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From $418 per night (USD)
VRBO
Central In Town Location!!!<br>Okemo Ski House in Town. 7 Guests 5 Beds 2 Baths
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
IN TOWN LOCATION!!! Adorable cape style home 🏡 1 mile from Okemo Mountain and on the weekend/holiday shuttle line. In ...
From $418 per night (USD)
VRBO
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Expedia
Season rental Okemo Ski Season
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This property is 1.5 miles from Okemo Mountain and Jackson Gore, a popular ski resort. Sleeps 8. 3 bedrooms: 2 queen ...
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Expedia
From $294 per night (USD)
VRBO
Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our home is the perfect getaway, just a 5 minute drive to Okemo Mountain. This 1800s home, has one bedroom on the first ...
From $294 per night (USD)
VRBO
$Okemo Ski on\/Ski off 10 Yards off the Trail, Ski to back Door !$
From $1040 per night (USD)
Expedia
Okemo Ski on\/Ski off 10 Yards off the Trail, Ski to back Door !
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ski on Ski off Property 3bed/2bath Ski on/Ski off Unit at OKEMO Hardwood Floors in Main New Carpet in Bedrooms New Ap ...
From $1040 per night (USD)
Expedia
From $431 per night (USD)
VRBO
Trailside Okemo Mountain House! with hot tub, firepit, and
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Your next mountain getaway awaits! This property is trailside on Okemo mountain and surrounded by trees, which creates r ...
From $431 per night (USD)
VRBO
From $1172 per night (USD)
Expedia
Spacious 4 Bedroom Okemo Home in Ludlow, minutes to the slopes.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This East Hill Home is located in a wonderful country-side location. The home boasts 4 bedrooms, that seeps a total of ...
From $1172 per night (USD)
Expedia
From $1082 per night (USD)
VRBO
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
A @Vermont_Escapes property - Escape to Vermont with us! Perched up on a secluded hill views of the green mountains an ...
From $1082 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Winterplace 3 Br- Plenty of Bedding- Great for Families by RedAwning
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This 3 bedroom, 2-bathroom ski-in/ski-out single-level unit is located at the summit of the two South Ridge Quad chairl ...
From $306 per night (USD)
Expedia
From $1072 per night (USD)
VRBO
A1 Solitude. 4 Bedrooms, ski in and out to main Solitude lift, pool & gym access
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
We are true ski in and out. We access the main Solitude lift and have direct trail access. We are a warm and inviting, ...
From $1072 per night (USD)
VRBO
From $822 per night (USD)
Expedia
Summer fun on the lake - great for 2 families or 3 couples - newly remodeled
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Winter 2024-25 is NOT available We are accepting Summer Season 2025 Rentals as per our availability on our calendar sum ...
From $822 per night (USD)
Expedia
From $1162 per night (USD)
VRBO
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Completely renovated 7 bedroom, 3 bathroom modern mountain house, located in Ludlow. Outdoor deck with BBQ, hot tub, ac ...
From $1162 per night (USD)
VRBO
From $1210 per night (USD)
Expedia
Ski Okemo! Walk to the slopes from your modern 2 bed/2 bath condo at Winterplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Luxurious and newly renovated and modern ski condo just steps away from the AB lift at Okemo. It's a 2 minute walk (or s ...
From $1210 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sweet Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $236 per night (USD)
VRBO
From $722 per night (USD)
Expedia
Ski in/ski out condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Truly ski in and ski out condo at top of A/B quads at Okemo. Updated kitchen and custom furnishings made locally in VT. ...
From $722 per night (USD)
Expedia
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VRBO
Best Location! Renovated center village Okemo 2 BR - free shuttle outside door!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come and enjoy the fantastic skiing at Okemo! Our 2-bedroom condo is right on Main St. in the middle of dining and shop ...
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VRBO
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Expedia
5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any seaso ...
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Expedia
From $2016 per night (USD)
VRBO
Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub by RedAwning
Bedrooms:
6
Bathrooms:
5
Sleeps:
16
Stay in a luxurious 6-bedroom 6 1/2 bath ski-in/ski-out home with direct access to the Sidewinder trail. You'll be 200 ...
From $2016 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any seaso ...
From $290 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Ski-in, Ski-out 2 Br Condo With View of Ski Lift! by RedAwning
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
This 2 bedroom, 2-bathroom ski-in/ski-out single-level unit is located at the summit of the two South Ridge Quad chairl ...
From $271 per night (USD)
VRBO
From $514 per night (USD)
Expedia
2 Br in Kettlebrook- Okemo by RedAwning
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This unit is a 2-bedroom, 2 bathroom mountainside unit in Kettle Brook, and is located a short walk from the Bull Run s ...
From $514 per night (USD)
Expedia
From $887 per night (USD)
VRBO
Okemo Family Ski House - Sleeps 13 - Walk to Sachem trail - 100 yds
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Looking to ski Okemo? We have a cozy and spacious 5 bedroom, 4 bathroom mountain house. Comfortably sleeps 12-13. Awesom ...
From $887 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge B203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $508 per night (USD)
Expedia
From $648 per night (USD)
VRBO
Mountainside 3-BR Ski-In/Out Okemo Chalet
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Summary: Experience the convenience of this 3-BR chalet, perfectly situated steps away from the Clock Tower base area of ...
From $648 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Okemo Trailside 22DL Shred Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $242 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Okemo Mountain Chalet W/ Hot Tub and Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Our Contemporary Ski House is less than 4 miles from Okemo Mountain Resort. It is situated on 10 private acres in the S ...
From $356 per night (USD)
VRBO
From $1195 per night (USD)
VRBO
Welcome the new year with VT holiday cheer! Celebrate & ski! Ask about rates.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Come relax at a 5-star private family residence: immaculate, bright, spacious and serene. Create joyous memories with y ...
From $1195 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy Ludlow Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $262 per night (USD)
VRBO
From $673 per night (USD)
Expedia
Mountain View Retreat within minutes of Okemo Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled between Plymouth and Ludlow, enjoy the privacy and seclusion of this beautiful mountain cabin with a less than 1 ...
From $673 per night (USD)
Expedia
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VRBO
Come Home to Vermont
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lake frontage on the only natural lake between Okemo Mt and Killington Mt. Ski the best 2 mountains, snow mobile, cross ...
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VRBO
From $651 per night (USD)
Expedia
Lake Rescue LAKEFRONT! Private Home. 2.6 miles from Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relish your vacation on Lake Rescue in this new 3BR/3Ba home, with bonus Bunk Room. Private 77ft frontage and dock. La ...
From $651 per night (USD)
Expedia
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VRBO
Large 4 bedroom one mile from Okemo Base. Walk to downtown Ludlow
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Bring the whole family to this great place with lots of room for fun. Located approx. 1 mile from Okemo base lodge and o ...
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VRBO
From $1324 per night (USD)
Expedia
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Bedrooms:
4
Bathrooms:
8
Sleeps:
22
A true Ski in / Ski out house on the beginner Sachem trail at Okemo mountain. This beautiful eight-bedroom chalet is ide ...
From $1324 per night (USD)
Expedia
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VRBO
Efficient condo near slopes with kitchenette & great location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ludlow Lax Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
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VRBO
From $519 per night (USD)
Expedia
Lakefront home with amazing views, fireplace, firepit, & gas grill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lake Rescue Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $519 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
PLEASE NOTE: No Saturday arrivals or departures, no pets, no parties Recommended local activities and floor plans of our ...
From $377 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Secluded escape on rolling acreage with hot tub, deck, gas grill, & fast WiFi
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Town Farm Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $485 per night (USD)
Expedia
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VRBO
Okemo Mountain, Family Affordable 2 fl village location walk to town, Dogs OK.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Linens not provided!! Located in the village of Ludlow, Vermont on the Black river with in 20 miles of 5 major ski area’ ...
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VRBO
From $199 per night (USD)
Expedia
Winterplace - Steps away from Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling ...
From $199 per night (USD)
Expedia
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VRBO
Vermont Trailside Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy our trailside, ski in ski out condo. Located At the top of the A&B lifts. Skip the crowds at the Base! After an ...
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VRBO
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Expedia
Charming & spacious two-story townhome with balcony - close to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Castle Hill Condos - L4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
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Expedia
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VRBO
Cozy 2 BR Ski-in/Ski-out Condo at Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Summary: You'll enjoy seamless access to the slopes via beginner trails, granting you easy entry to both the base area a ...
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VRBO
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Expedia
Ski-in/out gem with balcony, fast WiFi, modern decor & full kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge C306 - Aspen in Okemo Our calendar is updated in real-time & our nightly rates are accurately disp ...
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Expedia
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VRBO
Serene condo near skiing and golf with balcony, fast WiFi, and washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Heavenly Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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VRBO
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Expedia
Beautiful Vermont Retreat House near Okemo Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
St. Joseph's Dwelling Place provides clean, comfortable lodging for up to six guests in choice of king or twin bedded gu ...
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Expedia
From $1391 per night (USD)
VRBO
Okemo/Killington Ski House with Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautifully renovated 3 bed 2 bath house with hot tub is 1 mile from Okemo - 20 minutes from Killington Skyeship go ...
From $1391 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Unit 8 - spacious, central to town & Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
This special place is close to everything, making it easy to plan your visit. 3 minutes from Okemo, 1 minute from Town c ...
From $359 per night (USD)
Expedia
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VRBO
Fantastic home near the slopes and town with fast WiFi, deck, fireplace & more
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Butte Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
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VRBO
From $243 per night (USD)
VRBO
Home located 5 minutes to Okemo Mountain, Lake Rescue, and nearby Fox Run Golf.
Bedrooms:
2
Bathrooms:
7
Sleeps:
8
Comfortable and close to amenities, perfect for two families to share for a weekend if interested in skiing, hiking or k ...
From $243 per night (USD)
VRBO
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VRBO
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Ludlow when you stay in our fabulously renovated historic condo built in 1857. The Mill Place cond ...
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VRBO
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Expedia
Ski-In/Ski-out Condo: Most accessible location on Okemo Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully renovated condo. Enjoy easy access to the slopes, as well as an up-to-date condo for Apres Ski. Experience s ...
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Expedia
From $198 per night (USD)
VRBO
Ski-in/Ski-out | FREE ACCESS Spring House Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1 bedroom condo in Okemo, VT is an excellent choice for families, friends or single travellers. Wonderfully located ...
From $198 per night (USD)
VRBO
From $276 per night (USD)
Expedia
SKI-ON/SKI-OFF Okemo On Mountain Spacious Getaway ⛷ hot tubs, pool, fireplace
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Whether you’re skiing in the winter, hiking in the summer, or soaking in the stunning fall foliage, this ski-in/ski-out ...
From $276 per night (USD)
Expedia
From $722 per night (USD)
VRBO
Slopeside townhome on Okemo Ski Mountain! Summer Pool, Tennis & Air Conditioning
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Prime location for this cozy 4-bedroom townhome steps from Sachem ski trail! Walk out and be on the slopes in 1-2 minute ...
From $722 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Ludlow Village Charmer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We fell in love with this charming circa 1900 home sited on a quiet street above Main Street. You will love the location ...
From $380 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a stylish place with the convenience to everything and to drop your bags and head to Okemo Mountain with ski shutt ...
From $141 per night (USD)
VRBO
From $1056 per night (USD)
Expedia
Okemo Winterplace - Ski home for lunch-Sleeps 12 people 4Br 2BA slopeside
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Sunny high-ceiling condo perched midmountain at Okemo - strap on your skis and GO! Slopeside development with ski runs ...
From $1056 per night (USD)
Expedia
From $589 per night (USD)
VRBO
5 Bedroom Family Home on Okemo with A.C. mini-splits for the Summer Season
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Walking distance to the base lodge this post and beam quintessential ski lodge boasts 5 bedrooms, 4 baths, 2 living room ...
From $589 per night (USD)
VRBO
From $1960 per night (USD)
VRBO
Spacious, luxury lodge - less than a mile from Okemo, and everything else!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Privacy and proximity * two stone fireplaces * hot tub under the stars * room for 18 guests * surround sound entertainme ...
From $1960 per night (USD)
VRBO
From $784 per night (USD)
VRBO
4 B.R. Ski Chalet: Minutes to Slopes
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Just a 6-minute drive from Okemo’s base lodge, our cozy chalet offers the perfect escape into a serene forest. Step int ...
From $784 per night (USD)
VRBO
From $876 per night (USD)
Expedia
Winterplace Condo Steps away from slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace ground floor with stocked wood burning fireplace. 3 BR 2 bath condo! Perfect for a large family or 2 familie ...
From $876 per night (USD)
Expedia
From $482 per night (USD)
VRBO
2 BR/2BA Ski In/Ski Out Condo on Okemo Mountain- Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Kettlebrook (H Bldg) on Okemo Mountain, 2 floor loft condo w/ vaulted ceilings- 1,246 sq ft *True Ski In/Ski Out via b ...
From $482 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Mountainview home on a large lot with electric fireplace- near skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Vibrant Views Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $454 per night (USD)
Expedia
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VRBO
Gateway to Adventure
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Ludlow, this 2 Bedroom 1 Bath condo sleeps 6. Wake up and have coffee on the deck right on the ...
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VRBO
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Expedia
Mountain Side Townhome at Stoney Fields
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Mountain side townhome. Fully renovated, three level townhome located in the quiet community. This three bdrm, 2.5 bath ...
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Expedia
From $667 per night (USD)
VRBO
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Lovely house located on Lake Rescue home beautifully cared for. Has 3 bedrooms, 1 .5 bathrooms and a loft. Property is ...
From $667 per night (USD)
VRBO
From $1696 per night (USD)
Expedia
Private Indoor Pool With A Beautiful House Attached
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Beautifully constructed mountain home on three levels located above the Okemo Base Lodge. Perfect for 2 or 3 families Pr ...
From $1696 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Getaway with a fireplace, washer/dryer, cable, pool, & golf nearby
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Brookhaven B7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $224 per night (USD)
VRBO
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Expedia
2025-26 Seasonal Rental Available: Completely Remodeled 2024 Ski in-out Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Inquire for Seasonal Rental information. Okemo Trailside 23D, Lower Level Why drive to the lifts when you don’t have to? ...
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Expedia
From $840 per night (USD)
VRBO
OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Discover our cozy ski home steps from the Sachem Trail. There are 2 bedrooms each with a queen bed plus a large loft wi ...
From $840 per night (USD)
VRBO
From $1750 per night (USD)
Expedia
Custom ski house less than 1 mile from Okemo Mtn.
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Escape to Okemo Mountain in Ludlow, VT in a custom ski house ideal for any season. Well suited for 2 families. Near down ...
From $1750 per night (USD)
Expedia
From $748 per night (USD)
VRBO
On Shuttle, LIMITED PARKING, Hot Tub, Game room, NEW Dining/renovated Kitchen
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
2024 has brought new updates to an amazing property. The addition of a separate dining area has allowed us to give the ...
From $748 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Spacious Four Seasons Home On Okemo Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Alpen Meadows 21-C is a free-standing single-family home located in a quiet community on Okemo Mountain and close proxim ...
From $368 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Amazing family getaway on Okemo Mountain, Wii, Games room and more!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Just 2 minutes from Okemo base!! Totally renovated, this home offers everything you could ever need at home, or on Va ...
From $468 per night (USD)
VRBO
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Expedia
GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is the perfect location for a fabulous summer or fall vacation (winter's amazing, too!) Wake up to the peaceful bea ...
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Expedia
From $2137 per night (USD)
VRBO
Ski in Ski out cozy Trailside 4 bedroom condo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Newly remodeled! New kitchen, new floors throughout the Livingroom/kitchen creating an inviting open space in the living ...
From $2137 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Private, All Season 10 Acre Retreat Close to the Slopes, Trails, and Swimming
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our lovely home nestled on 10+ private acres in the lake region with easy access to golfing, hiking, swimming ...
From $474 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This year-round home is on Lake Rescue, just 2 miles from Okemo's Jackson Gore base area (the easiest access to the moun ...
From $458 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Contact owner for last minute deals and discounts on longer stays. Private, Cozy Country Chalet in Ludlow on the west si ...
From $342 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Beautiful Cozy Log Cabin w/ HOT TUB - Right In Mtn Community! Great All Seasons
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Summer, Fall, Thanksgiving and Key December, February and March WINTER date still open 2025-2026!! Inquire within! 4 B ...
From $318 per night (USD)
VRBO
From $671 per night (USD)
Expedia
4BR Main Street Home At Okemo Mountain Resort
Bedrooms:
2
Bathrooms:
4
Sleeps:
18
This main street home is perfect for a group of 2 to 3 families or a group of couples/singles. This 4 bedroom, 2 bath h ...
From $671 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Victorian Village Home in Town! with access to shuttle service to Okemo.
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
This is an exceptional village home with refurbished wood floors and attention to detail throughout. Thoughtfully renova ...
From $420 per night (USD)
VRBO
From $994 per night (USD)
Expedia
Ski On/Ski Off Sachem Trail, 4 Bedroom Ski Chalet On Okemo, Mtn.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Our warm/cozy home is perfectly located off the Sachem Trail at Okemo Mountain (ski on/off). Our first floor has a mudro ...
From $994 per night (USD)
Expedia
From $414 per night (USD)
VRBO
As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Please click on option "Ask Owner a question" for availability before clicking on "Request to book". Our charming, upd ...
From $414 per night (USD)
VRBO
From $962 per night (USD)
Expedia
6bed/4ba group friendly ski house ~1mi from Okemo w/ HOT TUB - sleeps 18
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
Looking for the ultimately flexible house for a multi family (or large) group? Welcome to Sterkski, we sleep 18! One hou ...
From $962 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Okemo/Ludlow Ski House. Close to town. Quiet Street.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
1.5 Miles to Okemo (100 yards to shuttle). 20 Minutes to Killington and Pico. 30 minutes to Stratton, Bromley, and Magic ...
From $385 per night (USD)
VRBO
From $795 per night (USD)
Expedia
Newly renovated! 3 BR, slopeside Winterplace condo on Okemo Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Newly renovated and available for rentals* - Come join the fun in this beautiful, clean 3 bedroom/2 bath condominium lo ...
From $795 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Okemo Condo on Bus Route in Center of Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This is truly the best of Ludlow staying in a newly renovated condo in a historic mill building built in 1857. This co ...
From $241 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Spacious 9-BR Downtown Residence 3-Min to Okemo
Bedrooms:
4
Bathrooms:
9
Sleeps:
17
Summary: Bring together the whole family and friend group in this expansive Downtown home, steps to dining and shopping ...
From $845 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Chateau Sunrise - Solitude Village K203 Our calendar is updated in real-time & our nightly rates are accurately display ...
From $267 per night (USD)
VRBO
From $1032 per night (USD)
Expedia
Red Door on Pleasant Ext
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Relax in this 3 bedroom 1.5 bath family friendly ranch. Whether your enjoying everything Okemo Mountain has to offer or ...
From $1032 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Condo with Ski-in/Ski-Out Access + Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Find your Okemo escape in our cozy and charming ski-in/ski-out condo with mountain views! Walk out your door and experie ...
From $191 per night (USD)
VRBO
From $431 per night (USD)
Expedia
Charming 4-Bed Downtown Townhome 3-Min to Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Enjoy Okemo and the Green Mountains from this spacious, recently renovated townhome. The townhome features 4 be ...
From $431 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Tasteful 5-Bed Downtown Townhome 3-Min to Okemo
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Charming and centrally located, this 4-BR townhome is perfect for friends and families visiting Okemo. The home ...
From $423 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Castle Hill Condos O2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $296 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Mountain View Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $307 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious Home w/Seasonal Lake View, Wood Stove, Washer/Dryer & Cable
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Walk to the Lakes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
Expedia
From $505 per night (USD)
VRBO
Okemo Ski On Ski Off
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
OKEMO MOUNTAIN Ski On/Ski Off Updated 2 bedroom/2.5 bath ground floor, ski-on/off condo in sought after Solitude Village ...
From $505 per night (USD)
VRBO
From $1736 per night (USD)
Expedia
New rates! Okemo -Ideal for Families, Ski On/Off, ALL winter. Winterplace 3 bdrm
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Fantastic access!! Lose no time, step into your skis at our patio. Hit the slopes in 1 minute! If the weather tur ...
From $1736 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Lovely Ludlow Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This three-bedroom home is located in the beautiful South Hill area with great access to Okemo Ski Resort, which is just ...
From $921 per night (USD)
VRBO
From $496 per night (USD)
Expedia
3BR Ski-In/Ski-Out Condo at Okemo with a Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
<p>Located in Ludlow, this welcoming condo lets you experience it all. Thanks to the convenient onsite parking, you can ...
From $496 per night (USD)
Expedia

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