Okemo Ski-In/Out Renovated Modern Condo

2 beds 2 baths
PoolA/CWiFiBalcony
$431/night
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Okemo Mountain Chalet W/ Hot Tub and Game Room

Okemo Mountain Chalet W/ Hot Tub and Game Room

4 beds 3 baths
PoolA/CWiFiBalcony
$229/night
View Details → Book on VRBO
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

5 beds 2 baths
PoolA/CWiFiBalcony
$199/night
View Details → Book on VRBO
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

3 beds 2 baths
PoolA/CWiFiBalcony
$203/night
View Details → Book on VRBO
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

3 beds 2 baths
PoolA/CWiFiBalcony
$281/night
View Details → Book on VRBO

Showing 48 of 398 properties

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